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
 
Sand Dollar
4 bedroom Holmes Beach Home Vacation Rental Home
4 BR/ 3.50 BA Sleeps 8
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Seaside Beach House 105
2 bedroom Holmes Beach Condo Vacation Rental Condo
2 BR/ 1.50 BA Sleeps 4
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Good Times Both Units
4 bedroom Bradenton Beach Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
 
 
 
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Beach View 207

Bradenton Beach
Beach Access
FAMILY/CHILD FRIEDLY CONDOMINIUM. Surrounded by water with the Gulf of Mexico to the west, the Intr...

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Condo 2 / 2 / 6

Online Booking

$140 - $400
Per Night

$980 - $2800
Per Week

 
 

Siboney

Holmes Beach
The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a...

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Home 3 / 3 / 6

Online Booking

$270 - $520
Per Night

$1890 - $3640
Per Week

 
 

River Strand 20

Bradenton
Enjoy the warm and sunny beaches of the Florida Guld Coast, and Sarasota too! Located in the presti...

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Home 4 / 3 / 10

Online Booking

$240 - $290
Per Night

$1680 - $2030
Per Week

 
 

Beach Sands 201

Bradenton Beach
Beach Access
The Anna Maria Island Beach Sands #201 is located with-in walking distance of Anna Maria Island's be...

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Condo 2 / 2 / 6

Online Booking

$175 - $400
Per Night

$1225 - $2800
Per Week

 
 

Four Beach Lovers All Units

Holmes Beach
Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, thi...

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Home 4 / 4 / 16

Online Booking

$620 - $1280
Per Night

$4340 - $8960
Per Week

 
 

Seabreeze Cottage

Bradenton Beach
Seabreeze Cottage is coastal living chic at its best! This huge one bedroom, two bath cottage is loc...

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Home 2 / 3 / 4

Online Booking

$205 - $320
Per Night

$1435 - $2240
Per Week

 
 

Sunset Terrace 108

Bradenton Beach
Sunset Terrace Condo #108 is a newly renovated Gulf front condo with a heated pool, located at 2312 ...

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Condo 2 / 2 / 6

Online Booking

$220 - $380
Per Night

$1540 - $2660
Per Week

 
 

Ocean Park Terrace 202

Holmes Beach
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Holm...

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Condo 2 / 2 / 5

Online Booking

$185 - $305
Per Night

$1295 - $2135
Per Week

 
 

Beach House Resort 1

Bradenton Beach
The Beach House Resort #1, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex ...

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Condo 1 / 1 / 4

Online Booking

$150 - $260
Per Night

$1050 - $1820
Per Week

 
 

The Anna Maria Island Beach Paradise 5

Holmes Beach
FAMILY/CHILD FRIEDLY CONDOMINIUM. The Anna Maria Island Beach Paradise 5 condo is located directly ...

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Condo 2 / 2 / 6

Online Booking

$175 - $400
Per Night

$1225 - $2800
Per Week

 
 

Gulf Sands Condo Beach Front

Holmes Beach
Beach Front, Ocean View
700 ft. of pristine beach frontage, only 16 Units! This beachfront condo is located right on Holmes ...

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Condo 2 / 2 / 4

Online Booking

$275 - $275
Per Night

$1925 - $1925
Per Week

 
 

Blue Dolphin Inn - All Units

Anna Maria
Beach Access
The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria f...

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Home 9 / 6 / 26

Online Booking

$445 - $1255
Per Night

$3885 - $8330
Per Week

 
 

Beach House Resort 5

Bradenton Beach
The Beach House Resort #5, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated g...

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Condo 1 / 1 / 4

Online Booking

$150 - $260
Per Night

$1050 - $1820
Per Week

 
 

Sail Away Cottage

Bradenton Beach
The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was buil...

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Home 3 / 2 / 6

Online Booking

$260 - $400
Per Night

$1820 - $2800
Per Week

 
 

Sunset Landings 5

Bradenton Beach
Sunset Landings Condo #5, located at 703 Gulf Drive South in Bradenton Beach is a spacious two bedro...

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Condo 2 / 2.5 / 4

Online Booking

$110 - $245
Per Night

$770 - $1715
Per Week

 
 

Pool Party North Side

Holmes Beach
The Pool Party North side, located at 314 61st Street in Holmes Beach, is a beautiful two bedroom, t...

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Home 2 / 2 / 6

Online Booking

$155 - $250
Per Night

$1085 - $1750
Per Week

 
 

Beach House Resort 10

Bradenton Beach
The Beach House Resort #10, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated ...

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Condo 3 / 2.5 / 6

Online Booking

$300 - $520
Per Night

$1925 - $3640
Per Week

 
 

Paradise Cottage

Longboat Key
Beach Access
Located between the nearby sandy white beaches and Sarasota Bay, enjoy plentiful water sports, fishi...

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Cottage 3 / 2 / 7

Online Booking

$200 - $335
Per Night

$1400 - $2345
Per Week

 
 

The Anna Maria Island Beach Palace

Bradenton Beach
FAMILY/CHILD FRIEDLY HOUSE. Anna Maria Island is not a place where you go to the beach. When you ar...

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Home 4 / 3 / 8

Online Booking

$320 - $495
Per Night

$2240 - $3465
Per Week

 
 

River Strand 53

Bradenton
Your spacious and fully equipped vacation Condo here in Bradenton, Florida includes a refreshing com...

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Condo 2 / 2 / 4

Online Booking

$130 - $205
Per Night

$910 - $1435
Per Week

 
 

Lake By The Beach

Holmes Beach
The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom,...

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Home 2 / 2 / 6

Online Booking

$250 - $405
Per Night

$1750 - $2835
Per Week

 
 

The Anna Maria Island Beach Paradise 10

Holmes 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 0 / 1.5 / 3

Online Booking

$155 - $155
Per Night

$1085 - $1085
Per Week

 
 

Serenity

Holmes Beach
The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes ...

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Home 4 / 4 / 8

Online Booking

$260 - $655
Per Night

$1820 - $4585
Per Week

 
 

Anna Maria Beach Place, Unit 5

Holmes Beach
Anna Maria Beach Place #5, located at 201 35th Street in Holmes Beach is a charming beachside comple...

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Condo 1 / 1 / 4

Online Booking

$125 - $250
Per Night

$840 - $1680
Per Week

 
 

Captain Billy Fulford Home

Cortez
The Captain Billy Fulford House is a rare five bedroom, three and one half bath home located at 4523...

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Home 5 / 3 / 14

Online Booking

$315 - $410
Per Night

$2100 - $2870
Per Week

 
           
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