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Anna Maria Island House Rentals

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..



Our Anna Maria Island rental homes are equipped with updated amenities, including high-speed Wi-Fi, fully equipped kitchens, and modern appliances. Elevate your experience with select Anna Maria Island rentals with pools and hot tubs, ensuring a lavish stay for our guests. Immerse yourself in breathtaking ocean views, as many of our AMI home rentals are just steps away from the pristine beaches.


Guests can enjoy beach access with our Anna Maria Island Beachfront rentals, 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 pet 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.


  • 44 properties returned
  • Sort by: Random
  • 17

    Catchin Rays

    Home
    • 4
    • 4
    • Pool
    • No Pets
    • Sleeps 8
    • 91 Views
  • 7

    Pirates Cove

    Home
    • 7
    • 7 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 16
    • 43 Views
  • 3

    Sand Dollar Dream

    Home
    • 4
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 56 Views
  • Ever Lasting Sunsets AB

    Home
    • 3
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 32 Views
  • 28

    Coral Castle

    Home
    • 5
    • 3 Full Baths , 1 Half Baths
    • Pool
    • Dogs Allowed
    • Sleeps 10
    • 31 Views
  • 2

    Yacht Rock Ranch

    Home
    • 4
    • 3
    • Pool
    • No Pets
    • Sleeps 10
    • 32 Views
  • 4

    Hop Skip and a Beach

    Home
    • 4
    • 4
    • Pool
    • No Pets
    • Sleeps 8
    • 101 Views
  • 3

    Beachvergnugen

    Home
    • 4
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 46 Views
  • 12

    Bungalow on Guava

    Home
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 33 Views
  • 1

    Heron Heaven

    Home
    • 3
    • 2
    • Pool
    • No Pets
    • Sleeps 8
    • 22 Views
  • 5

    Forget Me Knot

    Home
    • 3
    • 3
    • Pool
    • No Pets
    • Sleeps 6
    • 28 Views
  • 4

    A Change in Latitude

    Home
    • 3
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 49 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 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.