Find Historic Hotels in Key West, FL

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Check availability on Key West Historic Hotels

Our top choices for Key West historic hotels

Outdoor spa tub

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, (1,014 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Exterior

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, (347 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AED 1,245
AED 1,401 total
includes taxes & fees
2 Feb - 3 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only
Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,002 reviews)
"Great location 👌 "
United States
Matt
Pegasus International Hotel
Terrace/patio

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"Amazing stay"
United States
Harnoor S.
The price is AED 1,161
AED 1,980 total
includes taxes & fees
9 Feb - 10 Feb
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Property grounds

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (149 reviews)
"Wonderful stay at Azul. Good location, clean, quiet. The pool was nice place to relax. Would definitely stay here again. "
United States
Jennifer H.
The price is AED 511
AED 1,157 total
includes taxes & fees
26 Jan - 27 Jan
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Front of property

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (932 reviews)
"Great location "
United States
Scott
The price is AED 1,148
AED 1,292 total
includes taxes & fees
26 Jan - 27 Jan
L'Habitation Guest House
Interior

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (184 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is AED 942
AED 1,754 total
includes taxes & fees
1 Feb - 2 Feb
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
1 bedroom, desk, iron/ironing board, free WiFi

Deluxe King Studio- Come Hide

Deluxe King Studio- Come Hide
2.0 star property
Key West Historic District
Deluxe King Studio- Come Hide
Property grounds

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Stock Island
9.8 out of 10, Exceptional, (117 reviews)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is AED 1,104
AED 2,333 total
includes taxes & fees
26 Jan - 27 Jan
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Beach towels

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
Old Town Key West
9.6 out of 10, Exceptional, (146 reviews)
"Great location and perfect for a 1 or 2 night stay. "
United States
Charles G.
The price is AED 935
AED 1,999 total
includes taxes & fees
1 Feb - 2 Feb
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
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
"Beautiful property, trees, patios, sunset viewing hammocks and chairs, bar under the canopy All the staff was friendly informative, flexible with requests We didn’t eat or drink this time "
Kimberly 1-night trip
Posted 16 hours ago
Parrot Key Hotel & Villas

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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. Audubon House and Tropical Gardens is a short walk away. Other choices to soak up the local history include COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! and HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!.
How many historical hotels will I find in Key West?
In Key West, you'll find 2766 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, Florida Keys Eco - Discovery Center, and Key West Shipwreck Museum. 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.