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Featured Florida Keys Family Hotels
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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 ...
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 ...
Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
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 ...
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 ...
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
Ocean Pointe Suites at Key Largo
500 Burton Dr Tavernier FL
Book a stay at this beach hotel in Tavernier. Enjoy free WiFi, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. ...
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
Hampton Inn Key Largo Manatee Bay
102400 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key Largo. Enjoy free breakfast, free WiFi, and free parking. 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.
Hotels with Pools in Florida Keys
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
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 ...
8.6/10 Excellent! (2,976 reviews)
Great staff, Konstantin, the bartender at the pineapple pool was amazing!
Reviewed on Jan 5, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
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 ...
8/10 Very Good! (1,813 reviews)
The hotel is perfect for the price. Only disappointment was show service which might be due to the holiday season.
Reviewed on Jan 1, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
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 ...
9/10 Wonderful! (1,300 reviews)
It was the perfect hotel. There was a shuttle to the airport and to the downtown which we used every day. The rooms were clean. Breakfast was wonderful. The pool area was fantastic. There is a tiki hut bar restaurant that we ate at multiple times. I could not recommend it enough.
Reviewed on Jan 4, 2026
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.
Hotels With Connecting Rooms in Florida Keys
Holiday Inn Key Largo by IHG
99701 Overseas Hwy Key Largo FL
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
1 Island Hideaway in the Keys
6800 Overseas Hwy Marathon FL
Book a stay at this beach apartment in Marathon. Enjoy free WiFi, free parking, and a marina. Popular attractions Sombrero Beach and Crane Point Museum and Nature ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
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 ...
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.
- Top Hotels by Star Rating
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Hotels by Star Rating
More Hotel Options
- Hotels with a Pool in Florida Keys
- Beach 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 Accommodation Types
Top Points of Interests in Florida Keys
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near Sombrero Beach
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Baker's Cay Resort Beach
- Hotels near South Beach
- Hotels near Biscayne National Park
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Seven Mile Bridge
- Hotels near Stock Island Yacht Club & Marina
- 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
- 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)
- 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 Colony Beach Hotels (10.6 mi)
- Key Biscayne Hotels (87.9 mi)
- Big Pine Key Hotels (14.88 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)