Hotels with a Pool in Key West
Hotels with a pool in Key West, United States: Staylist World lists 22 hotels with a swimming pool, ranked by score. Across the 22 with a previously observed price, typical nightly rates run from about $268 to $365 (median $310, versus $324 for the 31 priced Key West hotels).
The highest-rated is Island City House.
Explore on the map- 18.7Island City House3-star · Listed amenity$324 / night
- 28.9The Perry Hotel & Marina Key West4-star · Listed amenity$295 / night
- 38.8Hyatt Vacation Club at Windward Pointe3-star · Listed amenity$465 / night
- 48.6Ellas Cottages - Key West Historic Inns4-star · Listed amenity$288 / night
- 58.2Weatherstation Inn Circa 19113-star · Listed amenity$222 / night
- 68.9Hyatt Centric Key West Resort and Spa4-star · Listed amenity$365 / night
- 78.4Ocean Key Resort & Spa, a Noble House Resort4-star · Listed amenity$371 / night
- 88.0Hyatt Vacation Club at Beach House3-star · Listed amenity$422 / night
- 98.8La Concha Key West4-star · Listed amenity$319 / night
- 108.1The Laureate Key West3-star · Listed amenity$173 / night
- 118.9Hyatt Vacation Club at Sunset Harbor3-star · Listed amenity$325 / night
- 128.6Havana Cabana at Key West4-star · Listed amenity$275 / night
- 137.4The Marker Key West Harbor Resort4-star · Listed amenity$374 / night
- 147.8The Saint Hotel Key West, Autograph Collection4-star · Listed amenity$381 / night
- 159.1Parrot Key Hotel & Villas4-star · Listed amenity$225 / night
- 167.5Winslows Bungalows - Key West Historic Inns4-star · Listed amenity$364 / night
- 179.0Southernmost Beach Resort4-star · Staylist AI overview$310 / night
- 187.6Margaritaville Beach House Key West4-star · Listed amenity$288 / night
- 196.9DoubleTree by Hilton Hotel Grand Key - Key West4-star · Listed amenity$244 / night
- 208.6Beachside Resort & Residences3-star · Listed amenity$268 / night
- 217.1Courtyard Key West Waterfront3-star · Listed amenity$219 / night
- 227.7Ridley House - Key West Historic Inns3-star · Listed amenity$405 / night
A hotel is included when this appears in its listed amenities or in what guests mention; each card says which. Facilities and access can change, so check with the hotel. Previously observed price; confirm current price and availability. Data updated 2 October 2026. How Staylist ranks hotels.