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Featured Florida Keys Historic Hotels

See all 357 Hotels in Florida Keys
Island City House Hotel

Island City House Hotel

411 William Street, Key West
3.0 out of 5.0
4.6 out of 5 (122 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

$195

$195
Albury Court Hotel - Key West

Albury Court Hotel - Key West

1030 Eaton St, Key West
3.0 out of 5.0
3.9 out of 5 (463 reviews)
Anniversary tripWas not there long. Very small house like bedroom with bath. All a big mass unit close to Duval Street. No parking available
  Aug 24, 2017

$149

$149
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 (329 reviews)
Wonderful hotel! To bad we had to evacuate......We loved this hotel. I was with my husband and 2 daughters (24 and 26 years old) and we were celebrating my husband's 60th birthday. The hotel was in the best location. It was so clean and friendly. The staff was fabulous and we were just getting comfortable when on September 5th (my husbands birthday) ...
  Sep 13, 2017

$299

$299
The Southernmost Inn - Adult Exclusive

The Southernmost Inn - Adult Exclusive

525 United Street, Key West
2.5 out of 5.0
4.0 out of 5 (330 reviews)
Great locationThe inn is located on the south end of Duval Street. Nice and quiet area but still very close to shopping and restaurants. Room and bathroom was smaller than expected. But updated and very clean. We had to evacuate due to Irma. It would have been helpful if the front desk had more information on ...
  Sep 14, 2017

$159

$159
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 (322 reviews)
We spent 2 nights here before we were evacuated due to hurricane Irma. The hotel is very nice and in a good location. The staff are outstanding.
  Sep 10, 2017

$159

$159
Heron House - Adult Only

Heron House - Adult Only

512 Simonton St, Key West
3.5 out of 5.0
4.3 out of 5 (709 reviews)
Great locationLarge rooms but lower one smelled a little moldy. In Old Town close to all the attractions.Room service hit or miss. Good variety of breakfast items but they weren't kept filled. True Key West style.
  Sep 3, 2017

$119

$119
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
4.0 out of 5.0
4.0 out of 5 (604 reviews)
Great location, close to everythingCan't bear the location. Very nice hotel, rooms are small but very comfortable. Staff is super nice. Will definitely return.
  Sep 5, 2017

$170

$170
Silver Palms Inn

Silver Palms Inn

830 Truman Ave, Key West
3.5 out of 5.0
4.4 out of 5 (698 reviews)
IRMA!!!!!This hotel is spotless. Close to Duval Street although far from Mallory Square. Excellent parking. We evacuated before having breakfast so cannot comment. Helpful staff. I only stayed one night but I recommend. We got an early check in around 1pm which was great. Then at 6pm we received a letter ...
  Sep 12, 2017

$134

$134
Southernmost House

Southernmost House

1400 Duval Street, Key West
3.0 out of 5.0
4.5 out of 5 (248 reviews)
Great location near everything but far enough to be slightly more quiet. Great pool area. Charming and spacious rooms. Beautiful views from balcony and pool. Street and hallway noise is a problem. Some staff were not informed enough to be helpful booking activities. Bar tender at pool didn't make ...
  Aug 28, 2017

$236

$236
Eden House

Eden House

1015 Fleming St, Key West
3.5 out of 5.0
4.6 out of 5 (253 reviews)
Location and amazing service This hotel is amazing! Staff is very helpful and informative. Great location and amenities. Relaxing. Definitely how you should experience the Keys!
  Aug 23, 2017

$185

$185
The Cabana Inn Key West - Adult Exclusive

The Cabana Inn Key West - Adult Exclusive

413 Applerouth Lane, Key West
3.0 out of 5.0
4.5 out of 5 (273 reviews)
Nice hotelVery nice hotel, with a central location right next to duval street.
  Aug 29, 2017

$149

$149
Heron House Court - Adult Only

Heron House Court - Adult Only

412 Frances St, Key West
3.0 out of 5.0
4.3 out of 5 (558 reviews)
LOVED THIS HOTEL (B&B)I would highly recommend this property not only will we greeted with a smile we left with a hug you do not get that service anywhere ...I would definitely go back!!!!
  Sep 5, 2017

