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Anna Maria Island Vacation Rental Listings

Our Anna Maria Island Vacation Rentals selection includes only the best Anna Maria Island homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.

Listed below, you will find numerous Anna Maria Island lodging and accommodations to suit your needs. Click on the view details button to explore any of the Anna Maria Island rentals you see listed for more information. Florida, Anna Maria Island Vacation Rentals are continuously added and modified, so if you do not find what you are looking for in our Anna Maria Island Vacation rental inventory, make sure you bookmark us and come back frequently.

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4 Bedrooms
Sleeps 11
From USD150.0 nt

• BBQ
• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Anna Maria Island Beach front units, completely remodeled with full kitchen and all the amenities. Most units have direct gulf views and shaded deck areas. 1, 2, 3, & 4 bedroom units available. You can't get any closer to the beach! WE HAVE MANY UNITS
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Contact the owner of A G Casa Marina Beach Resort - Vacation Rental in Anna Maria Island
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2 Bedrooms
 
 

• BBQ
• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

Bali Hai Beach Resort has been Anna Maria Island's premier beachfront resort destination for over 38 years and was voted The Reader's Choice Award by The Island Sun newspaper. Family owned and operated gives you that special attention rarely seen toda
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Contact the owner of Bali Hai Beach Resort on Holmes beach - Vacation Rental in Anna Maria Island
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rentalo
2 Bedrooms
Sleeps 6
From USD890.0 wk

• BBQ
• Sauna
• Pool
• Garage
• Covered Parking
• Utensils

Holmes Beach - beachfront Anna Maria Island vacation condo with great partial views of the Gulf of Mexico, heated pool, tennis, saunas. Sunplaza Haven is located in a small garden style 32 unit condominium on the peaceful white sandy beaches and tranq
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Contact the owner of Beachfront Condo - tennis, heated pool, beach view - Vacation Rental in Anna Maria Island
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3 Bedrooms
Sleeps 10
From USD125.0 nt

• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Full Kitchen

Sandy Toes is Old Florida Gulf Front living at it's very best! Fabulous sunsets, sugar white sands and turquoise gulf waters right on your doorstep. Sandy Toes has 5 very different vacation rental apartments to suit every need - from a beautiful newly
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Contact the owner of SANDY TOES ON THE GULF - Anna Maria Island Rentals - Vacation Rental in Anna Maria Island
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rentalo
4 Bedrooms
Sleeps 10
From USD200.0 nt

• BBQ
• Pool
• Garage
• Covered Parking
• Utensils
• Stove - Electric

3 Story 'Nantucket' Style - 4 bedroom/ 3 bath Anna Maria Island vacation villa is just a 2-3 minute walk to the beach! This Anna Maria Island vacation home is set in a tropical setting, totally remodeled and professionally decorated Mary Engelbreit st
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Contact the owner of Anna Maria Nantucket Beach Home - Vacation Rental in Anna Maria Island
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3 Bedrooms
Sleeps 7
 

• BBQ
• Pool
• Microwave
• Full Kitchen
• Dishwasher
• High Speed Internet

A Home away from Home!!! 2 Beautiful Anna Maria Island vacation rental apartments with 3 bedrooms and 2 Bathroom each. Each Anna Maria Island vacation apartment is designated as non-smoking and occupancy is limited to 6 people per apartment. Take both
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Contact the owner of Palm Breeze apartments in Anna Maria Island, FL - Vacation Rental in Anna Maria Island
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rentalo
4 Bedrooms
Sleeps 8
From USD2095.0 wk

• BBQ
• Pool
• Jacuzzi/Hot Tub
• Garage
• Covered Parking
• Utensils

Relax and experience the superb Villa Rosa, www.annamaria.com, on Florida's Gulf Coast. This spectacular waterfront Anna Maria Island vacation rental overlooking Anna Maria Sound has high speed internet access, large flat screen TV & DVD and TV in eve
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Contact the owner of ***** Villa Rosa *****  http://annamaria.com/ - Vacation Rental in Anna Maria Island
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rentalo
4 Bedrooms
Sleeps 11
From USD200.0 nt

