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

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Key West historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
₩160,389
₩249,161 total
includes taxes & fees
Oct 6 - Oct 7
Pegasus International Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.
An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Tiffany N
₩192,426
₩216,479 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
View all properties

Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."
Keith 7-night trip
Posted 10 hours ago
Southernmost Beach Resort and Guesthouses
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Had a great time!"
Nathan 4-night trip
Posted 11 hours ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"
Harry 1-night trip
Posted 17 hours ago
Beachside Resort & Residences
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."
Krystal 1-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Amazing place to stay for vacation."
David 5-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Me and my fiancé had a great time"
Roger 2-night trip
Posted 2 days ago
Southwinds Motel
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 3 days ago
Hilton Garden Inn Key West / The Keys Collection

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 entertainment choices.
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 2618 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 Mel Fisher Maritime Museum, Florida Keys Eco - Discovery Center, and Key West Shipwreck Museum. 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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