Gold Anna Maria Island & Holmes Beach Home & Villa Rentals

All Pool Options

705 matching vacation rentals found.

We receive new listings daily. Call your agent at 844.826.5260 for an up to date list of available rental options.

3 Bedroom Rental With a Private Outdoor Pool

Private Heated Pool & Hot TubRelax at your Anna Maria Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental Two Blocks from Bean Point

Three Bedroom Rental Two Blocks from Bean Point1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

4 bedroom Beach Cottage sleeps Eight Guest Comfortably.

4 bedroom Beach Cottage sleeps Eight Guest Comfortably.Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Rental Four Bedrooms Sleeps 10

Rental Four Bedrooms Sleeps 10AMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4124/Week plus taxes and fees

Available: Yes844-826-5260

Bayfront 5 Bedroom Sleeps 19 with Boat Dock

Aerial View of Anna MariaBayside
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 19
  • 5 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Beach House- Short Walk to Beach North End

Beach House- Short Walk to Beach North EndImageHandler (43)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy:
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3800-6500/Week plus taxes and fees

Available: Yes844-826-5260

This home will Sleep 8 more than Comfortably.

Steps to beach home with pool & spa in Holmes Beach, FloridaOutdoor dining area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Locally Owned Property Nice Home and Swimming Pool

Swimming poolFront view of property
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Canal View Home

3 Bedroom Canal View HomeScreened pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Home with Private Pool and Three Great Bedrooms

Tropical PoolEquipped Kitchen with Stainless Appliances
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Vacation Rental Shared Pool Sleeps 8

Gulf view from balconyBalcony with bay view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Private Pool, watch the Kids Swim in the Pool Call Local Agent

Private Pool, watch the Kids Swim in the Pool Call Local AgentMoonBeachCottageProfessional6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 3 Bedroom Vacation Rental Heated pool Sleeps 8

Anna Maria 3 Bedroom Vacation Rental  Heated pool Sleeps 8anna-maria-island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Only 3 houses to beach w/4 bedrooms pool Anna Maria Rental

Pool with Sun LoungersAnna Maria Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Stunning 4 Bedroom Canal front Vacation Home with Pool

Stunning 4 Bedroom Canal front Vacation  Home with PoolAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2365-7500/Week plus taxes and fees

Available: Yes844-826-5260

Bradenton Beach Rental home with Pool Sleeps 10

Bradenton Beach Rental home with Pool Sleeps 1028
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Bayfront 4 bedroom plus a den on Anna Maria Island

Large Patio Area with PoolExterior View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 5 Bathrooms

Starting at $4000/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental Luxury Private Home on Island Sleeps 10

Vacation Rental Luxury Private Home on  Island Sleeps 10anna maria retnal 01
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 879965

Bradenton Beach house for rentOpen floor plan
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3325/Month plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Vacation Rental Private Pool WOW Rental

Five Bedroom Vacation Rental Private Pool WOW RentalAnna-Maria-Florida-vacation-rental-private-pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

A Stunner of a Home Vacation Rentals West of Gulf Drive

A Stunner of a Home Vacation Rentals West of Gulf DriveHolmes Beach Florida Vacation Rental Home7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3658/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Rental Pool Gulf Front

Luxury Vacation Rental Pool Gulf FrontRelax on the Loungers at the Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Great Interior Decor

Three Bedroom Great Interior Decor619-Rose-Anna-Maria-Vacation-Rental-(4)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Vacation Rental Homes.

Sandy BeachWalk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2065-4430/Week plus taxes and fees

Available: Yes844-826-5260

Gulf Views Sleeps 12 Guests Take a Look Great Home

Gulf Views Sleeps 12 Guests Take a Look Great Home3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $8095/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Luxury Close To The Beach

Anna Maria, Florida Vacation RentalAnna Maria Pier
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1845-3750/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Home Pool Great Outdoor entertaining areas

Three Bedroom Home Pool Great Outdoor entertaining areasrental_home_pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

5 Bedroom value priced Anna Maria Island pool rental

5 Bedroom value priced Anna Maria Island pool rentaldownload (28)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Vacation Rental Sleeps 8 Guests Steps onto Sand

3 Bedroom Vacation Rental Sleeps 8 Guests Steps onto SandBedroom with King Bed
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Rental- Home Pool Oat Door Oasis!

Five Bedroom Rental- Home Pool Oat Door Oasis!AMI1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 879252

Holmes Beach, Florida rental home just steps to beachLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1000/Week plus taxes and fees

Available: Yes844-826-5260

Cottage with 3 Bedrooms

Walk to Beach Home with Private Pool in Holmes Beach, FloridaEquipped Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1729/Week plus taxes and fees

Available: Yes844-826-5260

Guests Love this Home away from Home

Guests Love this Home away from HomeHolmes Beach, Florida Rental Home Close to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Pool Rental Island- Canal- North End

Luxury Pool Rental Island- Canal- North EndIShb4yn7wznr8x1000000000
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 3
  • 5 Bedrooms
  • 2 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria rental cottage sleep 6 private pool

Anna Maria rental cottage sleep 6 private poolOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: Yes844-826-5260

Canal Front Two Bedroom Vacation Rental Home Private Pool

Exterior View Anna Maria RentalLiving Room with Flat Screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1300/Week plus taxes and fees

Available: Yes844-826-5260

Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf

Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental - 200ft to the Beach!

Holmes Beach house for rentScreened porch with table sets & chaise lounge chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Island Pool Home 2 Blocks to Beaches

Two Bedroom Island Pool Home 2 Blocks to BeachesAnna-Maria-Florida-vacation-rental-home-living-room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2261/Week plus taxes and fees

Available: Yes844-826-5260

West of Gulf Drive sleep 12 private Heated pool

West of Gulf Drive sleep 12 private Heated poolHolmes Beach Four Bedroom rental Home with Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3800/Week plus taxes and fees

Available: Yes844-826-5260

Huge Vacation Rental Home with Six Bedrooms

Huge Vacation Rental Home with Six Bedrooms1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $3000-8750/Week plus taxes and fees

Available: Yes844-826-5260

What a Wonderful Vacation Home with Easy Beach Access

Anna Maria Beach225-215ElmAve2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2325/Week plus taxes and fees

Available: Yes844-826-5260

Large Terrace and a Tropical Yard Pool Sleeps Eight

Large Terrace and a Tropical Yard Pool Sleeps Eight6301B-Holmes-Blvd-Holmes-Beach-Vacation-Rental-(4)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Sleeps 8 Great Interior Decor Throughout

Living RoomFully Equipped Kitchen
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3192/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Four Bedroom Rental Walk to Beach 2 Kings and A Queen

Luxury Four Bedroom Rental Walk to Beach 2 Kings and A Queenr_dsc_2088
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Luxury Indoor and outdoor Entertaining Spaces

Three Bedroom Luxury Indoor and outdoor Entertaining Spacesimages (85)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Beautifully Furnished on the North End of the Island

Beautifully Furnished on the North End of the Islandanna-maria-rentals-1 (10)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Island Rental home Pool Sleeps 10

Luxury Island Rental home Pool Sleeps 10Bradenton Beach Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3192/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom 3 Bath Rental A Few Homes Back from Gulf

Near Beach Vacation Bungalow in Anna Maria, FloridaGarden
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5319/Week plus taxes and fees

Available: Yes844-826-5260

WOW Vacation Beach Home with Pool - Sleeps 10

WOW Vacation Beach Home with Pool - Sleeps 10Anna-Maria-Florida-vacation-rental-home20
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2950/Week plus taxes and fees

Available: Yes844-826-5260

North Island Vacation Home With Beach Across Street 4 Bedrm

Bay Beach Across the StreetKitchen & Dining Area with Bay View
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5295/Week plus taxes and fees

Available: Yes844-826-5260

Island Vacation Beach Villa Posh 4 Bedrooms

Anna Maria beach across from the streetVilla Milano 9
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3910/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 4646

Anna Maria Island & Holmes Beach Home 4646Holmes Beach, Florida home for rent with pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Beach House for Rent The Best On The Island

Beach House for Rent The Best On The Islandami1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5000/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental West Gulf Drive No Street to Cross to Beach

Holmes Beach house for rentPrivate pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1795/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental Sleeps 8 Separate Den / Four Bedrooms

Vacation Rental Sleeps 8 Separate Den / Four BedroomsRear view of property
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Space for Six Lucky Guests

Beach viewanna18
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7000/Week plus taxes and fees

Available: Yes844-826-5260

4 bedroom private pool Anna Maria Island rental

4 bedroom private pool Anna Maria Island rentalAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Steps to beach remodeled 2 bed pool Anna Maria Rental

Steps to beach remodeled 2 bed pool Anna Maria Rental104-55th-St-Holmes-Beach-Vacatoin-Rental-(11)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Rental on Anna Maria Island Sleeps 8

Four Bedroom Rental on Anna Maria Island Sleeps 8AMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4300/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Rental Canal Home Boat Dock

Canal Front Home with Pool in Anna Maria, FloridaPoolside Seating Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental on Anna Maria island with Pool and Boat Dock

Luxury Vacation Rental VillaDeck with Water Views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $9000/Month plus taxes and fees

Available: Yes844-826-5260

Walk Over to Beach

Walk Over to BeachL20
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Pet Friendly Vacation Rental Tropical Heated Pool

Private PoolBradenton Beach, Florida Rental Home with Bay View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

Romantic Cottage Hideaway Bring Your Boat

Bradenton Beach vacation homeBay View from the Lanai of this Anna Maria Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Six Bedroom Super Impressive Home Close to Beach

Stunning Six Bedroom Super Impressive Home Close to Beachanna-maria-rentals-1 (2)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $6290/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Luxury Island Vacation Rental Home Sleeps 9

Four Bedroom Luxury  Island Vacation Rental Home Sleeps 94004-5th-Avenue-Holmes-Beach-Vacation-Rental-(2)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Three Great Bedroom Rental has Boat Dock

Poolside table set & lounging chairsPrivate pool at this Anna Maria Island Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $7695/Month plus taxes and fees

Available: Yes844-826-5260

Three Bed Rental on Island - Bay Front Home Sleeps 7

Bay view living room4091CD08-155D-0010-0745DA0002358EB1-506 South Bay Boulevard Anna Maria Vacation Rental (28)
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Beach House Vacation Rental Gulf Front

Three Bedroom Beach House Vacation Rental Gulf Frontl10
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5500/Week plus taxes and fees

Available: Yes844-826-5260

Four bedroom rental Sleeps 8 - North End on Canal

Four bedroom rental Sleeps 8 - North End on CanalAnna-Maria-Florida-vacation-rental-home-lounging-area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

New 4 bedroom Anna Maria rental WHOLE DUPLEX

Beach AccessFully Equipped Kitchen
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2495-5195/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Custom Built Luxury Pool Home Upscale Interior

Six Bedroom Custom Built Luxury Pool Home Upscale InteriorAMI4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Luxury Island Rental Home- Six Bedrooms Mediterranean Style

Luxury Island Rental Home- Six Bedrooms Mediterranean StyleAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Starting at $7795/Week plus taxes and fees

Available: Yes844-826-5260

Prestigious Elegance Great Three Bedroom

Holmes Beach vacation homePrivate heated pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4700/Week plus taxes and fees

Available: Yes844-826-5260

5 Bedroom Luxury Rental Half Mile from Bean Point

5 Bedroom Luxury Rental Half Mile from Bean PointAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $6195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury six bedroom 5 bath Rental- Breathtaking views

Luxury six bedroom 5 bath Rental- Breathtaking viewsAnna-Maria-Florida-vacation-rental-home-private-pool-and-spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $6182/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Beachfront Greatest Views of the Gulf of Mexico

Two Bedroom Beachfront Greatest Views of the Gulf of Mexicomoondancenewpro3
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

4 Bedroom pool north Anna Maria rental

4 Bedroom pool  north Anna Maria rentalAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Private Luxury Home Great Price Flip Flop Walk to Beaches

Sandy BeachVacation Rental Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

One House Back from the Beach A 30 Second Walk to Sand!

