A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Find Historic Hotels in Key West, FL

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Check availability on Key West Historic Hotels

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Key West historic hotels

Sundeck

1. Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,001 reviews)
"Super clean and the staff was great."
United States
Vincent
The price is NT$3,844
NT$5,960 total
includes taxes & fees
Aug 4 - Aug 5
Pegasus International Hotel
Beach nearby, white sand, beach cabanas, sun loungers

2. 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 location in the heart of old town. We will definitely stay here again!"
United States
Melissa
The price is NT$7,495
NT$8,432 total
includes taxes & fees
Aug 17 - Aug 18
Amsterdam's Curry Mansion Inn
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.
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Top Key West Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"The rooms were very comfortable for our family. We liked that our teen could have her own space (we booked the two bed room suite). The resort feels like a little oasis with the grown trees and foliage."
Andrea 3-night trip
Posted less than an hour ago
Parrot Key Hotel & Villas

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 great live music and scenic seaside. You can also discover the area's lively festivals.
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 2655 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 Florida Keys Eco - Discovery Center, Key West Shipwreck Museum, and Fort East Martello Museum and Gallery. Other popular sights include Duval Street and Florida Keys Beaches.
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.

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