Anna Maria Island
 
 
 

Wet your appetite at one of the countless fine dinning establishments within walking distance from many of the accommodations. Sharky's Steak and Sea Grill offers fine dinning in a casual atmosphere, as award-winning European Chef Anton prepares a feast you will not soon forget. For a culinary experience unlike any other, venture over to the world-renowned Beach Bistro. The Bistro boasts the highest Zagat food rating in the state, and is included in Zagat's "Best Restaurants in America", where it is said to be "as good as any food in New York or Paris". Its wine list has received a Wine Spectator Award of Excellence for having one of the best wine lists in the world. When you're not feasting on some of the finest cuisine around, you can take part in the many activities that the island has to offer. Almost Heaven Kayak Adventures offers a variety of kayak eco-tours, while Sun Coast Kayak Fishing Tours will be your guide to some of the finest charter fishing around. Take a walk through Marie Selby Botanical Gardens and view over 20,000 types of plant life in the 11-acre open air museum. For those with children, Disney World, Adventure Island, Busch Gardens, and Universal Studios are all just a short drive away.

 
 
 
Browse the listings near Anna Maria Island or filter by a nearby city from the list below.

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Featured Listings
 
Fun In The Sun
3 bedroom Holmes Beach Home Vacation Rental Home
3 BR/ 2.00 BA Sleeps 6
More Info
Island Pearl
4 bedroom Holmes Beach Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
Anna Maria Island Club Unit 21
2 bedroom Bradenton Beach Condo Vacation Rental - Beach Front Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Florida Gulf side condo steps from fishing dock Mint clean!!

Bradenton Beach
Beach Access, Golf nearby
Our new ground level, 2 bedroom cottage (2 queen beds, 1 sleeper couch) is nothing like any other be...

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Condo 2 / 1 / 4

$100 - $300
Per Night

$700 - $1900
Per Week

 
 

Sea 'Esta

Anna Maria
Spend your holiday in Sea ‘Esta and enjoy sweet dreams, suntans, and a short walk to the beach. Slee...

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Home 2 / 2 / 5

Online Booking

$165 - $280
Per Night

$1155 - $1960
Per Week

 
 

Water's Edge 209 South

Holmes Beach
Direct gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best...

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Condo 2 / 2 / 4

Online Booking

$240 - $360
Per Night

$1680 - $2520
Per Week

 
 

Villa Chianti

Holmes Beach
Beach Access
Entertain family and friends with a private swimming pool area. Great restaurants and shopping nearb...

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Home 6 / 3.5 / 12

Online Booking

$405 - $1010
Per Night

$2835 - $7070
Per Week

 
 

Hidden Cove Unit 2

Holmes Beach
Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms,...

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Condo 2 / 2.5 / 4

Online Booking

$240 - $500
Per Night

$1680 - $3535
Per Week

 
 

Appletini

Holmes Beach
Beautifully renovated tropical paradise for your holiday getaway.Private heated pool, free wireless ...

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Home 2 / 2 / 6

Online Booking

$245 - $370
Per Night

$1715 - $2625
Per Week

 
 

Bikini Bottom

Anna Maria
Bikini Bottom on Periwinkle is just a short walk -- only nine houses -- to the beautiful, pristine b...

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Home 3 / 2 / 6

Online Booking

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Casa Sierra 205 A 36th ST

Holmes Beach
Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two...

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Home 2 / 2 / 6

Online Booking

$165 - $280
Per Night

$1155 - $1960
Per Week

 
 

The Anna Maria Island Beach Palms 6B

Bradenton Beach
Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you ar...

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Condo 2 / 2 / 6

Online Booking

$220 - $420
Per Night

$1540 - $2940
Per Week

 
 

Beach View 5

Holmes Beach
Beach View is one of the favorite spots for visitors wanting to experience what local island life is...

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Condo 2 / 2 / 6

Online Booking

$145 - $250
Per Night

$1015 - $1750
Per Week

 
 

Water's Edge 106 North

Holmes Beach
Direct gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best...

