Anna Maria Island & Holmes Beach Home & Villa Rentals

Pool Required

878 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.

Seven bedroom Vacation Rental - Sleeps 14 - Private Pool.

Beach accessPrivate pool & spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 4 Bathrooms

Starting at $5,600-13,000/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Island private pool rental

Luxury Anna Maria Island private pool rentalAMI1
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5295/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Luxury Vacation Rental with Private Pool

Six Bedroom Luxury Vacation Rental with Private PoolAMI2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Eight Bedroom - Sleep 16 on North Holmes Beach

Eight Bedroom - Sleep 16 on North Holmes BeachAMI2
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $9500/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Rentals- Rarely Look This Great! Book Early

Aerial View of Anna Maria IslandOutdoor Living and Dining Area
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3890/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria - Most Beautiful Vacation Rental Home-Canal View

Front ViewHeated Outside Swimming Pool & Spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes844-826-5260

Great Canal Front Home with Water Slide Pool and Views

Anna Maria Island Vacation HomePrivate Pool and Spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Luxury Family Vacation Rental Home with Pool

Six Bedroom Luxury Family Vacation Rental Home with PoolPrivate Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Luxury Vacation Rental Home - Sleeps 12

Six Bedroom Luxury Vacation Rental Home - Sleeps 12Holmes-Beach-Florida-vacation-rental-home2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2595/Week plus taxes and fees

Available: Yes844-826-5260

Posh Vacation Rental Home with Four Bedrooms and Private Pool

Posh Vacation Rental Home with Four Bedrooms and Private Pool7745
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom 5 Bathroom Vacation Rentals - Available Weekly

Six Bedroom 5 Bathroom Vacation Rentals - Available WeeklyAMI2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $5695/Week plus taxes and fees

Available: Yes844-826-5260

Beautiful Beach Pool Home on Anna Maria Island. Sleeps 16

Anna Maria Luxury Vacation Rental HomeLarge Private Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 3 Bathrooms

Starting at $3750-9065/Week plus taxes and fees

Available: Yes844-826-5260

Largest AMI Beachfront Pool Home with 9 Bedrooms Sleeps 21

Aerial View of Anna MariaView of Beach and Gulf from Anna Maria Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $11000-22000/Week plus taxes and fees

Available: Yes844-826-5260

Direct Bay Front Luxury Vacation Rental with Boat Dock

Pool and SpaExterior View of Vacation Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,695-13,595/Week plus taxes and fees

Available: Yes844-826-5260

Bay View Luxury Three bedroom Vacation Rental Plus Den

Holmes Beach rental villaHolmes Beach rental with Bay view
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2695/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-Home6
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,595-5,595/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Beach Vacation Rental Sleeps 16

View from RentalView from Anna Maria Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $8495/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Six Bedroom Vacation Home Sleeps 16 in Beds with Pool

Great vacation home for rent in Holmes Beach, FloridaBedroom 4 with king bed
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $4850/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 880515

Anna Maria Island & Holmes Beach Home 880515AMI2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $9295/Week plus taxes and fees

Available: Yes844-826-5260

Swimming Pool View from this Luxury Private Vacation Rental

Swimming Pool View from this Luxury Private Vacation RentalOutdoor Living Area
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5187/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Family Vacation Rental, Sleeps 16 Guests

Six Bedroom Family Vacation Rental, Sleeps 16 GuestsAMI4
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Starting at $6538/Week plus taxes and fees

Available: Yes844-826-5260

Bay front beauty on Anna Maria Island rental

View of Vacation Rental from Boat DockPrivate Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Anna Maria Estate in Cortez Main and guest home

Large Heated Swimming PoolBay front vacation home in Cortez, Florida
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $7495/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedrm Luxury Vacation Rental Anna Maria- With Pool

Swim up tablePrivate pool & hot tub
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5,995-10,993/Week plus taxes and fees

Available: Yes844-826-5260

Super Updated Three Bedroom on Anna Maria Island- Ranch

Aerial View of RentalPrivate Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-826-5260

Fabulous Anna Maria Island Luxury Home Sleeps 16- Eight Bdrm

Fabulous Anna Maria Island Luxury Home Sleeps 16- Eight BdrmAMI4
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $16595/Week plus taxes and fees

Available: Yes844-826-5260

Main House & Guest House with Tropical Pool Sleeps 20

Main House & Guest House with Tropical Pool Sleeps 20Anna Maria Florida Vacation Rental Home25
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $6,295-19,995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Vacation Rental on North End

Anna Maria Vacation HomePrivate Pool and Spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5195/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 4 bedroom w/2 living areas pool on N Anna Maria

Luxurious home for rent in Anna Maria Island, FloridaPrivate Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3500-7500/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 Guests

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 GuestsAnna Maria Florida Vacation Rental Home2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,395-9,595/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation Home 7 Bedrooms 2 Kitchens!