Holmes Beach, Florida Vacation Home One House to BeachWalk to Beach House one Block back
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

A Luxury Island Villa Great Pool and Entertaining Area

Private poolLuxury Holmes Beach Vacation Villa
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Island Vacation Rental with Pool

Island Vacation Rental with Poolanna-maria-island (1)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1745/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental Only One Block to Beach Access

Exterior View of Holmes Beach RentalRear of Property with Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Swimming Pool Views Home Villa

Three Bedroom Swimming Pool Views Home Villaanna-maria-rentals-1 (4)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6857/Month plus taxes and fees

Available: Yes844-826-5260

Private Vacation Rental with Boat Dock Three Bedrooms

Private Vacation Rental with Boat Dock Three Bedrooms617 DundeeN 1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $7495/Month plus taxes and fees

Available: Yes844-826-5260

Caged Pool Vacation Rental on Anna Maria Island

Caged Pool Vacation Rental on Anna Maria Island213-70th-St-Holmes-beach-Vacation-Rental-(7)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Rental on Anna Maria Sleeps Eight

Four Bedroom Rental on Anna Maria Sleeps Eight879300-Anna-Maria-Island-Florida-Vacation-Home-Rental-4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3724/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront pool home on North Anna Maria Island- Sleeps 14

Beachfront pool home on North Anna Maria Island-  Sleeps 14TBYHOP17 (1)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6800/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Vacation Home Five Houses Back from The Beach

Exterior View of Anna Maria Rental HomeSpacious Living Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Rental on Anna Maria Sleeps 8 guests 3.5 Bathrooms

Rental on Anna Maria Sleeps 8 guests 3.5 BathroomsL25
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Canal front 5 Bedroom Vacation Rental Ground One Level Home

Canal front 5 Bedroom Vacation Rental Ground One Level HomeAnna Maria Florida Vacation Rental Home8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3095-6995/Week plus taxes and fees

Available: Yes844-826-5260

Private Pool Vacation Home Close to Beaches - 3 Bedroom

Private Pool Vacation Home Close to Beaches - 3 Bedroomlp1 - Copy
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental Three Bedroom Home

Vacation Rental Three Bedroom HomeHeron House 9.1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5695/Week plus taxes and fees

Available: Yes844-826-5260

4 bedroom Pool home w/short walk to beach

4 bedroom Pool home w/short walk to beachPelicanVilla_21
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8

Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8703 South Bay Anna Maria Island Vacation Rental (48)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

North end Home Being Renovated to a 4 bedroom now.

North end Home Being Renovated to a 4 bedroom now.BirdsEyeView_5
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1410/Week plus taxes and fees

Available: Yes844-826-5260

This Home Underwent Major Renovations! Sleeps Ten 8 in Beds

Bay ViewOpen Plan Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 7751

Anna Maria Island & Holmes Beach Home 7751l7
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Beach House Gulf Front Rental - Sleeps 10 2 Queen Beds

Beach House Gulf Front Rental - Sleeps 10  2 Queen BedsExterior View of this Anna Maria Beach Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2285/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Luxury Gulf Front Vacation Rental One of the Best

3 Bedroom Luxury Gulf Front Vacation Rental One of the BestVacation home in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3000/Week plus taxes and fees

Available: Yes844-826-5260

There bedroom Vacation Rental with Pool on Anna Maria Island

Anna Maria Island2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

A Two Bedroom that is Available at a Great Price

Anna Maria Sandy BeachAnna Maria Coastline
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1165/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Rental that Sleeps 8 on Anna Maria Island.

Rear view of propertyLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Vacation Rental West of Gulf Drive with Pool

Lagoon swimming pooldownload
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Holmes Beach Pool Home for Rent (town home)

Vacation Home at Anna MariaPrivate Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1875-3125/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Area Four Bedroom Rental on Golf Course

Exterior View of Anna Maria Vacation RentalCaged Pool and Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Located on Gulf Drive Half block to Beach

Located on Gulf Drive Half block to BeachPoolside lounging chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3000/Week plus taxes and fees

Available: Yes844-826-5260

2 Bedroom Vacation Rental- Views of Gulf 2.5 Bathrooms

Anna Maria Island Rental with Full Gulf View - From Balcony with chairsOpen Living room with wood floors
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1795/Week plus taxes and fees

Available: Yes844-826-5260

Island 5 Bedroom Vacation Rental

Island 5 Bedroom Vacation RentalImageHandler (11)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5695/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Rental with Pool Steps to Gulf Beaches

Luxury  Vacation Rental with Pool Steps to Gulf Beachesbd18
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Rental with 3 Bedrooms Screened Porch

Holmes Beach Vacation Rental with 3 Bedrooms Screened Porch2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Victorian Style large Heated Pool 4 Bedrooms

Victorian Style large Heated Pool 4 BedroomsAMI1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $8995/Month plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Holmes Beach Vacation Rental Sleeps 6 Walk to Beaches

walk to beach one blockHolmes Beach, Florida Vacation Home Only Two Blocks to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach

Three Bedroom Vacation Rental Luxury Pool Home Holmes BeachAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Rent Three Bedroom o Great Rate will Sleep 8 -Sofa Sleeper

Fully Stocked Kitchenanna mnaria 3
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Elegant Beach area 3 Bedroom Vacation Rental Sleep 6

Elegant Beach area  3 Bedroom Vacation Rental Sleep 6AMI1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Rental with 2 bedrooms Sleeps 6 Guests Walk to Beaches

Rental with 2 bedrooms Sleeps 6 Guests Walk to Beaches20100224052317_14
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Luxury Villa Rental Sleeps 12 Largest Pool Ever

Six Bedroom Luxury Villa Rental  Sleeps 12 Largest Pool Everr_dsc_7138
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Starting at $6487/Week plus taxes and fees

Available: Yes844-826-5260

Canal Front 4 bed sleeps 8 with Pool- North End

Canal Front 4 bed sleeps 8 with Pool- North EndWalk to anna maria beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4195 - 6500/Week plus taxes and fees

Available: Yes844-826-5260

Island Luxury Rental One block to beach

Island Luxury Rental One block to beachsonia 4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1450/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880720

Vacation home with private pool in Anna Maria, FloridaAnna Maria, Florida vacation home for rent
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Town Home with 2 bedrooms Easy Beach Access

Town Home with 2 bedrooms Easy Beach Access4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Cottage located on Much Sought after North End of the Island

Anna Maria, Florida vacation home with short walk to beachLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1195/Week plus taxes and fees

Available: Yes844-826-5260

Beach House for Rent- Sleeps 10 Guests on Beach

Gulf Front Rental Home in Holmes Beach, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5500/Week plus taxes and fees

Available: Yes844-826-5260

North End Rental with Pool Stroll to Gulf

Anna Maria, Florida Rental with Heated Private PoolCanal View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Elegant Island Luxury Vacation Rental Infinity Pool

Elegant  Island Luxury Vacation Rental Infinity PoolBradenton-Beach-Florida-vacation-rental-home2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6118/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 4 Bedroom Home Private Pool Great Family Rental

Luxury 4 Bedroom Home Private Pool Great Family Rental5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

West of Gulf Drive 6 bedroom pool Anna Maria rental

West of Gulf Drive 6 bedroom pool Anna Maria rentalImageHandler.ashx
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: Yes844-826-5260

Island Vacation Rental Sleeps 8 on the islands North End

Exterior ViewAnna Maria, Florida Vacation Rental with Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

One of the top Four Bedroom Rentals Sleeps 10

One of the top Four Bedroom Rentals Sleeps 10203-40621stPlN55
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5295/Week plus taxes and fees

Available: Yes844-826-5260

4 Bedroom Rental with a Private Pool Coastal Decor.

4 Bedroom  Rental with a Private Pool Coastal Decor.bocagrande4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Private Villa with Pool Sleeps 12 Gulf Views

Anna Maria Private Villa with Pool Sleeps 12 Gulf Views8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

One of the Largest Vacation Rental 8 Bedroom Luxury 7 Bath

One of the Largest Vacation Rental 8 Bedroom Luxury 7 BathGulfwinds Vacation Rental on Holmes Beach, Anna Maria Island (35)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rentals sleeps 8 2 Blocks Beach lagoon Pool

Vacation Rentals sleeps 8 2 Blocks Beach lagoon Pool1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Sleep 10 Vacation Rental on Islands North End Steps from Beaches

Full Kitchen with Island & Breakfast BarLiving Room with Flat Screen TV & Fireplace
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: Yes844-826-5260

Rental Sleeps Six- Gulf Front Luxury on The Gulf

Rental Sleeps Six- Gulf Front Luxury on The GulfAMI2
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Bayfront Luxury Home with Pool and Boat Dock.

Six Bedroom Bayfront Luxury Home with Pool and Boat Dock.AMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $7500.00/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront 6 bedroom Pool Five Bedrooms

Beachfront 6 bedroom Pool Five Bedrooms1111111111
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $9495/Week plus taxes and fees

Available: Yes844-826-5260

Ground level 4 bedroom new Anna Maria Island rental

Ground level 4 bedroom new Anna Maria Island rentalImageHandler-5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

Eight Bedroom Luxury Vacation Home with Pool.

Eight Bedroom Luxury Vacation Home with Pool.Holmes-Beach-Florida-vacation-rental-home-4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $10695-16295/Week plus taxes and fees

Available: Yes844-826-5260

Island rental home with 4 Bedrooms 3.5 Bathrooms

Island rental home with 4 Bedrooms 3.5 BathroomsPrivate pool & boat dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3900/Week plus taxes and fees

Available: Yes844-826-5260

Stunning 5 Bedrooms 3.5 Bathrooms Short Walk to Beach

Stunning 5 Bedrooms 3.5 Bathrooms Short Walk to BeachMojitoupdated23
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

6 Bedroom w/ Boat Dock and pool sleeps 16 Anna Maria Rental

Walk to beach from Villastunning water views from master bedroom
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Rentals with Boat Dock and One Block to Beach

Five Bedroom Rentals with Boat Dock and One Block to BeachImageHandler-2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $5600/Week plus taxes and fees

Available: Yes844-826-5260

Lovely Five Bdrm Beach Rental on Holmes Beach- Tropical Pool

Lovely Five Bdrm Beach Rental on Holmes Beach- Tropical PoolDining Area & Breakfast Bar
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Tropical Grounds 3 Bedroom Vacation Rental Duplex! Pool!

