Anna Maria Island & Holmes Beach Home & Villa Rentals

Pool Required

899 matching vacation rentals found.

We receive new listings daily. Call your agent at 941.932.8416 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: YesMap941-932-8416

Six Bedroom Custom Built Luxury Pool Home Upscale Interior

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Luxury Anna Maria Island private pool rental

Private pool & hot tubExterior view of home with garage
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5295-9200/Week plus taxes and fees

Available: YesMap941-932-8416

Six Bedroom Luxury Vacation Rental with Private Pool

Exterior View of Anna Maria Vacation HomePool Table
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Starting at $3,095-8600/Week plus taxes and fees

Available: YesMap941-932-8416

Eight Bedroom - Sleep 16 on North Holmes Beach

Home Exterior ViewSpa and Swim Up Tiki Table
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $9500-14980/Week plus taxes and fees

Available: YesMap941-932-8416

One of the top Four Bedroom Rentals Sleeps 10

Bayfront Vacation HomePrivate Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5295-7200/Week plus taxes and fees

Available: YesMap941-932-8416

No Roads to Cross Sleeps 10! Pool/Hot Tub Anna Maria Rental

No Roads to Cross Sleeps 10! Pool/Hot Tub Anna Maria RentalExterior View of Vacation Rental Home
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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 $4200-8600/Week plus taxes and fees

Available: YesMap941-932-8416

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 $2760-8840/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Six Bedroom Luxury Vacation Rental Home - Sleeps 12

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

Starting at $4995 - 10350/Week plus taxes and fees

Available: YesMap941-932-8416

Posh Vacation Rental Home with Four Bedrooms and Private Pool

Exterior View of Vacation HomeHolmes Beach rental sleeps 10
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4795-7820/Week plus taxes and fees

Available: YesMap941-932-8416

Six Bedroom 5 Bathroom Vacation Rentals - Available Weekly

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

Starting at $5695/Week plus taxes and fees

Available: YesMap941-932-8416

Beautiful Beach Pool Home on Anna Maria Island. Sleeps 16

Sandy Beach NearbyAnna Maria Pier
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 3 Bathrooms

Starting at $4895-11500/Week plus taxes and fees

Available: YesMap941-932-8416

Largest AMI Beachfront Pool Home with 9 Bedrooms Sleeps 21

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

Starting at $7995-22000/Week plus taxes and fees

Available: YesMap941-932-8416

Direct Bay Front Luxury Vacation Rental with Boat Dock

Direct Bay Front Luxury Vacation Rental with Boat DockDirect Bay Front Luxury Vacation Rental with Boat Dock
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5,695-16,595/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

4 Bedroom Vacation Rental Sleeps Eight Guests with Pool

4 Bedroom Vacation Rental Sleeps Eight Guests with Pool4 Bedroom Vacation Rental Sleeps Eight Guests with Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Luxury Anna Maria Island Beach House rental with Pool

Front ViewDeck
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5495-8250.00/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Beach Vacation Rental Sleeps 12

Private PoolView from Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $8495/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Anna Maria Island Rental

Luxury Anna Maria Island RentalLuxury Anna Maria Island Rental
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $9295/Week plus taxes and fees

Available: YesMap941-932-8416

Swimming Pool View from this Luxury Private Vacation Rental

Outdoor Living AreaOutdoor Kitchen
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5187-9555/Week plus taxes and fees

Available: YesMap941-932-8416

Six Bedroom Family Vacation Rental, Sleeps 16 Guests

Heated Pool and SpaSpa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Starting at $6538-8230/Week plus taxes and fees

Available: YesMap941-932-8416

Bay front beauty on Anna Maria Island rental

Sandy BeachAnna Maria Island
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3195-5230/Week plus taxes and fees

Available: YesMap941-932-8416

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: 14
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $7495/Week plus taxes and fees

Available: YesMap941-932-8416

Five Bedrm Luxury Vacation Rental Anna Maria- With Pool

Five Bedrm Luxury Vacation Rental Anna Maria- With PoolSwim up table
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

Fabulous Anna Maria Island Luxury Home Sleeps 16- Eight Bdrm

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

Starting at $6995-16595/Week plus taxes and fees

Available: YesMap941-932-8416

Main House & Guest House with Tropical Pool Sleeps 20

Main House & Guest House with Tropical Pool Sleeps 20Aerial View of Rentals
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 8 Bedrooms
  • 6 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury 4 Bedroom - 2 Living Areas - Pool - North Anna Maria

Sandy BeachLuxury 4 Bedroom - 2 Living Areas - Pool - North Anna Maria
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 Guests

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 12 GuestsAnna Maria Island 4 Bedroom Vacation Rental Sleeps 12 Guests
  • 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: YesMap941-932-8416

Anna Maria Vacation Home 7 Bedrooms 2 Kitchens!

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

Starting at $6995-15,000/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Home for Rent on Beach

Gulf ViewSandy Beach
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: YesMap941-932-8416

Canal front beauty on Anna Maria Rental with pool

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

Starting at $4995-7095/Week plus taxes and fees

Available: YesMap941-932-8416

Beachfront private pool Anna Maria Rental sleeps 18

Sandy BeachDeck with Outdoor Seating
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5250-15750/Week plus taxes and fees

Available: YesMap941-932-8416

Steps to Beach with Views 5 Bedroom Sleeps 10 Anna Maria

Sandy BeachBeach View
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $7295/Week plus taxes and fees

Available: YesMap941-932-8416

8 bedroom deluxe pool sleep 16 rental on Anna Maria

BeachPool with Water Fall
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

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

Available: YesMap941-932-8416

4 Bedroom Plus Den Private Pool and 3 Houses to Beach on AMI

Anna Maria Vacation HomeBeach
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4160-8750/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Five Bedroom Vacation Rental Pool & Spa

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

Starting at $3995-6995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Beach Front pool rental

Aerial ViewWrap around Deck
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Almost Beachfront Luxury Anna Maria Island Vacation Home

Almost Beachfront Luxury Anna Maria Island Vacation HomeAlmost Beachfront Luxury Anna Maria Island Vacation Home
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 7 Bedrooms
  • 5 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Gulf Views from Holmes Beach 5 Bed Pool Rental on Anna Maria

Vacation Rental HomePool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria 9 Bedroom Beach Vacation Rental with Pool

Anna Maria 9 Bedroom Beach Vacation Rental with PoolAnna Maria 9 Bedroom Beach Vacation Rental with Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 23
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $11,995/Week plus taxes and fees

Available: YesMap941-932-8416

Five Bedroom Villa Luxury Interior & Large Private Pool

Five Bedroom Villa Luxury Interior & Large Private PoolFive Bedroom Villa Luxury Interior & Large Private Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

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 $3,695-7995/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury 8 Bedroom Beach House with Pool Which SLEEPS 18

Luxury 8 Bedroom Beach House with Pool Which SLEEPS 18Luxury 8 Bedroom Beach House with Pool Which SLEEPS 18
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 8 Bedrooms
  • 6 Bathrooms

Starting at $6995-23995/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Anna Maria Vacation Rental- 3.5 Bathooms

Four Bedroom Anna Maria Vacation Rental- 3.5 BathoomsFour Bedroom Anna Maria Vacation Rental- 3.5 Bathooms
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: YesMap941-932-8416

New construction 7 bedroom sleep 21 on Anna Maria Island

Private PoolExterior View
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 7 Bedrooms
  • 7 Bathrooms

Starting at $7,995-17800/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Home with Pool

Anna Maria Island Luxury Home with PoolAnna Maria Island Luxury Home with Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: YesMap941-932-8416

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 941-932-8416 for Rates

Available: YesMap941-932-8416

Luxury Anna Maria Five Bedroom Beach Home

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

Starting at $6815-11875/Week plus taxes and fees

Available: YesMap941-932-8416

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 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Island 5 Bedroom Luxury Vacation Home- Gulf Views

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Three Bedroom Luxury Vacation Rental Anna Maria Island

Three Bedroom Luxury Vacation Rental Anna Maria IslandThree Bedroom Luxury Vacation Rental Anna Maria Island
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3026/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island 5 Bedroom Luxury Beachfront Vacation Home

View of the Gulf From this Anna Maria Luxury RentalDining Table & Chairs
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $8250-17500/Week plus taxes and fees

Available: YesMap941-932-8416

One of the Best Vacation Rentals On Anna Maria Island.

