Browse 55 vacation homes with private outdoor pools, heated pools, and resort-style communal pools in Key West, Florida.
Explore Pool HomesPrivate pools. No shared hours, no waiting, no strangers. Just your group, your schedule, and a pool that’s entirely yours from check-in to check-out.
From heated pools that keep the swim going well into the shoulder seasons, to shaded outdoor escapes built for summer heat — we have pool homes for every kind of trip.
Every pool property is inspected, cleaned, and ready before you arrive. Water quality, safety features, and surrounding areas are held to the same standard as the home itself.
Experience the ultimate island escape in Key West, where crystal-clear pools offer a refreshing sanctuary amidst lush tropical gardens. These local spots are perfect for soaking up the sun and the laid-back spirit of the Conch Republic. Key West features a tropical climate with endless summer weather, ensuring warm pool temperatures and plenty of sunshine throughout the year.
The AvantStay Key West staff (Brittany and team) are exceptional! The Key West house was located in a great neighborhood~ quiet, nice neighbors, safe and clean. It is centrally located and easily accessible. The house has a fabulous outdoor space with patio furniture, grill, pool. The house was well stocked and very clean. We loved staying at the KW home!
The AvantStay Key West staff (Brittany and team) are exceptional! The Key West house was located in a great neighborhood~ quiet, nice neighbors, safe and clean. It is centrally located and easily accessible. The house has a fabulous outdoor space with patio furniture, grill, pool. The house was well stocked and very clean. We loved staying at the KW home!
Beatiful place with all the amenities. Pool was great and just steps away from our back door. Every bedroom has its own door to a very relaxing veranda that was a a great place to start and finish the day. Don't miss dining at Chicos which is just a couple of blocks away.
Explore more pool vacation rental destinations in Florida.
Experience the ultimate Emerald Coast getaway where crystal-clear resort pools meet the sugar-white sands of the Florida Panhandle. Destin's premier aquatic retreats offer a perfect blend of luxury and coastal charm for every sun-seeker.
Experience the unique charm of Florida's Scenic Highway 30A, where sugar-white sands meet the vibrant turquoise waters of the Gulf. This stretch of coastal paradise is home to cozy beach towns and luxurious escapes, offering the perfect backdrop for a refreshing poolside getaway.
Experience the ultimate South Florida vibe in the Venice of America, where chic poolside retreats overlook scenic inland waterways. From rooftop lounges with ocean views to lush backyard oases, Fort Lauderdale is the perfect spot to soak up the sun and enjoy the coastal breeze.
Bask in the tropical luxury of Marco Island, where white-sand beaches meet world-class poolside retreats. This Gulf Coast gem offers the perfect local vibe for those seeking a refreshing dip under the endless Florida sun.
Orlando is a tropical oasis where world-class resorts boast spectacular lagoon-style pools and thrilling water parks. Dive into the Sunshine State's vibrant energy as you soak up the year-round warmth and relax in the heart of Florida’s most iconic vacation playground.
55 pool homes are waiting in Key West, Florida. Find your perfect stay with a private pool, heated pool, or resort-style communal pool included.
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