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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 169-192 of 316 Rentals
Ohana - By AMI Accommodations
From $235/night
Home in Holmes Beach Florida

Ohana

Anna Maria Island Accommodations
4 Beds
3 Full Baths
Sleeps 8
Private Pool
View Rental
Private Pool, Outdoor Dining
From $150/night
Cottage in Holmes Beach Florida

Sun Daze

Anna Maria Island Accommodations
2 Beds
2 Full Baths
Sleeps 4
Private Pool
View Rental
Pool with Spa
From $360/night
Home in Anna Maria Florida

Coral Kai

Anna Maria Island Accommodations
3 Beds
3 Full Baths
Sleeps 6
Private Pool
View Rental
Private Pool and Spa
From $485/night
Home in Holmes Beach Florida

Sea Oats

Anna Maria Island Accommodations
6 Beds
4 Full Baths
Sleeps 12
Private Pool
View Rental

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