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

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Check availability on Key West Historic Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Key West historic hotels

Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,011 reviews)
"Excellent location, pretty much situated in Duval street👌"
United States
Ruth
The price is €167
includes taxes & fees
1 Jun - 2 Jun
Pegasus International Hotel
TV

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
9.6 out of 10, Exceptional, (156 reviews)
"Lovely converted mansion in old Key West with lots of charm. Great location. The room had everything we needed and enough space to stay comfortably for 5 days. The pool area and 2nd story lounge chairs were nice for relaxing and watching the sun set. Overall we had a wonderful stay and would definitely return!"
United States
Jessica L.
The price is €237
includes taxes & fees
10 Jun - 11 Jun
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Beach nearby, white sand, beach cabanas, sun-loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,000 reviews)
"This is our favorite place to stay! Great location and perfect accommodations for a trip to Key West!"
United States
Patti
The price is €223
includes taxes & fees
9 Jun - 10 Jun
Amsterdam's Curry Mansion Inn
Exterior detail

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
10.0 out of 10, Exceptional, (120 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is €333
includes taxes & fees
8 Jun - 9 Jun
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Pool

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Host were incredibly warm and welcoming. The daily happy hour was a great way to connect with other guests and the host. Highly recommend to stay here for all the amenities, convenient location, 5 star services and comfort."
United States
Linda C.
The price is €305
includes taxes & fees
16 Jun - 17 Jun
Poolside Studio Villa Steps from Duval!
Sun-loungers, beach towels

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
9.2 out of 10, Wonderful, (305 reviews)
"Great place. Walking distance to everything! Would highly recommend!"
United States
Leslie S.
The price is €527
includes taxes & fees
1 Jun - 2 Jun
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
A heated pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (58 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is €490
includes taxes & fees
29 May - 30 May
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Outdoor pool

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (123 reviews)
"Good location, very clean and comfortable stay in Key West. We enjoyed the heated pool and the parking spot! Key west was very busy this week but we enjoyed being able to relax here."
United States
Marc E.
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Pool

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (45 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street."
Elizabeth 3-night trip
Posted 1 hour ago
Hyatt Vacation Club at Windward Pointe, 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 great live music and scenic seaside. You can also discover the area's entertainment choices.
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. Audubon House and Tropical Gardens is a short walk away. Other choices near historic sites include COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! and CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!.
How many historical hotels are there in Key West?
In Key West, you'll find 2678 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, Florida Keys Eco - Discovery Center and Fort East Martello Museum and Gallery. 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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