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Condo 2 / 1.5 / 6

Online Booking

$145 - $275
Per Night

$1015 - $1925
Per Week

 
 

Paradise Pointe

Anna Maria
Paradise Pointe, located in the quiet north end of beautiful Anna Maria awaits the vacationer in you...

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Home 3 / 2 / 8

Online Booking

$300 - $510
Per Night

$2100 - $3570
Per Week

 
 

LaMadeira Unit A

Holmes Beach
(3) Bedroom, (3) Bath (Sleeps 6) – “LaMedeira”- 305 64th St unit A in Holmes Beach. “LaMedeira” is ...

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Home 3 / 3 / 6

Online Booking

$255 - $445
Per Night

$1785 - $3115
Per Week

 
 

The Anna Maria Island Beach Retreat

Holmes Beach
The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo, locate...

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Condo 2 / 1 / 6

Online Booking

$165 - $420
Per Night

$1155 - $2940
Per Week

 
 

Vitamin Sea 114 48TH ST

Holmes Beach
“Vitamin Sea” offers fabulous amenities for up to eight guests with four bedrooms and 3 bathrooms al...

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Home 4 / 3 / 8

Online Booking

$375 - $890
Per Night

$2625 - $6230
Per Week

 
 

Harmony House

Anna Maria
Welcome to the perfect island getaway at "Harmony House"! This beautiful "Key West style" Anna Maria...

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Home 3 / 2 / 8

Online Booking

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Gulf Shores Unit 205

Holmes Beach
Welcome to Gulf Shores Condominiums! We more than know how to live a life of luxury, but simplicity ...

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Condo 3 / 2 / 6

Online Booking

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Coco Cabana Unit A

Holmes Beach
 3 Bedroom, 2 Bath (sleeps 8) - "Coco Cabana" - 309 A 58th Street, Holmes Beach Welcome to Coco Cab...

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Home 3 / 2 / 6

Online Booking

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Club Bamboo South 223

Bradenton Beach
Beach Access, Beach Front
Located on Bradenton Beach, Club Bamboo South offers guests a private beach and outdoor pool. This ...

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Condo 0 / 1 / 4

Online Booking

$135 - $255
Per Night

$945 - $1785
Per Week

 
 

Cayman Cay Unit 207

Holmes Beach
Anna Maria Island still maintains an old Florida feel, with peaceful beaches and glowing sunsets, wh...

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Condo 2 / 2 / 4

Online Booking

$140 - $225
Per Night

$980 - $1575
Per Week

 
 

River Strand 49

Bradenton
Located inside the River Strand community, this Bradenton vacation townhome is only 20 minutes from ...

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Condo 2 / 2 / 4

Online Booking

$110 - $165
Per Night

$770 - $1155
Per Week

 
 

Vista Grande 1

Holmes Beach
  Luxury is here in this brand new direct gulf front three bedroom and three full bath Anna Maria i...

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Cottage 3 / 3 / 6

Online Booking

$535 - $890
Per Night

$3745 - $6230
Per Week

 
 

Blue Lagoon 4 - Loggerhead

Holmes Beach
Welcome to Blue Lagoon!  This complex has one of the best community pools on the island!  Large, tro...

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Cottage 3 / 3.5 / 6

Online Booking

$205 - $340
Per Night

$1435 - $2380
Per Week

 
 

Island Oasis

Holmes Beach
Treat your family and friends to one of Anna Maria Island’s most premium vacation rentals when you v...

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Home 5 / 3.5 / 10

Online Booking

$410 - $1185
Per Night

$2870 - $8295
Per Week

 
 

Anna Maria Island Club Unit 17

Bradenton Beach
2 Bedroom, 2 Bath (sleeps 4) - "Anna Maria Island Club" - 2600 Gulf Drive N. Unit #17, Bradenton Bea...

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Condo 2 / 2 / 4

Online Booking

$240 - $425
Per Night

$1680 - $2975
Per Week

 
           
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