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Featured Key West Hotels with a Pool
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
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 a 24-hour fitness center. Our guests praise the breakfast and the ...
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 & Historic Homes
830 Truman Ave 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 front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
Fairfield Inn and Suites by Marriott Key West
2400 N 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 parking (surcharge). Our guests praise the breakfast and the pool ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this 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 by Marriott Inn & Suites 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 business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Ibis Bay Beach Resort
3101 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 breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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
- 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 Mallory Square
- Hotels near Southernmost Point
- Hotels near Smathers Beach
- Hotels near Dry Tortugas National Park
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Golf Club
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Oldest House Museum and Garden
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Robbie's
- Hotels near Simonton Beach
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)
- South Florida Hotels (134.72 mi)
- Cudjoe Key Hotels (20.7 mi)
- Sugarloaf Key Hotels (16.95 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Little Torch Key Hotels (26.99 mi)
- Southeastern United States Hotels (586.1 mi)
- Ramrod Key Hotels (25.45 mi)
- Raccoon Key Hotels (4.54 mi)
- Cow Key Hotels (3.84 mi)
- Dredgers Key Hotels (2.63 mi)
- Lower Keys Hotels (21.17 mi)
- No Name Key Hotels (31.44 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 and Guesthouses
- Blue Flamingo Resort Key West
- Hyatt Centric Key West Resort and Spa
- Ibis Bay Beach Resort
- Parrot Key Hotel & Villas
- Havana Cabana at Key West
- Casa Marina Key West, Curio Collection by Hilton
- Pier House Resort & Spa
- La Concha Key West, Autograph Collection
- Hilton Garden Inn Key West / The Keys Collection
- The Perry Hotel & Marina Key West
- The Reach Key West, Curio Collection by Hilton
- DoubleTree Resort by Hilton Grand Key - Key West