One of the Best Vacation Rentals On Anna Maria Island.One of the Best Vacation Rentals On Anna Maria Island.
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $7000/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria 5 Bedroom Vacation Home - Sleeps 10

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

Starting at $3995-8379/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

6 Bedroom with Private Pool Rental on Anna Maria Island

6 Bedroom with Private Pool Rental on Anna Maria Island6 Bedroom with Private Pool Rental on Anna Maria Island
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $3,095-8,095/Week plus taxes and fees

Available: YesMap941-932-8416

One of the Best Anna Maria Island Vacation Rental Homes

Gulf VIewsAerial View of Vacation Home
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 5 Bathrooms

Starting at $5000-12,000/Week plus taxes and fees

Available: YesMap941-932-8416

BAYFRONT HOLMES BEACH RENTAL WITH DOCK ANNA MARIA ISLAND

Exterior viewPrivate pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,195-6,695/Week plus taxes and fees

Available: YesMap941-932-8416

Steps from the Beach at this Four Bedroom Vacation Home

Steps from the Beach at this Four Bedroom Vacation HomeSteps from the Beach at this Four Bedroom Vacation Home
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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

New Beachfront 9 bedroom sleep 28 Anna Maria Rental w/ poolNew Beachfront 9 bedroom sleep 28 Anna Maria Rental w/ pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 28
  • 9 Bedrooms
  • 9 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Beachfront 7 Bedroom 6 Bathroom Vacation Home with Pool

Beachfront 7 Bedroom 6 Bathroom Vacation Home with PoolBeachfront 7 Bedroom 6 Bathroom Vacation Home with Pool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 6 Bathrooms

Starting at $6,995-26,295/Week plus taxes and fees

Available: YesMap941-932-8416

Beachfront Beauty 4 bedroom with pool Anna Maria rental

Aerial ViewSandy Beach back yard
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $9895-18900/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Vacation Home Sleeps 8 Guests with Canal View

Four Bedroom Vacation Home Sleeps 8 Guests with Canal ViewAerial View
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3,295-8.395/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Four Bedroom Home on the Beach

Private PoolRear View
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $6,995-12,995/Week plus taxes and fees

Available: YesMap941-932-8416

One of the Most Stunning Rentals on Anna Maria Island 5 Star

One of the Most Stunning Rentals on Anna Maria Island 5 StarPool
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,895-7,295/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Anna Maria Vacation Rental Home with Five Bedrooms

Anna Maria Vacation RentalPool and Spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $6095-15795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Luxury Five Bedroom Vacation Home Sleeps Eight

Anna Maria Vacation Rnetal HomePrivate Pool and Spa
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $2,795/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Rental Two Blocks from Bean Point

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

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

Rental Four Bedrooms Sleeps 10

Magnificent Vacation Home in Holmes Beach, FloridaSwimming Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4124/Week plus taxes and fees

Available: YesMap941-932-8416

Bayfront 5 Bedroom Sleeps 12 with Boat Dock

Vacation  RentalSpacious Liivng Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Beach House- Short Walk to Beach North End

Beach House- Short Walk to Beach North EndBeach House- Short Walk to Beach North End
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

3 Bedroom Vacation Rental Shared Pool Sleeps 8

3 Bedroom Vacation Rental Shared Pool Sleeps 83 Bedroom Vacation Rental Shared Pool Sleeps 8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895-5980/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria 3 Bedroom Vacation Rental Heated pool Sleeps 8

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

Starting at $3195/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Four Bedrooms Sleeps 10 Short Walk to Beach

Anna Maria Four Bedrooms Sleeps 10 Short Walk to BeachAnna Maria Four Bedrooms Sleeps 10 Short Walk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3095-4860/Week plus taxes and fees

Available: YesMap941-932-8416

Stunning 4 Bedroom Canal front Vacation Home with Pool

View of CoastStunning 4 Bedroom Canal front Vacation  Home with Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Bradenton Beach Rental home with Pool Sleeps 10

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Stunning Anna Maria Vacation Home with the BEST LARGE POOL

Stunning  Anna Maria Vacation Home with the BEST LARGE POOLStunning  Anna Maria Vacation Home with the BEST LARGE POOL
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Five Bedroom Vacation Rental Private Pool WOW Rental

Five Bedroom Vacation Rental Private Pool WOW RentalFive Bedroom Vacation Rental Private Pool WOW Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2995-6,395/Week plus taxes and fees

Available: YesMap941-932-8416

A Stunner of a Home Vacation Rentals West of Gulf Drive

PoolLiving Area with Sofa
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1970-4065/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Vacation Rental Pool Gulf Front

Sandy BeachRelax on the Loungers at the Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2125-5625/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Great Interior Decor

Pool AreaLiving Room
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island Five Bedroom Vacation Rental Homes.

Anna Maria Island Five Bedroom Vacation Rental Homes.Sandy Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3265-6430/Week plus taxes and fees

Available: YesMap941-932-8416

Gulf Views Sleeps 12 Guests Take a Look Great Home

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

Starting at $8095/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Home Pool Great Outdoor entertaining areas

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

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

5 Bedroom value priced Anna Maria Island pool rental

5 Bedroom value priced Anna Maria Island pool rental5 Bedroom value priced Anna Maria Island pool rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3795-6590/Week plus taxes and fees

Available: YesMap941-932-8416

Five Bedroom Rental- Home Pool at Door Oasis!

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

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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 $5000/Month plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Pool Rental Island- Canal- North End

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

Starting at $5795/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

3 bedroom Anna Maria Rental 200 ft to the Beach!

3 bedroom Anna Maria Rental  200 ft to the Beach!3 bedroom Anna Maria Rental  200 ft to the Beach!
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795-3760/Week plus taxes and fees

Available: YesMap941-932-8416

Two Bedroom Island Pool Home 2 Blocks to Beaches

Two Bedroom Island Pool Home 2 Blocks to BeachesTwo Bedroom Island Pool Home 2 Blocks to Beaches
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2261/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Huge Vacation Rental Home with Six Bedrooms

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

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

Available: YesMap941-932-8416

What a Wonderful Vacation Home with Easy Beach Access

Anna Maria BeachWhat a Wonderful Vacation Home  with Easy Beach Access
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2325/Week plus taxes and fees

Available: YesMap941-932-8416

Sleeps 8 Great Interior Decor Throughout

Sleeps 8 Great Interior Decor ThroughoutSleeps 8 Great Interior Decor Throughout
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3192/Week plus taxes and fees

Available: YesMap941-932-8416

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

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

Starting at $2895-4750/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Luxury Indoor and outdoor Entertaining Spaces

Three Bedroom Luxury Indoor and outdoor Entertaining SpacesThree Bedroom Luxury Indoor and outdoor Entertaining Spaces
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury 6 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: YesMap941-932-8416

Beautifully Furnished on the North End of the Island

Beautifully Furnished on the North End of the IslandBeautifully Furnished on the North End of the Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Island Rental home Pool Sleeps 10

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

Starting at $3192/Week plus taxes and fees

Available: YesMap941-932-8416

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: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5319/Week plus taxes and fees

Available: YesMap941-932-8416

WOW Vacation Beach Home with Pool - Sleeps 10

Anna Maria Vacation HomeLiving Area Open to Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2,895-7,195/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Island Vacation Beach Villa Posh 4 Bedrooms

Island Vacation Beach Villa Posh 4 BedroomsIsland Vacation Beach Villa Posh 4 Bedrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 4646

Anna Maria Island & Holmes Beach Home 4646Sandy beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

Vacation Rental West Gulf Drive No Street to Cross to Beach

Vacation Rental West Gulf Drive No Street to Cross to BeachVacation Rental West Gulf Drive No Street to Cross to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2795-3420/Week plus taxes and fees

Available: YesMap941-932-8416

Vacation Rental Sleeps 8 Separate Den / Four Bedrooms

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

Starting at $3295/Week plus taxes and fees

Available: YesMap941-932-8416

4 bedroom private pool Anna Maria Island rental

4 bedroom private pool Anna Maria Island rental4 bedroom private pool Anna Maria Island rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: YesMap941-932-8416

