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Anna Maria Island 3 Bedroom Vacation Rentals

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Anna Maria Island boasts beautiful beaches, fishing, great restaurants, and an abundance of things to do. It is the perfect family vacation spot, couples retreat, and romantic getaway. From the Tampa bays to the turquoise gulf waters, we are surrounded by abundant beauty. Swim out past the breakers and watch the world fade in the sunset.

On this page we have our 3 bedroom vacation rentals which are perfect for multiple couples on vacation or the average family. Since some of our rentals are dog friendly, the entire family, even four legged, can enjoy a beach vacation. If you need something larger take a look at our 5+ bedroom rental homes.

These rental homes can sleep up to 8 guests or more.

Calypso Cottage
Calypso Cottage
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 5 (2 reviews)
More details >
Mermaids Dream
Mermaids Dream
Weekly $1400 - $3850 *
PoolSpaLinen ServiceElevatorInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 5 (3 reviews)
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Villa Paradise
Villa Paradise
Weekly $1001 - $3045 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4 (1 reviews)
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Quiet Palms
Quiet Palms
Weekly $1050 - $3150 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4 (1 reviews)
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Sand and Sea
Sand and Sea
Weekly $1295 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Key Largo Cottage
Key Largo Cottage
Weekly $1295 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 4.9 (10 reviews)
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Plumbago B
Plumbago B
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Lobster Key
Lobster Key
Weekly $910 - $3500 *
PoolSpaBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 9 Location: Cortez 5 (3 reviews)
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Key Lime Cottage
Key Lime Cottage
Weekly $1050 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Seabreeze Cottage
Seabreeze Cottage
Weekly $1050 - $3150 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 4 (1 reviews)
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Campbell House
Campbell House
Weekly $1953 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Anna Maria
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Coastal Sunrise
Coastal Sunrise
Weekly $1750 - $4200 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 5 (3 reviews)
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Azure Beach House
Azure Beach House
Weekly $1155 - $4620 *
PoolSpaBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (2 reviews)
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FantaSea
FantaSea
Weekly $2604 - $4550 *
PoolSpaLinen ServiceBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/3 Sleeps: 8 Location: Anna Maria
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Island Paradise 5
Island Paradise 5
Monthly $5040 - $15400 *
PoolSpaInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Beach Escape
Beach Escape
Weekly $1750 - $4200 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 8 Location: Anna Maria
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Sand Palace
Sand Palace
Weekly $1295 - $3500 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 5 (4 reviews)
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Dolphin House
Dolphin House
Weekly $1050 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Mermaids Sunset
Mermaids Sunset
Weekly $1001 - $3150 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 3 (1 reviews)
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Beachwalk
Beachwalk
Weekly $1050 - $3570 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 8 Location: Holmes Beach
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Villa Monica
Villa Monica
Weekly $1295 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
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Sea Place
Sea Place
Weekly $1295 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Gulf Place 2A
Gulf Place 2A
Weekly $1701 - $2975 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Las Palmas
Las Palmas
Weekly $2100 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 10 Location: Anna Maria
More details >
La Casa Costiera 12
La Casa Costiera 12
Weekly $1575 - $3850 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Kiwi Cottage
Kiwi Cottage
Weekly $1050 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Palms By The Bay
Palms By The Bay
Weekly $1575 - $4200 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 5 (3 reviews)
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Anna Maria Cottage
Anna Maria Cottage
Weekly $1925 - $4830 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 8 Location: Anna Maria
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Villa Sand Dollar
Villa Sand Dollar
Weekly $2464 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
Peacock Crossing
Peacock Crossing
Weekly $1050 - $2975 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 4.33333333333 (3 reviews)
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Sunkissed
Sunkissed
Monthly $4900 - $5600 *
PoolSpaBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Limelight
Limelight
Weekly $1498 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria 4.5 (2 reviews)
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Waters Edge Cottage
Waters Edge Cottage
Weekly $1050 - $3850 *
SpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach
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Mango Bay
Mango Bay
Weekly $1295 - $3850 *
PoolSpaElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4 (2 reviews)
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LaPlage 7
LaPlage 7
Weekly $1925 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Sugar Beach
Sugar Beach
Weekly $1050 - $3150 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4 (2 reviews)
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Starfish
Starfish
Weekly $1295 - $3500 *
SpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4.5 (2 reviews)
More details >
Mermaids Sunrise
Mermaids Sunrise
