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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“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
- 38 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
- 31 Views
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Harrington Cottage is an adorable Anna Maria beach cottage that’s so close to the Gulf of Mexico you can practically smell the sea salt air! Less than a block away you’ll find the white sand beaches of Anna Maria Island, all while staying in this cute 4 bedroom, 3 bath cottage. Enjoy the peace and quiet afforded by the city of Holmes Beach. Harring
Harrington Cottage
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 32 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
Seashells and Sunsets
Home- 5
- 6
- Pool
- No Pets
- Sleeps 10
- 57 Views
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Gulf View Cottage is a charming, recently renovated home with a rooftop deck offering sweeping views of the Gulf. Relax and enjoy the private, heated pool while experiencing the ultimate Florida vacation!As you arrive at Gulf View Cottage, you'll notice its unique shape, spacious driveway, and beautiful tropical plants in the front yard. Step insid
Gulf View Cottage
Home- 5
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 10
- 55 Views
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This recently built single-family home is situated on a serene and picturesque street, just 6 houses away (ONLY STEPS) from the beach access path!On the ground floor, the home features a 1 car garage and provides access to the stunning pool and patio areas within the beautifully landscaped backyard. The residence boasts a dazzling, spacious heated
Sea Glass on Park
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 26 Views
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BG’s Bungalow is your quintessential “Key West style” home that is located on the beautiful North End of Anna Maria Island where guests can enjoy the world-renowned beaches that are just across the street! This home offers guests a true island-experience with its tall ceilings, beachy decor, and amount of outdoor space. This bedroom has 4 bedrooms,
BGs Bungalow
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 27 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
- 19 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
- 30 Views
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Fun and tastefully decorated recently remodeled, “Aquarius” is the ideal place for a fabulous Anna Maria Island vacation getaway for up to eight guests. Situated just a short walk from beautiful gulf beaches, when you visit this vibrant vacation rental you’ll leave with memories that last a lifetime.Offering four bedrooms and two and a half bathroo
Aquarius
Home- 4
- 3
- Pool
- Dogs Allowed
- Sleeps 8
- 42 Views
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The perfect spot for an extended island getaway, 523 Loquat is a stunning three bedroom, 3 full bathrooms, canal front Anna Maria Island vacation rental home with accommodations for up 6 guests in casual island style luxury. <br /><br />523 Loquat is located in a coveted vacation destination in the city of Anna Maria just a short walk to Pine Avenu
Orions Beach House
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 29 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
Catchin Rays
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 92 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. 
