Beginning of main content

Historic Hotels in Florida Keys, Florida

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Florida Keys Hotels

Search Flight + Hotel

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 Hotels

See all 390 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 (694 reviews)
Nice hotel in great locationHotel was great and very pretty. It was really convenient to Duval Street and lots of places to go nearby!
  26 Jul 2017

£105

£105
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 (317 reviews)
Great Location Close to just about everything- the waterfront, restaurants- Mallory Square-bars. Adults only pool was a nice touch.
  21 Jul 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 (680 reviews)
Relaxing stay. Pool a little small and too hot. Slept really well.
  26 Jul 2017

£143

£143
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 (457 reviews)
Beautiful hotel!Albury Court is a beautiful hotel within walking distance to all attractions. Spacious clean rooms, tastefully decorated. Pool small but perfect! Breakfast nice! Staff very helpful! An excellent experience and wish we could have stayed longer!
  21 Jul 2017

£104

£104
La Concha Hotel & Spa

La Concha Hotel & Spa

430 Duval St, Key West
3.5 out of 5.0
4.0 out of 5 (586 reviews)
Great hotel, nicely updated perfect location We had Great stay at La Concha. The hotel is located in the heart of Duval street and is within walking distance of everything in the area . The staff was very helpful and polite. The rooms are small but furnished nicely. The hotel pool is located on the 2nd floor its small but adequate. The Pool ...
  24 Jul 2017

£151

£151
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 (320 reviews)
Nice and quiet hotel. Hotel staff was super friendly. We rented a loft so it was smaller than most rooms but very clean and comfortable. Would definitely return here.
  23 Jul 2017

£131

£131
Island City House Hotel

Island City House Hotel

411 William Street, Key West
3.0 out of 5.0
4.6 out of 5 (120 reviews)
Nice getaway hotel that feels like you're at homeStayed with my wife in a Queen bed room in the Arch House. Room had a kitchenette which we used to make breakfast each day. Small couch with TV although we didn't really use them. TV was on a dresser with 4 drawers and there was a small closet with folding doors. Our room had a porch shared with ...
  10 Jul 2017

£147

£147
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 ...
  10 Jul 2017

£129

£129
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!
  22 Jul 2017

£180

£180
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.
  5 Jul 2017

£142

£142
Map

Recently booked Florida Keys hotels

Casa Marina Resort - A Waldorf Astoria Resort
4.0 out of 5.0
Last booking: 1 minute ago
Seashell Motel & Key West Hostel
1.5 out of 5.0
Last booking: 4 minutes ago
Parrot Key Hotel & Resort
4.0 out of 5.0
Last booking: 5 minutes ago
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5.0
Last booking: 19 minutes ago
Sunshine Key RV Resort & Marina
2.0 out of 5.0
Last booking: 22 minutes ago
Amara Cay Resort
3.5 out of 5.0
Last booking: 41 minutes ago
Parmer's Resort
2.5 out of 5.0
Last booking: 42 minutes ago
Cheeca Lodge & Spa
4.0 out of 5.0
Last booking: 46 minutes ago
Gilbert's Resort
2.0 out of 5.0
Last booking: 48 minutes 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.