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Anna Maria Island 4 Bedroom Vacation Rentals

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Anna Maria Island is a place where you can relax, enjoy the Florida sunshine and create memories that last forever. This Gulf Coast island has something for everyone and will offer you the best Florida beach vacation in the state.

There is an abundance of activities on the island in addition to spending the day on our amazing beaches. Take a sail, catch some large fish, see some dolphins, ride a jet ski, go paddleboarding or kayaking, play in the sand, swim in the ocean, walk our famous beaches and enjoy.

These four bedroom rentals are great for groups, multiple families, large families, and multi-couple vacations. Enjoy the spaciousness of our rentals. We are sure that there is more than enough room for everyone but if you need something bigger take a look at our 5+ bedroom vacation rentals. Our multi bedroom homes are spectacular! We also have stunning beachfront rentals throughout Holmes Beach, Bradenton Beach, and the City of Anna Maria.

These rentals can accommodate up to 10 guests or more.

Casa Muratti
Casa Muratti
Weekly $1750 - $4200 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 8 Location: Anna Maria 5 (2 reviews)
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Casa del Playa
Casa del Playa
Weekly $1400 - $4620 *
PoolSpaLinen ServiceInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Holmes Beach 3 (2 reviews)
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AMI Beach Home
AMI Beach Home
Weekly $1575 - $4550 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 10 Location: Holmes Beach
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Hidden Treasure
Hidden Treasure
Weekly $1400 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/2 Sleeps: 8 Location: Holmes Beach
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Cabana Breeze
Cabana Breeze
Weekly $1750 - $8400 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/2 Sleeps: 10 Location: Anna Maria
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Beach Paradise
Beach Paradise
Weekly $1750 - $5425 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/4 Sleeps: 10 Location: Anna Maria
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Bahama Breeze
Bahama Breeze
Weekly $1750 - $5250 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Anna Maria 5 (1 reviews)
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Tarpon Pointe
Tarpon Pointe
Weekly $1750 - $4725 *
PoolSpaBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 4/3 Sleeps: 10 Location: Anna Maria 5 (4 reviews)
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Villa Milano
Villa Milano
Weekly $1575 - $3850 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/4 Sleeps: 8 Location: Holmes Beach
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Whispering Whale Retreat
Whispering Whale Retreat
Weekly $1400 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2 Sleeps: 10 Location: Anna Maria
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Away To Play
Away To Play
Monthly $4676 - $14560 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2.5 Sleeps: 8 Location: Holmes Beach
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Pineapple Key
Pineapple Key
Weekly $1575 - $3850 *
PoolSpaBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/2 Sleeps: 8 Location: Holmes Beach 4.4 (5 reviews)
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Avenue E By The Sea
Avenue E By The Sea
Weekly $1750 - $4725 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 8 Location: Holmes Beach 4.75 (4 reviews)
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Whispering Winds
Whispering Winds
Weekly $1295 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2 Sleeps: 8 Location: Anna Maria
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Sunchase Villa
Sunchase Villa
Weekly $1505 - $4725 *
SpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4.5 Sleeps: 8 Location: Anna Maria 4 (2 reviews)
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Sunset Point
Sunset Point
Weekly $2450 - $7000 *
SpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Anna Maria 5 (1 reviews)
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Dancing Dolphin
Dancing Dolphin
Weekly $2499 - $6930 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 10 Location: Anna Maria 5 (1 reviews)
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Aqua Cove
Aqua Cove
Weekly $2100 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck ChairsBoat Dock
Bed & Bath: 4/3.5 Sleeps: 10 Location: Anna Maria 4 (1 reviews)
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Waterside House
Waterside House
Weekly $1925 - $6300 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck ChairsBoat Dock
Bed & Bath: 4/5.5 Sleeps: 12 Location: Bradenton Beach 5 (3 reviews)
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Mango Breeze
Mango Breeze
Weekly $1750 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 10 Location: Holmes Beach 4.92857142857 (14 reviews)
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Island Retreat
Island Retreat
Weekly $1750 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/3 Sleeps: 10 Location: Holmes Beach 3 (1 reviews)
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Bimini Breeze Beachhouse
Bimini Breeze Beachhouse
Weekly $1750 - $4725 *
PoolSpaBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/3 Sleeps: 10 Location: Bradenton Beach
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Riki Tiki
Riki Tiki
Weekly $1925 - $5705 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4 Sleeps: 8 Location: Holmes Beach
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Egrets Nest
Egrets Nest
Weekly $1400 - $4200 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2.5 Sleeps: 8 Location: Holmes Beach 5 (1 reviews)
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LaPlage 2
LaPlage 2
Weekly $1750 - $4200 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Holmes Beach 5 (1 reviews)
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Paradise Found
Paradise Found
Weekly $1750 - $4725 *
PoolSpaElevatorBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 4/4.5 Sleeps: 8 Location: Bradenton Beach
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Reef Romance
Reef Romance
Weekly $2450 - $6300 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4.5 Sleeps: 8 Location: Anna Maria
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Aqua Bay
Aqua Bay
Weekly $2275 - $5250 *
PoolSpaLinen ServiceBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 4/3 Sleeps: 8 Location: Holmes Beach
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Gulf Front Paradise
Gulf Front Paradise
Weekly $3500 - $11900 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/4.5 Sleeps: 10 Location: Anna Maria
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Island Dream
Island Dream
Weekly $2198 - $5600 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4 Sleeps: 10 Location: Anna Maria
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Breakaway
Breakaway
Weekly $1750 - $5600 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2 Sleeps: 10 Location: Anna Maria 4.8 (5 reviews)
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Paradise on Pine
Paradise on Pine
Weekly $1750 - $5460 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck ChairsBoat Dock
Bed & Bath: 4/3.5 Sleeps: 12 Location: Anna Maria
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Skip to the Beach
Skip to the Beach
Monthly $7000 - $28000 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4 Sleeps: 8 Location: Holmes Beach
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Bayside Paradise
Bayside Paradise
Weekly $1785 - $5600 *
PoolSpaLinen ServiceBBQ GrillInternetDeck ChairsBoat Dock
Bed & Bath: 4/3 Sleeps: 10 Location: Holmes Beach
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Hawaiian Hideaway
Hawaiian Hideaway
Weekly $1225 - $3850 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/2 Sleeps: 8 Location: Holmes Beach
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Sunshine Reef
Sunshine Reef
Weekly $1925 - $5600 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/4 Sleeps: 10 Location: Anna Maria 5 (5 reviews)
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Coastal Serenity
Coastal Serenity
Weekly $2100 - $5600 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 10 Location: Anna Maria
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Once Upon A Tide
Once Upon A Tide
Weekly $1925 - $5600 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 8 Location: Anna Maria 5 (5 reviews)
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Beach Haven
Beach Haven
Weekly $1575 - $3850 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Holmes Beach 5 (3 reviews)
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Ocean Walk
Ocean Walk
Weekly $1925 - $6300 *
PoolSpaLinen ServiceBBQ GrillInternetVideo GamesTable GamesDeck Chairs
Bed & Bath: 4/3.5 Sleeps: 12 Location: Anna Maria 5 (2 reviews)
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Sea Horse Beach House
Sea Horse Beach House
Weekly $1736 - $5250 *
PoolSpaBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 10 Location: Bradenton Beach 5 (1 reviews)
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Pelican Villa
Pelican Villa
Weekly $1750 - $4725 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Anna Maria 4 (1 reviews)
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*Rates shown are estimates. Excludes Taxes, Fees and Travel Insurance.
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