Beach front Anna Maria Island 3 bedroom cottage

Beach front Anna Maria Island 3 bedroom cottageBeach front Anna Maria Island 3 bedroom cottage
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4,795-9,595/Week plus taxes and fees

Available: YesMap941-932-8416

Steps To Beach! 2 Bedroom Anna Maria Villa With Pool

Steps To Beach! 2 Bedroom Anna Maria Villa With PoolSteps To Beach! 2 Bedroom Anna Maria Villa With Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Rental on Anna Maria Island Sleeps 8

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

Starting at $4300/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island rental sleep 10 with pool

Anna Maria Island rental sleep 10 with poolAnna Maria Island rental sleep 10 with pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795-6288/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Rental Five Bedrooms Sleeps 14 Private Pool

Bradenton Beach, Florida Rental Home with Bay ViewOpen Floor Plan
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Stunning Six Bedroom Super Impressive Home Close to Beach

Vacation Rental Home in Anna Maria, FloridaLagoon Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Four Bedroom Luxury Island Vacation Rental Home Sleeps 9

Four Bedroom Luxury  Island Vacation Rental Home Sleeps 9Four Bedroom Luxury  Island Vacation Rental Home Sleeps 9
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Beach House Vacation Rental Gulf Front

Anna Maria IslandThree Bedroom Beach House Vacation Rental Gulf Front
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4375-8100/Week plus taxes and fees

Available: YesMap941-932-8416

Four bedroom rental Sleeps 8 - North End on Canal

Four bedroom rental Sleeps 8 - North End on CanalFour bedroom rental Sleeps 8 - North End on Canal
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: YesMap941-932-8416

Rental Sleeps 12 Guests Gulf Views 1 Min Walk to Sand

Rental Sleeps 12 Guests Gulf Views 1 Min Walk to SandPrivate pool & hot tub
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $3500-6795/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Island Rental Home- Six Bedrooms Mediterranean Style

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

Starting at $3995-7795/Week plus taxes and fees

Available: YesMap941-932-8416

Prestigious Elegance Great Three Bedroom

Private heated poolGated entrance
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2795-4700/Week plus taxes and fees

Available: YesMap941-932-8416

5 bedroom North Anna Maria Rental

Sandy BeachPier
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $6195/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury six bedroom 5 bath Rental- Breathtaking views

Luxury six bedroom 5 bath Rental- Breathtaking viewsLuxury six bedroom 5 bath Rental- Breathtaking views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $3295-6182/Week plus taxes and fees

Available: YesMap941-932-8416

5 Bedroom pool north Anna Maria rental

5 Bedroom pool  north Anna Maria rental5 Bedroom pool  north Anna Maria rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Private Luxury Home Great Price Flip Flop Walk to Beaches

Private Luxury Home Great Price Flip Flop Walk to BeachesPrivate Luxury Home Great Price Flip Flop Walk to Beaches
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Island Vacation Rental with Pool

Island Vacation Rental with PoolIsland Vacation Rental with Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2745/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Swimming Pool Views Home Villa

Three Bedroom Swimming Pool Views Home VillaThree Bedroom Swimming Pool Views Home Villa
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6857/Month plus taxes and fees

Available: YesMap941-932-8416

Private Vacation Rental with Boat Dock Three Bedrooms

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

Starting at $7495/Month plus taxes and fees

Available: YesMap941-932-8416

Caged Pool Vacation Rental on Anna Maria Island

Caged Pool Vacation Rental on Anna Maria IslandCaged Pool Vacation Rental on Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,795-3,795/Week plus taxes and fees

Available: YesMap941-932-8416

Beachfront pool home on North Anna Maria Island- Sleeps 14

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

Starting at $4495-11,995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

North End Anna Maria Rental Sleeps 8 private heated pool

North End Anna Maria Rental  Sleeps 8 private heated  poolNorth End Anna Maria Rental  Sleeps 8 private heated  pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Canal front 5 Bedroom Vacation Rental Ground One Level Home

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

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

Available: YesMap941-932-8416

Private Pool Vacation Home Close to Beaches - 3 Bedroom

Private Pool Vacation Home Close to Beaches - 3 BedroomPrivate Pool Vacation Home Close to Beaches - 3 Bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

NORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOME

NORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOMENORTH END OF ANNA MARIA ISLAND 3 BEDROOM POOL HOME
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5695/Week plus taxes and fees

Available: YesMap941-932-8416

4 bedroom Pool home w/short walk to beach

4 bedroom Pool home w/short walk to beach4 bedroom Pool home w/short walk to beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8

Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8Vacation Rental - 4 Bedrooms Three Bathrooms Sleeps 8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool

Anna Maria Four Bedroom Vacation Home Sleeps 8 Private PoolAnna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2,195-6,595/Week plus taxes and fees

Available: YesMap941-932-8416

This Home Underwent Major Renovations! Sleeps Ten 8 in Beds

Outdoor FurnitureWater View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 7727

Anna Maria Island & Holmes Beach Home 7727Anna Maria Island & Holmes Beach Home 7727
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $995/Week plus taxes and fees

Available: YesMap941-932-8416

There bedroom Vacation Rental with Pool on Anna Maria Island

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

Starting at $3495/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Rental that Sleeps 8 on Anna Maria Island.

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

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Vacation Rental West of Gulf Drive with Pool

Four Bedroom Vacation Rental  West of Gulf Drive with PoolMagnificent rental home in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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 941-932-8416 for Rates

Available: YesMap941-932-8416

Located on Gulf Drive Half block to Beach

Poolside lounging chairsSwimming pool view from balcony
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3000/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island 5 Bedroom Vacation Rental

Aerial ViewFront View of Property
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $1,995-8,495/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Vacation Rental with Pool Steps to Gulf Beaches

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Victorian Style large Heated Pool 4 Bedrooms

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

Starting at $8995/Month plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

Elegant Beach area 3 Bedroom Vacation Rental Sleep 6

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

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

Island Luxury Rental One block to beach

Holmes Beach, Florida vacation home with swimming poolIsland Luxury Rental One block to beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1450-2995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Lovely Accomodation

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

Starting at $1,395-3,495/Week plus taxes and fees

Available: YesMap941-932-8416

Town Home with 2 bedrooms Easy Beach Access

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

Starting at $1495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Beach House for Rent- Sleeps 10 Guests on Beach

Beach House for Rent- Sleeps 10 Guests on BeachBeach House for Rent- Sleeps 10 Guests on Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5500/Week plus taxes and fees

Available: YesMap941-932-8416

North End Rental with Pool Stroll to Gulf

North End Rental with Pool Stroll to GulfNorth End Rental with Pool Stroll to Gulf
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: YesMap941-932-8416

Elegant Island Luxury Vacation Rental Infinity Pool

Elegant  Island Luxury Vacation Rental Infinity PoolElegant  Island Luxury Vacation Rental Infinity Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6118/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury 4 Bedroom Home Private Pool Great Family Rental

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

Starting at $3195/Week plus taxes and fees

Available: YesMap941-932-8416

West of Gulf Drive 6 bedroom pool Anna Maria rental

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

Starting at $7995/Week plus taxes and fees

Available: YesMap941-932-8416

Island Vacation Rental Sleeps 8 on the islands North End

Anna Maria, Florida Vacation Rental with Private PoolIsland Vacation Rental Sleeps 8 on the islands North End
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3995-5340/Week plus taxes and fees

Available: YesMap941-932-8416

4 Bedroom Rental with a Private Pool Coastal Decor.

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Private Villa with Pool Sleeps 12 Gulf Views

PierAerial View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $2435-5940/Week plus taxes and fees

Available: YesMap941-932-8416

One of the Largest Vacation Rental 8 Bedroom Luxury 7 Bath

Sandy BeachExterior View of Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

Starting at $3,495-9995/Week plus taxes and fees

Available: YesMap941-932-8416

Vacation Rentals Sleeps 8 Two Blocks Beach Lagoon Pool

Vacation Rentals Sleeps 8 Two Blocks Beach Lagoon PoolVacation Rentals Sleeps 8 Two Blocks Beach Lagoon Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2,295/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Six Bedroom Bayfront Luxury Home with Pool and Boat Dock.

