Search for Cheap Deals onHotels with Pools in Key West
Check Last Minute Key West Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
Featured Key West Hotels with a Pool
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundable
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
24 North Hotel Key West - Newly Renovated
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Gates Hotel Key West Newly Renovated
3824 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
Silver Palms Inn
830 Truman Ave, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this eco-certified hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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 Hotels by Star Rating
- More Hotel Types
- Other Hotel Accommodations
- Popular Neighborhoods
- Popular Attractions
- Nearby Cities
- Top Hotels
Hotels by Star Rating
More Hotel Options in Key West
- Beach Hotels in Key West
- Historic Hotels in Key West
- Family Hotels in Key West
- Hotels with Free Parking in Key West
- Romantic Hotels in Key West
- Apartment Hotel in Key West
- Hotels with Hot Tubs in Key West
- Luxury Hotels in Key West
- Resorts & Hotels with Spas in Key West
- Hotel Wedding Venues in Key West
Other Options
Top Points of Interests in Key West
- Hotels near Duval Street
- Hotels near Smathers Beach
- Hotels near Mallory Square
- Hotels near Southernmost Point
- Hotels near Dry Tortugas National Park
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Golf Club
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Shipwreck Museum
- Hotels near Audubon House and Tropical Gardens
- Hotels near Fort Jefferson
Cities near Key West
- Florida Keys Hotels (43.43 mi)
- Summerland Key Hotels (23.6 mi)
- Big Pine Key Hotels (29.23 mi)
- South Florida Hotels (134.72 mi)
- Cudjoe Key Hotels (20.7 mi)
- Stock Island Hotels (4.05 mi)
- Sugarloaf Key Hotels (16.95 mi)
- Gulf Coast Hotels (866.07 mi)
- Little Torch Key Hotels (26.99 mi)
- Ramrod Key Hotels (25.45 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Southeastern United States Hotels (586.1 mi)
- Raccoon Key Hotels (4.54 mi)
- Dredgers Key Hotels (2.49 mi)
- Cow Key Hotels (3.83 mi)
- No Name Key Hotels (31.44 mi)
- Lower Keys Hotels (21.17 mi)
- Fleming Key Hotels (1.79 mi)
- Big Torch Key Hotels (25.39 mi)
- The South Hotels (780.85 mi)
Most Booked Hotels in Key West
- Beachside Resort & Residences
- Southernmost Beach Resort
- Fairfield Inn and Suites by Marriott Key West
- Oceans Edge Key West Resort, Hotel & Marina
- Hilton Garden Inn Key West / The Keys Collection
- The Perry Hotel & Marina Key West
- Havana Cabana at Key West - Adults Only
- Pier House Resort & Spa
- Parrot Key Hotel & Villas
- La Concha Key West, Autograph Collection
- Casa Marina Key West, Curio Collection by Hilton
- The Gates Hotel Key West Newly Renovated
- The Reach Key West, Curio Collection by Hilton
- Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Car Rentals Near Key West
- Car rentals in Florida Keys
- Car rentals in Summerland Key
- Car rentals in Big Pine Key
- Car rentals in South Florida
- Car rentals in Cudjoe Key
- Car rentals in Stock Island
- Car rentals in Sugarloaf Key
- Car rentals in Gulf Coast
- Car rentals in Little Torch Key
- Car rentals in Ramrod Key
- Car rentals in Gulf of Mexico
- Car rentals in Southeastern United States
- Car rentals in Raccoon Key
- Car rentals in Dredgers Key
- Car rentals in Cow Key
- Car rentals in No Name Key
Top Destinations for Hotels with Pools
- Atlantic City Hotels with Pools
- Cleveland Hotels with Pools
- Downtown Chicago Hotels with Pools
- Downtown Omaha Hotels with Pools
- Chicago Hotels with Pools
- Philadelphia Hotels with Pools
- Downtown Milwaukee Hotels with Pools
- New York Hotels with Pools
- Louisville Hotels with Pools
- Downtown Cleveland Hotels with Pools
- Lincoln Hotels with Pools
- Niagara Falls Hotels with Pools
- South Beach Hotels with Pools
- Memphis Hotels with Pools
- Los Angeles Hotels with Pools
- Downtown Indianapolis Hotels with Pools
- Toledo Hotels with Pools
- Lexington Hotels with Pools
- Downtown Minneapolis Hotels with Pools
- Cleveland Hotels with Pools