The Beach Rod N Reel Gulf Front Restaurant Boating Bean Point Beach Chairs

Island Real Estate formerly Betsy Hills Real Estate

Island Real Estate now has two locations on Anna Maria Island to better serve our customers. Our location at 419 Pine Avenue is primarily used to serve Anna Maria City real estate and vacation rentals. Both of our Anna Maria Island offices are open seven days a week to ensure our real estate and vacation customer needs are met regardless of the day of week.


Vacation Rentals


We offer the finest, most diverse accommodations in paradise. From modest beach bungalows to luxurious waterfront villas located on the Gulf and bay waters. We have the rental property that is tailored to meet your needs.

Island Real Estate is the largest island vacation rental company on Anna Maria. Our website allows you to search for available properties and view amenities as well as pictures of a perfect Anna Maria Island tropical vacation getaway.


"“Renting was so easy… Our rental property was awesome and really made our vacation perfect. Thanks!!” "
-Dawn