Find Historic Hotels in Key West, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Historic Hotels

Next weekend
In two weeks

Our top choices for Key West historic hotels

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,000 reviews)
"Staff was very helpful, room was clean, loved the hot tub."
United States
Rosemarie
The price is ₩397,618
₩523,649 total
includes taxes & fees
Mar 29 - Mar 30
Pegasus International Hotel

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,003 reviews)
"Perfect central location with parking. Clean room with lovely private porch. "
United States
Karen
The price is ₩373,920
₩420,660 total
includes taxes & fees
Apr 5 - Apr 6
Amsterdam's Curry Mansion Inn

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (356 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is ₩618,060
₩695,318 total
includes taxes & fees
Mar 30 - Mar 31
The Saint Hotel Key West, Autograph Collection, Adult Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Key West Hotel Reviews

Frequently asked questions

What can I expect on my historical trip to Key West?
A visit to the historical places in Key West is likely on top of your travel itinerary. And while you're here, you can check out the entertainment choices and scenic seaside. You can also discover the area's great live music.
What's the best hotel in Key West to learn about local history?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guesthouse bookable on Expedia and it features free WiFi. Harry S. Truman Little White House is a short walk away.
How many historical hotels will I find in Key West?
In Key West, you'll find 2707 hotels and other accommodations bookable on Expedia, including 16 historic hotels or hotels close to historic sites.
What are the top historical sites and other places in Key West?
Key West is notable for landmarks like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House. Known for its live music and festivals, cultural venues include Audubon House and Tropical Gardens, Mel Fisher Maritime Museum, and Florida Keys Eco - Discovery Center. Duval Street is another popular sight to explore.
What is a historic hotel like in Key West?
Guests who choose a historic hotel can spend a night or two in a place that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic hotels in Key West, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value as well as how it shaped the community.
Do historic hotels in Key West have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. When you book a historic hotel in Key West, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.