Tropical Grounds 3 Bedroom Vacation Rental Duplex! Pool!AMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Five Bedroom Vacation Rental One of the Islands Best

Luxury Five Bedroom Vacation Rental One of the Islands BestAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Vacation Home 3 Min Walk to Beaches

Vacation Vacation Home 3 Min Walk to Beaches879685-Holmes-Beach-Florida-Vacation-Home-Rental-18
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2445/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Ultimate with Peeks of the View of The Gulf of Mexico

Six Bedroom Ultimate  with Peeks of the View of The Gulf of MexicoImageHandler-1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $7695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 876502

Outside View of Bradenton Beach, Florida Vacation RentalOcean View from Living Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Fabulous Five Bedroom Villa & Private Pool in Holmes Beach

Fabulous Five Bedroom Villa & Private Pool in Holmes BeachAMI3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2395-8195/Week plus taxes and fees

Available: Yes844-826-5260

Beautifully decorated north end 3 bed Anna Maria Rental

Beautifully decorated north end 3 bed Anna Maria RentalAMI3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 876541

Anna Maria Island & Holmes Beach Home 87654120110620135240_1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Holmes Beach villa West of Gulf Dr

Holmes Beach villa West of Gulf Dr9
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Luxury Vacation Rentals

Three Bedroom  Luxury Vacation Rentalsz1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Villa for Rent- Pool- Sleeps 9

Luxury Villa for Rent- Pool- Sleeps 9Villa Monica 1 (1)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 876676

Holmes Beach, Florida vacation home with short walk to beachLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Villa 3 bed plus den pool rental Anna Maria

Luxury Villa 3 bed plus den pool rental Anna MariaHolmes-Beach-Florida-vacation-rental-condo-shared-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 876679

Canal front home for rent with private poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Value Priced Pool Vacation Rental Home 3 Bedrooms 2.5 Bathrooms

Value Priced Pool Vacation Rental Home 3 Bedrooms 2.5 BathroomsAnna-Maria-Florida-vacation-rental-home4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3724/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental 4 bedrooms and Pool - 3 Houses from Beach

Vacation Rental 4 bedrooms and Pool - 3 Houses from BeachAnna Maria Florida Vacation Rental Home25
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1,895-6,595/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Four Bedroom Vacation Beach House

Anna Maria Island Four Bedroom Vacation Beach House1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6500/Week plus taxes and fees

Available: Yes844-826-5260

3 bed Rental with Private Pool 500 Yards to Beaches

Anna Maria Beaches306_56th_Street_B_03
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Rental Luxury All The Way Ground Level four Bedroom 4 Bath

Rental Luxury All The Way Ground Level four Bedroom 4  BathHolmes Beach Florida Vacation Rental Home2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedrooms and Pool

Exterior View of Rental HomeAnna Maria Sandy Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $200-5625/Week plus taxes and fees

Available: Yes844-826-5260

North End of Island West of Gulf Drive 90 Steps to Beach

Private poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Pine Avenue Vacation Rentals- With Pools-

Pine Avenue Vacation Rentals- With Pools-Anna-Maria-Florida-vacation-rental-home-flat-screen-TV-in-living-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes844-826-5260

West of Gulf Drive 5 bedroom pool Home with 4.5. Bathrooms

West of Gulf Drive 5 bedroom pool Home with 4.5. Bathrooms116-45th-st-night-10
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3395/Week plus taxes and fees

Available: Yes844-826-5260

Only Six Homes back from the Beach

Only Six Homes back from the BeachAnna Maria Florida Vacation Rental Home23
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Beach Rental 4 bedrooms Sleeps 8

Hot tubr_dsc_8640
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4695/Week plus taxes and fees

Available: Yes844-826-5260

One of the Best Five Bedroom Homes on the Island Boat Dock

Magnificent Vacation Home in Anna Maria,FloridaLarge Pool with Sun Loungers
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Beachfront with private pool rental

Anna Maria Beachfront with private pool rentalAnna Maria Island Beach House Rental with Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $7000/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Rental - Sleeps 14 Guests - Private Pool

Exterior ViewPrivate Pool & Hot Tub in Holmes Beach, Florida rental home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental on Anna Maria Island with 4 Bedrooms

Vacation Rental on Anna Maria Island with 4 BedroomsAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

4 bedroom plus den Private pool rental West of Gulf Drive

4 bedroom plus den Private pool rental West of Gulf DriveAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Two Bedroom Cottage with Pool

Anna Maria IslandLiving Area with Flat Screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1390-3125/Week plus taxes and fees

Available: Yes844-826-5260

Ground Level 4 Bedroom 4 Bath Home! Steps from Beach

Open plan living spaceFully equipped kitchen
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Rental Accommodation Large Heated Pool Beach Across Street

Well Equipped KitchenOutdoor Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2132/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Rental Tropical Landscaping

Holmes Beach Vacation Rental Tropical Landscapingcx7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes844-826-5260

Waterfront Luxury Rental Sleeps 18 2/3 min Walk to Beaches.

Waterfront Luxury Rental Sleeps 18 2/3 min Walk to Beaches.Bradenton-Beach-Florida-vacation-home-rental-31
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $3,095-10,495/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront Home Attached Apartment 4 Bedroom Rental

Bay Beach Front Home in Anna Maria, Florida444-804SBayBlvd33
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes844-826-5260

Bayfront Luxury Sleep 15 Six Well Appointed Bedrooms

Bayfront Luxury Sleep 15 Six Well Appointed BedroomsBoat Dock
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $6895/Week plus taxes and fees

Available: Yes844-826-5260

Fantastic Three Bedroom Rental Six Houses from the Sand

Sandy BeachExteror View of of Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887413

Holmes Beach Rental Deck with Outdoor FurnitureView of Living Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Vacation Rental Gulf Views Pool

Anna Maria Island 4 Bedroom Vacation Rental Gulf Views Pool208 A 72nd st Holmes Beach Vacation Rental (46)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Three Bed Accommodation Bay Beachfront

Luxury Three Bed Accommodation Bay Beachfrontbocagrande4
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3395/Week plus taxes and fees

Available: Yes844-826-5260

Pool Tropical Setting 2 Blocks Rod and Reel 3 Bedrooms

Outside View of Rental and Pool268_Gladiolus_12
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Rental 4 Bedroom Sleeps 10

One Block to Beach Home with Private Pool & SpaLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Just a Few Blocks to beach Custom Pool

Four Bedroom Just a Few Blocks to beach Custom PoolAnna-Maria-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Spacious Vacation Home with Four bedrooms

Aerial View of PoolLarge Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2875-4375/Week plus taxes and fees

Available: Yes844-826-5260

Island Beach Vacation Rental with 4 Bedrooms

Island Beach Vacation Rental with 4 BedroomsAnna-Maria-Beach 4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877252

Anna Maria, Florida vacation home with poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

North end Beauty sleeps 8 Anna Maria Island rental with pool

Anna Maria, Florida vacation home with private poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

One Level Custom Home with Pool Sleeps 12 View Now

One Level Custom Home with Pool Sleeps 12  View NowAMIBH_01_Pooldeck_Spa_Night
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495-8900/Week plus taxes and fees

Available: Yes844-826-5260

3 bedroom 3 bath private pool Anna Maria Island rental

Private Heated poolk6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3890/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedrooms and a Rare Three Bathrooms with Pool

Three Bedrooms and a Rare Three Bathrooms with Poolholmes-beach-rentals- (2)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877300

Holmes Beach, Florida vacation home with swimming poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Three Bedroom Rental Home with Pool

Luxury Anna Maria Three Bedroom Rental Home with Pool11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Newly Renovated Historic Home 3 Bedrooms

Anna Maria Island Newly Renovated Historic Home 3 BedroomsAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Four Bedroom Vacation Rental

Swimming poolPoolside sun lounger
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 4 bedroom Private home in the Heart of Holmes Beach

Designer decorated home rental in Holmes Beach, FloridaPrivate heated pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Rental Home - SLEEPS 15

Anna Maria Island Five Bedroom Rental Home - SLEEPS 15AMI4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $9995/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Vacation Rental Homes on Anna Maria Island

Three Bedroom Vacation Rental Homes on Anna Maria IslandAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Vacation Rental Home with Pool

Anna Maria Island Luxury Vacation Rental Home with PoolHolmes-Beach-Florida-vacation-rental-home32
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury One Bedroom Rental - Private Heated Pool - Sleeps 4

Exterior View of VacationPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1395/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Vacation Cottage 3 min Walk to Beach

Two Bedroom Vacation Cottage 3 min Walk to BeachIslandEscape_3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Luxury Rental with Pool on Anna Maria Island.

Four Bedroom Luxury Rental with Pool  on Anna Maria Island.Eceptionally well designed Dining Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Homes with Pool Anna Maria Island

Luxury Vacation Homes with Pool Anna Maria IslandExterior View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4595/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Home with Pool Sleeps 6 Guests

Canal front pool & hot tubCanal front home for rent with pool & hot tub
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront 3 bedroom private home Anna Maria rental

Beachfront 3 bedroom private home Anna Maria rentalAnna Maria, Florida vacation home on beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4895/Week plus taxes and fees

Available: Yes844-826-5260

Almost on The Beach Anna Maria Rental

Beachside Vacation Home in Holmes Beach, FloridaBeach Access
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877664

Front view of homeAnna Maria Island, Florida vacation home with private pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

What A Darling Two Bedroom Rental on Anna Maria Island

What A Darling Two Bedroom Rental on Anna Maria IslandIMG_0083
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2593/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental on Anna Maria Island

Three Bedroom Rental on Anna Maria IslandHolmes-Beach-Florida-vacation-rental-home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Three bedroom Rental on Anna Maria Rental with Swimming Pool

Three bedroom Rental on Anna Maria Rental with Swimming Pool1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1845-3750/Week plus taxes and fees

Available: Yes844-826-5260

HOLMES BEACH 3 BEDROOM PRIVATE POOL WITH TIKI HUT BAR

Tropical PoolPoolside Lounging & Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

HOLMES BEACH VACATION RENTAL SLEEPS 6

HOLMES BEACH VACATION RENTAL SLEEPS 6AMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rental Accommodation with Pool

Anna Maria Island Rental Accommodation with Pool213-Periwinkle---Anna-Maria-Beach-Vacation-Rental-(11)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877689

Anna Maria Island & Holmes Beach Home 877689Holmes Beach rental home with private pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1850/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Pool Rentals Seep 8 on Anna Maria Island

Living RoomQueen Bed in Bedroom Two
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island Vacation Rental with Three Bedrooms

Luxury Anna Maria Island Vacation Rental with Three BedroomsAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Rental Three Bedroom with Pool

Anna Maria Vacation Rental Three Bedroom with PoolBreakfast Bar Seats Four
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887330

Beachside Vacation Home with Pool in Holmes Beach, FloridaOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877701

Anna Maria, Florida vacation home with private poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

3 bedroom private pool North Anna Maria rental

Anna Maria, Florida vacation home with private poolPrivate pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Home with Pool to Rent on Anna Maria

3 Bedroom Home with Pool to Rent on Anna MariaOutdoor dining area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2907/Week plus taxes and fees

Available: Yes844-826-5260

BEACHFRONT Anna Maria Island Three Bedroom Vacation Rental

Elevated Vacation RentalBalcony with Outdoor Table
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5500 - 8500/Week plus taxes and fees

Available: Yes844-826-5260

NORTH END 3 BEDROOM ON ANNA MARIA

Anna Maria Island, Florida vacation home with short walk to beachLiving room with flat screen TV
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Rental in Holmes Beach FL

Holmes Beach, Florida Vacation Home with PoolLiving & Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $950/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877737

Canal front rental home with pool in Anna Maria, FloridaLiving room with fireplace & flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10717-Jacaranda-Anna-Maria-Vacation-Rental-(21)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3500-6500/Week plus taxes and fees

Available: Yes844-826-5260

Anna maria Island Three Bedroom Rental with Water Views

View from propertyPrivate pool & hot tub
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Four Bedroom Vacation Home Rent on Anna Maria Island

Gulf view rental home in Holmes Beach, Floridaanna maria island beaches
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4921/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Anna Maria Vacation Pool Home- NORTH ANNA MARIA

Anna Maria, Florida rental home with private poolAdorable rental close to the beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1395/Week plus taxes and fees

