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Historic Florida Keys, FL Hotels $119

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Featured Florida Keys Historic Hotels

See all 342 Hotels in Florida Keys
Eden House

Eden House

1015 Fleming St, Key West
3.0 out of 5.0
4.6 out of 5 (252 reviews)
Special placeThe hotel is a little farther from downtown than optimal but not a problem at all. The staff is really special and they will do ANYTHING to make your stay special.
  Jul 5, 2017

$145

$145
Pier House Resort & Spa

Pier House Resort & Spa

1 Duval St, Key West
4.0 out of 5.0
4.4 out of 5 (645 reviews)
wonderful location and staff....nice to have a private beach
  Aug 16, 2017

$219

$219
Southernmost House

Southernmost House

1400 Duval Street, Key West
3.0 out of 5.0
4.5 out of 5 (244 reviews)
Epic! Easily the swankiest place I've ever stayed in- stylish, convenient, comfortable, and friendly. Staff had great things to say about the owner, so it's nice to know I'm supporting a nice guy!
  Jul 22, 2017

$236

$236
The Gardens Hotel

The Gardens Hotel

526 Angela Street, Key West
4.0 out of 5.0
4.8 out of 5 (115 reviews)
Best breakfast... Great location , friendly staff. Parking was limited
  Jul 9, 2017

$242

$242
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
4.6 out of 5 (270 reviews)
Great Stay, unbeatable location.We came in early August. The place is just off Duval St. and walkable to either end. The best location we could have asked for. The staff was friendly, room was clean, air conditioner worked well. We didn't use the pool or spa, but they looked nice and people seemed to enjoy it. Served a small breakfast, ...
  Aug 8, 2017

$134

$134
Duval House

Duval House

815 Duval St, Key West
3.0 out of 5.0
4.1 out of 5 (211 reviews)
Beautiful Historic Stay, Great Location Perfectly located on Duval to enjoy the night life, very unique experience staying at this historic location.
  Aug 18, 2017

$159

$159
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 (322 reviews)
Enjoyed our stay - food was great everywhere we tried. It's an international city where I felt like the foreigner 😀 - it let me try my hand at Spanish and German. Staff at our hotel and area restaurants were very friendly and accommodating. It's a town with something for everyone,
  Aug 15, 2017

$143

$143
Heron House - Adult Only

Heron House - Adult Only

512 Simonton St, Key West
3.5 out of 5.0
4.3 out of 5 (698 reviews)
Easy to contact and book, pricing competitive, close to most visited areas, informative and cooperative staff, breakfast available, clean room.
  Aug 17, 2017

$119

$119
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 (553 reviews)
Great staff and perfect walking distance Great staff! They are very helpful and kind! Great atmosphere and nice to see Romans welcoming smile when you walk in the door!
  Aug 14, 2017

$119

$119
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
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
3.5 out of 5.0
4.0 out of 5 (590 reviews)
Great LocationThis was my 3rd time to stay here and I would definitely comeback. Great centralized location on Duval and easily within walking distance to everything. Hotel staff was great. A/C didn't work great in the room, but they gave us a fan and everything was fine. I would recommend this place to ...
  Aug 14, 2017

$161

$161
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 (318 reviews)
South Florida vacationWhat a gem!! This was a great hotel! The location is one block off of Duval street, right next to Lighthouse and across street from Ernest Hemingway house. Room was clean and good size! Pool was great. Breakfast was light but enough to fill you up. Parking was hard to find as the hotel does not offer ...
  Jul 10, 2017

$159

$159
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 (82 reviews)
A cozy comfortable vacation The staff was awesome and very accomadating Thanks to Mellissa and Jacob .
  Aug 7, 2017

$189

$189
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 (460 reviews)
Check in hostess was extremely knowledgeable and helpful on the area and what to do. Parking was an issue at all locations but she helped minimize the challenges with good tips. Breakfast offering was standard fare but nothing special.
  Aug 3, 2017

$139

$139
Seascape Tropical Inn

Seascape Tropical 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 (151 reviews)
We loved this guest house! Hellman room met our needs and was spotless. It could use a few updates but all and all it was perfect for our trip.
  Jul 20, 2017

$120

$120
Silver Palms Inn

Silver Palms Inn

830 Truman Ave, Key West
3.5 out of 5.0
4.4 out of 5 (681 reviews)
Relaxing stay. Pool a little small and too hot. Slept really well.
  Jul 26, 2017

$144

$144
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 (322 reviews)
BeautifulThis hotel exceeded our expectation. Very posh, modern, yet comfortable with an amazing staff. Already looking into booking again in March of 2018.
  Aug 17, 2017

$299

$299
Casa Marina Resort - A Waldorf Astoria Resort

Casa Marina Resort - A Waldorf Astoria Resort

1500 Reynolds Street, Key West
4.0 out of 5.0
4.1 out of 5 (973 reviews)
Beautiful It was a nice family friendly hotel which we loved. Great view of the water and hotel was historic really enjoy saying in places like this. Staff was very friendly I would go back for sure!
  Aug 17, 2017

$279

$279
Island City House Hotel

Island City House Hotel

411 William Street, Key West
3.0 out of 5.0
4.6 out of 5 (121 reviews)
Nice hotel. Very close to most anything.Room was nice. Staff was very friendly. The only complaint I have is the air conditioning wasn't sized properly for the room. It could get a little hot at night.
  Aug 9, 2017

$166

$166
Map

Recently booked Historic Hotels in Florida Keys

Parrot Key Hotel & Resort
4.0 out of 5.0
Last booking: 28 minutes ago
Holiday Inn Express Hotel & Suites Marathon
2.5 out of 5.0
Last booking: 32 minutes ago
Hampton Inn Key Largo Manatee Bay
2.5 out of 5.0
Last booking: 36 minutes ago
Courtyard by Marriott Key Largo
3.0 out of 5.0
Last booking: 38 minutes ago
La Concha Hotel & Spa
3.5 out of 5.0
Last booking: 2 hours ago
Key Largo Bay Marriott Beach Resort
3.5 out of 5.0
Last booking: 3 hours ago
Duval House
3.0 out of 5.0
Last booking: 3 hours ago
Kingsail Resort
2.0 out of 5.0
Last booking: 3 hours ago
The Reach, A Waldorf Astoria Resort
4.0 out of 5.0
Last booking: 3 hours ago

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.