$129

$129
Duval House

Duval House

815 Duval St, Key West
3.0 out of 5.0
4.1 out of 5 (215 reviews)
Adequate stayReserved small cabana room. Was extremely small, at most 100 sq feet with tiny bathroom. Window a/c unit could barely keep up with cooling the room. Room was clean. Bed not the most comfortable but tolerable. Very quiet for the most part. Able to store luggage prior to 3:00pm check-in however when ...
  Sep 5, 2017

$159

$159
Casa Marina, A Waldorf Astoria Resort

Casa Marina, A Waldorf Astoria Resort

1500 Reynolds Street, Key West
4.0 out of 5.0
4.1 out of 5 (986 reviews)
Nice hotel. Nice breakfast. Poor beach. Rooms good but need bathroom remodelation. Excellent worker.
  Sep 6, 2017

$247

$247
Cypress House Hotel in Key West - Adults Only

Cypress House Hotel in Key West - Adults Only

601 Caroline St, Key West
3.0 out of 5.0
4.4 out of 5 (86 reviews)
Much needed rest achieved The room had the intrinsic value of that comes with staying in a historic hotel and modern amenities. The bed was so comfortable we had a hard time staying awake. The location was ideal - close to everything and yet quite. We enjoyed talking with the staff and participating in their happy hour. we ...
  Sep 12, 2017

$179

$179
The Gardens Hotel

The Gardens Hotel

526 Angela Street, Key West
4.0 out of 5.0
4.8 out of 5 (118 reviews)
Great hotelThe hotel was clean and had a great breakfast. It was quiet and the staff was friendly and helpful. Nice pool area for sitting outside. It was close to Duval Street. We will definitely stay here again! ☺️
  Sep 2, 2017

$238

$238
Merlin Guest House - Key West

Merlin Guest House - Key West

811 Simonton Street, Key West
2.5 out of 5.0
4.4 out of 5 (149 reviews)
Really nice hotel. Close to Duval Loved this hotel! This hotel has so much character. Not a large hotel so everything was close.breakfast was sufficient and the pool was small but really nice. Always guiet and relaxing. Would definitely stay there again. Great location. Great staff.
  Aug 2, 2017

$149

$149
Pier House Resort & Spa

Pier House Resort & Spa

1 Duval St, Key West
4.0 out of 5.0
4.5 out of 5 (652 reviews)
Love this place, BUTWe've stayed here several times and love everything about it. But this time there was a problem. Irma was coming. The staff said they would get us off the island because our flight was cancelled, and although they made an effort while I was standing there I had to find a way out myself. And when ...
  Sep 13, 2017

$259

$259
Seascape Inn

Seascape Inn

420 Olivia Street, Key West
3.0 out of 5.0
4.4 out of 5 (67 reviews)
Nice hotel, great location.We have stayed at the Seascape 4 times. The rooms are nice, they have a continental breakfast, and you can't beat the location. Just steps away from Duval Street.
  Aug 11, 2017

$179

$179
Authors of Key West

Authors of Key West

725 White Street At Petronia, Key West
3.0 out of 5.0
4.2 out of 5 (153 reviews)
Rooms very clean. Breakfast could improve. Pool is too small. Parking is available but in street around area if you arrive early.
  Aug 23, 2017
Map

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NYAH Key West - Adult Exclusive
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Historic Florida Keys Hotels Information

Travel back in time and reserve a room at a historic Florida Keys hotel.
  • Choose from our vast selection of historic hotels in Florida Keys
  • Stay in a classic hotel with intriguing antiquity
  • Don’t waste time searching for lower prices elsewhere

Book today and experience the heritage and allure of a hotel with a story and a past. Look past the sparkly, high-rise hotels and go the rustic route instead.

Because when you choose a historic Florida Keys hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Florida Keys, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our great prices, you can confidentially book classic historic Florida Keys hotels knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a famous place to rest, browse our selection of historic Florida Keys hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.