Historic Hotels & Resorts in Old Town Key West from AU$625

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Check availability on Old Town Key West Historic Hotels

Tonight
2 Feb - 3 Feb
Tomorrow
3 Feb - 4 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Old Town Key West historic hotels

Porch

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,143 reviews)
"Loved our stay here! "
United States
Brianna
The price is AU$675
includes taxes & fees
17 Feb - 18 Feb
Heron House - Adult Only
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is AU$653
includes taxes & fees
3 Mar - 4 Mar
Heron House Court - Adult Only
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,004 reviews)
"Great location 👌 "
United States
Matt
Pegasus International Hotel
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, (349 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AU$630
includes taxes & fees
9 Feb - 10 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only
Lobby sitting area

Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place to stay. Walking distance to Duval St."
United States
Compton
Westwinds Inn
Apartment | Terrace/patio

The Collins on Duval by Brightwild

The Collins on Duval by Brightwild
2.0 star property
Old Town Key West
The price is AU$1,874
includes taxes & fees
3 Feb - 4 Feb
The Collins on Duval by Brightwild
Apartment | Terrace/patio

Duval s Duet on Duval by Brightwild

Duval s Duet on Duval by Brightwild
2.0 star property
Old Town Key West
The price is AU$4,060
includes taxes & fees
3 Feb - 4 Feb
Duval s Duet on Duval by Brightwild
Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,002 reviews)
"Excellent stay"
United States
Emily Barbara
The price is AU$625
includes taxes & fees
9 Feb - 10 Feb
Island City House Hotel
Front of property

Grand Maloney Hotel

Grand Maloney Hotel
2.0 star property
Key West Historic District
7.8 out of 10, Good, (13 reviews)
"Excellent location in old town. Quiet room away from street. "
United States
James
The price is AU$885
includes taxes & fees
5 Feb - 6 Feb
Grand Maloney Hotel
Studio

New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking
2.0 star property
Key West Historic District
The price is AU$934
includes taxes & fees
4 Mar - 5 Mar
New Rose Petal Petite Suite - Pool Parking
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 Old Town Key West Hotel Reviews

Pegasus International Hotel

Pegasus International Hotel

10/10 Excellent
"Location location "
MICHAEL 3-night trip
Posted 2 days ago
Pegasus International Hotel

Frequently asked questions

What should a history buff expect from a stay in Old Town Key West?
The historical places in Old Town Key West are likely at the top of your travel itinerary. And while you're visiting the area, why not also enjoy all there is to see and do?
What's the best accommodation in Old Town Key West to absorb the local history?
Based on our travel expertise, COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! is a top guest house on Expedia for those interested in history, and it features concierge services and free WiFi. Saint Mary Star of the Sea is a short walk away. A couple of other options near historic sites include HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool! and FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!.
How many historical hotels are located in Old Town Key West?
In Old Town Key West, there are 1352 hotels and other lodging options bookable on Expedia, including 12 historic hotels or hotels close to historic sites.
What are the top historical sites and other places to visit in Old Town Key West?
Old Town 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. Cultural venues include Florida Keys Eco - Discovery Center, Mel Fisher Maritime Museum and Tennessee Williams Key West Exhibit. Other popular sights include Duval Street and Florida Keys Beaches.
What is a historic hotel like in Old Town Key West?
Guests who book a historic hotel can sleep someplace that has an officially recognised national historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of these historic hotels in Old Town Key West, giving a historical feel.
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. but overall the terms are quite similar. The architecture and actual building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Old Town Key West have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, while every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in a hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Old Town Key West, you won't find a place that is rundown or uncomfortable.

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