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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!

  • 256 properties returned
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$185.00 - $1,340.00 Per Night
  • 2 Beds
  • 2 Baths
  • Sleeps 4
$410.00 - $3,245.00 Per Night
  • 4 Beds
  • 6 Full, 1 Half Baths
  • Sleeps 14
$145.00 - $695.00 Per Night
  • 1 Beds
  • 1 Baths
  • Sleeps 2
$120.00 - $845.00 Per Night
  • 1 Beds
  • 1 Baths
  • Sleeps 4
$565.00 - $3,910.00 Per Night
  • 8 Beds
  • 8 Full, 1 Half Baths
  • Sleeps 20
$430.00 - $3,440.00 Per Night
  • 8 Beds
  • 7 Full, 1 Half Baths
  • Sleeps 16
$585.00 - $3,625.00 Per Night
  • 4 Beds
  • 4 Baths
  • Sleeps 8
$335.00 - $2,565.00 Per Night
  • 4 Beds
  • 6 Full, 1 Half Baths
  • Sleeps 14
$225.00 - $1,730.00 Per Night
  • 4 Beds
  • 4 Baths
  • Sleeps 8
$450.00 - $2,720.00 Per Night
  • 5 Beds
  • 3 Full, 1 Half Baths
  • Sleeps 19
$195.00 - $1,470.00 Per Night
  • 3 Beds
  • 2 Baths
  • Sleeps 6
$595.00 - $4,225.00 Per Night
  • 7 Beds
  • 6 Baths
  • Sleeps 15