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Anna Maria Island Vacation Rentals
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Anna Maria Island House Rentals
All of our vacation home rentals feature full kitchens with updated appliances, air conditioning, internet access, and in-unit washers and dryers to keep your clothes fresh all vacation long. This also helps cut down on how much you have to pack when you visit the island - stress-free vacations are the best! Some homes in our inventory are rentals with heated pools, beachfront rentals with beautiful oceanfront views, outdoor entertainment spaces, and even pet friendly rentals so be sure to explore them all before booking.
If you have any questions -please feel free to call the office at 877-778-6066 or click "chat" in the lower right-hand corner!
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“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.This elevated home is built for family vacations, as it has the room to allow for a relaxing vacation giving everyone their space. “Pirate’s Cove” has an extensive layout, with mul
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- Pool
- No Pets
- Sleeps 16
- 74 Views
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DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.For this you will need to walk down 78th Street to reach Gulf Dr. Using Gulf Dr make your way towards 77t
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- Pool
- No Pets
- Sleeps 10
- 59 Views
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Please be advised that the floors are worn and dated since the owner will be rebuilding this home next year. Super cute with new decorative items, but nothing fancy since the beach is what you traveled to AMI to experience.If style and luxury is what you look for in an Anna Maria Island vacation rental home “Hang 12” is the perfect getaway! Accommo
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- 4
- Pool
- Dogs Allowed
- Sleeps 12
- 25 Views
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Experience the white sandy beaches and gorgeous sunsets of Anna Maria Island at My Big Fat Beach House. My Big Fat Beach House is located just 2 short blocks to the beach and the perfect vacation gathering place for family and friends. Swaying palm trees line the private backyard, guests of all ages will enjoy the saltwater pool/spa, waterfall, ou
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- 3
- Pool
- No Pets
- Sleeps 10
- 81 Views
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“Summer Breeze” is one of the premier homes on the island. The perfect home for an Anna Maria Island getaway. With tropical landscaping, updated inside and out, and this rental home is stunning on all fronts. Elevated, high-end tropical décor, and pristine floors, “Summer Breeze” is love at first sight. Five large bedrooms, a spacious layout, this
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- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 32 Views
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Beautiful, spacious, and accommodating; all words that suit Coral Castle. A gorgeous 5 bedroom/3.5 bath rental home is stunning and packed with incredible amenities. A hot tub, a dock, heated pool, and only a 3-minute walk away from the beach just to name a few! Now you can also bring along your fur babies - limit two dogs up to 25lbs each. The fee
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- Pool
- Dogs Allowed
- Sleeps 10
- 52 Views
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Gulf View Cottage is exactly what its name suggests – charming, cottage-style home with sweeping views of the Gulf from its rooftop deck. This rental has been recently renovated and features beautiful new interior amenities. This, coupled with its private, heated pool, and convenient location make it a perfect place to spend an adventurous vacation
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- 3
- Pool
- No Pets
- Sleeps 10
- 4 Views
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When you visit Anna Maria Island vacation rental “Hop, Skip and a Beach” you are sure to have an amazing Florida getaway! Sleep up to eight guests in luxury and style. This four-bedroom rental with game room with heated pool and spa is just a short walk from the best beaches you’ll find on the gulf coast.When you enter “Hop, Skip and a Beach” you’l
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- Pool
- No Pets
- Sleeps 8
- 42 Views
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When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
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- 4
- Pool
- No Pets
- Sleeps 8
- 55 Views
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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
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- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 59 Views
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If you are looking for a family fun vacation destination with all the extras, “Casa Morado” is the perfect place for you! <br /><br />This stylishly updated four bedroom home comfortably sleeps eight guests just a short walk to gulf beaches. Even members of the family with the shortest legs can manage the two blocks walk to pristine gulf beaches! <
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- Pool
- Dogs Allowed
- Sleeps 8
- 31 Views
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Luxury Anna Maria vacation rental "Beachvergnügen" is a casually sophisticated four-bedroom three-bathroom home nestled a short walk away from Anna Maria’s best gulf beaches with one small road to cross. Accommodating up to 8 guests, "Beachvergnügen" offers three king beds and set of twinsThe North Shore beach access for Bean Point is a favorite am
- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 31 Views
Are there any splash parks or places to cool off other than the beach on Anna Maria Island?
Yes, GT Bray in Northwest Bradenton has a wonderful splash park only a few minutes from Anna Maria Island. Perfect for those in the family looking for some water fun on their Anna Maria Island Vacation.
What are the closest major water parks to Anna Maria Island?
The largest major waterpark close to Anna Maria Island can be found in Tampa at Busch Gardens, about 1 hour and 20 minutes from Anna Maria Island. Lego Land is in Winter Haven and has a wave pool and lazy river. Lego Land is in close proximity to Orlando and about 2 hours and 30 minutes from Anna Maria Island. Of course Disney World as well as Universal are all in Orlando as well and plenty of waterparks to choose from!
How far are vacation rental properties from the beach?
At the widest section of Anna Maria Island the distance to the beach is just two miles which is in Key Royale. There are sections of Anna Maria Island that are too far to walk every day to the beach. Be sure to google your location and attempt to count the number of homes to the beach as a good indication of how far the walk is. Some vacation rentals offer golf carts to get to the beach easier. Many vendors provide golf cart rentals on Anna Maria Island.
Can I visit Anna Maria Island without a car?
Yes. The island provides a free trolley along with a service that provides transportation for tips only. In addition it is easy to rent bicycles and bring bikes on the free trolley if you wish to visit a portion of the island farther than you would like to. Anna Maria Island is only 7 miles long so relatively easy to bike the entire length of the island!
Where is the nearest major medical facility?
Our closest hospital is a short 15 minute drive along Manatee Avenue to Blake Hospital. We also have a second hospital about 25 minutes from Anna Maria Island which is Manatee Memorial. Note, both hospitals do have estimated waiting times that are updated on their websites.
Are their doctor’s offices on Anna Maria Island?
Yes, we have several medical doctors on Anna Maria Island. Fifteen minutes off Anna Maria Island is a fairly large urgent care facility, Pinnacle. If the “Doctor is not in the house” then perhaps a visit to a local beverage establishment is in order? Maybe just a cocktail is what the doctor ordered? If YES! Then a visit to “The Doctor’s Office” might be just what is needed?
What Our Clients Have To Say On Google!
"Enormous house. It boasts 5 bedrooms and 5 bathrooms. Kitchen is on third floor, with beautiful scenic views. The pool is a nice resort like swim. Bring your families, all within one block of the beach."
Nauti M. 
