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Featured Florida Keys 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 ...
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
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
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 ...
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 restaurants. 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 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
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. ...
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 Florida Keys
- Beach Hotels in Florida Keys
- Family Hotels in Florida Keys
- 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
- Hotel Wedding Venues in Florida Keys
Other Options
Top Points of Interests in Florida Keys
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Southernmost Point
- Hotels near Smathers Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Sombrero Beach
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Key West Golf Club
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Biscayne National Park
- Hotels near South Beach
- Hotels near Baker's Cay Resort Beach
- Hotels near Seven Mile Bridge
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Harry S. Truman Little White House
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys National Marine Sanctuary
Cities near Florida Keys
- Key West Hotels (43.43 mi)
- Miami Beach Hotels (94.1 mi)
- Marathon Hotels (7.87 mi)
- Key Largo Hotels (49.6 mi)
- Islamorada Hotels (34.7 mi)
- Key Colony Beach Hotels (10.6 mi)
- Coral Gables Hotels (86.62 mi)
- Miami Springs Hotels (89.28 mi)
- Summerland Key Hotels (20.01 mi)
- Homestead Hotels (63.08 mi)
- Key Biscayne Hotels (87.9 mi)
- Florida City Hotels (61.97 mi)
- Tavernier Hotels (43.22 mi)
- Big Pine Key Hotels (14.88 mi)
- Hialeah Hotels (91.65 mi)
- South Florida Hotels (112.04 mi)
- Long Key Hotels (21.88 mi)
- Cutler Bay Hotels (74.3 mi)
- Cudjoe Key Hotels (22.74 mi)
- Gulf Coast Hotels (889.94 mi)
Most Booked Hotels in Florida Keys
- Marina Del Mar Resort and Marina
- Hawks Cay Resort
- Baker's Cay Resort Key Largo, Curio Collection by Hilton
- Reefhouse Resort & Marina
- Isla Bella Beach Resort & Spa
- Lime Tree Bay Resort
- Chesapeake Beach Resort
- Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
- Cheeca Lodge & Spa
- Amara Cay Resort
- Playa Largo Resort & Spa, Autograph Collection
- Coconut Cay Resort & Marina
- Bayside Inn Key Largo
- Kingsail Resort
- Holiday Inn Key Largo, an IHG Hotel
Car Rentals Near Florida Keys
- Car rentals in Key West
- Car rentals in Miami Beach
- Car rentals in Marathon
- Car rentals in Key Largo
- Car rentals in Islamorada
- Car rentals in Key Colony Beach
- Car rentals in Coral Gables
- Car rentals in Miami Springs
- Car rentals in Summerland Key
- Car rentals in Homestead
- Car rentals in Key Biscayne
- Car rentals in Florida City
- Car rentals in Tavernier
- Car rentals in Big Pine Key
- Car rentals in Hialeah
- Car rentals in South Florida
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