Available: Yes844-826-5260

Beach House Three Bedroom On Anna Maria Island- Rental

Beach House Three Bedroom On Anna Maria Island- Rental809NS ARIELVIEW
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Home on Anna Maria Island with Private Pool

Private Pool2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877864

Luxury Holmes Beach rental homeHolmes-Beach-Rentals-7
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2200/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877877

Anna Maria rental close to beachanna- Maraia- beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Pool Home for Rent on Anna Maria Island Upscale

Anna Maria Rental one block to beachDining area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

4 Bedroom Vacation Rental Sleeps 8 Pool

4 Bedroom Vacation Rental Sleeps 8 PoolHolmes-Beach-Florida-Vacation-Rental-Home2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,595-3,595/Week plus taxes and fees

Available: Yes844-826-5260

One King and 2 Queens Anna Maria Rental Close To Beach

Anna Maria Beachesanna-maria-rentals-1 (4)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877903

Front viewHolmes Beach, Florida rental home with tropical pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Three Houses from Beach

Three Houses from BeachEnjoy your Anna Maria Vacation
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

3 bedroom Private pool Anna Maria Rental

pool privateTropic Dream 10
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

All About the Views at this 2 Bedroom Rental Bradenton

All About the Views at this 2 Bedroom Rental Bradentoncoastal cottage 2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1395/Week plus taxes and fees

Available: Yes844-826-5260

Rental with Pool Sleeps 6 One block to the Beach

Rental with Pool Sleeps 6 One block to the BeachHolmes-Beach-Florida-vacation-rental-home-aerial-view3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877931

Holmes Beach Vacation Home 1 block from the beachPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom For Rent with Pool

Three Bedroom For Rent with Poolanna-maria-Island-beach-dining
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

North side Anna Maria Island Short Stroll to Beaches

North side Anna Maria Island Short Stroll to BeachesLagoon pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 877954

Holmes Beach, Florida rental home with tropical poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Located on the North End Only 450 Yards to Beach

Located on the North End Only 450 Yards to Beachxxxx
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Villa with Private Pool Sleeps Walk to Pine Avenue

Two Bedroom Villa with Private Pool Sleeps Walk to Pine Avenueanna maria beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1595/Week plus taxes and fees

Available: Yes844-826-5260

Fantastic Condo Cottage with one of the Largest Pools!

Fantastic Condo Cottage with one of the Largest Pools!Blue Lagoon 5 Anna Maria Island Vacation Rental (3)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Vacation Rental Large Screened Pool

Three Bedroom Vacation Rental Large Screened PoolBradenton-Florida-vacation-rental-home14
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

A few minutes from Beach with a Private Pool

Holmes Beach Vacation RentalHolmes Beach Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Beach Home with Pool Lush Landscaping

Three Bedroom Beach Home with Pool  Lush LandscapingQuietPalms1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedrooms Sleep 13 Guests- Almost a House on Beach

Three Bedrooms Sleep 13 Guests- Almost a House on BeachIslandLife_2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom 3 Bath Vacation Home ! Luxury 2 Master Bedrooms

3 Bedroom  3 Bath Vacation Home ! Luxury  2 Master BedroomsAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Home to rent- 2 Bedrooms a King and a Queen Bedroom

Vacation Home to rent- 2 Bedrooms a King and a Queen BedroomAnna Maria rental home with light, bright decor
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $995/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Rental Home Or Rent Both Homes for Big Group

3 Bedroom Rental Home Or  Rent Both Homes for Big Groupvilla_paradise_13
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Beach House For Rent Luxury

Anna Maria Island Beach House For Rent Luxuryanna-maria-island-rentals-0943
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4217/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878125

Anna Maria, Florida Vacation Home with Heated PoolLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Large Heated Pool Island 4 Bedroom l Sleeps 8 Pool

Large Heated Pool  Island 4 Bedroom l Sleeps 8 PoolAnna-Maria-Florida-vacation-rental-home-covered-seating-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Home at Homes Beach Three Bedrooms and Pool-

Home at Homes Beach Three Bedrooms and Pool-Chaise Lounge Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Rental Home on the Bay with Pool

Rental Home on the Bay with Pool623-Ivanhoe-Ln-Holmes-Beach-Vacation-Rental-(11)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $8995/Month plus taxes and fees

Available: Yes844-826-5260

Four Bedrooms and Luxury All the Way!

Four Bedrooms and Luxury All the Way!AMI1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4295/Week plus taxes and fees

Available: Yes844-826-5260

One of the Best Island Rentals Luxury

Fully equipped kitchen with breakfast baranna maria beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4895/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedrooms and Only 2 Blocks to Beach

Three Bedrooms and Only 2 Blocks to BeachAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880285

Holmes Beach, Florida house for rentLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Beautiful Anna Maria Island Rental pool sleep 6

Beautiful Anna Maria Island Rental pool sleep 6AMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880279

Beautiful island bungalow in Holmes Beach, Florida with pool-hot tubBeachIsle_6
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1795/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Rentals Great Pool Walk Beach Sleep 6

luxury anna maria island pool home for rentbradenton-beach-marina-anna-maria-island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

NEW RENTAL w/Views of Bimini Bay from this Anna Maria Home

NEW RENTAL w/Views of Bimini Bay from this Anna Maria HomeAnna-Maria-Island-Florida-Vacation-Home-Rental-23
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,795-4,795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878625

Anna Maria Island & Holmes Beach Home 8786255
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2433/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Four Bedroom Home on Anna Maria with Pool Sleeps 8

Stunning Four Bedroom Home on Anna Maria with Pool Sleeps 8Living Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Rent this Four Bedroom Anna Maria Rental that Sleeps 8

Rent this Four Bedroom Anna Maria Rental that Sleeps 8ImageHandler3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 10

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 10Heated pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878689

Heated Outdoor PoolCharming Open Plan Kitchen & Dining Room/Living Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Right on North End

Anna Maria Island Vacation Rental Right on North EndAnna-Maria-Florida-vacation-rental-home-living-room
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental 3 Bedroom Blocks To Beach

Anna Maria Island Vacation Rental 3 Bedroom Blocks To BeachExterior View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878700

Anna Maria Island & Holmes Beach Home 878700Holmes Beach Florida Vacation Rental Home8
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3192/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home Sleep 8 private Pool

Anna Maria Rental Home Sleep 8 private PoolBeachEscaapeProfessional20
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878711

Anna Maria Island & Holmes Beach Home 878711a-1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Vacation Property for Rent

Anna Maria Island Three Bedroom Vacation Property for RentAnna Maria Florida Vacation Rental Home15
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rental sleeps 10 guests

Holmes Beach, Florida Vacation Rental with Private PoolLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 878784

Aerial View of Anna Maria IslandAnna Maria, Florida Vacation Home for Rent
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3325/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island Beach House rental with Pool

Luxury Anna Maria Island Beach House rental with PoolAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $8995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home Sleeps 9

Anna Maria,Florida Rental Home with Private PoolFully Equipped Kitchen with Breakfast Bar
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Value Priced Vacation Rental Home Anna Maria Island & Pool

Pool with Large Patio AreaExterior View of the Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2625-8535/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Beachfront 1 Bedroom Vacation Rental Sleeps 4

Finiest white sand outsideanna-maria-rentals-1 (5)
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental Holmes Beach on Anna Maria Island

Three Bedroom Rental Holmes Beach on Anna Maria Islandami3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Monthly Rentals.

Exterior View of PropertyLiving Space Overlooking Beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $13300/Month plus taxes and fees

Available: Yes844-826-5260

Lovely Two Bedroom Two Bathroom Vacation Condo

Canal Front Home with Pool & Spa in Holmes Beach, FloridaDining Room with Seating for Six
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6800/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Beach Rental Sleeps 8

Anna Maria Beach RentalPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 879864

Anna Maria Island & Holmes Beach Home 879864AMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Pool Home- Vacation Rental

Anna Maria Island Pool Home- Vacation Rentalimages (68)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1799/Week plus taxes and fees

Available: Yes844-826-5260

Value priced 3 bedroom with private pool on Anna Maria

Fully Equipped KitchenOpen Plan Kitchen and Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1779/Week plus taxes and fees

Available: Yes844-826-5260

LOCATION LOCATION 3 Bedroom pool home north end

LOCATION LOCATION 3 Bedroom pool home north endBayBungalow1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2697/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 879938

Anna Maria Island & Holmes Beach Home 879938anna maria 5
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Vacation Rental Pool Sleeps 8

One Block to Beach Home with Pool & Spa in Holmes Beach, FloridaOpen Living Space
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Condo For Rent Weekly & Monthly Stunning Features

Short Walk to Anna Maria BeachKing bed in master bedroom
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Rentals on Beach with Pools and Views

View of the Bay from the PatioDining Table Seats 8
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3370/Week plus taxes and fees

Available: Yes844-826-5260

Sleep 8 Rental on Anna Maria Island

One Block to Bay Beach Rental with Pool in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

North end Anna Maria Vacation Home

Large Balcony with Outdoor FfurnitureLiving Room with Fireplace
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880399

Anna Maria Island & Holmes Beach Home 880399Holmes-Beach-Florida-vacation-rental-home-exterior-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home three Bedrooms with Pool

Anna Maria Rental Home three Bedrooms with PoolImageHandler
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880547

Anna Maria Island & Holmes Beach Home 880547Private Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

Rent this Entire Anna Maria Mega Beach Home- Gulf Views

Rent this Entire Anna Maria Mega Beach Home- Gulf Views880852-Anna-Maria-Florida-Vacation-Home-Rental-12
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2765/Week plus taxes and fees

Available: Yes844-826-5260

Luxury North End Anna Maria Vacation Home Rental

Luxury North End Anna Maria Vacation Home RentalImageHandler
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

100 Steps to the Beach- Walk to Bridge Street Shops

100 Steps to the Beach- Walk to Bridge Street Shopsbocagrande3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 5 bedroom Vacation Rental with Pool

Anna Maria Island 5 bedroom Vacation Rental with PoolGulfview Beach House 14
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Home with Pool

Anna Maria Island Vacation Rental Home with Poolrsz_add_limelight
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Anna Maria Island Rental

Three Bedroom Anna Maria Island Rentalpolaroid-beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Rental 3 Bedroom 1 Block To Beach

Anna Maria Vacation Rental 3 Bedroom 1 Block To Beachabout-anna-maria-island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1350/Week plus taxes and fees

Available: Yes844-826-5260

4 bedroom Rental WALK to Pine Avenue- Anna Maria

4 bedroom Rental WALK to Pine Avenue- Anna Maria1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria Vacation Rental Property Sleeps 10 Guests-

North Anna Maria Vacation Rental Property Sleeps 10 Guests-2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795-6000/Week plus taxes and fees

Available: Yes844-826-5260

Classy beach House- Two Homes from the beach Anna Maria

Classy beach House- Two Homes from the beach Anna Maria10
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881007

Vacation home in Holmes Beach, FloridaRental home located on beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3158/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Islands Most Beautiful Vacation Rental Beach Home

Gulf viewannamaria72215
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4950/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881009

Beautiful Anna Maria Island, Florida home rentalInterior
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

N. Anna Maria 4 bedroom rental 2 blocks to Pine Avenue

Exterior Vacation Rental with Ample ParkingPatio Furniture By Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881015

Holmes Beach, Florida rental home with private poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 3 Bedroom Vacation Rental Close To Beach Pool

Anna Maria 3 Bedroom Vacation Rental Close To Beach PoolCaged pool with lounging area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881017

