2 Guests
Bedrooms
Filters
x

UPDATE

Thank you for your patience while we navigate the aftermath of Hurricanes Helene and Milton. For Guests scheduled to check in to properties on Anna Maria Island now through 11/15, our Reservations team is calling each guest directly in order of arrival date. We are still accommodating reservations at unaffected properties for all guests in Bradenton and Cortez.  For more updates, click here.

Anna Maria Island Rentals With Pool

Make a splash on your next vacation!  Discover AMI Locals luxury Anna Maria Island rental properties with pools.  There's nothing better after a long day of fun in the sun at the beach than dipping your toes into a nice private backyard pool.  Many of our Anna Maria Island vacation rental properties feature private pools, spas, waterslides, beachfront pools, shared resort pools, you name it!  Soak up island time and Florida sunshine in style, book a luxury home with a must-have swimming pool!

Let our Reservation specialists help find your perfect Anna Maria Island rental with a pool today.  Call or email us with any questions!

  • 298 properties returned
  • Sort by: Random
  • 4 Bedrooms
  • 4 Full, 1 Half Bathrooms
  • Sleeps 8
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • 1 Bedroom
  • 1 Bathrooms
  • Sleeps 4
  • 7 Bedrooms
  • 7 Full, 1 Half Bathrooms
  • Sleeps 14
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 8
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • 5 Bedrooms
  • 6 Full, 1 Half Bathrooms
  • Sleeps 14
  • 3 Bedrooms
  • 2 Full, 1 Half Bathrooms
  • Sleeps 10