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Featured Key West Historic Hotels

See all 204 Hotels in Key West
Southernmost House

Southernmost House

1400 Duval Street, Key West
3.5 out of 5.0
4.5 out of 5 (651 reviews)
rented a bike in Islamorada and rode down; locked up the bike in the front yard for pick up. Then,had a beautiful room overlooking the water, and was a few blocks from Fantasy Fest. Ideal.
  Oct 29, 2017

$270

$270
Heron House - Adult Only

Heron House - Adult Only

512 Simonton St, Key West
4.0 out of 5.0
4.3 out of 5 (1,507 reviews)
Very nice place to stay, close to everything in Key West. Rooms were very nice & clean. Staff very friendly and helpful. Great value.
  Nov 30, 2017

$149

$149
Heron House Court - Adult Only

Heron House Court - Adult Only

412 Frances St, Key West
3.5 out of 5.0
4.4 out of 5 (1,344 reviews)
Convient locationThe hotel staff were personable and helpful. The staff made our stay enjoyable. Expect a lot of interaction with guests. Will stay here again.
  Dec 11, 2017

$149

$149
Albury Court Hotel - Key West

Albury Court Hotel - Key West

1030 Eaton St, Key West
3.0 out of 5.0
4.0 out of 5 (1,469 reviews)
Comfy roomComfy beds in a good location though you can walk everywhere in Key West. The free parking nearby is a little deceiving as you have to find a free spot on the street. Front desk service is great. TV only has 4 channels which was a bummer for late night tv watching but there's lots to do nearby.
  Dec 14, 2017

$147

$147
The Marker Waterfront Resort Key West

The Marker Waterfront Resort Key West

200 William Street, Key West
4.0 out of 5.0
4.5 out of 5 (853 reviews)
Great ResortValet parking is sweet, however know that there is a $30/day parking fee on top of the $35/day resort fee. Bar and restaurant highly priced so either plan to spend or find a cheaper venue. I would have stayed on the resort to enjoy cocktails around the pools if cheaper. Also, $80 for breakfast for ...
  Dec 12, 2017

$175

$175
The Marquesa Hotel

The Marquesa Hotel

600 Fleming Street, Key West
3.5 out of 5.0
4.9 out of 5 (187 reviews)
Unique HotelWe loved everything about the hotel-from the initial greeting to the checkout. It is not your standard hotel where everything is alike. Since it is a converted conch house, every room is different. The staff was/is excellent with special kudos going to Bruce. The landscaping in the pool area and ...
  Sep 1, 2017

$300

$300
Cypress House Hotel in Key West - Adults Only

Cypress House Hotel in Key West - Adults Only

601 Caroline St, Key West
3.5 out of 5.0
4.5 out of 5 (247 reviews)
Nice hotel and locationWas able to check in a little early, which was nice. Received a small champagne bottle as a welcome gift. Breakfasts at the pool were tasty, as well as the drinks and snacks for happy hour. Location is only a couple blocks from the action on Duval Street which is awesome. Met a nice couple which ...
  Dec 11, 2017

$219

$219
Merlin Guest House - Key West

Merlin Guest House - Key West

811 Simonton Street, Key West
4.4 out of 5 (248 reviews)
Great historic hotel with friendly and courteous staff. Very nice room and good amenities. Would definitely stay at again.
  Dec 11, 2017

$189

$189
Duval House

Duval House

815 Duval St, Key West
3.5 out of 5.0
4.2 out of 5 (677 reviews)
Outstanding!I would highly recommend Duval House. The look, the feel and hospitality is Key West. The location is ideal on one of the most famous roads in the world close to everything. Looking forward to coming back.
  Dec 9, 2017

$177

$177
Casa Marina, A Waldorf Astoria Resort

Casa Marina, A Waldorf Astoria Resort

1500 Reynolds Street, Key West
4.0 out of 5.0
4.2 out of 5 (2,168 reviews)
Beautiful, peaceful resort with spectacular views! We enjoyed our stay.
  Dec 7, 2017

