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Tonight
Dec 11 - Dec 12
This weekend
Dec 13 - Dec 15
Next weekend
Dec 20 - Dec 22
Featured Key West Historic District 4 Star Hotels
Price for 1 night 2 adults*
$206
Dec 16 - Dec 17
Per night/room
The Gardens Hotel
4.0 out of 5.0 526 Angela Street, Key West, FL
This romantic bed & breakfast features 2 outdoor pools and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
$215
Dec 15 - Dec 16
Per night/room
The Marker Waterfront Resort Key West
4.0 out of 5.0 200 William Street, Key West, FL
This smoke-free hotel features 3 outdoor pools, a fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
$259
Dec 16 - Dec 17
Per night/room
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0 Zero Duval St., Key West, FL
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this romantic resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and concierge services and free newspapers are also provided.
$290
Dec 16 - Dec 17
Per night/room
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
This romantic resort features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
$139
Dec 16 - Dec 17
Per night/room
Avalon Bed & Breakfast
4.0 out of 5.0 1317 Duval St, Key West, FL
This bed & breakfast features an outdoor pool and a bar/lounge. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and concierge services are also provided.
$249
Dec 15 - Dec 16
Per night/room
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
This romantic hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
$249
Dec 18 - Dec 19
Per night/room
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
This romantic resort features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and unwind at the poolside bar and bar/lounge.
$243
Dec 16 - Dec 17
Per night/room
Crowne Plaza Key West-La Concha
4.0 out of 5.0 430 Duval St, Key West, FL
This romantic hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free valet parking. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
$206
Dec 12 - Dec 13
Per night/room
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.
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Duval Penthouse
4.0 out of 5.0 519 Duval Street, # 201, Key West, FL
This villa features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
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Bahamas House
4.0 out of 5.0 522 Bahama Street, Key West, FL
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A terrace, a picnic area, and barbecue grills are also on offer.
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Mermaid Manor Apartment 4
4.0 out of 5.0 5 Fletcher Ln, Key West, FL
Free WiFi in public areas is available at this vacation home.
Recently booked Key West Historic District hotels
NYAH Key West-Adults Only 2.5 out of 5.0
Booked 46 minutes ago
Crowne Plaza Key West-La Concha 4.0 out of 5.0
Booked 1 hour ago
Hyatt Centric Key West Resort and Spa 4.0 out of 5.0
Booked 1 hour ago
Heron House Court - Adult Only 3.0 out of 5.0
Booked 12 hours ago
New Orleans House - Gay Men Adult Resort 2.5 out of 5.0
Booked 13 hours ago
The Southernmost Inn-Adults Only 2.5 out of 5.0
Booked 13 hours ago
Recent Key West Historic District Hotel Reviews By Fellow Wanderers
Travelocity Verified Review
All the staff were very friendly and helpful. Very clean the rooms were very nice
Travelocity Verified Review
Beautiful clean resort, fantastic location. Only drawback was there was construction going on & it got very noisey at times.
Travelocity Verified Review
Unique hotel. Centrally located in Key West. Enjoyed the casual breakfast and seating areas. Parking was not a big problem.
Travelocity Verified Review
Very quaint little place with quiet and nice surrounding area recommend highly
Travelocity Verified Review
The staff was very efficient. The room, facilities and grounds were very neat and clean. The location was close to everything to do.
Travelocity Verified Review
Great location, and right on the water! The restaurant on site was very good - and they cooked the fish we caught on our deep sea fishing trip.
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- Hotels with Pools (60)
- Beach Resorts & Hotels (59)
- Historic Hotels (58)
- Golf Resorts & Hotels (49)
- Hotels with Bar (46)
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- Romantic Getaways & Hotels (43)
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An Attraction
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Audubon House and Tropical Gardens
- Hotels near Duval Street
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Ripley's Believe It or Not
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Key West Cemetery
- Hotels near Mallory Dock
- Hotels near San Carlos Institute - Casa Cuba
- Hotels near Studios of Key West
- Hotels near Donkey Milk House
- Hotels near Curry Mansion Museum
- Hotels near Schooner Western Union
- Hotels near Waterfront Playhouse
- Hotels near The Oldest House - Key West
- Hotels near Key West Film Society
- Hotels near Heritage House Museum
- Hotels near Nancy Forrester's Secret Garden
- Hotels near Key West Firehouse Museum
- Hotels near Red Barn Theater
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