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Anna Maria Island Beachfront Vacation Rentals

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Anna Maria Island boasts some of the best beachfront vacation rentals on the Gulf of Mexico. We have stunningly clear turquoise waters and some of the softest sand in the world. Forget the sirens and horns and listen to the sound of the waves. The breaking waves are right outside your door. So relax, leave business behind, get away from the hustle and bustle of city life and find yourself in one of our beachfront rentals.

Romantic weekend getaway? Yearly family vacation? Multiple families interested in sharing an extravagant beachfront home? We have one to nine bedroom rentals that will accommodate any of your needs.

Over the last decade Anna Maria Island has put itself on the map as one of the best islands in the world and the best in Florida. Our beaches are as stunning as any other vacation destination on the Gulf or the East Coast. Enjoy some of the best fishing and gorgeous sunsets and return to one of our amazing beachfront rental homes below. Once you find the best one for you, go ahead and reserve it right here on our site. If you have any questions feel free to contact us.

We also have specially selected luxury vacation rentals and 5+ Bedroom rental properties for more fun!

High Tide
High Tide
Weekly $1000 - $2835 *
InternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Anna Maria
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Sailfish Beach Resort Unit 1
Sailfish Beach Resort Unit 1
Weekly $938 - $3000 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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Whispering Waves West
Whispering Waves West
Weekly $900 - $2450 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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Sailfish Beach Resort Unit 4
Sailfish Beach Resort Unit 4
Weekly $847 - $2900 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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Whispering Waves East
Whispering Waves East
Weekly $798 - $2450 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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The Gulf Front
The Gulf Front
Weekly $1400 - $3850 *
PoolLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 2/2.5 Sleeps: 4 Location: Holmes Beach
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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
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Hidden Cove 5
Hidden Cove 5
Weekly $1200 - $3850 *
PoolInternetDeck Chairs
Bed & Bath: 2/2.5 Sleeps: 4 Location: Holmes Beach
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Sun Plaza West 115
Sun Plaza West 115
Weekly $1050 - $3150 *
PoolInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 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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Low Tide
Low Tide
Weekly $1050 - $2688 *
InternetDeck Chairs
Bed & Bath: 2/1 Sleeps: 4 Location: Anna Maria
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Sunchase Villa
Sunchase Villa
Weekly $1162 - $5600 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 4/4.5 Sleeps: 8 Location: Anna Maria
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Coquina Beach Club 203
Coquina Beach Club 203
Weekly $1000 - $3850 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach
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Moondance
Moondance
Weekly $1295 - $3850 *
Linen ServiceInternetDeck Chairs
Bed & Bath: 2/1.5 Sleeps: 4 Location: Anna Maria
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Sunset Terrace 104
Sunset Terrace 104
Weekly $1000 - $2975 *
PoolInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach
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Beachfront Paradise
Beachfront Paradise
Weekly $3500 - $15400 *
PoolSpaLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 6/4.5 Sleeps: 18 Location: Bradenton Beach
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The Rod and Reel Resort
The Rod and Reel Resort
Weekly $10500 - $28000 *
PoolSpaInternetTable GamesDeck Chairs
Bed & Bath: 11/8 Sleeps: 24 Location: Anna Maria
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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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The Blue Horizon
The Blue Horizon
Weekly $4900 - $21000 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 9/7.5 Sleeps: 21 Location: Bradenton Beach
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Gulf Breeze Condo Unit D
Gulf Breeze Condo Unit D
Weekly $1000 - $2526 *
Linen ServiceElevatorInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach
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Sandcastle 4
Sandcastle 4
Weekly $1400 - $4725 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach
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Anna Maria Island Club 24
Anna Maria Island Club 24
Weekly $1575 - $4950 *
PoolSpaLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach
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Gulf Sands 102
Gulf Sands 102
Weekly $959 - $3500 *
PoolLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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Shell Haven
Shell Haven
Weekly $900 - $3325 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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Sunset Point
Sunset Point
Weekly $2100 - $8400 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 4/3 Sleeps: 8 Location: Anna Maria
