View All Anna Maria Island Rentals

Browse a variety of vacation homes and condos in Anna Maria Island, professionally managed by Island Dreams. Emerald green water, powdery white sand beaches and luxurious pools are just a few things to enjoy when you stay at one of our Anna Maria vacation rentals. When you book with Island Dreams Realty, you can be sure that you are getting a well-appointed vacation rental.

All of our Anna Maria Island rentals come fully furnished with high-quality amenities to make your Florida Gulf Coast vacation unforgettable. Whether you are looking for a private house, a condo with resort amenities, a beachside villa or a dog-friendly rental, we have the perfect property for you and your group!

Our vacation rentals are located throughout top communities in the area, including Anna Maria Island, Bradenton, Bradenton Beach and Holmes Beach. Each location offers a different selection of sandy beaches, delicious restaurants and countless activities. Learn more about all of the fun things to do by using our Guest Guide. Book your Anna Maria Island beach vacation rental today!

Browse our full inventory of beach rentals below, using the Filters button above to narrow your search. Book securely online 24/7 with no booking fees. We look forward to seeing you on the Gulf!

10 / 57 properties

Endless Summer
3
2
6
House

(40 reviews)

Bradenton
Coco's Dream
3
3
6
House

(32 reviews)

Bradenton
Tropical Reef
3
2
6
House

(21 reviews)

Bradenton
Sunshine BBC 25-244
2
2
6
Condominium

(37 reviews)

Bradenton Beach
Sandy Toes & Salty Kisses
4
3
8
House

(27 reviews)

Bradenton
Seastar
3
2
6
House

(39 reviews)

Bradenton
Happy Ours
3
2
6
House
Bradenton
Blue Opal
3
2
6
House

(17 reviews)

Bradenton
Salty Starfish
2
2
4
House

(2 reviews)

Bradenton
Treasure Chest
3
2
6
House

(43 reviews)

Bradenton