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View all vacation rentals by owner in Anna Maria Island Florida below. These rentals are private vacation homes, beachfront villas, and waterfront condos all at great savings and value to you.
Please contact any of these Anna Maria Island Florida vacation rentals by clicking on the photo or property detail links below.
40 miles south of Tampa International Airport, in Tampa Bay, Florida, you will find Anna Maria Island. Surrounded by white sand beaches and the deep emerald color of the Gulf of Mexico, the island looks like an opal in the ocean. Anna Maria Island encompasses three cities, Anna Maria, Holmes Beach, and Bradenton Beach, each of which provides a unique experience. Whether you like to shop, peruse galleries, or just sit back with your favorite book at a cafe, Anna Maria Island will accommodate your needs. If you wish to seek out adventure you simply need only your feet, as the island’s shell lined shores and countless specimens of wildlife are just a walk from your door. Other popular activities in the area include scuba diving, sailing, and deep sea kayaking. For the golf enthusiast, there are over 40 courses in and around Anna Maria Island, ranging from executive to 18 hole championship courses. If you are an explorer, there are many museums and local attractions to cure your curiosity. Here on Anna Maria Island you have everything you could want to make this the perfect vacation. |
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Displaying vacation rentals 1 - 11 from a total of 11 vacation homes in Anna Maria Island Florida (FL). |
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Sort these Anna Maria Island Florida rentals by: "Sleeps", "Bedroom", "Bathroom", "Day", "Week" or "Month".
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Rates (may vary) |
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SORT BY > |
Sleeps |
Bedroom |
Bathroom |
Day |
Week |
Month |
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4 |
2 |
2 |
n/a |
$800 |
n/a |

Anna Maria Island Florida (FL)
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This gorgeous two bedroom, two bathroom condo with full kitchen and bay views has everything a vactioner would want. We offer a washer and dryer, king size bed and two twin size bed. This unit has beautiful decor and has been furnished in the last year. You will enjoy the breathtaking views of Sa...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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4 |
1 |
1 |
$169 |
$1,120 |
$4,000 |

Anna Maria Island Florida (FL)
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Located on charming Anna Maria Island! Tranquil setting, spectacular sunsets, and lush vegetation all make this small Gulf Coast Island a favorite. The white sand beaches are like powder, and at times the water is like glass! This unit has a gorgeous pool overlooking the Gulf of Mexico, and a privat...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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5 |
2 |
2 |
n/a |
$590 |
$2,890 |

Anna Maria Island Florida (FL)
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This new 2 bedrm/2 full bath secluded condo is located on Holmes beach on Anna Maria Island. Sarasota Bay borders property a few steps away! From our entrance it's a short stroll (less than 2 blocks, about 200 steps or 6 homes/structures) away from top 10 best sugar white powder gulf beach in USA as...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
2 |
2 |
n/a |
$625 |
$2,500 |

Anna Maria Island Florida (FL)
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This updated condo is located on the second floor in Runaway Bay. Runaway Bay is a lovely vacation resort on beautiful grounds between the Gulf of Mexico and Sarasota Bay (north of Sarasota and south of St. Petersburg). This resort was voted best Resort by Bradenton Herald for the past two years. ...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
2 |
1 |
$110 |
$700 |
n/a |

Anna Maria Island Florida (FL)
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A small family run resort of four 2 bedroomed apartments plus two 1 bedroomed cottages with heated pool and sundeck. Situated on a very quiet part of Gulf Drive accross the road from the beach and the warm water of the Gulf of Mexico.
PROPERTY
DETAILS
VACATION RENTAL TYPE: Resort |
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6 |
2 |
3 |
n/a |
n/a |
$2,000 |

Anna Maria Island Florida (FL)
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Anna Maria Island Townhouse Condo!
Beautiful 2 bedroom, 3 bathroom, 2 porch condo with Gulf view - cozy, tropical elegance. Sleeps 6 people comfortably - (2 bedrooms and then pull out double couch) Includes full kitchen, dining area, family room, carport, heated pool
Amenities included a...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
2 |
2 |
n/a |
$550 |
$1,800 |

Anna Maria Island Florida (FL)
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This well-furnished luxury condo is two blocks from the beach, near a quiet nature reserve, overlooking the Sarasota Bay and the Sandy Pointe swimming pool. Visit "Cafe at the Beach", and the Anna Maria fishing pier for great food and family fun! Tampa/St Pete 40 minutes away, and Disney World withi...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
2 |
1 |
$120 |
$775 |
$3,300 |

Anna Maria Island Florida (FL)
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Recommended by LIFE magazine and top rated on TripAdvisor.com. A vacation paradise on enchanting Anna Maria Island. Sun, beach, relaxation! Offered in casual comforts of home in newly renovated spacious 1, 2 & 3 bedroom poolside villas and studio apartments with pillow-top mattresses on king size b...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Villa |
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6 |
2 |
2 |
n/a |
$1,500 |
$5,000 |

Anna Maria Island Florida (FL)
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A Paradise Rentals offers a large selection of private homes, condos, apartments, and cottages on the Island. Featured here is Anna Maria Island Club. 4 distinct floor plans, direct gulf view, heated spa, sauna and gulf front pool.
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
3 |
2.5 |
n/a |
$800 |
$2,500 |

Anna Maria Island Florida (FL)
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Beautiful recently built townhomes located on Bradenton Beach, between the beach and the bay. Scenic walkway to the bay, and miles of white sandy beaches to stroll along. Within walking distance of many fine restaurants, shops, and local attractions. Relaxing sunsets off the main balcony over lo...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Townhouse |
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8 |
3 |
2 |
n/a |
$2,485 |
n/a |

Anna Maria Island Florida (FL)
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Spectacular three bedroom, two bath beach front home overlooking the emerald water of the Gulf of Mexico. This spacious home sleeps eight comfortably and features all unit amenties. A 30 x 60 foot deck sits directly by the beach or if you prefer, you can sit on the covered deck to watch the sunsets!
PROPERTY
DETAILS
VACATION RENTAL TYPE: Home |
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