Anna Maria Island & Holmes Beach Home 881017ImageHandler-1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Value Priced Anna Maria Island Rental Great Pool Home

Heated poolAnna Maria Island home with water views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495 /Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881022

Anna Maria, Florida rental home with tropical poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Value Vacation Rentals Anna Maria

Anna Maria, Florida vacation home with private polLiving room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881032

Holmes Beach, Florida rental home with private poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881037

Anna Maria, Florida rental home with tropical poolDining area seats six
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Home with Boat Dock

Anna Maria Island Vacation Home with Boat DockAnna-Maria-Florida-vacation-rental-home-exterior-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3596/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedrooms Anna Maria Island Rental Cottages

Three Bedrooms Anna Maria Island Rental Cottages203-Periwinkle-Anna-Maria-Vacation-Rental-(24)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria 4 bed pool and 1 house to beach rental

Sandy beachImageHandler (40)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Four Bedroom Rental Gulf Views Sleeps 8

Luxury Four Bedroom Rental Gulf Views Sleeps 8hbvs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2750-6565/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Gulf Front Beach Rentals

Anna Maria Island Three Bedroom  Gulf Front Beach RentalsBradenton Beach Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695-3595/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Home for Rent- Walk to Beach Upscale

Four Bedroom Home for Rent- Walk to Beach UpscaleAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Value Vacation Rental on Anna Maria Island

Value Vacation Rental on Anna Maria IslandCaribbean Reef 2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881446

Open Floor PlanPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2115/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 5 bedroom Vacation Rentals on Water Boat Dock

Anna Maria 5 bedroom Vacation Rentals on Water Boat DockHS 16
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria Luxury Vacation Rental Home

Pool deck with outdoor chairsBalcony with outdoor chairs & BBQ grill
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4000/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885666

Canal Leads to BayWalk to Beach Home with Canal View in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Home with Pool- Sleeps 8

Private Outdoor PoolPoolside Shade for Relaxing
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: Yes844-826-5260

Three bedroom Coastal Living Rentals Anna Maria Island

Three bedroom Coastal Living Rentals Anna Maria IslandAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Private vacation Rental- Three Bedrooms

Anna Maria Island Private vacation Rental- Three BedroomsLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3352/Week plus taxes and fees

Available: Yes844-826-5260

Walk to Beach Bistro form this Amazing Rental on Anna Maria

Breakfast nookLiving & dining area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881918

Holmes Beach, Florida vacation home with shared poolLiving area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $850/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Luxury Vacation Home with Three Bedrooms- Pool

One Block to Beach Home with Pool in Anna Maria, FloridaLagoon Style Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881924

Anna Maria Island & Holmes Beach Home 881924Open Plan Living Space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881925

Shared PoolFront View of Property
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1200/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Canal Front 5 Bedroom Pool Home with Dock

Anna Maria Canal Front 5 Bedroom Pool Home with DockAnna Maria Florida Vacation Rental Home2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $7448/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 881972

Excellent Vacation Home in Bradenton Beach, FloridaDining Room Seats Eight
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental with Boat Dock

Private PoolCanal Fornt Home Close to Beach in Anna Maria, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Great One Bedroom Rental

Great One Bedroom RentalPeacockWay_11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental house with 4 bedrooms and A Pool - North E

Anna Maria Rental house with 4 bedrooms and A Pool - North ECab1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Anna Maria Island Beach House with Pool

Anna Maria Island Beach House with PoolFishing Pier
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Rental Home North Anna Maria Island - Sleeps 8

Four Bedroom Rental Home North Anna Maria Island - Sleeps 8CastayCove6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 3 Bedroom Vacation Rental Canal Views Pool

Canalside rental home with pool in Anna Maria, Florida243-Willow-Ave-Anna-Maria-Island-Vacation-Rental-(14)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 882959

luxury anna maria rentalsprivate outdoor pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Two Bedroom Rental with Shared Pool Great Decor

Anna Maria Two Bedroom Rental with Shared Pool Great Decor2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Four Bedroom Anna Maria Rental

Sandy BeachAerial View of Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 8 Bedroom Rental Home Anna Maria Island Pool

Luxury 8 Bedroom Rental Home Anna Maria Island PoolHolmes-Beach-Florida-vacation-rental-home-67
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $3495- 17495/Week plus taxes and fees

Available: Yes844-826-5260

2 BEDROOM PLUS DEN SLEEPS 7 POOL ANNA MARIA RENTAL

Bradenton Beach, Florida rental home with poolLiving room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Best Anna Maria Vacation Rental Five Bedrooms- Sleeps 12

Best Anna Maria Vacation Rental Five Bedrooms- Sleeps 12anna maria 3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Value Vacation Rental- Tiki Pool

Holmes Beach, Florida home for rent with poolLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Vacation rental Sleeps 8 Pool

Anna Maria Island 3 Bedroom Vacation rental Sleeps 8 PoolFlat screen TV in living area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

3 bedroom NO streets to cross Anna Maria pool rental

3 bedroom NO streets to cross Anna Maria pool rentall22 (6)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Newly remodeled 3 bed private pool Anna Maria Cottage rental

Bradenton Beach, Florida vacation home with private poolPoolside outdoor chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria -Two Bedroom Vacation Rental Cottage Private Pool

Anna Maria -Two Bedroom Vacation Rental Cottage Private PoolCoconutCottage3Professional5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2895-4000/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885020

Anna Maria Island & Holmes Beach Home 885020download (12)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Home with Three Bedrooms & Sleeps 8

Living Room with Flat Screen TVPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Rental Home Four Bedrooms- Pool

Holmes Beach Vacation Rental Home Four Bedrooms- Poolen 3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

West of Gulf Dr 3 bed private pool Anna Maria beauty.

Vacation Home in Holmes Beach, FloridaKitchen with Breakfast Bar
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes844-826-5260

Private pool Anna Maria rental for 6 at value pricing

Private pool Anna Maria rental for 6 at value pricinganna maria rental 01111111111
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884152

Steps to Beach Home with Pool in Holmes Beach, FloridaOpen Floor Plan
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

N. End Anna Maria canal private pool home

N. End Anna Maria canal private pool homeAnna Maria Florida Vacation Rental Home10
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Beach House Vacation Rental On Beach

Anna Maria Island Beach House Vacation Rental On Beachanna_maria_Island_Beach_rental_.2 jpg
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2433/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 PoolImageHandler3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Vacation Rentals

Anna Maria Island Five Bedroom Vacation RentalsAMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Rent all three units and Sleep 10 on Anna Maria Island.

Rent all three units and Sleep 10 on Anna Maria Island.anna maria 2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

North end Anna Maria sleeps 16 with steps to the beach

North end Anna Maria sleeps 16 with steps to the beachimages3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 2 Bathrooms

Starting at $7495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 6

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 6about-anna-maria-island
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7195/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 883153

Canal front rental home with pool in Holmes Beach, FloridaBoat dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 883557

Anna Maria Island & Holmes Beach Home 883557Bradenton Beach Florida Vacation Rental Home24
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3564/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rental Vacation Home Big Pools

Pool ViewModern Living Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3268/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 883605

Poolside outdoor dining & lounging areaLiving room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

2 Bedroom Anna Maria Cottage 25 Steps to Beach !

2 Bedroom  Anna Maria Cottage  25 Steps to Beach !Anna Maria Island
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 883624

Anna Maria beach stroll from rentalbeach access
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 883908

Anna Maria Island & Holmes Beach Home 883908Open living & dining area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1936/Week plus taxes and fees

Available: Yes844-826-5260

One of the Few Five Bedroom Rentals on Anna Maria Island

One of the Few Five Bedroom Rentals on Anna Maria IslandAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Luxury Anna Maria Rental 3 Bedrooms Sleeps 6

Luxury Anna Maria Rental  3 Bedrooms Sleeps 6AMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rentals Sleep 6

Anna Maria Island Rentals Sleep 6Poolside Lounging Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

NORTH END OF ANNA MARIA 5 BEDROOM

NORTH END OF ANNA MARIA 5 BEDROOManna_maria_beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885097

Master Bedroom with Queen BedFully equipped kitchen
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $630/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884002

Anna Maria Island & Holmes Beach Home 8840021
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3325/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 2 Bedroom Duplex - Sleeps 4 Guests

Short walk to the Beach from this Anna Maria, Florida RentalOutdoor Furniture by the Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884054

Anna Maria Island & Holmes Beach Home 884054Shared pool & hot tub
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1350/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Holmes Beach

Luxury Holmes BeachAnna-Maria-Florida-vacation-rental-home-living-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2125-2875/Week plus taxes and fees

Available: Yes844-826-5260

North end 2 bedroom private pool rental Anna Maria Island

Exterior View of Anna Maria RentalFully Equipped Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1375/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom on Anna Maria Island Luxury Home

Three Bedroom on Anna Maria Island Luxury HomeAMID1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home Only 200 Steps to the Beach- Pool

Anna Maria Rental Home Only 200 Steps to the Beach- PoolFlat screen TV in living area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental Home Anna Maria Island with Pools

Three Bedroom Rental Home Anna Maria Island with PoolsAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884331

Open floor kitchen & living areaBeautiful beachfront villa in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 1 Bathroom

Starting at $3083/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884345

Bay & Gulf View Home in Anna Maria, Florida296-RC3C6311
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island 3 Bedroom 1 Block To Beach Sleeps 6

Luxury Anna Maria Island 3 Bedroom 1 Block To Beach Sleeps 6Furnished Balcony
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Pool Home

Anna Maria Island Vacation Rental Pool HomeAMI4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2095/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884505

Half Block to Beach Home in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7315/Month plus taxes and fees

Available: Yes844-826-5260

5 bedroom no streets to cross with pool Anna Maria Rental

Wide Sandy BeachHolmes Beach, Florida Vacation Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Canal Front Home 2 Bedroom Vacation Rental

Anna Maria Island Canal Front Home 2 Bedroom Vacation RentalView of the Canal
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Rental- Weekly

Anna Maria Island Sandy BeachKing bed in master bedroom
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 1 Bathroom

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Vacation Rental Home sleeps Eight / Anna Maria Island

Luxury Vacation Rental Home sleeps Eight / Anna Maria Island230 Oak Avenue Anna Maria Island Vacation Rentals (17)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Villa rental Anna Maria Island.

Villa rental Anna Maria Island.MontegoBayProfessional2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 11
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6195/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria 9 bedroom resort SLEEP 26

North Anna Maria 9 bedroom resort SLEEP 26884747-Anna-Maria-Island-Florida-walk-to-beach-home-9-bedroom-sleeps-26-dining-area2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 26
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria VERY popular Rental

Anna Maria VERY popular RentalBeach across the street home for rent in Anna Maria, Florida
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884811

Anna Maria Island & Holmes Beach Home 884811holmes beach rentals 0909090
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1500-2440/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884812

Gulf view townhome for rent in Bradenton Beach, FloridaShared pool & spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1375/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884816

Community pool & spaOpen kitchen & living area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1795/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Town House Three Bedrooms Steps to the Beach

Stunning Town House Three Bedrooms Steps to the BeachBermuda-Bay-Club
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1375/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884818

Anna Maria Island & Holmes Beach Home 884818Anna Maria Island 1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1375/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Steps to Beach Town Home for Rent

Anna Maria Island Steps to Beach Town Home for Rentbermuda bay 44
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1775/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884821

Walk to beach vacation home with pool in Holmes Beach, FloridaGulf view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1450/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Rental Anna Maria with a Pool

Pool with Hot TubAnna Maria Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $1595-4995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884846

Two Blocks to Beach Cottage in Anna Maria, FloridaExterior View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1729/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Beach House for Rent Anna Maria Island.

