Find Historic Hotels in Key West, FL

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Top Key West Historic Hotels

King Room D | Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (869)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is AED 547
AED 616 total
includes taxes & fees
26 Nov - 27 Nov
Simonton Court Historic Inn & Cottages
Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1003)
"Beautiful room, great staff, relaxing atmosphere "
United States
Carol
The price is AED 915
AED 1,174 total
includes taxes & fees
14 Dec - 15 Dec
Opal Key Resort & Marina, Key West
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1006)
"Clean great staff and perfect pool!! "
United States
Kristy
The price is AED 519
AED 749 total
includes taxes & fees
11 Dec - 12 Dec
NYAH Key West - Adults Only
Front of property
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3.0 star property
Key West Historic District
8.4 out of 10, Very Good, (1001)
"The poolside seating was very nice. It was very comfortable. It was a nice being able to grab extra items if needed beside the washer and dryer. Our room even came with Tide Laundry Detergent and extra pool towels. We would definitely stay here again! It was so convenient to everything on Duval Street. "
United States
Mary
The price is AED 549
AED 989 total
includes taxes & fees
23 Nov - 24 Nov
Amsterdam's Curry Mansion Inn
Outdoor pool
The Garden House

The Garden House

3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (666)
"The property was nice and welcoming. Dog-friendly. Breakfast was delicious "
United States
William
The price is AED 371
AED 496 total
includes taxes & fees
20 Nov - 21 Nov
The Garden House
Exterior
Heron House - Adult Only

Heron House - Adult Only

3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1145)
"Excellent place to stay"
United States
Johnny
The price is AED 467
AED 649 total
includes taxes & fees
20 Nov - 21 Nov
Heron House - Adult Only
Courtyard
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1005)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
The Cabana Inn Key West - Adults Only
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1005)
"Great stay."
United States
Sarit
The price is AED 943
AED 1,345 total
includes taxes & fees
15 Dec - 16 Dec
Ocean Key Resort - A Noble House Resort
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1005)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is AED 970
AED 1,331 total
includes taxes & fees
30 Nov - 1 Dec
Hyatt Centric Key West Resort and Spa
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very Good, (317)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is AED 840
AED 1,069 total
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Sunset Harbor, Key West
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was great! The room was amazing! Jodi at the front desk is awesome!"
Melanie 3-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

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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 Luxurious top floor, end unit, within premier resort on the Atlantic Ocean. and 3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West.
How many historical hotels will I find in Key West?
In Key West, you'll find 2761 hotels and other accommodations bookable on Expedia, including 5 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, Mel Fisher Maritime Museum, and Florida Keys Eco - Discovery Center. 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.