Create your free account
Sign in to your account
Search 321,000 hotels worldwide.
Get the price guarantee available for your trip.
No Expedia cancellation fee to change or cancel almost any hotel reservation.
Featured Florida Keys Historic Hotel
The Banyan Resort
323 Whitehead St, Key West 3.0 out of 5.0We 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 ...
£162
£162
The Marker Waterfront Resort Key West
200 William Street, Key West 4.0 out of 5.0Marker was clean, felt new, really nice staff and loved the close proximity to everything.
£184
£184
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! ...
£158
£158
Heron House - Adult Only
512 Simonton St, Key West 3.5 out of 5.0We had a wonderful stay! Everything was clean and the front desk staff was awesome.
£125
£125
Albury Court Hotel - Key West
1030 Eaton St, Key West 3.0 out of 5.0Loved 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.
£118
£118
Cypress House Hotel in Key West - Adults Only
601 Caroline St, Key West 3.0 out of 5.0Cypress 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 ...
£156
£156
Key West Sailing Adventure & Private Sailing Charters
201 Williams Street; Historic Seaport, Key West 3.0 out of 5.0You 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 ...
Island City House Hotel
411 William Street, Key West 3.0 out of 5.0Just 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 ...
£182
£182
La Concha Hotel & Spa
430 Duval St, Key West 3.5 out of 5.0My only disappointment is the small room sizes. Not enough room for 2 people to walk around the bed.
£144
£144
Weatherstation Inn
57 Front St, Key West 2.5 out of 5.0Beautiful historic Inn. Appreciated the quiet location.
£217
£217Recently booked Florida Keys hotels
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.
Nearby Cities
- Key West Hotels (78.1 km)
- Islamorada Hotels (57.15 km)
- Marathon Hotels (12.67 km)
- Duck Key Hotels (25.37 km)
- Little Torch Key Hotels (26.62 km)
- Big Pine Key Hotels (21.49 km)
- Sugarloaf Key Hotels (42.32 km)
- Long Key Hotels (36.48 km)
- Key Colony Beach Hotels (16.66 km)
- Summerland Key Hotels (32.49 km)
- Ramrod Key Hotels (29.91 km)
- Conch Key Hotels (27.75 km)
- Cudjoe Key Hotels (35.91 km)
Hotel Theme
- Hotels with WiFi (188)
- Beach Hotels (184)
- Adventure Sport Hotel (177)
- Hotels with Pool (175)
- Family Friendly Hotel (139)
- Luxury Hotel (133)
- Golf Hotels (125)
- Romantic Hotel (116)
- Wedding Hotel (90)
- Spa Hotels (82)
- Business Hotel (73)
- Pet Friendly Hotel (61)
- Design Hotel (30)
- Ski Hotels (28)
- Green / Sustainable (5)
- Gay Friendly Hotel (5)
- All Inclusive Hotel (2)
- Casino Hotel (1)
Top Points of Interests in Florida Keys
- Audubon House and Tropical Gardens Hotels (70.18 km)
- Ernest Hemingway Home and Museum Hotels (69.98 km)
- Mallory Square Hotels (70.26 km)
- Southernmost Point Hotels (70.57 km)
- Smathers Beach Hotels (67.41 km)
- Sombrero Beach Hotels (12.88 km)
- Dolphin Research Center Hotels (22.37 km)
- Key West Art and Historical Society Hotels (65.78 km)
- Bahia Honda State Park and Beach Hotels (19.14 km)
- Long Beach Hotels (25.79 km)
- South Beach Hotels (69.74 km)
- Ripley's Believe It or Not Hotels (70.07 km)
- Long Key State Park Hotels (34.42 km)
- Robbie's Hotels (63.64 km)
- Key West Butterfly and Nature Conservatory Hotels (69.76 km)
- Key West Aquarium Hotels (70.22 km)
- John Pennekamp Coral Reef State Park Hotels (83.64 km)
- Blue Hole Hotels (24.04 km)
- Dry Tortugas National Park Hotels (98.41 km)
- Hemingway House Hotels (69.95 km)
Hotels by Star Rating
Recommended cities for you
- Miami Hotels
- Fort Lauderdale Hotels
- Orlando Hotels
- Everglades National Park Hotels
- Palm Beach - West Palm Beach Hotels
- Naples Hotels
- Fort Myers Hotels
- New York Hotels
- Space Coast Hotels
- Tampa Hotels
- Atlanta Hotels
- Dallas Hotels
- Chicago Hotels
- Savannah Hotels
- Denver Hotels
- Sarasota Hotels
- Daytona Beach Hotels
- Boston Hotels
- Las Vegas Hotels
- Vero Beach Hotels
