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Tonight
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Featured Key West Guest Houses
Price for 1 night 2 adults*
$101
Oct 25 - Oct 26
Per night/room
Colors on White
3.0 out of 5.0 818 White St, Key West, FL
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
$165
Oct 27 - Oct 28
Per night/room
Casa 325
2.5 out of 5.0 325 Duval St., Key West, FL
An outdoor pool, self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden and luggage storage are also provided.
$136
Oct 25 - Oct 26
Per night/room
The Grand Guesthouse
2.5 out of 5.0 1116 Grinnell Street, Key West, FL
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
$107
Oct 27 - Oct 28
Per night/room
L'Habitation Guest House
2.5 out of 5.0 408 Eaton Street, Key West, FL
A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and a garden. Free continental breakfast is served. Concierge services and free newspapers are also provided.
$110
Oct 25 - Oct 26
Per night/room
An Island Oasis
3.0 out of 5.0 630 South Street, Key West, FL
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.
$200
Nov 2 - Nov 3
Per night/room
New Orleans House - Gay Men Adult Resort
2.5 out of 5.0 724 Duval Street, Key West, FL
A nightclub, 2 restaurants, and an outdoor pool are all featured at this guesthouse. Enjoy the 24-hour fitness center and free perks like continental breakfast and WiFi in public areas. Enjoy the a rooftop terrace and unwind at the poolside bar and bar/lounge.
$87
Oct 27 - Oct 28
Per night/room
NYAH Key West-Adults Only
2.5 out of 5.0 420 Margaret Street, Key West, FL
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the spa tub and perks like free WiFi. A garden, dry cleaning, and luggage storage are also on offer.
$96
Oct 29 - Oct 30
Per night/room
The Cabana Inn Key West-Adults Only
3.0 out of 5.0 413 Applerouth Lane, Key West, FL
This guesthouse features an outdoor pool and a spa tub. Self parking, a business center, and a terrace are also offered.
$98
Oct 25 - Oct 26
Per night/room
The Palms Hotel
3.0 out of 5.0 820 White St, Key West, FL
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area, a computer station, and luggage storage are also on offer.
$129
Nov 5 - Nov 6
Per night/room
Smallest Bar Inn
2.0 out of 5.0 124 Duval Street, Key West, FL
This guesthouse features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a garden, and a grocery/convenience store are also on offer.
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Southernmost Point Guest House
4.0 out of 5.0 1327 Duval St, Key West, FL
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A garden, dry cleaning, and luggage storage are also on offer.
$118
Oct 25 - Oct 26
Per night/room
Wicker Guesthouse
3.5 out of 5.0 913 Duval Street, Key West, FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. A picnic area, luggage storage, and concierge services are also on offer.
Top Trending Hotels in Key West
Price for 1 night 2 adults*
$238
Nov 2 - Nov 3
Per night/room
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Located in Key West Historic District, this beachfront hotel is in the city center and within a 10-minute walk of South Beach and Southernmost Point. Fort Zachary Taylor Historic State Park is 1.3 mi (2 km) away.
$135
Oct 27 - Oct 28
Per night/room
Havana Cabana at Key West
4.0 out of 5.0 3420 N. Roosevelt Blvd, Key West, FL
Located in New Town, this hotel is within 3 mi (5 km) of Key West Golf Club, Higgs Beach, and Duval Street. South Beach and Smathers Beach are also within 3 mi (5 km).
$103
Oct 27 - Oct 28
Per night/room
24 North Hotel Key West
4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
Located in New Town, this hotel is 2.4 mi (3.9 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and Key West Butterfly and Nature Conservatory. Harry S. Truman Little White House and Southernmost Point are also within 6 mi (10 km).
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