Find Historic Hotels in Downtown Key West, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Key West Historic Hotels

Tonight
Feb 23 - Feb 24
Tomorrow
Feb 24 - Feb 25
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Downtown Key West historic hotels

Outdoor pool

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (490 reviews)
"Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. "
United States
Arturo
The price is NT$12,590
NT$14,163 total
includes taxes & fees
Mar 3 - Mar 4
Coco Plum Inn
Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,018 reviews)
"Very clean, great amenities! "
United States
Heather
Pegasus International Hotel
Garden

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1,007 reviews)
"Nice location and nice Hostel! Would go again. "
United States
Christopher
The price is NT$11,073
NT$13,880 total
includes taxes & fees
Mar 1 - Mar 2
NYAH Key West - Adults 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.
View all properties

Top Downtown Key West Hotel Reviews

Duval House

Duval House

10/10 Excellent
"Clean and spacious room, amazing outdoor atmosphere, friendly and courteous staff. Will be back! Love Kiss-Kiss the cat who lives on the property."
Melissa 4-night trip
Posted 22 hours ago
Duval House

Frequently asked questions

What should I expect on my historical trip to Downtown Key West?
You'll probably want to seek out the sights of historical relevance while you're staying in Downtown Key West. And don't forget to discover the other places of interest while you're in the area.
How many historical hotels are located in Downtown Key West?
Downtown Key West is home to 190 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the must-see historical sites and other places in Downtown Key West?
Downtown Key West is notable for landmarks like Ernest Hemingway Home and Museum. Duval Street is another popular sight to explore.
What is a historic hotel like in Downtown Key West?
When you choose a historic hotel, you'll stay in a building that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Downtown Key West, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value as well as how it inspired the community.
Do historic hotels in Downtown Key West have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Downtown Key West, you won't find yourself staying at a place that's uncomfortable or rundown.

Explore a world of travel with Expedia