Anna Maria Island House Rentals - Homes for Rent
Discover the ultimate vacation retreat with an luxury Anna Maria Island vacation home! Unwind in the lap of luxury as Island Real Estate presents a diverse selection of exquisite Anna Maria Island vacation homes, ranging from intimate one-bedroom escapes to spacious Anna Maria Island large group rentals. Ideal for couples, families, and larger groups, our Anna Maria Island rentals redefine comfort and relaxation..
Guests can enjoy beach access with many of our our Anna Maria Island homes for rent, where they can sunbathe, swim, and engage in water sports. There are also plenty of activities to do on the island, including bike rentals, kayaking, and fishing. The island is a tranquil escape from the hustle and bustle of city life. Guests can relax on the beach and take in the beautiful surroundings, enjoying the fresh air and stunning sunsets.
The island also boasts a variety of restaurants, shops, and galleries, offering guests a taste of local cuisine and art. We offer vacation rental homes throughout Anna Maria Island, so there's always something to do! Want to bring your furry friend along? Browse our Anna Maria Island dog friendly rentals and bring your pet along for the adventure!
Whether you're looking for a romantic getaway, a family vacation, or a trip with friends, our vacation home rentals on Anna Maria Island offer the perfect home away from home.
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Welcome to Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks away which is a short stroll from the gorgeous beach of Anna Maria Island! This home has everything you need to feel like you are on vacation every day. This home also has an elevator for your convenience. Spacious Oasis is located
Spacious Oasis
Home- 3
- 3
- Pool
- Dogs Allowed
- Sleeps 6
- 24 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
Summer Breeze
Home- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 34 Views
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"Yacht Rock Ranch" is a single-story ranch-style home featuring 4 bedrooms and three bathrooms. Originally constructed as a duplex, this property ensures excellent privacy. The centrally located bunk bedroom is ideal for children, as it is isolated from the pool area, and all pool doors are equipped with alarms.We provide various amenities to enhan
Yacht Rock Ranch
Home- 4
- 3
- Pool
- No Pets
- Sleeps 10
- 34 Views
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Luxury Anna Maria vacation rental "Sunset at 714" 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, "Sunset at 714" offers three king beds and set of twinsThe North Shore beach access for Bean Point is a favorite amon
Sunset at 714
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 23 Views
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Discover coastal living at its finest with this stunning 3-bedroom, 3-bathroom bayfront home located at “Royale View” 631 Key Royale Dr, Holmes Beach, FL. Newly remodeled and ideally situated directly on the water, this single-level retreat offers unparalleled access to ocean activities and breathtaking bay views.Perfect for both relaxation and en
Royale View
Home- 3
- 3
- Pool
- Dogs Allowed
- Sleeps 6
- 35 Views
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Welcome to your newly updated tropical retreat at “Jacaranda Beach House” located just steps away from the serene beaches of Anna Maria Island's Northend. This exquisite 3-bedroom, 3-bath home promises a deluxe island living experience, suited perfectly for family vacations or a peaceful getaway.Step inside “Jacaranda Beach House” to discover a spa
Jacaranda Beach House
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 47 Views
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This perfect vacation rental villa “Harrington Bungalow 5” is located just a short walk from the beautiful beaches of Anna Maria Island. This bungalow is in a great group of six vacation rentals previously managed by the Harrington House Bed and Breakfast. Owner just added a private heated pool!<br /><br />It offers two bedrooms, two bathrooms and
Bungalow on Guava
Home- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 36 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! <
Casa Morado
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 8
- 35 Views
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When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three 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 di
Tinas Piece of Paradise
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 24 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
Hop Skip and a Beach
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 36 Views
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Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a private oasis on Anna Maria Island. All this and more makes “Forget Me Knot” the ideal place to stay during your island vacation. From the secluded and private placement to its closeness to the beach as
Forget Me Knot
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 33 Views
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Searching for a suitable home to enjoy your luxury island vacation? Flip Flop Inn certainly makes the list, a Mediterranean-style townhouse tucked away on one of Anna Maria Island’s peaceful streets. When you enter the home, you’ll be greeted with a bright and airy main level, just upstairs you’ll find a dining area and open living space beneath th
Flip Flop Inn
Home- 3
- 3
- Pool
- Dogs Allowed
- Sleeps 6
- 46 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 Anna Maria Island homes for rent 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 there 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. 