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

Starting at $4295-10995/Week plus taxes and fees

Available: YesMap941-932-8416

50 STEPS TO BEACH Anna Maria 6 bedroom pool rental

50 STEPS TO BEACH Anna Maria 6 bedroom pool rental50 STEPS TO BEACH Anna Maria 6 bedroom pool rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $9495/Week plus taxes and fees

Available: YesMap941-932-8416

Ground level 4 bedroom new Anna Maria Island rental

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

Starting at $4195/Week plus taxes and fees

Available: YesMap941-932-8416

Eight Bedroom Luxury Vacation Home with Pool.

Eight Bedroom Luxury Vacation Home with Pool.Eight Bedroom Luxury Vacation Home with Pool.
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

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

Available: YesMap941-932-8416

Island rental home with 4 Bedrooms 3.5 Bathrooms

Island rental home with 4 Bedrooms 3.5 BathroomsIsland rental home with 4 Bedrooms 3.5 Bathrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1895-4495/Week plus taxes and fees

Available: YesMap941-932-8416

Stunning 5 Bedrooms 4 Bathrooms Short Walk to Beach

Stunning 5 Bedrooms 4 Bathrooms Short Walk to BeachStunning 5 Bedrooms 4 Bathrooms Short Walk to Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

6 Bedroom w/ Boat Dock and pool sleeps 14 Anna Maria Rental

6 Bedroom w/ Boat Dock and pool sleeps 14 Anna Maria Rental6 Bedroom w/ Boat Dock and pool sleeps 14 Anna Maria Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2,695-8,795/Week plus taxes and fees

Available: YesMap941-932-8416

Five Bedroom Rentals with Boat Dock and One Block to Beach

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

Starting at $5600 - 9995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Tropical Grounds 3 Bedroom Vacation Rental Duplex! Pool!

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

Starting at $3695/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Five Bedroom Vacation Rental One of the Islands Best

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

Starting at $3795-5995/Week plus taxes and fees

Available: YesMap941-932-8416

Vacation Vacation Home 3 Min Walk to Beaches

Vacation Vacation Home 3 Min Walk to BeachesVacation Vacation Home 3 Min Walk to Beaches
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2445/Week plus taxes and fees

Available: YesMap941-932-8416

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

GulfAerial View of Pool and Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2875-10000/Week plus taxes and fees

Available: YesMap941-932-8416

Fabulous Five Bedroom Villa & Private Pool in Holmes Beach

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

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

Available: YesMap941-932-8416

Beautifully decorated north end 3 bed Anna Maria Rental

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

Starting at $2800/Week plus taxes and fees

Available: YesMap941-932-8416

Holmes Beach villa West of Gulf Dr

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

Starting at $1995/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Luxury Vacation Rentals

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

Starting at $2295-3495/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Villa for Rent- Pool- Sleeps 9

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Villa 3 Bedrooms Plus Den Pool Rental in Anna Maria

Vacation Villa in Anna MariaPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Vacation Rental 4 Bedrooms and Pool - 3 Houses from Beach

Aerial ViewView from Balcony
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island Four Bedroom Vacation Beach House

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

Starting at $5500/Week plus taxes and fees

Available: YesMap941-932-8416

3 bed Rental with Private Pool 500 Yards to Beaches

Anna Maria BeachesExterior View of Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1690-2815/Week plus taxes and fees

Available: YesMap941-932-8416

Rental Luxury All The Way Ground Level four Bedroom 4 Bath

Rental Luxury All The Way Ground Level four Bedroom 4  BathRental Luxury All The Way Ground Level four Bedroom 4  Bath
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedrooms and Pool 90 Steps to Beach

Beach AccessSandy Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

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

North End of Island West of Gulf Drive  90 Steps to BeachNorth End of Island West of Gulf Drive  90 Steps to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1,995-4,095/Week plus taxes and fees

Available: YesMap941-932-8416

Pine Avenue Vacation Rentals- With Pools-

Pine Avenue Vacation Rentals- With Pools-Pine Avenue Vacation Rentals- With Pools-
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: YesMap941-932-8416

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

West of Gulf Drive 5 bedroom pool Home with 4.5. BathroomsWest of Gulf Drive 5 bedroom pool Home with 4.5. Bathrooms
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,095-7,495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Beach Rental 4 bedrooms Sleeps 8

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

Starting at $2500-5625/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Beachfront Rental with Private Pool

Anna Maria Beachfront Rental with Private PoolPrivate Outdoor Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6500-10970/Week plus taxes and fees

Available: YesMap941-932-8416

Vacation Rental on Anna Maria Island with 4 Bedrooms

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

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

4 bedroom plus den Private pool rental West of Gulf Drive

4 bedroom plus den Private pool rental West of Gulf Drive4 bedroom plus den Private pool rental West of Gulf Drive
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Two Bedroom Cottage with Pool

Spacious Living AreaLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

Ground Level 4 Bedroom 4 Bath Home! Steps from Beach

Beach accessPoolside grill area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Holmes Beach Vacation Rental Tropical Landscaping

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

Starting at $2793/Week plus taxes and fees

Available: YesMap941-932-8416

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

Waterfront Luxury Rental Sleeps 18 2/3 min Walk to Beaches.Waterfront Luxury Rental Sleeps 18 2/3 min Walk to Beaches.
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Bayfront Luxury Sleep 15 Six Well Appointed Bedrooms

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

Starting at $6895-9230/Week plus taxes and fees

Available: YesMap941-932-8416

Fantastic Three Bedroom Rental Six Houses from the Sand

Sandy BeachFantastic Three Bedroom Rental Six Houses from the Sand
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3295/Week plus taxes and fees

Available: YesMap941-932-8416

Short Walk to Beach from this Four Bedroom Vacation Home

Pool and SpaOutdoor Table & Chairs
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island 4 Bedroom Vacation Rental Gulf Views Pool

Anna Maria Island 4 Bedroom Vacation Rental Gulf Views PoolAnna Maria Island 4 Bedroom Vacation Rental Gulf Views Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Vacation Rental 4 Bedroom Sleeps 10

Anna Maria Vacation Rental 4 Bedroom Sleeps 10Anna Maria Vacation Rental 4 Bedroom Sleeps 10
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1,895-7,795/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Just a Few Blocks to beach Custom Pool

Four Bedroom Just a Few Blocks to beach Custom PoolFour Bedroom Just a Few Blocks to beach Custom Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Island Beach Vacation Rental with 4 Bedrooms

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

Starting at $4695/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Home with Pool, 4 houses fromBeach

Exterior viewAnna Maria, Florida vacation home with pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Holmes Beach Anna Maria Pool rental

Luxury Holmes Beach Anna Maria Pool rentalLuxury Holmes Beach Anna Maria Pool rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

One Level Custom Home with Pool Sleeps 12 View Now

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

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

Available: YesMap941-932-8416

3 bedroom 3 bath private pool Anna Maria Island rental

Private Heated pool3 bedroom 3 bath private pool Anna Maria Island rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3890/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedrooms and a Rare Three Bathrooms with Pool

Three Bedrooms and a Rare Three Bathrooms with PoolThree Bedrooms and a Rare Three Bathrooms with Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Anna Maria Three Bedroom Rental Home with Pool

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

Starting at $1500-2500/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Newly Renovated Historic Home 3 Bedrooms

Anna Maria Island Newly Renovated Historic Home 3 BedroomsAnna Maria Island Newly Renovated Historic Home 3 Bedrooms
  • 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: YesMap941-932-8416

Anna Maria Island Four Bedroom Vacation Rental

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

Starting at $1,495-7,495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Five Bedroom Rental Home - SLEEPS 12

Sandy BeachAnna Maria rental home with a private pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Three Bedroom Vacation Rental Homes on Anna Maria Island

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Vacation Rental Home with Pool

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Two Bedroom Vacation Cottage 3 min Walk to Beach

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

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Six Bedroom Vacation Rentals on Anna Maria Island

Aerial View Anna Maria IslandAerial View of Anna Maria Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $2,395-10,295/Week plus taxes and fees

