This guesthouse features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a picnic area, and a computer station are also on offer.
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
The price is $176 per night
$176
per night
Dec 5 - Dec 6
This guesthouse features an outdoor pool and a spa tub. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.
NYAH Key West - Adults Only
3 out of 5
420 Margaret Street, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
The price is $94 per night
$94
per night
Dec 7 - Dec 8
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the spa tub and free perks like continental breakfast and WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Wicker Guesthouse
3.5 out of 5
913 Duval Street, Key West, FL, 33040
The price is $239 per night
$239
per night
Dec 13 - Dec 14
This guesthouse features an outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a library are also on offer.
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL, 33040
The price is $229 per night
$229
per night
Dec 4 - Dec 5
This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
An Island Oasis
3 out of 5
630 South Street, Key West, FL, 33040
The price is $249 per night
$249
per night
Dec 12 - Dec 13
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.
The Grand Guesthouse
2.5 out of 5
1116 Grinnell Street, Key West, FL, 33040
The price is $214 per night
$214
per night
Dec 13 - Dec 14
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Duval Inn
3 out of 5
511 Angela Street, Key West, FL, 33040
The price is $130 per night
$130
per night
Dec 1 - Dec 2
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. A garden, luggage storage, and concierge services are also on offer.
Speakeasy Inn – Adults Only
3 out of 5
1117 Duval Street, Key West, FL, 33040
The price is $289 per night
$289
per night
Dec 19 - Dec 20
This guesthouse features a bar/lounge, free WiFi in public areas, and a terrace. Luggage storage is also provided.
Colors on White
3 out of 5
818 White St, Key West, FL, FL 33040
The price is $219 per night
$219
per night
Dec 13 - Dec 14
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.
L'Habitation Guest House
2.5 out of 5
408 Eaton Street, Key West, FL, 33040
The price is $195 per night
$195
per night
Dec 11 - Dec 12
A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and a terrace. Free continental breakfast is served. A garden, concierge services, and free newspapers are also on offer.
The Inn on Fleming
3.5 out of 5
1016 Fleming St., Key West, FL, 33040
The price is $199 per night
$199
per night
Dec 1 - Dec 2
This guesthouse features an outdoor pool and a spa tub. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
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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