View Anna Maria Island Rentals With Private Pool

Looking to rent a beach house with a private pool? Island Dreams Realty offers a great selection of vacation rentals with pools in Anna Maria Island, perfect for swimming or enjoying time with family and friends. With outstanding views of the ocean, spacious floor plans and endless amenities, you’re sure to find the perfect beach house for your next vacation.

Browse these vacation rentals below and book direct for the best rates!

Private Pool

10 / 40 properties

Sandpiper
3
2
6
House

(50 reviews)

Bradenton
Paradise Cove
3
2
6
House

(43 reviews)

Bradenton
Happy Ours
3
2
6
House
Bradenton
Coco's Dream
3
3
6
House

(32 reviews)

Bradenton
Lakeview
3
2
6
House

(37 reviews)

Bradenton
Beach Bliss
3
2
6
House

(40 reviews)

Bradenton
Salty Starfish
3
2
6
House

(2 reviews)

Bradenton
Windshore A
3
2
6
House

(37 reviews)

Holmes Beach
Florida Breeze
3
2
6
House

(37 reviews)

Bradenton
Seastar
3
2
6
House

(39 reviews)

Bradenton