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
 
Minnie Cottage
3 bedroom Holmes Beach Home Vacation Rental Home
3 BR/ 3.00 BA Sleeps 6
More Info
Casa Del Sol Combo
6 bedroom Bradenton Beach Cottage Vacation Rental Cottage
6 BR/ 3.00 BA Sleeps 12
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Turtle Cove East
2 bedroom Holmes Beach Cottage Vacation Rental Cottage
2 BR/ 1.00 BA Sleeps 4
More Info
 
 
 
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Blue Dolphin Inn - Four units surrounding a tropical pool.

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

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Condo 3 / 2 / 8

$1050 - $1470
Per Week

 
 

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

 
 

La Casa Denton

Holmes Beach
Beach Front
3 Bedroom, 2.5 Bath (sleeps 6) - "La Casa Denton" – 7306 Gulf Drive La Casa Costiera unit 3 in Holme...

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Condo 3 / 2.5 / 6

Online Booking

$345 - $700
Per Night

$2415 - $4935
Per Week

 
 

Blue Lagoon 2 - Sand Dollar

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

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Home 2 / 2 / 6

Online Booking

$170 - $325
Per Night

$1190 - $2275
Per Week

 
 

Rose Pleasant Home

Anna Maria
3 Bedroom, 2 Bathroom (Sleeps 7) – 620 Rose Street in Anna Maria Fall in love with the perfect Anna...

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Home 3 / 2 / 7

Online Booking

$165 - $410
Per Night

$1155 - $2870
Per Week

 
 

Bimini Bay

Holmes Beach
4 Bedroom, 4 Bath (Sleeps 10) - “Bimini Bay” 4807 2nd Avenue in Holmes Beach. The perfect holiday g...

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Home 4 / 4 / 8

Online Booking

$280 - $595
Per Night

$1960 - $4165
Per Week

 
 

Turtle Nest

Holmes Beach
Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes ...

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Home 2 / 2 / 6

Online Booking

$150 - $255
Per Night

$1050 - $1785
Per Week

 
 

Heron

Anna Maria
Beach Access
“Heron” is the perfect Anna Maria Island beach rental for a relaxed Florida getaway. When you arrive...

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Home 2 / 1 / 4

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

About a Mermaid

Holmes Beach
Fashionably decorated in tropical decor, the living room is filled with comfortable furniture. The e...

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Home 3 / 3 / 6

Online Booking

$210 - $355
Per Night

$1505 - $2485
Per Week

 
 

Plum Cottage 322

Holmes Beach
Plum Cottage 322 is professionally decorated with a laidback island flavor, and offers everything yo...

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Villa 2 / 2 / 6

Online Booking

$170 - $300
Per Night

$1190 - $2100
Per Week

 
 

Beachy Blue

Holmes Beach
Beach Access
(4) Bedroom, (4) Bath (Sleeps 8) – “Beachy Blue”- 129 52nd St in Holmes Beach. “Beachy Blue” is a m...

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Home 4 / 4 / 8

Online Booking

$355 - $790
Per Night

$2485 - $5530
Per Week

 
 

PBC 1279 Edgewater Circle

Bradenton
Stylishly decorated and spaciously accommodating, you’ll fall in love with Florida living when you s...

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Condo 2 / 2 / 6

Online Booking

$135 - $175
Per Night

$945 - $1225
Per Week

 
 

Maple Cottage

Anna Maria
Time spent on Anna Maria Island should be savored. We islanders move through our day with a slower, ...

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Home 3 / 2 / 8

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Runaway Bay Unit 279

Bradenton Beach
We welcome visitors into our community and make you feel at home. Get settled into your own corner o...

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Condo 1 / 1 / 4

Online Booking

$115 - $180
Per Night

$805 - $1260
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 - $230
Per Night

$1015 - $1610
Per Week

 
 

Down by the Sea

Anna Maria
Down by the Sea is a lovely ground level vacation rental home in a quiet Anna Maria City neighborhoo...

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Home 3 / 2 / 6

Online Booking

$210 - $375
Per Night

$1505 - $2625
Per Week

 
 

North Beach Village

Holmes Beach
Fall in love with Anna Maria Island paradise when you stay at the luxury Holmes Beach vacation renta...

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Home 3 / 2.5 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Gulf Breeze

Holmes Beach
Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconie...

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Home 6 / 4.5 / 12

Online Booking

$425 - $1300
Per Night

$2975 - $9100
Per Week

 
 

Peaceful Palms

Holmes Beach
Peaceful Palms is more than a vacation rental, it is a slice of island life that you can call you ow...

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Home 2 / 1 / 6

Online Booking

$140 - $230
Per Night

$1015 - $1610
Per Week

 
 

Key Lime Cottage East

Holmes Beach
Key Lime Cottage East welcomes you to this recently re-done and updated island duplex. All new furni...

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Home 3 / 2 / 6

Online Booking

$210 - $395
Per Night

$1505 - $2765
Per Week

 
 

Sugar Plum Hideaway West

Anna Maria
“Sugar Plum Hide Away West” is a cute ground level duplex located in the spectacular city of Anna Ma...

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Home 3 / 2 / 6

Online Booking

$240 - $440
Per Night

$1680 - $3080
Per Week

 
 

124 50th Ami Beach House

Holmes Beach
Visit this marvelous private custom-built vacation rental home just a few steps from the white sandy...

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Home 6 / 4.5 / 12

Online Booking

$445 - $1395
Per Night

$3115 - $9765
Per Week

 
 

Willow Cottage

Anna Maria
  Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that trop...

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Cottage 3 / 2 / 8

Online Booking

$265 - $440
Per Night

$1855 - $3080
Per Week

 
 

Sunfish - 102

Holmes Beach
Anna Maria Island's chic upscale development offers this ground level, vacation cottage at called Su...

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Cottage 3 / 2.5 / 6

Online Booking

$230 - $415
Per Night

$1610 - $2905
Per Week

 
 

No Bad Days

Holmes Beach
Wash away the sand, salt, and stress with a luxurious vacation at this vacation home where a bad day...

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Home 4 / 3 / 8

Online Booking

$350 - $615
Per Night

$2450 - $4305
Per Week

 
           
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