Four Bedroom Beach House for Rent Anna Maria Island.1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6200/Week plus taxes and fees

Available: Yes844-826-5260

Ground level Beachfront pool home on Anna Maria Island

Gulf front rental home in Holmes Beach, FloridaCommunal heated pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5320/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Anna Maria Island Vacation Pool Home

Three Bedroom Anna Maria Island Vacation Pool HomeHolmes Beach Florida Vacation Rental Home7
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1795-3795/Week plus taxes and fees

Available: Yes844-826-5260

5 bedroom Anna Maria Rental only 1.5 blocks to beach

5 bedroom Anna Maria Rental only 1.5 blocks to beach1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

North Island 3 Bedroom Vacation Rental Sleeps 6

North Island 3 Bedroom Vacation Rental Sleeps 6Holmes-Beach-Florida-vacation-rental-home-living-area-TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2595/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Vacation Rental Home for Rent

Beautiful vacation home in Holmes Beach, FloridaLiving room
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2926/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Beach Vacation Rental Anna Maria Island

Two Bedroom Beach Vacation Rental Anna Maria IslandLiving Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Gulf Front Condo in North Anna Maria

Holmes Beach, Florida vacation home located on beachPrivate beach area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2650/Week plus taxes and fees

Available: Yes844-826-5260

Three bedroom Vacation Accommodations Anna maria Island.

Walk to Anna Maria Beachbean-point
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 884957

Holmes Beach, Florida Vacation Rental One Block to BeachKitchen & Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1673/Week plus taxes and fees

Available: Yes844-826-5260

Island Five Bedroom Rental with a Pool Close to Bean Point

Island Five Bedroom Rental with a Pool Close to Bean Pointami 11
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy:
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5500/Week plus taxes and fees

Available: Yes844-826-5260

Waterfront North Anna Maria Island Rental

Waterfront North Anna Maria Island RentalAnna-Maria-Florida-vacation-rental-home-aerial-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Sleep 8 with private pool

Sleep 8 with private pooldownload
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria three bedroom Home with Pool & Boat Dock

Anna Maria Island BeachPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7315/Month plus taxes and fees

Available: Yes844-826-5260

Large Anna Maria Home, Sleeps 20

Large Anna Maria Home, Sleeps 20Bradenton Beach Florida Vacation Rental Home6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 8 Bedrooms
  • 8 Bathrooms

Starting at $7980/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885010

Anna Maria, Florida Vacation Home with Private PoolOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Walk to Beach Vacation Rental

Private pool & spa208-71st-street-anna-maria-vacation-rental-(24)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria Island Vacation Rental with Pool

Close to beach home with pool in Anna Maria, FloridaLounge area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Vacation Rental Great Prices.

Three Bedroom Vacation Rental Great Prices.DSC_0409
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Rental Home with Pool and Boat Dock- Anna Maria

Vacation Rental Home with Pool and Boat Dock- Anna Mariaanna-maria-rentals06
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4895/Week plus taxes and fees

Available: Yes844-826-5260

Private tropical setting 3 bedroom Northend Anna Maria Home

Private PoolPrivate pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2500/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885072

Anna Maria Island & Holmes Beach Home 885072Anna-Maria-Florida-vacation-rental-home23
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2275/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885112

Anna Maria IslandPool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885117

Extra Living Space on the Ground LevelClose to Beach Vacation Rental in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $795/Week plus taxes and fees

Available: Yes844-826-5260

Anna maria 3 Bedroom Vacation Rental Sleeps 8 Close To Beach

Sandy BeachOne Block to Beach Home in Anna Maria, Florida
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1395/Week plus taxes and fees

Available: Yes844-826-5260

WOW Spectacular Anna Maria Island Rental

WOW Spectacular Anna Maria Island Rentallongboat- key - beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2234/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Two Bedroom Duplex - Sleeps 6 Private Pool

Holmes Beach Two Bedroom Duplex - Sleeps 6 Private PoolCapture
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1365/Week plus taxes and fees

Available: Yes844-826-5260

Rent Luxury on Anna Maria- Pool Hot tub

Outdoor FurnitureOutdoor Dining Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 11
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885201

Open Living SpaceHolmes Beach, Florida Vacation Rental Close to Beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 1 Bathroom

Starting at $4389/Month plus taxes and fees

Available: Yes844-826-5260

HOLMES BEACH DUPLEX WITH PRIVATE POOL 3 HOUSES TO GULF BEACH

HOLMES BEACH DUPLEX WITH PRIVATE POOL 3 HOUSES TO GULF BEACH06_7612_Livingroom1_s
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1470/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Beach Cottage 3 Bedrooms

Anna Maria Island Beach Cottage 3 BedroomsHolmes Beach, Florida Rental Home with Beach Just Across the Street
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Beach House for Rent with POOL

Beautiful Large Home for Rent in Holmes Beach, Floridas_101_26_view7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: Yes844-826-5260

Beautiful Home with Pool and walk to Beach

Swim up TablePrivate Pool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

Steps to beach with views 5 bedroom sleep 10 Anna Maria

Steps to beach with views 5 bedroom sleep 10 Anna MariaBeach View
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Four Bedroom Rental Luxury with Pool

Anna Maria Four Bedroom Rental Luxury with Poolbt1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Villa with private heated pool

Anna Maria Villa with private heated poolPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1350.00/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria luxury Vacation Rental Home Sleeps 8

Anna Maria luxury Vacation Rental Home  Sleeps 8Holmes-Beach-Florida-vacation-rental-home-gulf-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5214/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Anna Maria rental on North End

Four Bedroom Anna Maria rental on North EndAnna-Maria-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3500/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Holmes Beach 4 Bedroom Vacation Rental Sleeps 10

Anna Maria Holmes Beach 4 Bedroom Vacation Rental Sleeps 10beach house 3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Three Bedroom Vacation Rental on Anna Maria Island -

Luxury Three Bedroom Vacation Rental on Anna Maria Island -staycalmdecember15
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885442

Canal Front Home with Pool in Holmes Beach, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3795/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Sleeps 10

Kitchen Bar Seats FourWell Equipped Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Big Family Anna Maria Beach House

Big Family Anna Maria Beach House395-RC3C6959
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $9310/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Home for Rent with a Pool on Anna Maria Island

Five Bedroom Home for Rent with a Pool on Anna Maria IslandAnna-Maria-Florida-vacation-rental-home7
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $3950/Week plus taxes and fees

Available: Yes844-826-5260

Rental on Anna Maria Sleep 12

Rental on Anna Maria Sleep 12bocagrande3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4910/Week plus taxes and fees

Available: Yes844-826-5260

Rental Home on Anna Maria Island- Pool Boat Dock- Luxury

Rental Home  on Anna Maria Island- Pool Boat Dock- Luxury1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Sleep 10 Rental on Anna Maria Island.

One Block to Beach Home in Holmes Beach, FloridaPrivate Pool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Cottage with Pool - One Block to Beach

Holmes Beach Vacation Cottage with Pool - One Block to Beachami1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Lovely 3 bed Anna Maria private pool rental 1 min to beach

Beach Across the Street Home in Holmes Beach, FloridaOpen Living Space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885584

Anna Maria Island & Holmes Beach Home 885584Poolside Grill & Outdoor Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1850/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Anna Maria Vacation Rentals

Large Pool AreaOutdoor Dining by Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 2 Bedroom Vacation Rental Pool Sleeps 6

Walk to Beach Cottage with Shared Pool in Holmes Beach, FloridaShared Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1850/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 2 Bedroom Cottage Shared Pool Sleeps 6

Heated Pool & SpaPool Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1850/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island 8 Bedroom Rental Home

Holmes Beach 7 Bedroom Vacation Rental LuxuryLarge Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

Starting at $6700.00/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rental with Pool

Anna Maria Island Rental with PoolAntiguaBayProfessional8
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy:
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $7595/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Vacation Home

Walk to Beach Home for Rent with Pool in Holmes Beach, FloridaExterior View of Property
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Rental Home on Anna Maria Island- 5 bedrooms

Rental Home on Anna Maria Island- 5 bedroomsSwim up Table
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $7495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Vacation Rental Pool & Spa

Anna Maria Island Five Bedroom Vacation Rental Pool & SpaAMI3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $6995/Week plus taxes and fees

Available: Yes844-826-5260

Best Anna Maria Island Rental with 3 Bedrooms

Best Anna Maria Island Rental with 3 Bedrooms6250-Holmes-Blvd-unit-67-(13)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1190-2065/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 885827

Anna Maria Island & Holmes Beach Home 885827bv5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Bradenton Beach Condo with partial views of Gulf

Walk to Beach from Anna Maria Vacation condoLiving & Dining Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5795/Month plus taxes and fees

Available: Yes844-826-5260

Steps to the beach with luxury 5 bedroom Anna Maria rental

Swim up Tiki TableBar Seating for Three
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $2295-7195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island Vacation Home with Pool!!!!

Private Home three stories with PoolLuxury Anna Maria Island vacation Rental Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Anna Maria Island Vacation Rental Home for Rent

Exterior ViewWalk to Beach Rental Home in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Town Homes for Rent

Anna Maria Island Town Homes for RentOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Beach Front Vacation Rental

Anna Maria Island 4 Bedroom Beach Front Vacation RentalAerial View
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3540/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Large Vacation Rentals

Anna Maria Island Large Vacation Rentalsabout-anna-maria-island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

Rent 4 bedroom with Pool Anna Maria Island

Rent 4 bedroom with Pool Anna Maria IslandAMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4700/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Vacation Rental Pool- North Anna Maria Island

Four Bedroom Vacation Rental Pool- North Anna Maria IslandAnna-Maria-Florida-vacation-home-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4522/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 bed Holmes Beach Vacation Rental

Anna Maria Island 3 bed Holmes Beach Vacation RentalPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Three Batrhoom Home on Wonderfull Anna Maria

Walk to to Beach Anna MariaAnna Maria Vacation Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1600/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Cottage

Anna Maria Island Vacation Rental CottageImageHandler.ashx-0000
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Five Bedroom Luxury Vacation Rental

Anna Maria Island Five Bedroom Luxury Vacation Rentalami 2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $7495/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Anna Maria Rental on Bay Great Views Boat Dock

Four Bedroom Anna Maria Rental on Bay Great Views Boat DockAMI2
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Cottage Duplex/ Private Pool

Anna Maria Island Vacation Cottage Duplex/ Private Poolanna-maria-rentals-01
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 2 Bedroom Vacation Rental Sleeps 6

Anna Maria Island 2 Bedroom Vacation Rental Sleeps 6ImageHandler
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Private 3 bedroom Anna Maria Island home with private pool

Private 3 bedroom Anna Maria Island home with private poolImageHandler-2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental 3 Bedroom Canal Front

Anna Maria Beachamia4
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy:
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5595/Week plus taxes and fees

Available: Yes844-826-5260

Remodeled 3 bed 2 bath private pool Anna Maria home

Anna Maria BeachesPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria island Rental Three bedroom Sleeps 10 Guests

Anna Maria island Rental Three bedroom Sleeps 10 Guestsami beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Gulf views from Holmes Beach 5 bed pool rental on Anna Maria

Gulf View from this BedroomOutdoor Dining
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,595-8,295/Week plus taxes and fees

Available: Yes844-826-5260

North end Anna Maria Rental w/ no streets to cross sleep 12

North end Anna Maria Rental w/ no streets to cross sleep 1212
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6405/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental with a Pool

Three Bedroom Rental with a PoolAnna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887263

Anna Maria Island white powder beachPrivate caged pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

North Anna Maria Island Vacation Rental - 2 Bedrooms Sleep 5

North Anna Maria Island Vacation Rental - 2 Bedrooms Sleep 5ami 10
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Great Vacation Home with Private Pool

Canal Front Home with Pool in Bradenton, FloridaEntry
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1150/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom On Anna Maria Island For Rent Weekly!