Anna Maria Vacation Home 7 Bedrooms 2 Kitchens!Exterior View of Home
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 6 Bathrooms

Starting at $15,000/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Home for Rent on Beach

Anna Maria Sandy BeachBay Front Rental Home in Anna Maria, Florida
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: Yes844-826-5260

Canal front beauty on Anna Maria Rental with pool

Canal front beauty on Anna Maria Rental with poolAMI2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $7095/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront private pool Anna Maria Rental sleeps 18

Beachfront private pool Anna Maria Rental sleeps 18Bradenton Beach Florida Vacation Rental Home1
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5250-15750/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
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $7295/Week plus taxes and fees

Available: Yes844-826-5260

8 bedroom deluxe pool sleep 16 rental on Anna Maria

8 bedroom deluxe pool sleep 16 rental on Anna MariaHolmes-Beach-Florida-Vacation-Rental-Home2
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

Starting at $3500-17500/Week plus taxes and fees

Available: Yes844-826-5260

4 bed plus den private pool and 3 houses to beach on AMI

4 bed plus den private pool and 3 houses to beach on AMIGulf View from Property
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Beach Front pool rental

Wrap around DeckAerial View of Anna Maria Beach
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $6250-16,250/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 4 Bedroom Luxury Vacation Rental Sleeps 8

View from PoolPrivate Pool and Hot Tub
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $6995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 9 Bedroom Beach Vacation Rental with Pool

Anna Maria 9 Bedroom Beach Vacation Rental with Pool1
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $11995/Week plus taxes and fees

Available: Yes844-826-5260

Five Bedroom Villa Luxury Interior & Large Private Pool

New Villa Painted in Ocean Blue TonesWood Floors Modern Kitchen
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3000-8065/Week plus taxes and fees

Available: Yes844-826-5260

Stunning 3 Bedroom Anna Maria Villa Rental with Private Pool

Canal Front Home with Pool  in Anna Maria, FloridaOpen Plan Living Space
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3458/Week plus taxes and fees

Available: Yes844-826-5260

Six Bedroom Luxury Vacation Rental on Anna Maria Sleeps 14

Anna Maria RentalLarge Dining Table
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 3 Bathrooms

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

Available: Yes844-826-5260

Luxury 8 Bedroom Beach House with Pool Which SLEEPS 17

Private PoolSandy Beach at Anna Maria
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $12950/Week plus taxes and fees

Available: Yes844-826-5260

New construction 7 bedroom sleep 16 on Anna Maria Island

New construction 7 bedroom sleep 16 on Anna Maria IslandL10 (1)
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 7 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Home with Pool

Anna Maria Vacation Rental HomeOpen Plan Living
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Homes Beach 4 Bedroom Rental Walk to Beach with Pools

Walk to Anna Maria BeachesAerial View of Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Luxury Anna Maria Five Bedroom Beach Home

Luxury Anna Maria Five Bedroom Beach HomeAnna Maria Florida Vacation Rental Home14
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5995/Week plus taxes and fees

Available: Yes844-826-5260

A Posh Three Bedroom Pool rental Home Bradenton Golf View

Luxury BedroomCaged Pool Large
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Anna Maria Island 5 Bedroom Luxury Vacation Home- Gulf Views

View of GulfViews of Gulf from Anna Maria Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

Three Bedroom Luxury Vacation Rental Anna Maria Island

Three Bedroom Luxury Vacation Rental Anna Maria IslandAnna-Maria-Florida-vacation-rental-home-lagoon-style-pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3026/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island 5 Bedroom Luxury Beachfront Vacation Home

Anna Maria Island 5 Bedroom Luxury Beachfront Vacation Home4
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $14585/Week plus taxes and fees

Available: Yes844-826-5260

Luxury 3 bedroom plus loft, pool and dock Anna Maria Rental

Luxury 3 bedroom plus loft, pool and dock Anna Maria Rentalami 6544
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2990/Week plus taxes and fees

Available: Yes844-826-5260

One of the Best Vacation Rentals On Anna Maria Island.