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Island Paradise 1
Island Paradise 1
Weekly $1925 - $4900 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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Gulf Place 8B
Gulf Place 8B
Weekly $1225 - $3850 *
PoolInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Shells and Sunshine
Shells and Sunshine
Weekly $1575 - $5600 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Anna Maria
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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
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Coquina Breeze
Coquina Breeze
Weekly $1000 - $3150 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 2/2.5 Sleeps: 4 Location: Bradenton Beach
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Island Paradise 3
Island Paradise 3
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Seaside
Seaside
Weekly $1750 - $6300 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 10 Location: Anna Maria
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Island Beach Club 1
Island Beach Club 1
Weekly $1015 - $2550 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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The Reefs Edge
The Reefs Edge
Weekly $1575 - $5600 *
PoolLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Gulf Shores 106
Gulf Shores 106
Weekly $959 - $3850 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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Paradise Beach
Paradise Beach
Weekly $3500 - $18200 *
PoolSpaLinen ServiceElevatorBBQ GrillInternetTable GamesDeck Chairs
Bed & Bath: 8/6.5 Sleeps: 17 Location: Bradenton Beach
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Island Paradise 2
Island Paradise 2
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Hidden Cove 4
Hidden Cove 4
Weekly $1200 - $3850 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 2/2.5 Sleeps: 4 Location: Holmes Beach
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Sunset Bay
Sunset Bay
Weekly $875 - $2450 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 2/1 Sleeps: 4 Location: Anna Maria
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La Casa Costiera 8
La Casa Costiera 8
Weekly $1575 - $4725 *
PoolSpaElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach
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Sailfish Beach Resort Unit 2
Sailfish Beach Resort Unit 2
Weekly $938 - $3000 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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Island Paradise 6
Island Paradise 6
Weekly $1400 - $5600 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach
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Coastal Sunrise
Coastal Sunrise
Weekly $1750 - $5600 *
PoolLinen ServiceElevatorBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Capri Condo A
Capri Condo A
Weekly $966 - $4725 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach
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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
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Island Paradise 4
Island Paradise 4
Weekly $1400 - $3850 *
PoolLinen ServiceInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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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
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Direct Beach Front
Direct Beach Front
Weekly $2100 - $5600 *
PoolElevatorInternetDeck Chairs
Bed & Bath: 3/2 Sleeps: 8 Location: Bradenton Beach
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Waters Edge Condo 110N
Waters Edge Condo 110N
Weekly $1400 - $2526 *
PoolElevatorInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach
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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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The Big Yellow House
The Big Yellow House
Weekly $2450 - $12600 *
PoolLinen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 5/4 Sleeps: 14 Location: Anna Maria
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Anna Maria Island Club 20
Anna Maria Island Club 20
Weekly $919 - $4305 *
PoolSpaElevatorInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach
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Coastal Sunset
Coastal Sunset
Weekly $1750 - $5600 *
PoolLinen ServiceElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 Sleeps: 6 Location: Holmes Beach
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Hidden Oasis
Hidden Oasis
Weekly $1100 - $3605 *
InternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 4 Location: Anna Maria
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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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Capri Condo C
Capri Condo C
Weekly $1000 - $3850 *
Linen ServiceBBQ GrillInternetDeck Chairs
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach
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The Beach Front
The Beach Front
Weekly $1575 - $5600 *
PoolElevatorInternetDeck Chairs
Bed & Bath: 3/2.5 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
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Sailfish Beach Resort Unit 3
Sailfish Beach Resort Unit 3
Weekly $847 - $2900 *
BBQ GrillInternetDeck Chairs
Bed & Bath: 1/1 Sleeps: 2 Location: Holmes Beach
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*Rates shown are estimates. Excludes Taxes, Fees and Travel Insurance.
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