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 East
4 bedroom Bradenton Beach Home Vacation Rental Home
4 BR/ 3.50 BA Sleeps 11
More Info
Blue Lagoon 2 - Sand Dollar
2 bedroom Holmes Beach Home Vacation Rental Home
2 BR/ 2.00 BA Sleeps 6
More Info
Bay View Inn 101-308 2nd St
1 bedroom Bradenton Beach Condo Vacation Rental Condo
1 BR/ 1.00 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

 
 

Bimini Bay Front Home

Holmes Beach
Enjoy your own slice of island life with a week at 25 Seaside Court!  (2) Bedrooms, (2) Bathrooms, a...

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Home 2 / 2 / 4

Online Booking

$140 - $230
Per Night

$1015 - $1610
Per Week

 
 

Palm Isle 3207

Holmes Beach
Beach Access
3207 Gulf Drive at Palm Isle Village in Holmes Beach, Florida is located in one of Anna Maria Island...

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Cottage 1 / 1 / 3

Online Booking

$135 - $260
Per Night

$945 - $1820
Per Week

 
 

Palm Isle 3210

Holmes Beach
Welcome to Palm Isle 3210, a one bedroom and one bathroom villa in the heart of quiet, friendly Holm...

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Cottage 1 / 1 / 4

Online Booking

$140 - $250
Per Night

$1015 - $1750
Per Week

 
 

Quiet Hideaway

Holmes Beach
“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to...

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Home 2 / 2 / 6

Online Booking

$170 - $290
Per Night

$1190 - $2030
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

 
 

Cayman Bay 505 Magnolia

Anna Maria
A unique and truly luxurious vacation experience is waiting for you at Anna Maria vacation rental “C...

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Home 4 / 4 / 8

Online Booking

$385 - $920
Per Night

$2730 - $6440
Per Week

 
 

West Wind Home 303A

Holmes Beach
Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (12)...

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Home 4 / 3.5 / 8

Online Booking

$240 - $645
Per Night

$1680 - $4515
Per Week

 
 

Beach House Resort 4

Bradenton Beach
Beach House Resort #4 is one of the best priced DIRECT GULF FRONT vacation condo on the island! We’r...

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Condo 1 / 1 / 4

Online Booking

$160 - $265
Per Night

$1120 - $1855
Per Week

 
 

Coral Escape

Holmes Beach
Luxurious custom built multi-level tropical oasis and pool paradise. (6) Bedroom, (4.5) Bath, accomm...

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Home 6 / 4 / 12

Online Booking

$425 - $1225
Per Night

$2975 - $8575
Per Week

 
 

Fun In The Sun

Holmes Beach
 Fun in the Sun if a fantastic pool home with outstanding features! Relax in the beautiful heated la...

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Home 3 / 2 / 6

Online Booking

$210 - $395
Per Night

$1505 - $2765
Per Week

 
 

Dolphin

Anna Maria
For a laid back beach vacation you won’t soon forget, visit “Dolphin” in the city of Anna Maria!  “...

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Home 2 / 1 / 4

Online Booking

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

South Beach Village 103 10th

Bradenton Beach
“103 South Beach Village” is the perfect Anna Maria Island vacation rental home to make memories tha...

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Home 3 / 2.5 / 6

Online Booking

$210 - $355
Per Night

$1505 - $2485
Per Week

 
 

Fountainhead 5

Holmes Beach
Fountain Head Condominiums sit only a few properties to the azure blue waters of the Gulf of Mexico....

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Condo 2 / 2 / 6

Online Booking

$140 - $230
Per Night

$1015 - $1610
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

 
 

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 Palms 2A

Bradenton Beach
The Anna Maria Island Beach Palms is located with-in walking distance of Anna Maria Island's best wa...

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Condo 2 / 2 / 6

Online Booking

$220 - $420
Per Night

$1540 - $2940
Per Week

 
 

Rest a Shore

Anna Maria
There is getting away from it all and there’s completely removing yourself from reality. Experience ...

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Home 4 / 3.5 / 8

Online Booking

$310 - $790
Per Night

$2170 - $5530
Per Week

 
 

River Strand 56

Bradenton
~~2 bedroom, 2 bathroom condo Your spacious and fully equipped vacation home here in Bradenton, Flor...

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Condo 2 / 2 / 4

Online Booking

$135 - $205
Per Night

$945 - $1435
Per Week

 
 

The Anna Maria Island Beach Breeze

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 / 1 / 6

Online Booking

$225 - $420
Per Night

$1575 - $2940
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

$150 - $285
Per Night

$1050 - $1995
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

$220 - $370
Per Night

$1540 - $2590
Per Week

 
 

Star Fish Cottage

Anna Maria
2 Bedroom, 2 Bath (sleeps 6) - "Star Fish Cottage" - 209 Palm Avenue, Anna Maria 209 Palm Avenue is...

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Home 2 / 2 / 6

Online Booking

$150 - $255
Per Night

$1050 - $1785
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

 
 

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

 
           
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