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Featured Florida Keys 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 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 ...
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
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 ...
Islander Resort
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
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 ...
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 Florida Keys
- Beach Hotels in Florida Keys
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- Apartment Hotel in Florida Keys
- Hotels with Free Parking in Florida Keys
- Romantic Hotels in Florida Keys
- Historic Hotels in Florida Keys
- Luxury Hotels in Florida Keys
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- Resorts & Hotels with Spas in Florida Keys
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Top Points of Interests in Florida Keys
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Southernmost Point
- Hotels near Sombrero Beach
- Hotels near Smathers Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Baker's Cay Resort Beach
- Hotels near Biscayne National Park
- Hotels near South Beach
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Seven Mile Bridge
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Golf Club
- Hotels near Florida Keys Visitor Center - Key Largo
- Hotels near Florida Keys National Marine Sanctuary
Cities near Florida Keys
- Key West Hotels (43.43 mi)
- Miami Beach Hotels (94.1 mi)
- Key Largo Hotels (49.6 mi)
- Islamorada Hotels (34.7 mi)
- Marathon Hotels (7.87 mi)
- Coral Gables Hotels (86.62 mi)
- Tavernier Hotels (43.22 mi)
- Key Colony Beach Hotels (10.6 mi)
- Miami Springs Hotels (89.28 mi)
- Summerland Key Hotels (20.01 mi)
- Homestead Hotels (63.08 mi)
- Big Pine Key Hotels (14.88 mi)
- Key Biscayne Hotels (87.9 mi)
- Stock Island Hotels (39.39 mi)
- Cudjoe Key Hotels (22.74 mi)
- Hialeah Hotels (91.65 mi)
- Florida City Hotels (61.97 mi)
- Long Key Hotels (21.88 mi)
- Duck Key Hotels (15.93 mi)
- Sugarloaf Key Hotels (26.66 mi)
Most Booked Hotels in Florida Keys
- Reefhouse Resort & Marina
- Cheeca Lodge & Spa
- Chesapeake Beach Resort
- Marina Del Mar Resort and Marina
- Isla Bella Beach Resort & Spa
- Amara Cay Resort
- Baker's Cay Resort Key Largo, Curio Collection by Hilton
- Holiday Inn Key Largo by IHG
- Playa Largo Resort & Spa, Autograph Collection
- Hawks Cay Resort
- Lime Tree Bay Resort
- The Pelican Key Largo Cottages
- Waterside Suites & Marina