One of the Best Vacation Rentals On Anna Maria Island.Anna-Maria-Florida-vacation-rental-home-open-floor-plan
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $7000/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria 5 Bedroom Vacation Home - Sleeps 10

Anna Maria 5 Bedroom Vacation Home - Sleeps 10AMI4
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $8379/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Four Bedroom Luxury Pool Vacation Rental

Anna Maria Rental with Private PoolModern Kitchen
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5319/Week plus taxes and fees

Available: Yes844-826-5260

6 Bedroom with Private Pool Rental on Anna Maria Island

Exterior View of Bradenton Vacation RentalLiving Area
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $3125-8750/Week plus taxes and fees

Available: Yes844-826-5260

One of the Best Anna Maria Island Vacation Rental Homes

One of the Best Anna Maria Island Vacation Rental HomesHolmes Beach Florida Vacation Rental Home15
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 5 Bathrooms

Starting at $7000-9000/Week plus taxes and fees

Available: Yes844-826-5260

Steps from the Beach at this Four Bedroom Vacation Home

Holmes Beach Vacation RentalSpacious Dining Area
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 5 Bathrooms

Starting at $3795-6895/Week plus taxes and fees

Available: Yes844-826-5260

New Beachfront 9 bedroom sleep 28 Anna Maria Rental w/ pool

New Beachfront 9 bedroom sleep 28 Anna Maria Rental w/ poolBradenton-Beach-Florida-Vacation-Rental-Home4
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 28
  • 9 Bedrooms
  • 9 Bathrooms

Starting at $9595/Week plus taxes and fees

Available: Yes844-826-5260

Beachfront 8 Bedroom 6 Bathroom Vacation Home with Pool

External View of RentalBeachfront Vacation Home
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $13095-22950/Week plus taxes and fees

Available: Yes844-826-5260

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

Exterior View of RentalSpacious Liivng Area
  • 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 Pool12
  • 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 $3895/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

Relax on the Loungers at the PoolSandy Beach
  • 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 $3265-6430/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

Five Bedroom Rental- Home Pool at Door Oasis!

Five Bedroom Rental- Home Pool at 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 Gulf2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes844-826-5260

3 bedroom Anna Maria Rental 200 ft 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

Luxury FIVE Bedroom Rental Best Rental Home Award Winning

Exterior ViewBay & Gulf View Home in Bradenton Beach, Florida
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495/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

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

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

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 Bedroom Beach House Vacation Rental Gulf Front

Three Bedroom Beach House Vacation Rental Gulf Frontbocagrande3
  • 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-open-plan-living-space
  • 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

Rental Sleeps 12 Guests Gulf Views 1 Min Walk to Sand

Rental Sleeps 12 Guests Gulf Views 1 Min Walk to Sandsiesta key beach 2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $6795/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 Interiorbocagrande3
  • 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

Private heated poolGated entrance
  • 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

Exterior View of Vaction RentalBalcony with Outdoor Furniture
  • 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-living-room
  • 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

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 BeachDriveway to Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call 844-826-5260 for Rates

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 $2745/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 14AMI2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $4495/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 Home26
  • 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

NORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOME

NORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOMEHeron House 9.1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 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 8bocagrande4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes844-826-5260

This Home Underwent Major Renovations! Sleeps Ten 8 in Beds

This Home Underwent Major Renovations! Sleeps Ten 8 in BedsBay View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $5995/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

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

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

Pool and SpaPool
  • 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

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

Beach House for Rent- Sleeps 10 Guests on BeachAMI4
  • 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

Aerial View of RentalSpacious Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2435-5940/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

6 Bedroom no roads to cross to beach Anna Maria rental

Private PoolLarge Living Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $3195-8795/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

50 STEPS TO BEACH Anna Maria 6 bedroom pool rental

50 STEPS TO BEACH Anna Maria 6 bedroom pool rental1111111111
  • 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 BeachAMI1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $5600 - 9995/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

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

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

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

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 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

No roads to cross sleep 10! Pool/Hot tub Anna Maria rental

Pool and SpaPool and Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5995/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 BedroomsAnna-Maria-Island-Florida-Vacation-Condo-Rental-2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,095-5,295/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

Sandy BeachPier
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 5 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

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

Six Bedroom Vacation Rentals on Anna Maria Island

Anna Maria IslandGulf View from Balcony
  • 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

Anna Maria Pool Home 3 Bedroom Sleeps 8 One Block to Beach

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 BedroomsAnna-Maria-Florida-Vacation-Rental-Home11
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,295-3,595/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

BEACHFRONT Anna Maria Island Three Bedroom Vacation RentalScreened Lanai with Outdoor Furniture
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5500 - 8500/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

Sandy BeachBalcony
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 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

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

Three Bedrooms Sleeps 6 Private Pool and Short Walk to Beach

PoolPatio Furniture & Sun Loungers By Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,295-2,795/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

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

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

3 bedroom Private pool Anna Maria Rental

3 bedroom Private pool Anna Maria RentalAMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895.00/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: 8
  • 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

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 & 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!

