Welcome to

Anna Maria Island
Luxury Rentals

Island Real Estate of Anna Maria Island welcomes you. Let Island Real Estate vacation rentals unlock the door to spectacular high luxury vacation rental villas, exclusive Gulf Front Estates and rental beach homes. All our high luxury vacation rentals are available exclusively through Island Real Estate of Anna Maria Island. Your Anna Maria, Fl beach vacation rental is just a click away.


Anna Maria Featured Luxury Rental

Gulfview Luxury Townhome

3603 4th Avenue

Anna Maria City

$450.00 USD Per Night

Phone: 1-877-778-6066

Gulfview Luxury Townhome

View Listing

Luxury Rental Search

Please select from critria below to choose the vacation rental that will best fit your luxury rental requirements. We at Island Real Estate hope you find the perfect luxury rental in our collection of vacation Properties.

View All Property.
Pool Pet Gulf Front
2 blocks to the beach

Luxury Vacation Rentals listings on Anna Maria Island, Florida

Below are featured luxury rentals in Island Real Estate's rental inventory. These Anna Maria Island luxury vacation rentals offer the best in amenities and locations.

Anna Maria Luxury Rentals | Anna Maria Property Rentals | Luxury Vacation Rentals are all at the tip of your search here on Anna Maria Island

Old Bridge Village 3

Bradenton Beach, Florida

$200.00 USD

More Details

Anna Maria Luxury Rentals | Anna Maria Property Rentals | Luxury Vacation Rentals are all at the tip of your search here on Anna Maria Island

100A 52nd Street

Anna Maria City, Florida

$300.00 USD

More Details

Anna Maria Luxury Rentals | Anna Maria Property Rentals | Luxury Vacation Rentals are all at the tip of your search here on Anna Maria Island

Bradenton Beach Club Unit B

Anna Maria City, Florida

$300.00 USD

More Details

Anna Maria Luxury Rentals | Anna Maria Property Rentals | Luxury Vacation Rentals are all at the tip of your search here on Anna Maria Island

La Casa Davis

Holmes Beach, Florida

$450.00 USD

More Details

Anna Maria Luxury Rentals | Anna Maria Property Rentals | Luxury Vacation Rentals are all at the tip of your search here on Anna Maria Island

Coral Reef

Holmes Beach, Florida

$450.00 USD

More Details