Anna Maria Island is a barrier island on Florida’s Gulf Coast. Some may say it is Florida’s best kept secrete. From the diverse culture to the beautiful, tropical foliage, Anna Maria Island is perfect no matter the time of year.
Whether you are looking for a quick winter vacation or a longer stay, The Island In The Sun has vacation rentals that can accommodate any length of stay or needs
Enjoy breathtaking views of the Gulf of Mexico or the Intra-Coastal Waterway for the comfort of your own home or vacation rental. choose from a variety of properties, homes, condos and much more.
Rentals on the water
Explore The Beaches
View Snowbird Rentals
Anna Maria Island Welcomes All Snowbirds. Escape The Cold And Come To The Beaches Where The Sand Is White, And The Temperature Is Hot!
View our winter rentals to book your perfect stay. Stay a few days or stay a few weeks. We would love to have you on Anna Maria Island this winter season.
Skip the cold and head down to Anna Maria island This Winter