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

Key West Hotel Guide - Historic Hotels in Key West, Florida

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Check availability on Key West Historic Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Key West historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
€123
includes taxes & fees
30 Aug - 31 Aug
Pegasus International Hotel

2. 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.
€226
includes taxes & fees
30 Aug - 31 Aug
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

3. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
€174
includes taxes & fees
27 Aug - 28 Aug
Amsterdam's Curry Mansion Inn

4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
United States
Jeanine
€248
includes taxes & fees
31 Aug - 1 Sept
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

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.
€293
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.
Poolside Studio Villa Steps from Duval!

7. 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.
€532
includes taxes & fees
25 Sept - 26 Sept
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

8. CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
United States
Anthony
€216
includes taxes & fees
27 Aug - 28 Aug
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9. 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.
€216
includes taxes & fees
27 Aug - 28 Aug
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

10. KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
United States
Ward R.
€675
includes taxes & fees
15 Sept - 16 Sept
KAMP - Rooftop Penthouse Overlooking Duval
View all properties

Top Key West Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"I found it weird you had to go to the pool to order your lunch or dinner and then go wait in the lobby for it to be delivered. The breakfast crew were excellent. The shuttle bus was very nice although the drop off point could have more in the middle of town."
Archie 3-night trip
Posted 7 hours ago
Hilton Garden Inn Key West / The Keys Collection
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Hotel is mainly nice and staff friendly, however, they charge $63/day for a "resort" fee yet there is nothing other than a pool and beach umbrella and chairs included in that price... big ripoff. All the water sports cost extra. Property is undergoing renovation so some areas closed and noisy during day. Beach had lots of seaweed which they did clean up on 3rd day. Pool cabannas cost over $300/day. Parking is $50/day."
Michael 3-night trip
Posted 17 hours ago
Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Nice little property, and great location!"
Mark 3-night trip
Posted 20 hours ago
Southwinds Motel
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Rooms were very small book a suite"
Shital 2-night trip
Posted 20 hours ago
The Reach Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"Inside of room was very nice, no view at all, I mean ground level and just bushes. Love the pool, drinks are not cheap. Free 2 hours on bikes was very enjoyable. Always seems to be something being repaired, drilling. Our Ac had to be replaced after first night. A lot of noise, up by about 330am. But, give em credit, they had it replaced within 2-3 hours of me going to office! Very good location. Have stayed at this place probably 8-10 times, one of my favorites."
Dale 4-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Susan 4-night trip
Posted 3 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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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