Anna Maria style home with long drivewayAerial View of Anna Maria Rental with Outdoor Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Canalfront sleep 10 pool rental in Cortez short dr to beach

Canalfront sleep 10 pool rental in Cortez short dr to beacha-3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2900/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Rentals - Sleep eight

Anna Maria Vacation Rentals - Sleep eightBradenton-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom wonderful Pool Home on Anna Maria

Two Bedroom wonderful Pool Home on Anna Mariadownload (30)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 3 Bedroom Vacation Rental Pool Close To The Beach

Amazing SunsetsSteps to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887315

Holmes Beach, Florida Rental Home Just a Couple Blocks to BeachLiving & Dining Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $575/Week plus taxes and fees

Available: Yes844-826-5260

One of a Kind Gem of a cottage on Anna Maria Island.

Anna Maria Beach Short Walk away from CottageDining Area with Seating for Six
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1490/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887354

Spacious Open Concept Living AreaOne Block to Beach House for Rent in Anna Maria, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887329

Canal Front Home for Rent in Anna Maria, FloridaPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887334

Just Over a Block to Beach Home with Pool in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Dock and Pool North Anna Maria Island

Anna Maria Rental Dock and Pool  North Anna Maria Island887 dds
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1200/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887338

Two Blocks to Beach Villa in Holmes Beach, FloridaFlat Screen TV in Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887342

Walk to Beach Home with Pool & Spa in Anna Maria, FloridaOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887344

Walk to Bay & Beach Home with Pool in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887346

Close to Beach Home with Pool in Holmes Beach, Florida88
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home with Five Bedrooms & Bathrooms-Luxury

Anna Maria Rental Home with Five Bedrooms & Bathrooms-Luxurylazylagoonprofessional70
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $6795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Duplex Holmes Beach

Walk to Beach Vacation Home in Holmes Beach, FloridaPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887367

Holmes Beach, Florida Vacation Rental with Heated PoolFlat Screen TV in Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887368

Front ViewKitchen Bar
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $900/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Beach Villa

Close to Beach Vacation Rental in Holmes Beach, FloridaDining Area Seats Four
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887414

Exterior View of Anna Maria RentalKing Bedroom with Doors to Balcony
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887417

Anna Maria TownhomesView from Anna Maria Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Private pool 2 bed 2 bath Anna Maria Rental

Bayside Rental Home with Pool in Holmes Beach, FloridaPrivate Pool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $840/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom House for Rent on Anna Maria Island with Pool

Private Caged PoolBoat Dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $8645/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental - Pine Avenue

Anna Maria Island Vacation Rental - Pine AvenueLarge Outdoor Pool Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3724/Week plus taxes and fees

Available: Yes844-826-5260

Absolutely charming 2 Bedroom Cottage on Anna Maria Island

Anna Maria Rental CottageSpacious Living Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1,095-1,795/Week plus taxes and fees

Available: Yes844-826-5260

3/2 Bedroom Vacation Cottage with Pool Anna Maria Island

Stunning Villa with Pool in Anna Maria, FloridaBeach Just a Flip Flop Walk Away
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3458/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Villa Accommodation - 10 Bedrooms!

Anna Maria Villa Accommodation - 10 Bedrooms!18
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $12995/Night plus taxes and fees

Available: Yes844-826-5260

A stunning Beach House on Anna Maria with Private Pool

A stunning Beach House on Anna Maria with Private PoolAnna Maria Florida Vacation Rental Home8
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995-4595/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Luxury Rental Short Walk to Beach

Three Bedroom Luxury Rental Short Walk to Beachami 2
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Bradenton 3 Bedroom Vacation Rental Sleeps 8 Private Pool

Bradenton 3 Bedroom Vacation Rental Sleeps 8 Private PoolBradenton-Florida-vacation-rental-home-exterior-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1729/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 887969

Open Kitchen & Dining AreaTwo Minute Walk to Beach Home in Anna Maria, Florida
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2000/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Seasonal Rental Bradenton FL

Two Bedroom Seasonal Rental Bradenton FLbp pool 1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $3200/Month plus taxes and fees

Available: Yes844-826-5260

Stunning Three Bedroom Vacation Rental on Holmes Beach

Stunning Three Bedroom Vacation Rental on Holmes Beachpalmssbyythebayy1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5195/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Anna Maria Vacation Rental- 3.5 Bathooms

Four Bedroom Anna Maria Vacation Rental- 3.5 BathoomsAnna-Maria-Florida-vacation-rental-home-living-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: Yes844-826-5260

New Anna Maria Island renta 6 bedroom 1 min walk to beach

New Anna Maria Island renta 6 bedroom 1 min walk to beachHolmes Beach Florida Vacation Rental Home25
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

7 BEDROOM SLEEP 15 W/ 1 MIN WALK TO ANNA MARIA BEACH

7 BEDROOM SLEEP 15 W/ 1 MIN WALK TO ANNA MARIA BEACHseasiddedonee6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 7 Bedrooms
  • 6 Bathrooms

Starting at $8495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 888590

One Block to Beach Home for Rent in Holmes Beach, FloridaOpen Floor Plan
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $798/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Luxury Vacation Home on Anna Maria Island

Five Bedroom Luxury Vacation Home on  Anna Maria IslandAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 888847

Private PoolWalk to Beach Home for Rent in Anna Maria, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Three Bedroom Rental Anna Maria Island with Pool

Walk to Beach Home in Anna Maria, FloridaOpen Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3458/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Rental Rent one or Both Units

Anna Maria Island Rental Rent one or Both Unitsami 6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1050/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 889266

Outside Seating AreaLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

Value Priced 2 Bedroom Updated Rental On Anna Maria Island

Value Priced 2 Bedroom Updated Rental On Anna Maria Islandami 7
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $750/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Holmes Beach Vacation Rental Home Three Bedrooms!

Front View of PropertySwim-up Table
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4485/Week plus taxes and fees

Available: Yes844-826-5260

Value Pool Home for Rent

Exterior ViewSandy Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Rental Home with Bay Views & Boat Dock

Anna Maria Rental Home with Bay Views & Boat DockImageHandler
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Anna Maria Vacation Rental Sleeps Eight Guests

Walk to Beaches on Anna MariaModern Kitchen
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $7995/Month plus taxes and fees

Available: Yes844-826-5260

Vacation Home with Pool Anna Maria Sleeps 10

Wall Mounted Flat Screen TV in Living AreaWalk to Beach Home with Private Pool & spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island Six Bedroom Luxury Rental

Luxury Anna Maria Island Six Bedroom Luxury  RentalBradenton-Beach-Florida-vacation-rental-home34
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 890302

Anna Maria Island & Holmes Beach Home 890302living4
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 6 bedroom vacation Rentals

Anna Maria Island 6 bedroom vacation RentalsLake Front Home with Private Pool in Bradenton, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island and Holmes Beach Vacation Rental

Anna Maria Island and Holmes Beach Vacation RentalClose to Beach Home with Pool in Anna Maria, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Anna Maria Luxury Vacation Home 3 Bedrooms

Holmes Beach Anna Maria Luxury Vacation Home 3 Bedroomsholmes beach 4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3300/Week plus taxes and fees

Available: Yes844-826-5260

Only 50 yards to the beach on Anna Maria Island WOW!

Only 50 yards to the beach on Anna Maria Island WOW!742JAC 20 (1)
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2500/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Rental Walk to Beach Pool

Anna Maria Island Three Bedroom Rental Walk to Beach PoolHolmes-Beach-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Cottage with Pool

Tropical PoolWalk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1250/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Luxury 4 Bedroom on Anna maria with Pool- Sleeps 8

walk to beach on anna maria islandBoat on the Gulf
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2500-4375/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 891709

Walk to Beach Home with Canal View in Holmes Beach, FloridaLiving Room with Flat Screen TV
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5320/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 891710

Holmes Beach, Florida Vacation Home Close to BeachLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3658/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892154

EntrywayOutdoor Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: Yes844-826-5260

Canalfront 3 bedroom pool rental on Anna Maria Island

Canalfront 3 bedroom pool rental on Anna Maria IslandEndless Style Lap Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $11000/Month plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Three Bedroom Rental on the Water- Private Pool

Holmes Beach Three Bedroom Rental on the Water- Private PoolBay Front Home for Rent in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: Yes844-826-5260

Monthly vacation Condo on Anna Maria Island

Community Poolholmes beach rentals 0909090
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3528/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Holmes Beach Pool home for Rent on Water

Anna Maria Island Holmes Beach Pool home for Rent on Water518 77th 7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9495/Month plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Luxury Vacation Rental

Exterior View313 B 58th St Holmes Beach Vacation Rental (24)
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

New Anna Maria rental sleep 6 private pool

Beautiful Vacation Villa in Anna Maria, FloridaPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2260/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island BAYFRONT 1 Block to Beach!

Private Pool & SpaPoolside Lounging Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5195/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Home Anna Maria Island Sleeps 8- 4 Bedrooms

Wall Mounted TV in Living RoomMaster Bedroom with King Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892202

Close to Beach Home with Pool & Spa in Holmes Beach, FloridaLiving & Dining Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892203

Holmes Beach, Florida Vacation Home with Pool & SpaKing Bed in Master Bedroom
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: Yes844-826-5260

Boaters Dream

Boaters DreamCanal Front Home for Rent in Bradenton, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1400/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Vacation Rental Pool

Anna Maria Island Three Bedroom Vacation Rental Poolanna maria island beaches
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1760-3430/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental with Three Bedrooms

Poolside Seating AreaBeach Access
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Posh Five Bedroom Vacation Rental One Min Walk to Beaches!!!

Posh Five Bedroom Vacation Rental One Min Walk to Beaches!!!AMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5786/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Four Bedroom Luxury Vacation Rental

Stunning Four Bedroom Luxury Vacation Rental892230-Anna-Maria-Islands-Florida-vacation-home-near-beach-4-bedrooms-sleeps-9-aerial-view
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3723/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Sleeps 14 Six Bedrooms Five King Beds

Anna Maria Island Sleeps 14 Six Bedrooms Five King BedsAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $7182/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892236

Beautiful Vacation Townhome in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Luxury 5 Bedroom Anna Maria Island Rental Walk to Beach

PoolExcellent Vacation Home in Anna Maria, Florida
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2,600-6,500/Week plus taxes and fees

Available: Yes844-826-5260

Beautiful 3 bedroom with pool Anna Maria Rental

Beautiful 3 bedroom with pool Anna Maria Rentalbocagrande3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2925/Week plus taxes and fees

Available: Yes844-826-5260

New 2 bed private pool cottage Anna Maria Rental

Excellent Vacation Home in Anna Maria, FloridaLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1661/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892241

Excelent Bungalow in Anna Maria, FloridaOpen Floor Plan
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2260/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Short Walk to The Beach Great Rental

Anna Maria Island Short Walk to The Beach Great RentalHolmes Beach Florida Vacation Rental Home5
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3324/Week plus taxes and fees

Available: Yes844-826-5260

New construction Anna Maria Island rental sleeps 14

New construction Anna Maria Island rental sleeps 14Holmes-Beach-Florida-vacation-rental-home37
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $7847/Week plus taxes and fees

Available: Yes844-826-5260

Sleep 14 with this NEW Anna Maria Property with 6 Bedrooms

Sleep 14 with this NEW Anna Maria  Property with 6 BedroomsHolmes-Beach-Florida-vacation-rental-home-pool-view
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Home with Pool for Rent on Holmes Beach

Dining Area & Sun Roomanna maria island rental home 3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6000/Month plus taxes and fees

Available: Yes844-826-5260

Northern Anna Maria Island Vacation Residence

Two Blocks to BeachPool Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Wonderful Bradenton Beach Cottage close to Bridge Street

Wonderful Bradenton Beach Cottage close to Bridge Street4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

North End Bayside Anna Maria Rental with spa

North End Bayside Anna Maria Rental with spa15
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Month plus taxes and fees

Available: Yes844-826-5260

HOLMES BEACH VACATION RENTAL 3 BEDROOM +DEN - PRIVATE POOL!

