Historic Hotels & Resorts in Downtown Key West

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Downtown Key West Historic Hotels

Best Downtown Key West Historic Hotels

Top Downtown Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The best vacation to Key West yet. Our guesthouse was beautiful, great location, beach, bar, clean, quiet and the breakfast in the morning is amazing. There's also a decent workout room."
Rhonda 3-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

What should a history buff expect from a stay in Downtown Key West?
You're likely already making plans to see the sights of historical relevance while on holiday in Downtown Key West. And don't forget to explore the many sights while you're visiting the area.
What's the best hotel in Downtown Key West to absorb the local history?
Based on our travel expertise, Duval House is a top B&B on Expedia for those interested in history, and it features free breakfast and flat-screen TVs. Ernest Hemingway Home and Museum is a short walk away. A couple of other options close to historic sites include Wicker Guesthouse and Heron House - Adult Only.
How many historical hotels are located in Downtown Key West?
Downtown Key West is home to 193 lodging options bookable on Expedia though you won't find many designated 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?
By choosing a historic hotel, you can stay in a place that has an officially recognised historic designation. A palace, castle, stately home or even a lodge, pub or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved in the public spaces and guestrooms 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?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and 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. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in most hotels should be available at a historic hotel. When you choose a historic hotel in Downtown Key West, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown.