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 / 41 properties

Lakeview
3
2
6
House

(44 reviews)

Bradenton
Blue Opal
3
2
6
House

(25 reviews)

Bradenton
Aqua Breeze
3
2
6
House

(10 reviews)

Bradenton
Paradise Cove
3
2
6
House

(54 reviews)

Bradenton
Windshore A
3
2
6
House

(43 reviews)

Holmes Beach
Dragonfly Breeze
3
2
6
House

(51 reviews)

Holmes Beach
Waterfront Paradise
4
4
8
House

(3 reviews)

Holmes Beach
Andy's Paradise
3
2
6
House

(40 reviews)

Bradenton
Turtle Cove
4
2.5
8
House

(36 reviews)

Bradenton
Lakeside Retreat
3
2
6
House

(42 reviews)

Bradenton