
Hotels with Swimming Pools in Key West
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Key West Hotels with Swimming Pools
Our top choices for Key West hotels with a pool

8.2 out of 10, Very good, (2,282 reviews)
cleanliness Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is S$177
includes taxes & fees
6 Jul - 7 Jul

8.0 out of 10, Very good, (1 review)
The price is S$215
includes taxes & fees
6 Jul - 7 Jul

8.6 out of 10, Excellent, (2,323 reviews)
cleanliness Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is S$311
includes taxes & fees
14 Jul - 15 Jul

9.4 out of 10, Exceptional, (1,041 reviews)
cleanliness Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
The price is S$174
includes taxes & fees
6 Jul - 7 Jul

8.4 out of 10, Very good, (2,485 reviews)
cleanliness Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is S$254
includes taxes & fees
7 Jul - 8 Jul

9.0 out of 10, Wonderful, (1,418 reviews)
cleanliness Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is S$282
includes taxes & fees
8 Jul - 9 Jul

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
9.8 out of 10, Exceptional, (149 reviews)
The price is S$191
includes taxes & fees
7 Jul - 8 Jul

The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
cleanliness Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is S$391
includes taxes & fees
12 Jul - 13 Jul
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with pools and free breakfast in Key West

9.0 out of 10, Wonderful, (1414)
The price is S$283
includes taxes & fees
3 Aug - 4 Aug
Hotels with pools and hot tubs in Key West

Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
9.4 out of 10, Exceptional, (1171)
The price is S$574
includes taxes & fees
27 Jul - 28 Jul
4-star hotels with pools in Key West

9.0 out of 10, Wonderful, (1418)
The price is S$282
includes taxes & fees
8 Jul - 9 Jul
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Key West Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton
8/10 Good
Frequently asked questions
Explore a world of travel with Expedia
- 4 Star Hotels in Key West
- Hotels with Swimming Pools in Big Pine Key
- Hotels with Bars / Lounges in Cudjoe Key
- Hotels near Donkey Milk House
- Hotels near Duval Street
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Harry S. Truman Little White House
- Apartments in Key West
- B&B in Key West
- Cabin Rentals in Key West
- Condo Rentals in Key West
- Cottages in Key West
- Guest Houses in Key West
- Private Holiday Homes in Key West
- Hostels in Key West
- All Inclusive Hotels and Resorts in Key West
- Beach Resorts in Key West
- Best Western Hotels in Key West
- Boutique Hotels in Key West
- Budget Hotels in Key West
- Business Hotels in Key West
- Family friendly Hotels in Key West
- Four Seasons Hotels in Key West
- Gay friendly Hotels in Key West
- Golf Hotels in Key West
- Hilton Hotels in Key West
- Hotels with Airport Shuttle in Key West
- Hotels with Bars / Lounges in Key West
- Hotels with free wifi in Key West
- Hotels with kitchenette in Key West
- Hotels with parking in Key West
- Hotels with shuttle in Key West
- Kimpton Hotels in Key West
- Pet friendly Hotels in Key West
- Romantic Hotels in Key West
- Sandman Hotels in Key West
- Key West Hotels
- Resorts in Key West
- Villas in Key West
- Scuba Diving Hotels in Little Torch Key
- Beach Resorts in Lower Keys
- Hotels near Schooner Western Union
- Gay friendly Hotels in Sunset Key
- Flights to Key West
- Flights from Key West Intl.
- American Airlines Indianapolis (IND) to Key West (EYW) flights
- Flights from Fleming Key
- Flights from Anchorage (ANC) to Key West (EYW)
- Flights from Aur (AUL) to Key West (EYW)
- Flights from Bryce Canyon (BCE) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Paris (CDG) to Key West (EYW)
- Flights from Cedar Rapids (CID) to Key West (EYW)
- Flights from Chicken (CKX) to Key West (EYW)
- Flights from Cleveland (CLE) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Clearwater (CLW) to Key West (EYW)
- Flights from Coeur d'Alene (COE) to Key West (EYW)
- Flights from Corpus Christi (CRP) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Doncaster (DSA) to Key West (EYW)
- Flights from Davenport (DVN) to Key West (EYW)
- Flights from New Bern (EWN) to Key West (EYW)
- Flights from Gaithersburg (GAI) to Key West (EYW)
- Flights from Gainesville (GNV) to Key West (EYW)
- Flights from Greenville (GSP) to Key West (EYW)
- Flights from Gulf Shores (GUF) to Key West (EYW)
- Flights from Homer (HOM) to Key West (EYW)
- Flights from Harlingen (HRL) to Key West (EYW)
- Flights from Jonesboro (JBR) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Jamestown (JHW) to Key West (EYW)
- Flights from Matamoros (MAM) to Key West (EYW)
- Flights from Chicago (MDW) to Key West (EYW)
- Flights from Marco Island (MRK) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Metlakatla (MTM) to Key West (EYW)
- Flights from Orlando (ORL) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Pasco (PSC) to Key West (EYW)
- Flights from Charlotte (QWG) to Key West (EYW)
- Flights from Reno (RNO) to Key West (EYW)
- Flights from Steamboat Springs (SBS) to Key West (EYW)
- Flights from Springfield (SGF) to Key West (EYW)
- Flights from Santa Rosa (STS) to Key West (EYW)
- Flights from St. Louis (SUS) to Key West (EYW)
- Flights from Trenton (TTN) to Key West (EYW)
- Flights from Youngstown (YNG) to Key West (EYW)



















































































