• BBQ
• Fireplace
• High Speed Internet
• Linens provided
• Phone
• Pool

Week of May 31-June 7th and weeksof August 9th, 16th, 23rd and 30th still available for summer bookings. Wireless Broadband, Premium Cable, Free Long Distance for USA and Canada, PRIVATE HEATED POOL, Spa, privacy fence around pool, lots of room for en
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Contact the owner of 4bd/4b Beach Ranch, Private pool, Beach steps away - Vacation Rental in Anna Maria Island
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2 Bedrooms
Sleeps 6
From USD199.0 nt

• BBQ
• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

We are Sand Pebble Inn. A resort of 14 beautiful Anna Maria Island condo apartment units on the beautiful white sand of Anna Maria Island Florida. We are located on Bradenton Beach and for Bradenton rental homes we have two bedroom, one bedroom, suite
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Contact the owner of Sand Pebble Inn and Apartments - Vacation Rental in Anna Maria Island
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rentalo
2 Bedrooms
Sleeps 6
From USD1250.0 wk

• BBQ
• Pool
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

A Place in the Sun, located at 306 Gulf Drive South in Bradenton Beach, Florida. A direct Gulf front twin home with an above ground pool! This joined building, offers two bedroom, two bath and a two bedroom one bath with a spacious covered deck, direc
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Contact the owner of Direct Gulf front beach house with swimming pool - Vacation Rental in Anna Maria Island
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rentalo
4 Bedrooms
Sleeps 14
From USD1417.0 wk

• BBQ
• Garage
• Utensils
• Stove - Electric
• Refrigerator
• Microwave

ANNA MARIA ISLAND VACATION RENTAL - FOUR-BEDROOM HOME WITH PARTIAL GULF VIEWS! WIRELESS HIGH SPEED INTERNET! SLEEPS 14 with 2 kings, 1 queen, 2 twins, 2 queen sofa beds, 2 rollaway beds. Restore your soul!!! Walk for miles on the sugar-sand beaches of
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Contact the owner of Beach Breakers 2 - Vacation Rental in Anna Maria Island
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2 Bedrooms
Sleeps 4
From USD175.0 nt

• BBQ
• Pool
• Jacuzzi/Hot Tub
• Covered Parking
• Utensils
• Stove - Electric

Luxurious Tiffany Place condominium sits right on the beach and overlooks the beautiful turquoise waters of the Gulf of Mexico. This Anna Maria Island vacation rental property on Holmes Beach has beautiful white sandy beaches and breath taking views
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Contact the owner of Tiffany Place Beach Condo -Now leasing July- Dec - Vacation Rental in Anna Maria Island
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rentalo
3 Bedrooms
Sleeps 6
From USD1100.0 wk

• BBQ
• Pool
• Covered Parking
• Utensils
• Stove - Electric
• Refrigerator

These two beautiful mediteranean style vacation villas are ideally located in a quiet residential neighbourhood but just a bare 3 minute stroll to the the fabulous pristine, white sandy beaches that Anna Maria Island is so famous for! There are two vi
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Contact the owner of ANNA MARIA VILLAS  Vacation Rental - Vacation Rental in Anna Maria Island
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rentalo
3 Bedrooms
Sleeps 8
From USD300.0 nt

• BBQ
• Utensils
• Stove - Electric
• Refrigerator
• Microwave
• Ice Maker

ANNA MARIA ISLAND, FLORIDA - TROPICAL SPLENDOR! HIGH-SPEED INTERNET! Gulf-front luxury home! Elegant, yet comfortable, this uniquely designed three-bedroom 2 1/2 bath ground-floor home has been upgraded with furniture and accessories to the highest st
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Contact the owner of Beach Breakers 1 - Vacation Rental in Anna Maria Island
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rentalo
3 Bedrooms
Sleeps 6
From USD285.0 nt

• BBQ
• Pool
• Jacuzzi/Hot Tub
• Garage
• Covered Parking
• Utensils

Allow us to show you a brand new luxury condo in Holmes Beach on Anna Maria Island. Look over the beautiful Gulf of Mexico from the terrace. Watch sunsets every night or take a few steps to the beach. Inside you will find luxury and comfort. Once you
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Vacation Rentals (21)

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Air Conditioning (19)
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Full Kitchen (20)
Garage (10)
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Children Welcome (21)
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Bradenton Beach (10)
Holmes Beach (10)

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Bradenton (8)
Longboat Key (11)
Sarasota (9)
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Treasure Island (21)
Siesta Key (50)

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