Roof Top Terraces with Outdoor ChairsPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6095/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

Outdoor Pool and SpaDriveway to Home
  • 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

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 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 $2495-3500/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

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 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 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

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

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

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

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 $6500.00/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

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

One Block to Holmes Beach

One Block to Holmes BeachImageHandler-3
  • 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 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

North Anna Maria Luxury Vacation Rental HomeAMI2
  • 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 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

Five Bedroom House with Pool Anna Maria For Rent

Gulf & bay view rental home in Bradenton Beach, FloridaBay view sundeck
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $6495/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 $4395/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 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

Private Heated PoolLarge Sofa
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

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 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

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 $4995/Week 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 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

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

Five Bedroom Vacation Homes Sleeps 12 Private Pool

Exterior View of Vacation HomePool Under Construction.
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,095-7,495/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 $9900.00/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

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

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

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

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 (68)
  • 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 $3995/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 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: 6
  • 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

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

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

PoolPatio Furniture By Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,495-2,795/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

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

Two Bedroom Vacation Rental Anna Maria Island Private Pool

Two Bedroom Vacation Rental  Anna Maria Island Private PoolEmerald Kite vacation Rentals Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1695/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

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

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

Starting at $1,995-6,095/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

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

Pirvate Heated PoolOpen Plan Kitchen
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,595-6,195/Week plus taxes and fees

Available: Yes844-826-5260

Vacation Home Close to Beach with Private Pool

Private Heated PoolLiving Area with Sofa and Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,795/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

Anna Maria Island 2 Bedroom Vacation Rental Pool  Sleeps 6Walk to Beach Cottage with Shared Pool in Holmes Beach, Florida
  • 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/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: 12
  • 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

Steps to the beach with luxury 5 bedroom Anna Maria rentalHolmes-Beach-Florida-Vacation-Rental-Home8
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $2,095-9,395/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 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

Lovely Vacation Home in Holmes Beach, FloridaCasadelPlayaProfessional23
  • 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 RentalHolmes-Beach-Florida-Vacation-Home-Rental-8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,295-5,895/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

Anna Maria Island Vacation Cottage Duplex/ Private Pool

Anna Maria Island Vacation Cottage Duplex/ Private PoolIRAM 13
  • 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!

3 Bedroom On Anna Maria Island For Rent Weekly!Anna-Maria-Florida-Vacation-Rental-Home1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,895-4,495/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 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

3 Blocks to Beach Home with Pool in Anna Maria, FloridaRear View of Property
  • 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 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

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

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

One of Anna Maria Islands Most Luxurious Vacation Rental

One of Anna Maria Islands Most Luxurious Vacation RentalL35
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 15
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $6495/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

Exterior View of RentalPool
  • 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

Call 844-826-5260 for Rates

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

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

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-home3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Call 844-826-5260 for Rates

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

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 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 14thumbnail_149199550
  • 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

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

Fully Equipped KitchenExterior View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,395/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

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 Six Guests Pool

Exterior View of RentalBreakfast Counter with Seating
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,695-2,795/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

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 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

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 PoolHolmes-Beach-Florida-Vacation-Rental-Home36
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Starting at $2,495-9,995/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

Monthly Vacation Rental in Bradenton

Exterior View of Vacation RentalDining Table and Chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

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

SpaFully Equipped Kitchen
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,095-3,795/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

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

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

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

Starting at $1,995-3,995/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

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

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

Anna Maria Island Vacation Rental

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

Starting at $3026/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Four Bedroom House Rental on Anna Maria Island

Exterior View of RentalPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Call 844-826-5260 for Rates

Available: Yes844-826-5260

What a Spectacular Luxury Anna Maria Island Pool Home..

