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Featured Key West Hotels with a Pool
Southernmost Beach Resort and Guesthouses
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. ...
Blue Flamingo Resort Key West
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 outdoor pools, and 2 restaurants. 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
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
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
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 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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.
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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
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- 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 Southernmost Point
- Hotels near Mallory Square
- Hotels near Smathers Beach
- Hotels near South Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Dry Tortugas National Park
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Key West Golf Club
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Fort Jefferson
- Hotels near Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum
Cities near Key West
- Florida Keys Hotels (43.43 mi)
- Summerland Key Hotels (23.6 mi)
- Stock Island Hotels (4.05 mi)
- Big Pine Key Hotels (29.23 mi)
- Cudjoe Key Hotels (20.7 mi)
- Little Torch Key Hotels (26.99 mi)
- Sugarloaf Key Hotels (16.95 mi)
- South Florida Hotels (134.72 mi)
- Raccoon Key Hotels (4.54 mi)
- Ramrod Key Hotels (25.45 mi)
- Southeastern United States Hotels (586.1 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Dredgers Key Hotels (2.49 mi)
- Cow Key Hotels (3.83 mi)
- Fleming Key Hotels (1.79 mi)
- Lower Keys Hotels (21.17 mi)
- No Name Key Hotels (31.44 mi)
- Big Torch Key Hotels (25.39 mi)
- The South Hotels (780.85 mi)
Most Booked Hotels in Key West
- Oceans Edge Key West Resort, Hotel & Marina
- Beachside Resort & Residences
- Hyatt Centric Key West Resort and Spa
- Southernmost Beach Resort and Guesthouses
- Hilton Garden Inn Key West / The Keys Collection
- Parrot Key Hotel & Villas
- Fairfield Inn and Suites by Marriott Key West
- Blue Flamingo Resort Key West
- Pier House Resort & Spa
- Casa Marina Key West, Curio Collection by Hilton
- DoubleTree Resort by Hilton Grand Key - Key West
- The Perry Hotel & Marina Key West
- Hyatt Vacation Club at Beach House, Key West
- Ibis Bay Beach Resort