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Featured Key West Family Hotels
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. ...
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 ...
Blue Flamingo Resort Key West
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 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
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 ...
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
Santa Maria Suites
1401 Simonton St, Key West, FL
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff 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. ...
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 resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hilton Garden Inn Key West / The Keys Collection
3850 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 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
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 ...
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 ...
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 Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
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. ...
8.6/10 Excellent! (2,480 reviews)
"Nice clean safe hotel, with easy access to the beach or pools (there are three) and Duval Street on the same block."
Reviewed on May 27, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.4/10 Good! (1,438 reviews)
"Super nice"
Reviewed on May 26, 2025
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 free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,181 reviews)
Small upgrades needed
"The room and bathroom are very spacious although the water pressure in the shower was really bad. The bed was very comfortable, but the pillows were below standard."
Reviewed on May 22, 2025
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 Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Fitch Lodge - Key West Historic Inns
1030 Eaton St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
Alexander Palms Court
715 South St, Key West, FL
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms 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.
- Top Hotels by Star Rating
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Hotels by Star Rating
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- Hotels with a Pool in Key West
- Beach Hotels in Key West
- Historic Hotels in Key West
- Hotels with Free Parking in Key West
- Romantic Hotels in Key West
- Apartment Hotel in Key West
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- Hotel Wedding Venues in Key West
Other Accommodation Types
Top Points of Interests in Key West
- Hotels near Duval Street
- Hotels near Mallory Square
- Hotels near Smathers Beach
- Hotels near Dry Tortugas National Park
- Hotels near Southernmost Point
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near South Beach
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Key West Golf Club
- 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 Key West Shipwreck Museum
- Hotels near Fort Jefferson
- Hotels near Saint Mary Star of the Sea
Cities near Key West
- Florida Keys Hotels (43.43 mi)
- Summerland Key Hotels (23.6 mi)
- Big Pine Key Hotels (29.23 mi)
- Gulf Coast Hotels (866.07 mi)
- Sugarloaf Key Hotels (16.95 mi)
- Cudjoe Key Hotels (20.7 mi)
- Stock Island Hotels (4.05 mi)
- South Florida Hotels (134.72 mi)
- Little Torch Key Hotels (26.99 mi)
- Southeastern United States Hotels (586.1 mi)
- Gulf of Mexico Hotels (535.93 mi)
- Ramrod Key Hotels (25.45 mi)
- Raccoon Key Hotels (4.54 mi)
- Dredgers Key Hotels (2.49 mi)
- Cow Key Hotels (3.83 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)
Car Rentals Near Key West
- Car rentals in Florida Keys
- Car rentals in Summerland Key
- Car rentals in Big Pine Key
- Car rentals in Gulf Coast
- Car rentals in Sugarloaf Key
- Car rentals in Cudjoe Key
- Car rentals in Stock Island
- Car rentals in South Florida
- Car rentals in Little Torch Key
- Car rentals in Southeastern United States
- Car rentals in Gulf of Mexico
- Car rentals in Ramrod Key
- Car rentals in Raccoon Key
- Car rentals in Dredgers Key
- Car rentals in Cow Key
- Car rentals in No Name Key
Top Family Hotel Destinations
- Las Vegas Family Hotels
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- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Key West
- Southernmost Beach Resort and Guesthouses
- Oceans Edge Key West Resort, Hotel & Marina
- Beachside Resort & Residences
- Ibis Bay Beach Resort
- The Perry Hotel & Marina Key West
- Havana Cabana at Key West
- Fairfield Inn and Suites by Marriott Key West
- Hilton Garden Inn Key West / The Keys Collection
- La Concha Key West, Autograph Collection
- Pier House Resort & Spa
- The Southernmost Inn - Adults Only
- Parrot Key Hotel & Villas
- Hyatt Centric Key West Resort and Spa
- The Reach Key West, Curio Collection by Hilton
- The Gates Hotel Key West Newly Renovated