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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.

Beach Hideaway
Beach Hideaway
Weekly $1295 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Villa Sandpiper
Villa Sandpiper
Weekly $1400 - $4400 *
PoolBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Stay Calm
Stay Calm
Weekly $1274 - $5250 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Azure Beach House
Azure Beach House
Weekly $1155 - $3850 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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LaPlage 9
LaPlage 9
Weekly $2275 - $6300 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Quiet Palms
Quiet Palms
Weekly $1050 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Island Paradise 5
Island Paradise 5
Monthly $4968 - $12000 *
PoolInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Heron House
Heron House
Weekly $1575 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 10 Location: Anna Maria
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Sunkissed
Sunkissed
Monthly $3160 - $5420 *
PoolBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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LaBella Casa
LaBella Casa
Weekly $1050 - $3850 *
BBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Plumbago A
Plumbago A
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Hawaiian Tide
Hawaiian Tide
Weekly $1000 - $4725 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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A Snails Place
A Snails Place
Weekly $1350 - $3850 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria
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Mermaids Sunrise
Mermaids Sunrise
Weekly $980 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Villa Sand Dollar
Villa Sand Dollar
Weekly $1295 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Lobster Key
Lobster Key
Weekly $910 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 9 Location: Cortez
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Gulf Place 2A
Gulf Place 2A
Weekly $1225 - $2275 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Bay Breeze Bungalow
Bay Breeze Bungalow
Weekly $1750 - $6300 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3.5 Sleeps: 10 Location: Anna Maria
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Bradenton Beach Club Unit F
Bradenton Beach Club Unit F
Weekly $1750 - $5600 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach
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Island Walk
Island Walk
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Peacock Crossing
Peacock Crossing
Weekly $1050 - $3850 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Carefree Cay
Carefree Cay
Weekly $1600 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Anna Maria
More details >
Coconut Cottage Unit 1
Coconut Cottage Unit 1
Weekly $875 - $3850 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Villa Paradise
Villa Paradise
Weekly $1001 - $3850 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Key Lime Cottage
Key Lime Cottage
Weekly $1050 - $4725 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Plumbago B
Plumbago B
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Coconut Cottage Unit 2
Coconut Cottage Unit 2
Weekly $875 - $3850 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Sea Place
Sea Place
Weekly $1225 - $3850 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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LaPlage 5
LaPlage 5
Weekly $1925 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Aloha Home
Aloha Home
Weekly $1400 - $5600 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Marina Sunrise
Marina Sunrise
Weekly $1155 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Island Paradise 2
Island Paradise 2
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Mango Bay
Mango Bay
Weekly $1295 - $4725 *
PoolSpaElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
La Casa Costiera 8
La Casa Costiera 8
Weekly $1575 - $4725 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Anna Maria Chateau
Anna Maria Chateau
Weekly $1400 - $5600 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
More details >
Bay Bungalow
Bay Bungalow
Weekly $1100 - $4725 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
More details >
LaPlage 7
LaPlage 7
Weekly $1925 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
The Laguna Beach
The Laguna Beach
Weekly $1750 - $4725 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria
More details >
Anna Maria Cottage
Anna Maria Cottage
Weekly $2000 - $6160 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Anna Maria
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Sand and Sea
Sand and Sea
Weekly $1295 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Beach Escape
Beach Escape
Weekly $1750 - $4725 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 8 Location: Anna Maria
More details >
The Beach House
The Beach House
Weekly $1400 - $3850 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 7 Location: Anna Maria
More details >
Bradenton Beach Club Unit C
Bradenton Beach Club Unit C
Weekly $1750 - $4900 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach
More details >
Villa Florence
Villa Florence
Weekly $1050 - $3850 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
AM I Dreamin
AM I Dreamin
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Caribbean Reef
Caribbean Reef
Weekly $1000 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Gulf Place 8B
Gulf Place 8B
Weekly $1225 - $3850 *
PoolInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Villa Tuscany
Villa Tuscany
Weekly $1050 - $3850 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Tropic Dream
Tropic Dream
Weekly $952 - $4200 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Seabreeze Cottage
Seabreeze Cottage
Weekly $1050 - $3850 *
PoolLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Direct Beach Front
Direct Beach Front
Weekly $2100 - $5600 *
PoolElevatorInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Bradenton Beach
More details >
Mermaids Crossing
Mermaids Crossing
Weekly $1050 - $4725 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Waters Edge Cottage
Waters Edge Cottage
Weekly $1050 - $4725 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach
More details >
Casa on the Beach
Casa on the Beach
Weekly $1134 - $5600 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 8 Location: Anna Maria
More details >
Sandcastle 4
Sandcastle 4
Weekly $1400 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach
More details >
Island Life
Island Life
Weekly $1295 - $4725 *
SpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Calypso Cottage
Calypso Cottage
Weekly $1050 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Mermaids Watch
Mermaids Watch
Weekly $1050 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Coastal Sunset
Coastal Sunset
Weekly $1750 - $5600 *
PoolLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Bradenton Beach Club 245
Bradenton Beach Club 245
Weekly $700 - $2100 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Bradenton Beach
More details >
Crosswinds Cottage
Crosswinds Cottage
Weekly $1400 - $4725 *
PoolElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Coastal Sunrise
Coastal Sunrise
Weekly $1750 - $5600 *
PoolLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Starfish
Starfish
Weekly $1197 - $4725 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Villa Monica
Villa Monica
Weekly $1295 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Acacia Breeze
Acacia Breeze
Weekly $1575 - $6300 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck ChairsBoat Dock
Bed & Bath: 3/3 Sleeps: 12 Location: Anna Maria
More details >
Kiwi Cottage
Kiwi Cottage
Weekly $1050 - $4725 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
The Reefs Edge
The Reefs Edge
Weekly $1575 - $5600 *
PoolLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Dolphin House
Dolphin House
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Pineapple Pointe
Pineapple Pointe
Weekly $1050 - $5250 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Campbell House
Campbell House
Weekly $1575 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Anna Maria
More details >
Sugar Beach
Sugar Beach
Weekly $1050 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Island Paradise 6
Island Paradise 6
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Island Paradise 3
Island Paradise 3
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Mermaids Sunset
Mermaids Sunset
Weekly $1000 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Limelight
Limelight
Weekly $1400 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria
More details >
Palms By The Bay
Palms By The Bay
Weekly $1575 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
More details >
Caribbean Surf
Caribbean Surf
Weekly $1000 - $4725 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Azure Tides
Azure Tides
Weekly $1155 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Shells and Sunshine
Shells and Sunshine
Weekly $1575 - $5600 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
More details >
Seaside
Seaside
Weekly $1750 - $6300 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 10 Location: Anna Maria
More details >
La Casa Costiera 12
La Casa Costiera 12
Weekly $2275 - $4900 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Capri Condo A
Capri Condo A
Weekly $966 - $4725 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach
More details >
The Beach Front
The Beach Front
Weekly $1575 - $5600 *
PoolElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Island Sunrise
Island Sunrise
Weekly $1400 - $4725 *
PoolLinen ServiceBBQ GrillInternetVideo GamesTable GamesDeck ChairsBoat Dock
Bed & Bath: 3/2.5 Sleeps: 7 Location: Bradenton Beach
More details >
Island House
Island House
Weekly $1050 - $3850 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
More details >
Moon Beach Cottage
Moon Beach Cottage
Weekly $1050 - $4725 *
PoolElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Sand Palace
Sand Palace
Weekly $1295 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
More details >
Las Palmas
Las Palmas
Weekly $2100 - $3997 *
PoolBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 10 Location: Anna Maria
More details >
*Rates shown are estimates. Excludes Taxes, Fees and Travel Insurance.
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