$242

$242
Island City House Hotel

Island City House Hotel

411 William Street, Key West
3.5 out of 5.0
4.6 out of 5 (316 reviews)
Wonderful The staff is wonderful, great location, beautiful grounds and the rooms are clean. This is our favorite hotel in Key West, we stay here about six times a year and love it!!
  Aug 27, 2017

$174

$174
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
4.5 out of 5.0
4.1 out of 5 (1,779 reviews)
Right on duvalNot happy with parking fees..I would not booked if I knew they charged 26. For parking
  Dec 14, 2017

$195

$195
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
4.5 out of 5.0
4.5 out of 5 (3,114 reviews)
Nice hotel roomI purchased a superior queen room with a veranda but it looks at the back of the lobby. This is a very large resort be sure of the location of your room as it can vary greatly.
  Dec 15, 2017

$194

$194
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

525 United Street, Key West
2.5 out of 5.0
4.1 out of 5 (849 reviews)
Nice hotel, friendly staff, good breakfast.We had a great time. The staff was very friendly. The folks at the front desk were very accommodating and the Lady that ran the breakfast really made us feel at home. She was extremely nice and the breakfast was very well presented.
  Dec 7, 2017

$179

$179
Silver Palms Inn

Silver Palms Inn

830 Truman Ave, Key West
4.0 out of 5.0
4.4 out of 5 (2,470 reviews)
Great place to stayState of the art rooms, great staff and good breakfast. Great deal in the off-season
  Dec 14, 2017

$179

$179
Weatherstation Inn

Weatherstation Inn

57 Front St, Key West
3.0 out of 5.0
4.7 out of 5 (391 reviews)
So glad that we chose this B & BVery very pleased with the location and the staff.
  Dec 2, 2017

$299

$299
Ambrosia Key West

Ambrosia Key West

622 Fleming St, Key West
3.5 out of 5.0
4.6 out of 5 (237 reviews)
Great experience and better locationWithin walking distance to Duval Street and the bar area as well as other attractions to visit. Will stay there again on our next trip.
  Dec 7, 2017

$189

$189
Lighthouse Court Hotel - Key West

Lighthouse Court Hotel - Key West

902 Whitehead St, Key West
3.5 out of 5.0
4.1 out of 5 (903 reviews)
Great staff and comfy stayThe hotel is located centrally with just a quick walk away to southern most point and Mallory Square. The room was clean, tody and comfortable and the staff were excellent. There was a thunderstorm when we stayed and we were given ponchos and umbrellas to use for free. Highly recommend.
  Nov 28, 2017

$199

$199
NYAH Key West-Adults Only

NYAH Key West-Adults Only

420 Margaret Street, Key West
2.5 out of 5.0
4.4 out of 5 (822 reviews)
Little KW GemThis place is incredible. Super clean. Awesome, helpful staff.
  Dec 8, 2017

$179

$179
Orchid Key Inn

Orchid Key Inn

1004 Duval St, Key West
3.5 out of 5.0
4.8 out of 5 (666 reviews)
Orchid Key InnI had a lovely stay at the Orchid Inn. The room was spacious and very clean, the staff absolutely helpful and nice. What I love most about the Orchid was that everything was in walking distance.
  Dec 8, 2017

$283

$283
Map

Recently booked Historic Hotels in Key West

Seashell Motel & Key West Hostel
2.0 out of 5.0
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Ibis Bay Beach Resort
3.0 out of 5.0
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The Marker Waterfront Resort Key West
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Coconut Mallory Resort And Marina By Kees Vacations
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Banana Bay Resort and Marina
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Fairfield Inn & Suites by Marriott Key West, Keys Collection
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Best Western Key Ambassador Resort Inn
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Casa Marina, A Waldorf Astoria Resort
4.0 out of 5.0
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Pocket Guide: Historic Hotels in Key West

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