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Featured Key West Hotels with a Pool
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Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
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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 ...
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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 ...
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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. ...
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Silver Palms Inn
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
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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 Southernmost Point and Duval Street ...
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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 golf 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 ...
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Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard, Key West, FL
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 hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach 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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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
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- 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 South Beach
- Hotels near Ernest Hemingway Home and Museum
- 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 Audubon House and Tropical Gardens
- Hotels near Mel Fisher Maritime Museum
- Hotels near Key West Shipwreck Museum
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)
- Southeastern United States Hotels (586.1 mi)
- Little Torch Key Hotels (26.99 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Ramrod Key Hotels (25.45 mi)
- Raccoon Key Hotels (4.54 mi)
- Cow Key Hotels (3.83 mi)
- Dredgers Key Hotels (2.49 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
- Southernmost Beach Resort
- Oceans Edge Key West Resort, Hotel & Marina
- Beachside Resort & Residences
- Fairfield Inn and Suites by Marriott Key West
- Parrot Key Hotel & Villas
- Havana Cabana at Key West - Adults Only
- 24 North Hotel Key West - Newly Renovated
- The Perry Hotel & Marina Key West
- Ibis Bay Beach Resort
- The Gates Hotel Key West Newly Renovated
- The Reach Key West, Curio Collection by Hilton
- Hyatt Centric Key West Resort and Spa
- La Concha Key West, Autograph Collection
- Casa Marina Key West, Curio Collection by Hilton
- NYAH Key West - Adults Only
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 Southeastern United States
- Car rentals in Little Torch Key
- Car rentals in Gulf of Mexico
- Car rentals in Ramrod Key
- Car rentals in Raccoon Key
- Car rentals in Cow Key
- Car rentals in Dredgers Key
- Car rentals in No Name Key
Top Destinations for Hotels with Pools
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