Available: YesMap941-932-8416

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

Front View of PropertyPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,395-5,295/Week plus taxes and fees

Available: YesMap941-932-8416

What A Darling Two Bedroom Rental on Anna Maria Island

Aerial ViewCanalside Home in Anna Maria
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4,395/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Rental on Anna Maria Island

Sandy Beach at Anna MariaOpen Plan Living
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895-3590/Week plus taxes and fees

Available: YesMap941-932-8416

Three bedroom Rental on Anna Maria Rental with Swimming Pool

Sandy BeachMaster bedroom with king bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

HOLMES BEACH 3 BEDROOM PRIVATE POOL WITH TIKI HUT BAR

Poolside Lounging & Dining AreaSwim-up Table with Tiki Hut
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

HOLMES BEACH VACATION RENTAL SLEEPS 6

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

Starting at $2695/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Rental Accommodation with Pool

Private Poll & Hot TubLiving Area with Large Flat Screen TV
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

Two Bedrooms Sleeps Six with Pool & Short Walk to Beach

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

Starting at $1785-2735/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Pool Rentals Seep 8 on Anna Maria Island

Three Bedroom Pool Rentals Seep 8 on Anna Maria IslandThree Bedroom Pool Rentals Seep 8 on Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,295-5,395/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Anna Maria Island Vacation Rental with Three Bedrooms

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

Starting at $1,295-3,595/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

BEACHFRONT Anna Maria Island 3 Bedroom w/ pool rental

Screened Lanai with Outdoor FurnitureBeach Access
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Two Bedroom Rental in Holmes Beach FL

Holmes Beach Vacation Rental HomePoolside Seating Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $995-3,495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Three Bedroom Home with Private Pool Sleeps 8

Outdoor Dining AreaSun Loungers
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,895-4,795/Week plus taxes and fees

Available: YesMap941-932-8416

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 105 Bedroom Vacation Rental on Anna Maria Island Sleeps 10
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Anna maria Island Three Bedroom Rental with Water Views

Anna maria Island Three Bedroom Rental with Water ViewsAnna maria Island Three Bedroom Rental with Water Views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,795--3,095/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Vacation Home on Anna Maria Island with Private Pool

Private PoolLuxury Vacation Home on Anna Maria Island with Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedrooms Sleeps 6 Private Pool and Short Walk to Beach

Living AreaDining Table
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Four Bedroom Pool Home for Rent on Anna Maria Island Upscale

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

Starting at $3195-8,095/Week plus taxes and fees

Available: YesMap941-932-8416

One King and 2 Queens Anna Maria Rental Close To Beach

One King and 2 Queens Anna Maria  Rental  Close To BeachNicely appointed rental on Anna Maria
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Two Bedroom Private Vacation Home Sleeps 4

Walk to beach from your Holmes Beach rentalA charming Holmes Beach vacation rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

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

Available: YesMap941-932-8416

3 bedroom Private pool Anna Maria Rental

3 bedroom Private pool Anna Maria Rental3 bedroom Private pool Anna Maria Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1895.00/Week plus taxes and fees

Available: YesMap941-932-8416

All About the Views at this 2 Bedroom Rental Bradenton

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

Starting at $1395/Week plus taxes and fees

Available: YesMap941-932-8416

Rental with Pool Sleeps 6 One block to the Beach

Rental with Pool Sleeps 6 One block to the BeachRental with Pool Sleeps 6 One block to the Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: YesMap941-932-8416

Upscale 3 Bedroom Vacation Rental Pool Sleeps 7

Upscale 3 Bedroom Vacation Rental Pool Sleeps 7Upscale 3 Bedroom Vacation Rental Pool Sleeps 7
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2474/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom For Rent with Pool

Three Bedroom For Rent with PoolHolmes Beach Vacation Rental Home - Walk to Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Located on the North End Only 450 Yards to Beach

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

Starting at $1995/Week plus taxes and fees

Available: YesMap941-932-8416

Two Bedroom Villa with Private Pool Sleeps Walk to Pine Avenue

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

Starting at $1595/Week plus taxes and fees

Available: YesMap941-932-8416

Fantastic Condo Cottage with one of the Largest Pools!

Fantastic Condo Cottage with one of the Largest Pools!Fantastic Condo Cottage with one of the Largest Pools!
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Vacation Rental Large Screened Pool

Three Bedroom Vacation Rental Large Screened PoolThree Bedroom Vacation Rental Large Screened Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2128/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Beach Home with Pool Lush Landscaping

Three Bedroom Beach Home with Pool  Lush LandscapingThree Bedroom Beach Home with Pool  Lush Landscaping
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedrooms Sleep 12 Guests- Almost a House on Beach

Sandy BeachPool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: YesMap941-932-8416

Pool Vacation Home with Three Bedrooms 2.5 Blocks to Beach

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

Starting at $1,495-3,295/Week plus taxes and fees

Available: YesMap941-932-8416

3 Bedroom 3 Bath Vacation Home ! Luxury 2 Master Bedrooms

3 Bedroom  3 Bath Vacation Home ! Luxury  2 Master Bedrooms3 Bedroom  3 Bath Vacation Home ! Luxury  2 Master Bedrooms
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

3 Bedroom Rental Home Or Rent Both Homes for Big Group

3 Bedroom Rental Home Or  Rent Both Homes for Big Group3 Bedroom Rental Home Or  Rent Both Homes for Big Group
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Large Heated Pool Island 4 Bedroom l Sleeps 8 Pool

Large Heated Pool  Island 4 Bedroom l Sleeps 8 PoolLarge Heated Pool  Island 4 Bedroom l Sleeps 8 Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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 $4350-8790/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedrooms and Only 2 Blocks to Beach

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

Starting at $3059/Week plus taxes and fees

Available: YesMap941-932-8416

A More Than Beautiful Holmes Beach Luxury Home

Holmes Beach, Florida house for rentFull kitchen with breakfast  bar seats three plus breakfast table seats two
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,795-7,895/Week plus taxes and fees

Available: YesMap941-932-8416

Beautiful Anna Maria Island Rental pool sleep 6

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

Starting at $3695/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 880279

Beautiful island bungalow in Holmes Beach, Florida with pool-hot tubAnna Maria Island & Holmes Beach Home 880279
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1795/Week plus taxes and fees

Available: YesMap941-932-8416

Holmes Beach Vacation Rentals Great Pool Walk Beach Sleep 6

Beach and gulf viewHolmes Beach Vacation Rentals Great Pool Walk Beach Sleep 6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

This Great Vacation Rental is Available For Weekly Bookings

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: YesMap941-932-8416

Stunning Four Bedroom Home on Anna Maria with Pool Sleeps 8

One Block to Beach Home with Pool in Holmes Beach, FloridaBar Seating
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

Rent this Four Bedroom Anna Maria Rental that Sleeps 8

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

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Vacation Home with 3 Bedrooms Short Walk to Beach

Anna Maria Vacation Home with 3 Bedrooms Short Walk to BeachDining Table and Chairs at Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

ANNA MARIA ISLAND 3 BEDROOM POOL HOME

PoolLiving Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,495-3,495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Rental Home Sleep 8 private Pool

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

Starting at $2495-3500/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Rental Three Bedrooms 1.5 Blocks to Beach

Anna Maria Island Rental Three Bedrooms 1.5 Blocks to BeachAnna Maria Island Rental Three Bedrooms 1.5 Blocks to Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2095/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Vacation Home - Private Pool & Close to Beach

Holmes Beach Vacation RentalPatio Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,395-3,495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Three Bedroom Vacation Property for Rent

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

Starting at $2793/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Rental sleeps 10 guests

Holmes Beach, Florida Vacation Rental with Private PoolOutdoor Dining Area & Grill
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2795-5234/Week plus taxes and fees

Available: YesMap941-932-8416

Only Two Houses Back From The Beach- North Anna Maria Island

Only Two Houses Back From The Beach- North Anna Maria IslandOnly Two Houses Back From The Beach- North Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3325/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Rental Home Sleeps 9

Anna Maria Rental Home Sleeps 9Anna Maria Rental Home Sleeps 9
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: YesMap941-932-8416

Value Priced Vacation Rental Home Anna Maria Island & Pool

Pool with Large Patio AreaLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $3625-9535/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Rental Holmes Beach on Anna Maria Island

