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Florida Keys Hotel Guide - Historic Hotel in Florida Keys, Florida

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Featured Florida Keys Historic Hotel

See all 266 Hotels in Florida Keys
The Banyan Resort
The Banyan Resort
323 Whitehead St, Key West
3.0 out of 5.0
4.5 out of 5 (31 reviews)
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Beautiful We had a wonderful long weekend at the Banyan! It is situated close to the fun of Key West but still felt secluded and out of the way. The grounds are beautiful and our unit was beautiful, as well. The staff was helpful and accommodating. This will definitely be where we stay in Key West from now ...
  12 Feb 2017

£162

£162
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 (312 reviews)
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Great hotel. Marker was clean, felt new, really nice staff and loved the close proximity to everything.
  27 May 2017

£184

£184
Casa 325
Casa 325
325 Duval St., Key West
2.5 out of 5.0
4.2 out of 5 (24 reviews)
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The best hotel you'd ever know WASN'T there! I stayed at this place for the first time with my friend at the end of March 2017. I've been visiting Key West for over 15 years and never noticed, let alone stayed at CASA 325...always staying instead at the southernmost end of Duval. What a wonderful surprise we've found tucked away in plain sight! ...
  11 Apr 2017

£158

£158
Heron House - Adult Only
Heron House - Adult Only
512 Simonton St, Key West
3.5 out of 5.0
4.3 out of 5 (680 reviews)
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Great hotel We had a wonderful stay! Everything was clean and the front desk staff was awesome.
  25 May 2017

£125

£125
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 (450 reviews)
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Walking distance is a plus. Loved how close we were to everything. Limited parking so had to pay at the nearby deck. About two blocks away. Room was small but great. Doors were real wood so it had a gap in closure but otherwise great. Small pool. Breakfast from 8-10. Breakfast attendant was on phone entire time.
  16 May 2017

£118

£118
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 (77 reviews)
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Nice place Cypress Inn is a great place to stay while in Key West. It's walking distance to Duval St but you wouldn't know it staying at the hotel. It was quiet and felt like its own little oasis. We stayed in the room by the pool. It was a pretty small space for the price, but unfortunately that's just what ...
  16 Apr 2017

£156

£156
Key West Sailing Adventure & Private Sailing Charters
Key West Sailing Adventure & Private Sailing Charters
201 Williams Street; Historic Seaport, Key West
3.0 out of 5.0
4.1 out of 5 (18 reviews)
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Cool place to stay You need to be a camper if you like this idea. We rode down on Motercycles and had a blast. Parking was a little tough but it was worth it to be so close to Duval. Slept 4 no problem but showers on board a little to small for my 6'2" frame so we used the marina showers. Capt Albert the owner was ...
 Don 29 Sep 2013
Island City House Hotel
Island City House Hotel
411 William Street, Key West
3.0 out of 5.0
4.6 out of 5 (117 reviews)
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Awesome place!!!!! Just got back from Island City House in KW and all I can say is wow!! It is not a huge resort, but instead a smaller guest house. We stayed in the Cigar House which is located right next to the pool. It was very comfortable for 4 people and you felt like you were in an apartment not a hotel. Our ...
  14 May 2017

£182

£182
La Concha Hotel & Spa
La Concha Hotel & Spa
430 Duval St, Key West
3.5 out of 5.0
4.0 out of 5 (573 reviews)
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Great hotel within walking distance. My only disappointment is the small room sizes. Not enough room for 2 people to walk around the bed.
  24 May 2017

£144

£144
Weatherstation Inn
Weatherstation Inn
57 Front St, Key West
2.5 out of 5.0
4.7 out of 5 (111 reviews)
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Beautiful historic Inn. Appreciated the quiet location.
  22 Apr 2017

£217

£217
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Pocket Guide: Historic Hotel Hotels in Florida Keys

Find a Historic Hotel in the Florida Keys

With their fair share of monuments and museums, the islands of the Florida Keys are rich with historical attractions. But check into a historic hotel in the Florida Keys and you can experience a slice of its history first-hand. Whether it’s a grand hotel of yesteryear or a converted historical building, you can check into these live-in antiques all over the Florida Keys.

Hotels in Historic Florida Keys Buildings

From Victorian inns to 19th-century mansions decked out with chandeliers, historic hotels in the Florida Keys come in many forms, but they’ve usually been updated for the modern traveller with the WiFi and air conditioning.

The most recognisable historic hotels are probably the simple Conch houses of Key West. Originally built in the 19th century, these buildings dominate the island’s architectural landscape and many have been converted into guesthouses.

Each aspect of these wooden structures, such as their shutters, roof hatches and wide verandas were designed with the hot climate in mind. The earliest of these are simple in design, but the facades became more elaborate as the trend for decorative elements grew in popularity.

Historic Attractions in Florida Keys

From pirates to literary legends, many of Key West’s former inhabitants have left their mark on the islands. There are historical hotels and attractions from all eras with stories to tell. Crane Point Museum, Nature Centre and Historic Site in Marathon, which promotes the heritage of the Florida Keys, and the quirky, must-visit History of Diving Museum in Islamorada are two of the best.

But most of the must-see historical sites can be found in Key West. It’s a tiny island, so wherever your historic hotel is, you won’t have to travel far to visit heritage sites and museums like the Harry S. Truman Little White House, the Key West Art and History Museum and the Key West Shipwreck Museum.

One of the most popular of the island’s literary landmarks is the Hemingway House and Museum, the Spanish colonial building in which the author Ernest Hemingway lived and wrote some of his finest works.