Search for Cheap Deals onHotels with Pools in Florida Keys
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Featured Florida Keys Hotels with a Pool
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
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 ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
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 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 ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this 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
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 ...
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
Book a stay at this 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
Book a stay at this beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...
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. ...
Oceans Edge Key West Resort, Hotel & 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 ...
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
- Hotels with Hot Tubs in Florida Keys
- 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 Sombrero Beach
- Hotels near Smathers Beach
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Baker's Cay Resort Beach
- Hotels near Biscayne National Park
- Hotels near South Beach
- Hotels near Seven Mile Bridge
- Hotels near Stock Island Yacht Club & Marina
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Florida Keys Visitor Center - Key Largo
- Hotels near Harry S. Truman Little White House
- Hotels near Key West Golf Club
Cities near Florida Keys
- Key West Hotels (43.43 mi)
- Miami Beach Hotels (94.1 mi)
- Key Largo Hotels (49.6 mi)
- Marathon Hotels (7.87 mi)
- Islamorada Hotels (34.7 mi)
- Coral Gables Hotels (86.62 mi)
- Miami Springs Hotels (89.28 mi)
- Tavernier Hotels (43.22 mi)
- Homestead Hotels (63.08 mi)
- Summerland Key Hotels (20.01 mi)
- Key Biscayne Hotels (87.9 mi)
- Big Pine Key Hotels (14.88 mi)
- Key Colony Beach Hotels (10.6 mi)
- Florida City Hotels (61.97 mi)
- Stock Island Hotels (39.39 mi)
- Hialeah Hotels (91.65 mi)
- Long Key Hotels (21.88 mi)
- South Florida Hotels (112.04 mi)
- Cudjoe Key Hotels (22.74 mi)
- Sugarloaf Key Hotels (26.66 mi)
Most Booked Hotels in Florida Keys
- Chesapeake Beach Resort
- Hawks Cay Resort
- Isla Bella Beach Resort & Spa
- Marina Del Mar Resort and Marina
- Lime Tree Bay Resort
- Waterside Suites & Marina
- Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Reefhouse Resort & Marina
- Amara Cay Resort
- Baker's Cay Resort Key Largo, Curio Collection by Hilton
- Holiday Inn Key Largo by IHG
- Cheeca Lodge & Spa
- The Pelican Key Largo Cottages
- Playa Largo Resort & Spa, Autograph Collection
- Banana Bay Resort & Marina
- Creekside Inn