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

Starting at $2795/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Northern Anna Maria Island Vacation home 1/2 block to beach

Northern Anna Maria Island Vacation home 1/2 block to beachNorthern Anna Maria Island Vacation home 1/2 block to beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Pool Home- Vacation Rental

Anna Maria Island Pool Home- Vacation RentalAnna Maria Island Pool Home- Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1799/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

LOCATION LOCATION 3 Bedroom pool home north end

Aerial ViewAnna Maria Vacation Home with Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

New Anna Maria Island rental 3 bedroom private pool

New Anna Maria Island rental 3 bedroom private poolNew Anna Maria Island rental 3 bedroom private pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Rental Home three Bedrooms with Pool

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

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Beachside Anna Maria Vacation Six Bedrooms Sleeps 12

Open Plan Living & Dining AreaLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $3380-8010/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury North End Anna Maria Vacation Home Rental

Living room with flat screen TVOpen plan living space
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

100 Steps to the Beach- Walk to Bridge Street Shops

100 Steps to the Beach- Walk to Bridge Street Shops100 Steps to the Beach- Walk to Bridge Street Shops
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Three Bedroom Vacation Rental Home Sleeps 6 Pool

Exterior viewCovered patio
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1195/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Vacation Home with Bay View & Short Walk to Beach

Front View of PropertyPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

Anna Maria Island 5 bedroom Vacation Rental with Pool

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental Home with Pool

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

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

Available: YesMap941-932-8416

Three Bedroom Anna Maria Island Rental

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

Starting at $3495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Vacation Rental 2 Bedroom 1 Block To Beach

Anna Maria Vacation Rental 2 Bedroom 1 Block To BeachAnna Maria Vacation Rental 2 Bedroom 1 Block To Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,195-2,095/Week plus taxes and fees

Available: YesMap941-932-8416

4 bedroom Rental WALK to Pine Avenue- Anna Maria

4 bedroom Rental WALK to Pine Avenue- Anna Maria4 bedroom Rental WALK to Pine Avenue- Anna Maria
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6500.00/Week plus taxes and fees

Available: YesMap941-932-8416

North Anna Maria Vacation Rental Property Sleeps 10 Guests-

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

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

Available: YesMap941-932-8416

Four Bedroom Rental Homes Anna Maria Island

Four Bedroom Rental Homes Anna Maria IslandFour Bedroom Rental Homes Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap941-932-8416

Classy beach House- Two Homes from the beach Anna Maria

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

Starting at $6795/Week plus taxes and fees

Available: YesMap941-932-8416

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

Outdoor Seating AreaOutdoor Dining Table
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

One Block to Holmes Beach

Aerial ViewPrivate Outdoor Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,595-5,295/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria 3 Bedroom Vacation Rental Close To Beach Pool

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

Starting at $1895/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 881017

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

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

Value Priced Anna Maria Island Rental Great Pool Home

Value Priced Anna Maria Island Rental Great Pool HomeValue Priced Anna Maria Island Rental Great Pool Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1495 /Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 881032

Anna Maria Island & Holmes Beach Home 881032Anna Maria Island & Holmes Beach Home 881032
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Vacation Home with Boat Dock

Anna Maria Island Vacation Home with Boat DockAnna Maria Island Vacation Home with Boat Dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295-3596/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedrooms Anna Maria Island Rental Cottages

Three Bedrooms Anna Maria Island Rental CottagesThree Bedrooms Anna Maria Island Rental Cottages
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

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

North Anna Maria 4 bed pool and 1 house to beach rentalNorth Anna Maria 4 bed pool and 1 house to beach rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Four Bedroom Rental Gulf Views Sleeps 8

Private outdoor poolSpacious living area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Heated Pool Home on Anna Maria Island.

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Value Vacation Rental on Anna Maria Island

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria 5 bedroom Vacation Rentals on Water Boat Dock

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

Starting at $3995-5679/Week plus taxes and fees

Available: YesMap941-932-8416

North Anna Maria Luxury Vacation Rental Home

North Anna Maria Luxury Vacation Rental HomeNorth Anna Maria Luxury Vacation Rental Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4000/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental Home with Pool- Sleeps 8

Private Outdoor PoolPoolside Shade for Relaxing
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: YesMap941-932-8416

Three bedroom Coastal Living Rentals Anna Maria Island

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Luxury Vacation Home with Three Bedrooms- Pool

One Block to Beach Home with Pool in Anna Maria, FloridaAnna Maria Luxury Vacation Home with Three Bedrooms- Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2295-3695/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Five Bedroom House with Pool Anna Maria For Rent

Front View of PropertyPoolside Sun Loungers
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Canal Front 5 Bedroom Pool Home with Dock

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

Starting at $4395/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Great One Bedroom Rental

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

Starting at $1795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Beach House with Pool

Anna Maria Island Beach House with PoolPool & Beach View
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895-5995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria 2 houses off the beach with private pool home

Anna Maria 2 houses off the beach with private pool homeAnna Maria 2 houses off the beach with private pool home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5281/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria 3 Bedroom Vacation Rental Canal Views Pool

Canalside rental home with pool in Anna Maria, FloridaAnna Maria 3 Bedroom Vacation Rental Canal Views Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Two Bedroom Rental with Shared Pool Great Decor

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

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury 8 Bedroom Rental Home Anna Maria Island Pool

Luxury 8 Bedroom Rental Home Anna Maria Island PoolLuxury 8 Bedroom Rental Home Anna Maria Island Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

Best Anna Maria Vacation Rental Five Bedrooms- Sleeps 12

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

Starting at $5795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Value Vacation Rental- Tiki Pool

Anna Maria Island Value Vacation Rental- Tiki PoolAnna Maria Island Value Vacation Rental- Tiki Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

3 bedroom NO streets to cross Anna Maria pool rental

3 bedroom NO streets to cross Anna Maria pool rental3 bedroom NO streets to cross Anna Maria pool rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2590-5200/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria -Two Bedroom Vacation Rental Cottage Private Pool

Aerial View of Anna MariaSandy Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 885020

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

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8416

Holmes Beach Vacation Rental Home Four Bedrooms- Pool

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Private pool Anna Maria rental for 6 at value pricing

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

Starting at $1895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

N. End Anna Maria canal private pool home

N. End Anna Maria canal private pool homeN. End Anna Maria canal private pool home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool

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

Starting at $3195/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Five Bedroom Vacation Rentals

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

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8416

North end Anna Maria sleeps 8 within steps of the beach

Anna Maria PierAerial View of Anna Maria
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 2 Bathrooms

Starting at $3875-8750/Week plus taxes and fees

Available: YesMap941-932-8416

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 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

One of the Few Five Bedroom Rentals on Anna Maria Island

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Luxury Anna Maria Rental 3 Bedrooms Sleeps 6

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

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Five Bedroom Vacation Homes Sleeps 10 Private Pool

Beautiful Vacation Home RentalPoolside Deck
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,095-7,495/Week plus taxes and fees

Available: YesMap941-932-8416

NORTH END OF ANNA MARIA 5 BEDROOM

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

Starting at $4995-8900/Week plus taxes and fees

Available: YesMap941-932-8416

2 Bedroom with Private Pool Anna Maria Island Rental

Private Vacation Home with PoolLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,595-2,195/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Holmes Beach

Luxury Holmes BeachLuxury Holmes Beach
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom on Anna Maria Island Luxury Home

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

Starting at $2695/Week plus taxes and fees

Available: YesMap941-932-8416

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

Anna Maria Vacation Rental HomePrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,995-2,595/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Rental Home Anna Maria Island with Pools

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

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

Gulf Front Villa Anna Maria Island 3 Bedrooms!

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: YesMap941-932-8416

Anna Maria Bay & Gulf Views Vacation Pool Home

Anna Maria Bay & Gulf Views Vacation Pool HomeAnna Maria Bay & Gulf Views Vacation Pool Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,595-2.895/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental Pool Home

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

Starting at $2095/Week plus taxes and fees

Available: YesMap941-932-8416

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 $5495-7430/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Vacation Rental Home sleeps Eight / Anna Maria Island

Luxury Vacation Rental Home sleeps Eight / Anna Maria IslandLuxury Vacation Rental Home sleeps Eight / Anna Maria Island
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Luxury Pool Vacation Home Available Today!

