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Featured Florida Keys Historic Hotels

See all 368 Hotels in Florida Keys
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.
  3 Sep 2017

£87

£87
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!!
  27 Aug 2017

£139

£139
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.
  10 Sep 2017

£124

£124
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 ...
  12 Sep 2017

£102

£102
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) ...
  13 Sep 2017

£138

£138
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
3.5 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.
  5 Sep 2017

£132

£132
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 ...
  14 Sep 2017

£102

£102
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 (462 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
  24 Aug 2017

£106

£106
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 ...
  28 Aug 2017

£177

£177
Eden House

Eden House

1015 Fleming St, Key West
3.0 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!
  23 Aug 2017

£118

£118
Map

Recently booked Florida Keys hotels

Albury Court Hotel - Key West
3.0 out of 5.0
Last booking: 6 minutes ago
Ibis Bay Beach Resort
2.5 out of 5.0
Last booking: 28 minutes ago
Casa Morada
3.5 out of 5.0
Last booking: 3 hours ago
Mariner's Resort Villas & Marina, a Keys Caribbean Resort
3.5 out of 5.0
Last booking: 11 hours ago
Orchid Key Inn
3.5 out of 5.0
Last booking: 12 hours ago
Seashell Motel & Key West Hostel
1.5 out of 5.0
Last booking: 12 hours ago
Heron House - Adult Only
3.5 out of 5.0
Last booking: 13 hours ago
La Concha Hotel & Spa
3.5 out of 5.0
Last booking: 15 hours ago
Marina Del Mar Resort and Marina
2.5 out of 5.0
Last booking: 16 hours ago

Pocket Guide: Historic Hotels 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.