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

Historic Hotels & Resorts in Key West from AU$198

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Check availability on Key West Historic Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Key West historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
AU$198
includes taxes & fees
31 Aug - 1 Sept
Pegasus International Hotel

2. HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
United States
JUANITA R.
AU$381
includes taxes & fees
16 Sept - 17 Sept
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

3. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
AU$274
includes taxes & fees
31 Aug - 1 Sept
Amsterdam's Curry Mansion Inn

4. Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!

Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!
Old Town Key West
United States
Jeanine
AU$398
includes taxes & fees
31 Aug - 1 Sept
Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!

5. Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
United States
Emily F.
AU$463
includes taxes & fees
31 Aug - 1 Sept
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

6. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
United States
Benjamin K.
AU$567
includes taxes & fees
3 Sept - 4 Sept
Poolside Studio Villa Steps from Duval!

7. CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
United States
Ashley S.
AU$354
includes taxes & fees
31 Aug - 1 Sept
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

8. Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Old Town Key West
United States
Kayleigh V.
AU$852
includes taxes & fees
31 Aug - 1 Sept
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

9. CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
AU$354
includes taxes & fees
2 Sept - 3 Sept
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Christina
AU$363
includes taxes & fees
3 Sept - 4 Sept
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
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Top Key West Hotel Reviews

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Todo Super bien; el personal que trabaja en la instalación te hacen sentir como en casa muy acogedor; tranquilo y un servicio increíble"
Lenier 1-night trip
Posted 10 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."
Clay 4-night trip
Posted 11 hours ago
The Reach Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Loved the location overall 100%"
Janet 3-night trip
Posted 12 hours ago
Hyatt Centric Key West Resort and Spa
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"We absolutely loved Pier House! The staff was wonderful, the outside bar and the Chart room were our favorite hang outs, and the private beach was absolutely amazing! The beds are not super comfortable and the walls are quite thin, so we did hear our loud neighbors one night, but I still give this place 5 stars, and we will definitely be staying there again!"
Nancy 8-night trip
Posted 16 hours ago
Pier House Resort & Spa
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"So spacious, perfect for groups. The room was very clean and the staff were helpful! 10/10 would stay again They were doing what seemed like a clorox cleaning of the common area sidewalks, which I thought would have been better scheduled during a week day when there werent many guests but other than that the stay was perfect"
nicole 1-night trip
Posted 2 days ago
Parrot Key Hotel & Villas
Southwinds Motel

Southwinds Motel

8/10 Good
"Room was clean. You pay a “resort” fee for an older “motel “ feel. Pool area was plain. Exterior doors of out building falling apart seen down walkway. Breakfast choices ok."
Janet-george 2-night trip
Posted 2 days ago
Southwinds Motel

Frequently asked questions

What can a history buff expect from a stay in Key West?
A visit to the sights with historical relevance in Key West is likely first on your sightseeing itinerary. And while you're here, you can check out the entertainment choices and scenic seaside. You can also discover the area's lively festivals.
Where's the best place to stay in Key West to be near historical sites?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guest house bookable on Expedia and it features free Wi-Fi. Harry S. Truman Little White House is a short walk away. Other choices near historic sites include ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool! and FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!.
How many historical hotels are there in Key West?
In Key West, you'll find 2626 hotels and other accommodation options bookable on Expedia, including 16 hotels designated as historic or close to historic sites.
What are the most important 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. Other popular sights include Duval Street and Florida Keys Beaches.
What is a historic hotel like in Key West?
When you book a historic hotel, you'll sleep someplace that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of such 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, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally what's most important. For a heritage hotel, often it's 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 expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Key West, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

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