View of GulfAnna Maria Island Luxury Pool Vacation Home Available Today!
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,395-6995/Week plus taxes and fees

Available: YesMap941-932-8416

Villa rental Anna Maria Island.

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

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

North Anna Maria 9 bedroom resort SLEEP 26

North Anna Maria 9 bedroom resort SLEEP 26North Anna Maria 9 bedroom resort SLEEP 26
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 26
  • 9 Bedrooms
  • 6 Bathrooms

Starting at $6495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 884811

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

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

BEACH ACROSS THE STREET 3 BEDROOM TOWNHOME ANNA MARIA ISLAND

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: YesMap941-932-8416

Stunning Town House Three Bedrooms Steps to the Beach

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

Starting at $1375/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 884818

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

Starting at $1375/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Steps to Beach Town Home for Rent

Anna Maria Island Steps to Beach Town Home for RentAnna Maria Island Steps to Beach Town Home for Rent
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1775/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Four Bedroom Rental Anna Maria with a Pool

Pool with Hot TubAnna Maria Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

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

Available: YesMap941-932-8416

Great Value Two Bedroom Vacation Rental in Anna Maria

Great Value Two Bedroom Vacation Rental in Anna MariaHeated Communal Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Three Bedroom Anna Maria Island Vacation Pool Home

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

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

Available: YesMap941-932-8416

4 bedroom Anna Maria Rental only 1.5 blocks to beach

4 bedroom Anna Maria Rental only 1.5 blocks to beach4 bedroom Anna Maria Rental only 1.5 blocks to beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3995-6315/Week plus taxes and fees

Available: YesMap941-932-8416

North Island 3 Bedroom Vacation Rental Sleeps 6

North Island 3 Bedroom Vacation Rental Sleeps 6North Island 3 Bedroom Vacation Rental Sleeps 6
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3595-6230/Week plus taxes and fees

Available: YesMap941-932-8416

Three bedroom Vacation Accommodations Anna maria Island.

Three bedroom Vacation Accommodations Anna maria Island.Three bedroom Vacation Accommodations Anna maria Island.
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,495-2,495/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Island Five Bedroom Rental with a Pool Close to Bean Point

Island Five Bedroom Rental with a Pool Close to Bean PointIsland Five Bedroom Rental with a Pool Close to Bean Point
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5500/Week plus taxes and fees

Available: YesMap941-932-8416

Waterfront North Anna Maria Island Rental

Waterfront North Anna Maria Island RentalWaterfront North Anna Maria Island Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

Sleep 8 with private pool

oo
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,395/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Large Anna Maria Home, Sleeps 20

Large Anna Maria Home, Sleeps 20Large Anna Maria Home, Sleeps 20
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 8 Bedrooms
  • 8 Bathrooms

Starting at $6280/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Walk to Beach Vacation Rental

Private pool & spaAnna Maria Walk to Beach Vacation Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2295/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Vacation Rental Home with Pool and Boat Dock- Anna Maria

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

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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 $3500-7600/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 885072

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

Starting at $2275/Week plus taxes and fees

Available: YesMap941-932-8416

This Three Bedroom on Anna Maria Island is a Terrific Option

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

Starting at $1,395-3,295/Week plus taxes and fees

Available: YesMap941-932-8416

WOW Spectacular Anna Maria Island Rental

WOW Spectacular Anna Maria Island RentalWOW Spectacular Anna Maria Island Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2234/Week plus taxes and fees

Available: YesMap941-932-8416

Holmes Beach Two Bedroom Duplex - Sleeps 6 Private Pool

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

Starting at $1365/Week plus taxes and fees

Available: YesMap941-932-8416

Two Bedroom Vacation Rental Anna Maria Island Private Pool

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

Starting at $1695/Week plus taxes and fees

Available: YesMap941-932-8416

Rent Luxury on Anna Maria- Pool Hot tub

Outdoor FurnitureOutdoor Dining Area
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 13
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5795-9950/Week plus taxes and fees

Available: YesMap941-932-8416

HOLMES BEACH DUPLEX WITH PRIVATE POOL 3 HOUSES TO GULF BEACH

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

Starting at $1470/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Beach Cottage 3 Bedrooms

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

Starting at $1,995-6,095/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Beach House for Rent with POOL

Anna Maria Island Beach House for Rent with POOLAnna Maria Island Beach House for Rent with POOL
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Rental 4 bedroom

Anna Maria Rental 4 bedroomAnna Maria Rental 4 bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5214/Week plus taxes and fees

Available: YesMap941-932-8416

Beautiful Home with Pool and walk to Beach

Sandy BeachPool and Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4195/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Four Bedroom Rental Luxury with Pool

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

Starting at $5795/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria luxury Vacation Rental Home Sleeps 8

Anna Maria luxury Vacation Rental Home  Sleeps 8Anna Maria luxury Vacation Rental Home  Sleeps 8
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $5214/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Anna Maria rental on North End

Private PoolLiving Room with Flat Screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $1,995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Holmes Beach 4 Bedroom Vacation Rental Sleeps 10

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

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

Available: YesMap941-932-8416

Luxury Three Bedroom Vacation Rental on Anna Maria Island -

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

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Big Family Anna Maria Beach House

Big Family Anna Maria Beach HouseBig Family Anna Maria Beach House
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $4995-8995/Week plus taxes and fees

Available: YesMap941-932-8416

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

Five Bedroom Home for Rent with a Pool on Anna Maria IslandFive Bedroom Home for Rent with a Pool on Anna Maria Island
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $3950/Week plus taxes and fees

Available: YesMap941-932-8416

North end sleep 10 with a pool Anna Maria rental

North end sleep 10 with a pool Anna Maria rentalNorth end sleep 10 with a pool Anna Maria rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4910/Week plus taxes and fees

Available: YesMap941-932-8416

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

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Holmes Beach Vacation Cottage with Pool - One Block to Beach

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

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Anna Maria Island 8 Bedroom Rental Home

Aerial View of Anna MariaAnna Maria Sandy Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 7 Bathrooms

Starting at $6700-14995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Rental with Pool

Anna Maria Island Rental with PoolPool table
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5,095-8730/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Rental Home on Anna Maria Island- 5 bedrooms

Vacation HomeExterior View of Vacation Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3,095-9995/Week plus taxes and fees

Available: YesMap941-932-8416

Best Anna Maria Island Rental with 3 Bedrooms

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

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

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 885827

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

Starting at $1895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Steps to the beach with luxury 5 bedroom Anna Maria rental

Steps to the beach with luxury 5 bedroom Anna Maria rentalSteps to the beach with luxury 5 bedroom Anna Maria rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $5095-10395/Week plus taxes and fees

Available: YesMap941-932-8416

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

Private Home three stories with PoolStunning Vacation Home on Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

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

Available: YesMap941-932-8416

Holmes Beach Anna Maria Island Vacation Rental Home for Rent

Holmes Beach Anna Maria Island Vacation Rental Home for RentHolmes Beach Anna Maria Island Vacation Rental Home for Rent
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Large Vacation Rentals

Anna Maria Island Large Vacation RentalsAnna Maria Island Large Vacation Rentals
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 4 Bathrooms

Starting at $5495/Week plus taxes and fees

Available: YesMap941-932-8416

Rent 4 bedroom with Pool Anna Maria Island

Lovely Vacation Home in Holmes Beach, FloridaRent 4 bedroom with Pool Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4700/Week plus taxes and fees

Available: YesMap941-932-8416

Luxury Rental on Anna Maria Island Pool 4 bedrms

Luxury Rental on Anna Maria Island Pool 4 bedrmsLuxury Rental on Anna Maria Island Pool 4 bedrms
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1.995/Week plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Vacation Rental Pool- North Anna Maria Island

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

Starting at $4522/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island 3 bed Holmes Beach Vacation Rental

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

Starting at $1,295-5,895/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental Cottage

Anna Maria Island Vacation Rental CottageAnna Maria Island Vacation Rental Cottage
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $800/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Five Bedroom Luxury Vacation Rental

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

Starting at $2,795-9,395/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 886508

Rear View of PropertyLounging Chairs
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3,095-5,495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Cottage Duplex/ Private Pool

Anna Maria Island Vacation Cottage Duplex/ Private PoolAnna Maria Island Vacation Cottage Duplex/ Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island 2 Bedroom Vacation Rental Sleeps 6

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

Starting at $1495/Week plus taxes and fees

Available: YesMap941-932-8416

Private 3 bedroom Anna Maria Island Home with Private Pool

Sun LoungersAerial View
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,595-3,795/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental 3 Bedroom Canal Front

Anna Maria BeachAnna Maria Island Vacation Rental 3 Bedroom Canal Front
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2795-5595/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria island Rental Three bedroom Sleeps 8 Guests

Anna Maria island Rental Three bedroom Sleeps 8 GuestsAnna Maria island Rental Three bedroom Sleeps 8 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: YesMap941-932-8416

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

LUXURY BEACH HOMEPRIVATE POOL
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

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

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Accommodations One Min Walk to Beach.

