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Anna Maria Island Vacation Homes with Pools

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 vacation rental properties feature private pools, spas, rock 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 beach vacation property today.  Call or email us with any questions!

  • 199 properties returned
  • Sort by: Random
$1,245.00 - $4,135.00 Per Night
  • 7 Beds
  • 5 Full, 2 Half Baths
  • Sleeps 14
$685.00 - $2,455.00 Per Night
  • 4 Beds
  • 4 Baths
  • Sleeps 8
$610.00 - $2,220.00 Per Night
  • 4 Beds
  • 3 Full, 1 Half Baths
  • Sleeps 12
$145.00 - $625.00 Per Night
  • 1 Beds
  • 1 Baths
  • Sleeps 4
$495.00 - $1,970.00 Per Night
  • 4 Beds
  • 3 Baths
  • Sleeps 8
$250.00 - $960.00 Per Night
  • 2 Beds
  • 2 Baths
  • Sleeps 4
$835.00 - $2,935.00 Per Night
  • 7 Beds
  • 6 Full, 2 Half Baths
  • Sleeps 18
$1,145.00 - $3,865.00 Per Night
  • 5 Beds
  • 4 Full, 1 Half Baths
  • Sleeps 13
$1,245.00 - $4,695.00 Per Night
  • 8 Beds
  • 8 Full, 1 Half Baths
  • Sleeps 20
$280.00 - $1,060.00 Per Night
  • 3 Beds
  • 2 Full, 1 Half Baths
  • Sleeps 8
$185.00 - $775.00 Per Night
  • 2 Beds
  • 2 Baths
  • Sleeps 4
$145.00 - $625.00 Per Night
  • 1 Beds
  • 1 Baths
  • Sleeps 4