Anna Maria Island House Rentals
Anna Maria Island is a perfect vacation spot for those who are seeking relaxation and comfort. Island Real Estate has a variety of beautiful Anna Maria Island vacation home rentals on the island range from one bedroom up to seven bedroom houses, providing accommodation for couples, families, and larger groups.
Our Anna Maria Island rental homes are equipped with updated amenities, including high-speed Wi-Fi, fully equipped kitchens, and modern appliances. Some of our Anna Maria vacation homes even feature private pools and hot tubs, providing guests with a luxurious and relaxing experience. The beautiful ocean views are a sight to behold, with many of our Anna Maria rentals located just steps away from the beach.
Guests can enjoy beach access, 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!
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.
- 41 properties returned
-
Sort by:
Beds
- Name
- Beds
- Beds
- Sleeps
- Sleeps
- Random
- Price
-
“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
- 7
- 7 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 16
- 83 Views
-
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
- 5
- 3
- Pool
- No Pets
- Sleeps 10
- 87 Views
-
“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
- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 36 Views
-
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
- 5
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 10
- 120 Views
-
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
- 5
- 6
- Pool
- No Pets
- Sleeps 10
- 10 Views
-
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
- 5
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 10
- 59 Views
-
Fully updated and the perfect place for a fun filled memorable vacation destination is waiting for you at Anna Maria Island vacation rental home “The Surf”! This gorgeous five bedroom four bathroom home accommodates 8+ guests with two king beds, one queen bed, one full bed, three twin beds and a set of twin bunk beds. <br /><br />When you arrive at
- 5
- 4
- Pool
- No Pets
- Sleeps 8
- 13 Views
-
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! <
- 4
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 8
- 23 Views
-
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,
- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 26 Views
-
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
- 4
- 3
- Pool
- Dogs Allowed
- Sleeps 8
- 218 Views
-
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
- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 115 Views
-
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
- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 144 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. 