What a Spectacular Luxury Anna Maria Island Pool Home..6
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1991/Week plus taxes and fees

Available: Yes844-826-5260

Duplex with Private Pool

Duplex with Private Poolcoasta c
  • 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 Pool Vacation Home

Anna Maria Island Pool Vacation Homeftmyers1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4041/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Condo Rentals with Three Bedrooms

Anna Maria Island Condo Rentals with Three BedroomsHolmes-Beach-Florida-vacation-rental-condo4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4995/Month plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 895519

Anna Maria Island & Holmes Beach Home 895519Anna-Maria-vacation-rental-home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2800/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Three Bedroom Home for Rent- Vacation Pool

Anna Maria Island Three Bedroom Home for Rent- Vacation PoolHBMBB 3
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3126/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island Luxury Four Bedroom Villa /Home For Rent

Anna Maria Island Luxury Four Bedroom  Villa /Home For RentAMI4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3850/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Vacation home with pool

Anna Maria Vacation home with poolAnna-Maria-Florida-vacation-rental-home6
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2394/Week plus taxes and fees

Available: Yes844-826-5260

So Close to an Actual Anna Maria Island Beach House

So  Close to an  Actual Anna Maria Island Beach HouseAnna-Maria-Florida-vacation-rental-home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5586/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Five Bedroom Luxury Anna Maria Island Vacation Home

Luxury Five Bedroom Luxury Anna Maria Island Vacation HomeAMI2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $9495/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 895615

Anna Maria Island & Holmes Beach Home 895615IMG_0119
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1729/Week plus taxes and fees

Available: Yes844-826-5260

New beachfront rental on North end with boat dock

New beachfront rental on North end with boat dockAnna Maria Florida Vacation Rental Home2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $8645/Week plus taxes and fees

Available: Yes844-826-5260

Luxury West of Gulf Dr 3 bedroom pool home on Anna Maria Isl

Luxury West of Gulf Dr 3 bedroom pool home on Anna Maria IslHolmes Beach Florida Vacation Rental Home25
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3599/Week plus taxes and fees

Available: Yes844-826-5260

Close to Beach! Holmes Beach Vacation Rental w/Private Pool!

Pool & Spa with Patio and ChairsBack Yard with Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1946/Week plus taxes and fees

Available: Yes844-826-5260

CANAL FRONT CORTEZ POOL RENTAL CLOSE TO ANNA MARIA

CANAL FRONT CORTEZ POOL RENTAL CLOSE TO ANNA MARIABradenton Florida Vacation Rental Home24
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1862/Week plus taxes and fees

Available: Yes844-826-5260

CANAL FRONT 2 BEDROOM 2 BATH ANNA MARIA ISLAND POOL HOME

CANAL FRONT  2 BEDROOM 2 BATH ANNA MARIA ISLAND POOL HOMEHolmes Beach Florida Vacation Rental Home28
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $7000/Month plus taxes and fees

Available: Yes844-826-5260

Luxury Pool Vacation Home Wow look at the Outdoor Area

Luxury Pool Vacation Home Wow look at the Outdoor  Areabradenton-beach-marina-anna-maria-island
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4237/Week plus taxes and fees

Available: Yes844-826-5260

BAYFRONT HOLMES BEACH RENTAL WITH DOCK ANNA MARIA ISLAND

Pool Overlooks BaySun Loungers
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,395/Week plus taxes and fees

Available: Yes844-826-5260

A Terrific Three Bedroom with Pool a Great Little Rental

A Terrific Three Bedroom with Pool a Great Little RentalHolmes Beach Florida Vacation Rental Home22
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2243 - 4070/Week plus taxes and fees

Available: Yes844-826-5260

Anna Maria Island & Holmes Beach Home 896555

Anna Maria Island & Holmes Beach Home 896555Bradenton Beach Florida Vacation Rental Home6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695-3695/Week plus taxes and fees

Available: Yes844-826-5260

New Anna Maria Island rental 3 bedroom sleeps 8

New Anna Maria Island rental 3 bedroom sleeps 8Bradenton Beach Florida Vacation Rental Home5
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1695-3695/Week plus taxes and fees

Available: Yes844-826-5260

3 Bedroom Vacation Rental - On the Intracoastal Waterway

Waterfront Vacation Rental with Large PoolSpacious Living Area with Water Views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $4375-5000/Week plus taxes and fees

Available: Yes844-826-5260

Large Duplex Home - Book Both Rentals and Sleep 16 Guests

Sandy BeachSpacious Living Are with Wall Mounted TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: Yes844-826-5260

Three Bedroom Three Bathroom Elevated Home - Sleeps 8

Patio Pool and Hat TubRear View of the Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2095-3795/Week plus taxes and fees

Available: Yes844-826-5260

Luxury Seven Bedroom Rental Sleeps 18 with Stunning Views

Exterior View of Rental HomeSofa and Chairs in Living Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 7 Bedrooms
  • 7 Bathrooms

Starting at $9,095/Week plus taxes and fees

Available: Yes844-826-5260