Exterior ViewHolmes Beach, Florida Vacation Rental with Private Pool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1745-3750/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island Rental Home Three Bedrooms & Pool

Luxury Anna Maria Island Rental Home Three Bedrooms & Poolazureprofessional1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Rental Anna Maria Island- Holmes Beach

Walk to Beach from Anna Maria Rentlluxury-rental-anna-maria-04
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Thre bedroom For Rent- Vacation Rental Luxury

Holmes Beach Thre bedroom For Rent- Vacation Rental LuxuryAnna-Maria-Florida-vacation-rental-home-fenced-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Town House rental on Holmes Beach Walk Beach

Two Bedroom Town House rental on Holmes Beach Walk BeachAnna-Maria-Florida-vacation-rental-home-exterior-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1257/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892512

Anna Maria Island & Holmes Beach Home 892512Anna-Maria-Florida-vacation-rental-home-master-bedroom
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $6650/Month plus taxes and fees

Available: Yes844-826-5260

Luxury Three Bedroom Vacation Villa with Pool

Luxury Three Bedroom Vacation Villa with Poolsandandseapro18
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Home (duplex) Sleeps 6

Anna Maria Island Vacation Rental Home (duplex) Sleeps 6Anna-Maria-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Elevated Rental Home!

Anna Maria Island Three Bedroom Elevated Rental Home!Anna-Maria-Florida-vacation-rental-home-kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2500/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Vacation Home- One level

Anna Maria Island Three Bedroom Vacation Home- One level518 71st Holmes Beach Anna Maria Island Vacation Rental (41)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $ 8995/Month plus taxes and fees

Available: Yes844-826-5260

Private Pool at three Bedroom Duplex or Rent Entire Property

Private Pool at three Bedroom Duplex or Rent Entire PropertyMermaidSunset15
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

2 min walk to beach 3 bedroom private pool Anna Maria Island

2 min walk to beach 3 bedroom private pool Anna Maria IslandAnna-Maria-Florida-vacation-rental-home-kitchen
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2600-6000/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria New Vacation Home for Rent Pool Sleeps 10!

Anna Maria New Vacation Home for Rent Pool Sleeps 10!1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Pool Vacation Rental Home Sleeps 7 Guests

Holmes Beach Pool Vacation Rental Home Sleeps 7 GuestsAnna-Maria-Florida-vacation-rental-home-swim-up-table
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2653/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Amazing Pool Home on Anna Maria Island For Rent

Luxury Amazing Pool Home on Anna Maria Island For RentAnna-Maria-Florida-vacation-rental-home-lagoon-style-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3012/Week plus taxes and fees

Available: Yes844-826-5260

Holmes Beach Vacation Rental Sleeps Eight Guests Pool

Holmes Beach Vacation Rental Sleeps Eight Guests PoolHolmes-Beach-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2560/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Holmes Beach Rental with Pool

Three Bedroom Holmes Beach Rental with Pooldownload (90)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892519

Anna Maria Island & Holmes Beach Home 892519Bradenton-Florida-vacation-rental-home-exterior-view
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 1 Bathroom

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Five Bedroom Anna Maria Island Rental Pool Home Sleeps 10!!

Five Bedroom Anna Maria Island Rental Pool Home Sleeps 10!!AMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5295/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892561

Anna Maria Island & Holmes Beach Home 892561Anna-Maria-Florida-vacation-rental-cottage-front-view
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1064/Week plus taxes and fees

Available: Yes844-826-5260

Terrific Anna Maria Vacation Home- 40 Steps to Beaches

Terrific Anna Maria Vacation Home- 40 Steps to BeachesAnna-Maria-Florida-vacation-rental-home-view
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1596/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Home One House to the Beach

Roof Top DeckView of the Gulf from the Roof Top Deck
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 892613

Anna Maria Island & Holmes Beach Home 892613Holmes-Beach-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 5 bedroom 5.5 bath Anna Maria pool home

Luxury 5 bedroom 5.5 bath Anna Maria pool homeBradenton-Beach-Florida-vacation-rental-home-pool-area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Two Bedroom Rental On Anna Maria Island. Almost on Beach

Two Bedroom Rental On Anna Maria Island. Almost on BeachAnna-Maria-Florida-vacation-rental-home-screened-porch
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1330/Week plus taxes and fees

Available: Yes844-826-5260

Charming Two Bedroom Vacation Rental Sleeps SIX

Charming Two Bedroom Vacation  Rental Sleeps SIXAnna-Maria-Florida-vacation-rental-home-front-view
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1330/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental with Two Bedrooms- North

Anna Maria Island Vacation Rental with Two Bedrooms-  NorthAnna-Maria-Florida-vacation-rental-home-private-pool-and-spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2617/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Six Bedroom Vacation Home with a Pool

Anna Maria Island Six Bedroom Vacation Home with a PoolAnna Maria Island_beach_201541220149
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Starting at $7847/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 4 Bedroom Vacation Rental Sleeps 12 Private Pool

Anna Maria 4 Bedroom Vacation Rental Sleeps 12 Private PoolAnna-Maria-Florida-vacation-rental-home-gulf-view
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5319/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Bradenton Vacation Rental- Cortez Village

Three Bedroom Bradenton Vacation Rental- Cortez  VillageBradenton-Florida-vacation-rental-home-pool-area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3324/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Anna Maria Rental with Pool

Three Bedroom Anna Maria Rental with PoolAnna-Maria-Florida-vacation-rental-home-poolside-lounging-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1660/Week plus taxes and fees

Available: Yes844-826-5260

Four Bedroom Vacation Rental Home Available Now!

Four Bedroom Vacation Rental Home Available Now!01_AMI_Beach_Home_201_69th_Lounge_Chairs_on_Pool_Area_at_Night
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria value at its best only 1 block from beach

Anna Maria value at its best only 1 block from beachbocagrande4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1862/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Island Three Bedroom Vacation Rental Home

Stunning Island Three Bedroom Vacation Rental HomeAnna-Maria-Florida-vacation-rental-home26
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3026/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 894073

Anna Maria Island & Holmes Beach Home 894073Holmes-Beach-Florida-vacation-rental-cottage-living-area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1280/Week plus taxes and fees

Available: Yes844-826-5260

Two Bedroom Holmes Beach Pet Friendly Rental

Two Bedroom Holmes Beach Pet Friendly RentalHolmes-Beach-Florida-vacation-rental-home-living-room
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1887/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 8

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 8Bradenton-Beach-Florida-vacation-rental-home-balcony
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2294/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Vacation Villa Rental Private Pool

Anna Maria Island Luxury Vacation Villa Rental Private Pool1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2600/Week plus taxes and fees

Available: Yes844-826-5260

3 bed 3 bath private pool rental on Anna Maria Island

3 bed 3 bath private pool rental on Anna Maria IslandHolmes-Beach-Florida-vacation-rental-home-dining-room1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2394/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 8

Anna Maria Island 3 Bedroom Vacation Rental Sleeps 8Bradenton-Beach-Florida-vacation-home-exterior
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

Stunning Anna Maria Rental Pool Home

Stunning Anna Maria Rental Pool HomeAnna-Maria-Florida-vacation-rental-home-poolside-seating-area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2926/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 893906

Anna Maria Island & Holmes Beach Home 893906Holmes-Beach-Florida-vacation-rental-home-open-floor-plan
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1330/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 893935

Anna Maria Island & Holmes Beach Home 893935Holmes-Beach-Florida-vacation-rental-home-open-floor-plan
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $7501/Month plus taxes and fees

Available: Yes844-826-5260

Beachfront pool home Anna Maria Island rental

Beachfront pool home Anna Maria Island rentalAMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5187/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental Pool Home- Vacation Rental

Anna Maria Island Vacation Rental Pool Home- Vacation RentalAnna-Maria-Florida-vacation-rental-home-courtyard
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2508/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental on the North End with POOL

Anna Maria Island Vacation Rental on the North End with POOL4
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1862/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 894070

Anna Maria Island & Holmes Beach Home 894070Anna-Maria-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2641/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Four Bedroom Vacation Rental Home

Anna Maria Island Four Bedroom Vacation Rental Homeamivr pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes844-826-5260

Beautiful outdoor entertaining with pool Anna Maria Rental

Beautiful outdoor entertaining with pool Anna Maria RentalSugaree Holmes Beach Vacation Rental (33)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2261/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rentals with Five Bedrooms Pool

Anna Maria Island  Vacation Rentals with Five Bedrooms Poolanna-maria-island-five-bedroom-rentals-with-pools. 19JdsPG
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $4655/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 2 Bedroom Villa /Beach Vacation Rental!

Anna Maria Island 2 Bedroom Villa /Beach Vacation Rental!ImageHandler (6)
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1695/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom rental Home Pool Boat Dock

Anna Maria Island Three Bedroom rental Home Pool Boat DockAnna-Maria-Florida-vacation-rental-home7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2857/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 3 Bedroom Beach Front Vacation Rental

Anna Maria Island 3 Bedroom Beach Front Vacation RentalHolmes-Beach-Florida-vacation-rental-home-chaise-lounge-chair
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: Yes844-826-5260

Holmes Beach sleep 8 with pool and short walk to beach

Holmes Beach sleep 8 with pool and short walk to beachBradenton-Florida-vacaton-rental-home-living-area1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Ground Level Private Home With Pool

Anna Maria Island Ground Level Private Home With PoolAnna Maria Florida Vacation Rental Home13
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2593/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental

Anna Maria Island Vacation Rentalf1 877553
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1729/Week plus taxes and fees

Available: Yes844-826-5260

New 3 bedroom Anna Maria Rental with private pool

New 3 bedroom Anna Maria Rental with private poolHolmes-Beach-Florida-vacation-rental-home11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3445/Week plus taxes and fees

Available: Yes844-826-5260

Charming NEW Anna Maria private pool rental

Charming NEW Anna Maria private pool rentalHolmes-Beach-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1974/Week plus taxes and fees

Available: Yes844-826-5260

ANNA MARIA MONTHLY RENTAL ON A CANAL WITH POOL

ANNA MARIA MONTHLY RENTAL ON A CANAL WITH POOLamirp 1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8400/Month plus taxes and fees

Available: Yes844-826-5260

New Anna Maria Rental on North End

New Anna Maria Rental on North EndAnna-Maria-Florida-vacation-rental-home-swim-up-table
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3584/Week plus taxes and fees

Available: Yes844-826-5260

SIX Bedroom Anna Maria Rental Private Home with Pool

SIX Bedroom Anna Maria Rental Private Home with PoolAnna-Maria-Florida-vacation-rental-home-private-pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6384/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Stunning 2 Bedroom Rental

Anna Maria Island Stunning 2 Bedroom RentalAnna-Maria-Florida-vacation-rental-home-close-to-beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: Yes844-826-5260