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ANNA MARIA ISLAND

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Anna Maria Island Vacation Rentals with Private Pools | Gulf Coast Luxury

  1. « Anna Maria Island

ANNA MARIA ISLAND

Escape to Anna Maria Island, Florida’s Gulf Coast gem, and indulge in exclusive private pool rentals. This serene paradise often hailed as America’s best beach blends Old Florida charm with modern luxury. Picture waking to ocean waves, then retreating to your private pool oasis, surrounded by palms. Lounge with cocktails, host family gatherings, or unwind in seclusion.

Our curated homes, from cozy cottages for couples to grand villas for groups, feature heated pools, cabanas, and beach access. Enjoy pristine sands, fine dining, and water adventures just steps away.

Anna Maria Island Rentals With A Private Pool

Displaying 145-168 of 316 Rentals
Private Pool
From $260/night
Home in Anna Maria Florida

Azure

Anna Maria Island Accommodations
3 Beds
2 Full Baths
Sleeps 6
Private Pool
View Rental
Bayshores - By AMI Accommodations
From $260/night
Home in Holmes Beach Florida

Bayshores

Anna Maria Island Accommodations
3 Beds
3 Full Baths
Sleeps 6
Private Pool
View Rental
Large Private Heated Pool
From $720/night
Home in Anna Maria Florida

SeaLuxe

Anna Maria Island Accommodations
4 Beds
5 Full Baths
Sleeps 8
Private Pool
View Rental
Outdoor lounge
From $200/night
Duplex in Holmes Beach Florida

Ocean's 77

Anna Maria Island Accommodations
2 Beds
2 Full Baths
Sleeps 6
Pet Friendly
View Rental

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