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
 
Casa Playa West
4 bedroom Bradenton Beach Home Vacation Rental Home
4 BR/ 3.50 BA Sleeps 10
More Info
North Beach Village
3 bedroom Holmes Beach Home Vacation Rental Home
3 BR/ 2.50 BA Sleeps 6
More Info
Palm Isle 3208
2 bedroom Holmes Beach Cottage Vacation Rental Cottage
2 BR/ 1.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

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

 
May 1 - May 26   Book during this period today and save $50!
 

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

 
 

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 / 16

Online Booking

$465 - $1355
Per Night

$3255 - $9485
Per Week

 
 

Playa Casanas North

Holmes Beach
2 Bedroom, 1 Bath (sleeps 4-6) - "Playa Casanas North" - 3222 Gulf Drive unit B in Holmes Beach. We...

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Cottage 2 / 1 / 6

Online Booking

$220 - $365
Per Night

$1540 - $2555
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

$200 - $305
Per Night

$1400 - $2135
Per Week

 
 

Jackie's Cottage

Holmes Beach
4 Bedroom, 3 Bath (sleeps 8) - "Jackie's Cottage" - 209 N. Harbor Drive, Holmes Beach Manatee Heave...

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Home 4 / 3 / 8

Online Booking

$285 - $425
Per Night

$1995 - $3010
Per Week

 
 

Hawk's Nest Runaway Bay Unit 272

Bradenton Beach
2 Bedroom, 2 Bath (sleeps 6) - Runaway Bay Condominium: "Hawk's Nest" - 1801 Gulf Drive North Unit #...

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Condo 2 / 2 / 6

Online Booking

$240 - $345
Per Night

$1680 - $2415
Per Week

 
 

623 Ivanhoe Lane

Holmes Beach
Beach Access
Experience a glamorous Anna Maria Island vacation rental home when you stay at 623 Ivanhoe Lane. Nes...

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Home 3 / 3 / 6

Online Booking

$285 - $410
Per Night

$1995 - $2870
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

$595 - $960
Per Night

$4165 - $6720
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 / 6

Online Booking

$270 - $580
Per Night

$1890 - $4060
Per Week

 
 

Sangria Sunrise

Anna Maria
  Directly on beautiful Tampa Bay and views of the Sunshine Bridge makes this the picture perfect v...

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Home 3 / 3 / 8

Online Booking

$285 - $470
Per Night

$1995 - $3290
Per Week

 
 

Grant's View

Anna Maria
Grant's View is a private bay front home is located on the Tampa Bay where you will enjoy the amazin...

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Cottage 2 / 2 / 6

Online Booking

$205 - $450
Per Night

$1435 - $3150
Per Week

 
 

Heron-Dolphi

Anna Maria
Beach Access
4 Bedroom, 2 Bath (sleeps 8) - "Heron-Dolphin" -706 Rose Street in Anna Maria. Anna Maria Island va...

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Home 4 / 2 / 8

Online Booking

$435 - $645
Per Night

$3045 - $4515
Per Week

 
 

Banyan Breeze

Holmes Beach
Beach Access
5 Bedroom, 4 Bath (Sleeps 10) – “Banyan Breeze” – 122 White Avenue in the city of Anna Maria. Luxur...

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Home 5 / 4 / 10

Online Booking

$400 - $1395
Per Night

$2800 - $9765
Per Week

 
 

River Strand 43

Bradenton
Enquire about full membership privileges to the River Strand Golf Course that includes all the golf,...

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Home 3 / 2 / 6

Online Booking

$170 - $235
Per Night

$1190 - $1645
Per Week

 
 

The Anna Maria Island Beach Paradise 6

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 2 / 2 / 6

Online Booking

$225 - $420
Per Night

$1575 - $2940
Per Week

 
 

Sea's the Day

Anna Maria
Beach Access
The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottag...

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Cottage 2 / 2 / 6

Online Booking

$225 - $380
Per Night

$1575 - $2660
Per Week

 
 

Holly Hideaway

Anna Maria
Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely...

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Home 2 / 2 / 4

Online Booking

$225 - $430
Per Night

$1575 - $3010
Per Week

 
 

Catchin' Rays

Holmes Beach
Brand new  to our rentals - Catchin' Rays is only steps to the sugar sand beaches, making it easy to...

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Home 4 / 4 / 8

Online Booking

$405 - $610
Per Night

$2835 - $4270
Per Week

 
 

Beachy Blue

Holmes Beach
Beach Access
(3) Bedroom, (3) Bath (Sleeps 6) – “Beachy Blue”- 129 52nd St in Holmes Beach. “Beachy Blue” is a m...

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Home 4 / 4 / 6

Online Booking

$465 - $1005
Per Night

$3255 - $7035
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

$225 - $365
Per Night

$1575 - $2555
Per Week

 
 

Blue Wave Villas-207E

Holmes Beach
While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we st...

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Home 2 / 1 / 4

Online Booking

$220 - $315
Per Night

$1540 - $2205
Per Week

 
 

Coastal Sands

Holmes Beach
3 Bedroom, 2 Bath (sleeps 8) - "Coastal Sands" - 213 70th Street, Holmes Beach Welcome to Coastal S...

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Home 3 / 2 / 8

Online Booking

$290 - $425
Per Night

$2030 - $2975
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

$185 - $380
Per Night

$1295 - $2660
Per Week

 
 

Palm Isle 3208

Holmes Beach
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Ann...

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Cottage 2 / 1 / 6

Online Booking

$180 - $325
Per Night

$1295 - $2275
Per Week

 
           
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