Weekly $980 - $3150 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 4.66666666667 (3 reviews)
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Angelfish
Angelfish
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternet
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
More details >
LaPlage 5
LaPlage 5
Weekly $1750 - $4550 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
Anna Maria Chateau
Anna Maria Chateau
Weekly $1400 - $5600 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria 3.75 (4 reviews)
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Eyes On The Sunset
Eyes On The Sunset
Weekly $1050 - $2975 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
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Heron House
Heron House
Weekly $1575 - $4725 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 10 Location: Anna Maria 5 (1 reviews)
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The Beach Front
The Beach Front
Weekly $1575 - $3850 *
PoolSpaElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 3 (4 reviews)
More details >
Turtle Watch
Turtle Watch
Weekly $1575 - $4200 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
Acacia Breeze
Acacia Breeze
Weekly $1575 - $4760 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck ChairsBoat Dock
Bed & Bath: 3/3 Sleeps: 12 Location: Anna Maria 5 (6 reviews)
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Hawaiian Tide
Hawaiian Tide
Weekly $1001 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 3.4 (5 reviews)
More details >
Coastal Sunset
Coastal Sunset
Weekly $1750 - $4900 *
PoolSpaLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach 4.5 (2 reviews)
More details >
Island Paradise 6
Island Paradise 6
Weekly $1400 - $3500 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 3 (1 reviews)
More details >
Tropic Dream
Tropic Dream
Weekly $952 - $3150 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
LaBella Casa
LaBella Casa
Weekly $1050 - $3150 *
SpaBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 4 (1 reviews)
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A Ray of Sunshine
A Ray of Sunshine
Weekly $1505 - $3500 *
PoolSpaBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/3 Sleeps: 6 Location: Anna Maria 5 (1 reviews)
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LaPlage 9
LaPlage 9
Weekly $1925 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
The Beach House
The Beach House
Weekly $1400 - $4620 *
SpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 7 Location: Anna Maria
More details >
Aloha Home
Aloha Home
Weekly $1400 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (2 reviews)
More details >
Casa on the Beach
Casa on the Beach
Weekly $2100 - $4900 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria 4.28571428571 (7 reviews)
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Villa Tuscany
Villa Tuscany
Weekly $1050 - $3045 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 4 (2 reviews)
More details >
A Snails Place
A Snails Place
Weekly $1400 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria 3 (1 reviews)
More details >
Bay Bungalow
Bay Bungalow
Weekly $1750 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria 5 (4 reviews)
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Beach Hideaway
Beach Hideaway
Weekly $1225 - $4620 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Island Paradise 3
Island Paradise 3
Weekly $1295 - $3500 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
Villa Sandpiper
Villa Sandpiper
Weekly $1400 - $4403 *
PoolSpaBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Sandcastle 4
Sandcastle 4
Weekly $1960 - $3500 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach 4.25 (4 reviews)
More details >
Shells and Sunshine
Shells and Sunshine
Weekly $1575 - $4235 *
SpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
More details >
Villa Florence
Villa Florence
Weekly $1050 - $2975 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach 3.66666666667 (3 reviews)
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North Beach Village 69
North Beach Village 69
Weekly $1001 - $2450 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Island Walk
Island Walk
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Seaside
Seaside
Weekly $1750 - $6300 *
SpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 10 Location: Anna Maria 5 (1 reviews)
More details >
Direct Beach Front
Direct Beach Front
Weekly $2100 - $4620 *
PoolSpaElevatorInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Bradenton Beach 5 (11 reviews)
More details >
Marina Sunrise
Marina Sunrise
Weekly $1155 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Capri Condo A
Capri Condo A
Weekly $966 - $3500 *
SpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach 5 (1 reviews)
More details >
Plumbago A
Plumbago A
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 3 (1 reviews)
More details >
Azure Tides
Azure Tides
Weekly $1155 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (1 reviews)
More details >
Island Getaway
Island Getaway
Weekly $1225 - $2940 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach
More details >
Gulf Place 8B
Gulf Place 8B
Weekly $1225 - $3850 *
PoolSpaInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Mermaids Crossing
Mermaids Crossing
Weekly $1050 - $3500 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 5 (3 reviews)
More details >
Bradenton Beach Club 245
Bradenton Beach Club 245
Weekly $1050 - $2800 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach 5 (1 reviews)
More details >
AM I Dreamin
AM I Dreamin
Weekly $1050 - $3500 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Bradenton Beach Club Unit C
Bradenton Beach Club Unit C
Weekly $1750 - $4403 *
PoolSpaLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach 5 (6 reviews)
More details >
Stay Calm
Stay Calm
Weekly $1274 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach 4.5 (2 reviews)
More details >
Bradenton Beach Club Unit F
Bradenton Beach Club Unit F
Weekly $1750 - $4200 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach 5 (1 reviews)
More details >
The Reefs Edge
The Reefs Edge
Weekly $1575 - $3850 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
*Rates shown are estimates. Excludes Taxes, Fees and Travel Insurance.
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