A romantic island in the sun, Anna Maria Island is home to gorgeous sunsets overlooking Tampa Bay, as well as sugar-white beaches and wild palmettos. Honeymooners and families alike have frequented Anna Maria Island vacation rentals to surf, sunbathe, swim and take moonlit strolls along the beach. Guests of Anna Maria Island rentals have museums and historical attractions to visit, as well as a variety of professional sporting events to experience. Anna Maria Island beach rental guests love the fine dining, delightful shopping, and nightlife the island has to offer. The activities are literally endless, offering Anna Maria Island Florida rental guests everything from sailing and boating to parasailing and eco-tours.
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Anna Maria Island Vacation Rentals
Anna Maria Island Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Seacrest CondoAmenities:Beach, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Seacrest Condo 3 at 3703 5th Avenue in Holmes Beach is a recently updated unit in a smaller complex, just a few short steps to the beach. Seacrest offers a heated pool, and every amenity to make your stay here comfortable. This unit sleeps six with a king bed, a queen bed and a sofa bed. Wireless internet with free domestic long distance calling is included. This unit can be rented in conjunction with three other units at Seacrest for groups up to twenty two. One week minimum rental. |
Condo |
2 Beds |
2 Baths |
6 People |
$105 - $160 |
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Salamander - Anna Maria IslandAmenities:Beach, Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:The Salamander is at 121 50th Street in Holmes Beach. This relaxing two bedroom, one and one half bath property is just a short stroll (3 houses) from the beautiful gulf beaches in a quiet and private, residential neighborhood. Fully equipped with satellite TV and all amenities, this vacation getaway also has a large covered deck, an outside shower and a newly renovated sundeck. A laundry room is onsite for your use. |
House |
3 Beds |
2 Baths |
6 People |
$82 - $130 |
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Anna Maria Island - Gulf Coast Island-Tradewinds Resort Cottage RentalAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Welcome to Paradise........ This property is within a small resort, just steps from a beautiful private gulf beach on Anna Maria Island in Bradenton Beach, Florida.........if you want 'clean and quiet', you've come to the right place..... Condo Cottage with Old Florida Charm.... This island cottage is: 1 bedroom with king bed (or 2 twins, upon request) 1 bath, full kitchen with open floor plan and breakfast bar, living room w/sofa sleeper, DVD, VCR and cable TV (2). |
House |
1 Beds |
1 Baths |
4 People |
$96 - $215 |
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Waterfront Condo with Bay Views - Anna Maria IslandAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:This water front, two bedroom, one bath condominium (ground floor), features both a canal and bay view. It also has it's own private boat dock! We have tastefully furnished this spacious condominium especially for the 2005 season. Each room includes new luxury furnishings that give this unit an island feel with all the comforts of home. We've added plantation shutters to every room with views that extend across the bay, beyond the city pier. |
Condo |
2 Beds |
1 Baths |
4 People |
$114 - $114 |
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Coastal Cottage! 3 bedroom w/pool near beach! - Anna Maria IslandAmenities:Beach, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Coastal Cottage is an adorable single family home with a private heated pool. Lovingly decorated with brand new comfy bedding and Florida decorator furnishings, this home is located in the quaint coastal village of Anna Maria on the northernmost end of Anna Maria Island. |
House |
3 Beds |
2 Baths |
6 People |
$200 - $200 |
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Gulf View Cottage with pool & Roof Deck - Anna Maria IslandAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Watch the endless tropical sunsets from you private enclosed balcony or the semi-private roof top terrace. This lovingly decorated gulf view condo has been furnished with your family in mind. Everything you could possibly need for a weeks vacation or longer is available in this cottage. |
Condo |
2 Beds |
2 Baths |
6 People |
$74 - $206 |
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Charming Townhouses on Anna Maria IslandAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Bird's Nest apartments are located on Bradenton Beach, Anna Maria island, overlooking the Gulf of Mexico. It is a small modern complex completely renovated and upgraded. |
Condo |
2 Beds |
2 Baths |
4 People |
$124 - $181 |
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Sandy Pointe #205 - Anna Maria IslandAmenities:Beach, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Bright and sunny condo on the second floor with view to the Palma Sola Bay and a peek-a-boo-view to the beach. Only some steps away from the white sandy beach and the turquoise water of the gulf. Ten miles of clean beaches invite you for swimming and snorkeling, walking, or only relaxing and enjoying the sun. The sundowner is spectacular and will stay forever in your mind. |
Condo |
2 Beds |
2 Baths |
5 People |
$58 - $126 |
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Fabulous Beach Front Family ApartmentAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Sandy Toes is the name, just bring you swim suit and sunscreen for a fabulous family vacation in this newly renovated gulf front apartment. With three bedrooms- a king size, a queen size and a kids room with two sets of bunk beds. It is perfect for a family vacation. The sunsets are incredible, the sugar white sands and the warm gulf waters.... just heaven. |
Condo |
3 Beds |
2 Baths |
10 People |
$220 - $236 |
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Beautifully furnished home with pool, near beach - Anna Maria IslandAmenities:Beach, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the beach on quiet lane (only five homes from the beach.) Shops, restaurants and grocery stores within easy reach. Free trolly stops at the corner. $1,795 weekly. Available for most of the Summer months. Free high speed wireless internet Very convenient and yet very private. |
House |
3 Beds |
2.5 Baths |
6 People |
$256 - $256 |
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