Anna Maria Accommodations One Min Walk to Beach.Anna Maria Accommodations One Min Walk to Beach.
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $6195/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

North Anna Maria Island Vacation Rental - 2 Bedrooms Sleep 5

Sandy BeachBeach Access
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,995/Week plus taxes and fees

Available: YesMap941-932-8416

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 $1550/Week plus taxes and fees

Available: YesMap941-932-8416

3 Bedroom On Anna Maria Island For Rent Weekly!

3 Bedroom On Anna Maria Island For Rent Weekly!3 Bedroom On Anna Maria Island For Rent Weekly!
  • 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: YesMap941-932-8416

Canalfront sleep 10 pool rental in Cortez short dr to beach

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

Starting at $2900/Week plus taxes and fees

Available: YesMap941-932-8416

Great canal front pool home close to Anna Maria

Great canal front pool home close to Anna MariaGreat canal front pool home close to Anna Maria
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395/Week plus taxes and fees

Available: YesMap941-932-8416

Two Bedroom wonderful Pool Home on Anna Maria

Two Bedroom wonderful Pool Home on Anna MariaTwo Bedroom wonderful Pool Home on Anna Maria
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

North end canalfront with pool Anna Maria Island rental

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Romantic Getaway

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

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 887344

Anna Maria Vacation Rental HomeLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Anna Maria Island & Holmes Beach Home 887346

Close to Beach Home with Pool in Holmes Beach, FloridaAnna Maria Island & Holmes Beach Home 887346
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Vacation Rental Duplex Holmes Beach

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

Starting at $3295/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom Adorable Pool Vacation Home

Three Bedroom Adorable Pool Vacation HomeHolmes Beach, Florida Vacation Rental with Heated Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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: YesMap941-932-8416

Private Pool 2 Bedroom 2 Batroom Anna Maria Rental

Flat Screen TV in Living RoomBayside Rental Home with Pool in Holmes Beach, Florida
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1095/Week plus taxes and fees

Available: YesMap941-932-8416

Three Bedroom House for Rent on Anna Maria Island with Pool

Front View of PropertyPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $5,595-8,095/Month plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

3/2 Bedroom Vacation Cottage with Pool Anna Maria Island

Beach Just a Flip Flop Walk Away3/2 Bedroom Vacation Cottage with Pool Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3458/Week plus taxes and fees

Available: YesMap941-932-8416

A stunning Beach House on Anna Maria with Private Pool

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

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

Available: YesMap941-932-8416

One of Anna Maria Islands Most Luxurious Vacation Rental

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

Starting at $749=12975/Week plus taxes and fees

Available: YesMap941-932-8416

Two Bedroom Seasonal Rental Bradenton FL

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

Starting at $3200/Month plus taxes and fees

Available: YesMap941-932-8416

Stunning Three Bedroom Vacation Rental on Holmes Beach

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

Starting at $2395-5195/Week plus taxes and fees

Available: YesMap941-932-8416

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 941-932-8416 for Rates

Available: YesMap941-932-8416

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

Deck with Outdoor FurniturePool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 7 Bedrooms
  • 6 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

Five Bedroom Luxury Vacation Home on Anna Maria Island

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

Starting at $2,795-6500/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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 $2495.-3458/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Rental with PRIVATE POOL

Walk to BeachAnna Maria Island Rental with PRIVATE POOL
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1050/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Holmes Beach Vacation Rental Home Three Bedrooms!

Luxury Holmes Beach Vacation Rental Home Three Bedrooms!Luxury Holmes Beach Vacation Rental Home Three Bedrooms!
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Luxury Anna Maria Island Six Bedroom Luxury Rental

GulfAnna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

Private Pool at this Three Bedroom Anna Maria Vacation Home

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

Starting at $995-1,795/Month plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island and Holmes Beach Vacation Rental

Anna Maria Island and Holmes Beach Vacation RentalAnna Maria Island and Holmes Beach Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,295-2,895/Week plus taxes and fees

Available: YesMap941-932-8416

This Three Bedroom Anna Maria Island Cottage Sleeps 7 Guests

This Three Bedroom Anna Maria Island Cottage Sleeps 7 GuestsThis Three Bedroom Anna Maria Island Cottage Sleeps 7 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1,495-5,295/Week plus taxes and fees

Available: YesMap941-932-8416

Holmes Beach Anna Maria Luxury Vacation Home 2/3 Bedrooms

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

Starting at $3300/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Three Bedroom Rental Walk to Beach Pool

Anna Maria Island Three Bedroom Rental Walk to Beach PoolAnna Maria Island Three Bedroom Rental Walk to Beach Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Short Walk to Beach from this Two Bedroom Vacation Home

PoolLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $995-3,525/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Monthly vacation Condo on Anna Maria Island

Community PoolMonthly vacation Condo on Anna Maria Island
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3528/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Holmes Beach Pool home for Rent on Water

Anna Maria Island Holmes Beach Pool home for Rent on WaterAnna Maria Island Holmes Beach Pool home for Rent on Water
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9495/Month plus taxes and fees

Available: YesMap941-932-8416

Four Bedroom Luxury Vacation Rental

Four Bedroom Luxury Vacation RentalFour Bedroom Luxury Vacation Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2895-4350/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island BAYFRONT 1 Block to Beach!

Anna Maria Island BAYFRONT 1 Block to Beach!Private Pool & Spa
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5195/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

This Villa Has A WOW Factor! Anna Maria Vacation Home

Sandy BeachExterior View
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Three Bedroom Vacation Rental Pool

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

Starting at $1,795-3,095/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

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

Vacation Rental HomeSandy Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $2,895-6,595/Week plus taxes and fees

Available: YesMap941-932-8416

Stunning Four Bedroom Luxury Vacation Rental

Stunning Four Bedroom Luxury Vacation RentalStunning Four Bedroom Luxury Vacation Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4595/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Island Sleeps 14 Six Bedrooms Five King Beds

Front View of PropertyOpen Plan Living Space
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Call 941-932-8416 for Rates

Available: YesMap941-932-8416

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: YesMap941-932-8416

New Two Bed Private Pool Cottage Anna Maria Rental

Beach AccessPool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1,495-2,995/Week plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

Anna Maria Island Short Walk to The Beach Great Rental

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

Starting at $3324/Week plus taxes and fees

Available: YesMap941-932-8416

Sleep 14 with this NEW Anna Maria Property with 6 Bedrooms

Sleep 14 with this NEW Anna Maria  Property with 6 BedroomsSleep 14 with this NEW Anna Maria  Property with 6 Bedrooms
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $7995/Week plus taxes and fees

Available: YesMap941-932-8416

Anna Maria Home with Pool for Rent on Holmes Beach

Dining Area & Sun RoomAnna Maria Home with Pool for Rent on Holmes Beach
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $9,595/Month plus taxes and fees

Available: YesMap941-932-8416

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: YesMap941-932-8416

3 bedroom plus loft Anna Maria Vacation home at th North End

Aerial view of Anna Maria RenatalPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2,795-6,495/Week plus taxes and fees

Available: YesMap941-932-8416

Wonderful Bradenton Beach Cottage close to Bridge Street

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

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

Available: YesMap941-932-8416