Vacation Rentals For Rent in Anna Maria

The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Newer 3 story Home and beautifully decorated. Elevator to access all floors. Garage parking, private fenced yard, heated pool, beach gear, 6 Bikes, Ocean views.
From $350 /Night
CHARMING HOUSE W HEATED POOL, STEPS TO BEAN POINT BEACH, PINE AVE, DINNING, AND SHOPPING
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Charming two story duplex- each unit 2bed/1 bath. Rent 1 unit or both. Perfect for an extended family/ friends who want their own place but still be together.
From $182 /Night
The Turtle Nest, an Island Paradise with Private Heated Pool
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Come and enjoy our newly remodeled home. You will enjoy the "beachy" decor as well as the private heated pool surrounded by tropical landscaping.
From $186 /Night
Gone Coastal 3 ~ Beautiful Family and Pet Friendly Home
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Gone Coastal 3 is amazingly updated and chic! This 3 bedroom, 2 1/2 bath home is located just a short walk from Anna Maria Island’s sugar white beaches.
Florida Charm you have been searching for, sleeps 8, 3 MINUTES TO BEAN POINT PRIVATE POOL
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Charming 3 bedroom 2 bathroom home with large private backyard, Heated pool and spa. 3 minute walk to Bean Point or Rod and reel
From $199 /Night
Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!
From $291 /Night
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Close to Bean Point!
OFFER
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Close to Bean Point!
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 5
Amazing pool and short stroll to Bean Point. Easy breezy sweet cottage will feel like home away from home! A multitude of money saving amenities! 3 night min.
From $280 /Night

OFFER Military Discount with ID 5%; 7 nights+ 5%; 28 nights+ 10%

Special offer period: Feb 3, 2019 - Jun 30, 2021

Unique beach house near Bean Point, heated pool and just 2 min to beach.
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
House with 3 bedrooms and 2 baths (sleep 6), with private heated pool
From $320 /Night
Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Spacious Luxury New Construction Waterfront Home Close to Beaches and Pine Ave
North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area
From $291 /Night
Beachwalk Bungalow
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
3 Br, 2 Ba Home Located on North end of Anna Maria, Less than 140 steps to Bean Point
From $275 /Night
Bean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Lounge
South West FL > Anna Maria Island
House , Bedroom(s): 3 , Sleeps: 8
Perfectly situated on the north end of the island, Bay Bungalow, is just a short stroll away from the Rod and Reel Pier, Bay beaches, and famous Bean Point!
From $259 /Night
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Luxury Custom Home on Desirable North End of Anna Maria Island w/Outdoor Kitchen and Heated Pool!! North End Escape is a 2,300 sq. ft.
Welcome to the Jungalow! Luxury 3 bedroom Tropical Paradise with Private Pool
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 8
Welcome to the Jungalow. Your Anna Maria Island adventure awaits you in this modern Bohemian paradise!
Spectacular Location Desirable North End wHeated Pool!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.
From $243 /Night
Hook Wine and Sinker! Beautiful 4 bedroom North End Home
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 4 , Sleeps: 8
Welcome to Hook Wine and Sinker, a gorgeous 2000 square foot canal-front home situated in the coveted North end of Anna Maria island.
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi - Anna Maria Island Vacation Rentals
From $700 /Night
One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!
From $448 /Night
22 North End Beach House near Bean Point Beach!!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!
From $269 /Night
New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bed 4 Bath House, Sleeps 8
Enjoy island life--surfer chic bungalow, private beach path, kayak, paddleboards
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Enjoy island life--surfer chic bungalow, private beach path, kayak, paddle board
From $295 /Night
Beautiful, Gulf-Front Home - Halcyon House - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
As seen in Coastal Living Magazine, this is a 3 bedroom beachfront home on desirable Bean Point with with direct access to Bean Point Beach.
Beautiful Island Home wRooftop Water Views on Bean Point! Pool, Bar, Foosball!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Single Family Elevated Home, Close to Bean Point w/ Private Pool & Water Views
SEABREEZE ESCAPE
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
2 Bedroom Main House with 1 BR Guest House on North end of AMI with Heated Pool
From $275 /Night
Serendipity Deux
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Beach Front New 2021 New Construction
From $1,000 /Night