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

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Check availability on Key West Historic Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Key West historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
Rp1.953.607
Rp3.105.160 total
includes taxes & fees
9 Aug - 10 Aug
Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
Rp3.489.915
Rp3.926.155 total
includes taxes & fees
12 Aug - 13 Aug
Amsterdam's Curry Mansion Inn
View all properties

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"The hotel was ok, nothing special to need to pay $50 a day resort fee. The rooms are your typical hotel room, nothing fancy. One hard chair to sit on, no couch or other seating besides bed. No clock or microwave in room. Bathroom has a standing glass shower with no privacy which is not convenient when someone has to use toilet/ bathroom. The backyard was pretty nice with 2 pools, games, small workout room and plenty of seating. Did not see a hot tub on property which is what is advertised on Expedia website. We had a Ocean view room on 5th floor which faces the main road / busy highway. Circle k and mcdonalds very close to walk to, can see from hotel.Food at the property is extremely expensive. Went down to the toasted coconut for breakfast one morning, ordered 2 parfait which are $14 each, 1 breakfast meal which was $20, 2 small orange juice at $5 a juice. They automatically add on a 18% gratuity to the check and breakfast for 3 was $77 and some change, needless to say that was our only time getting breakfast there. Go next door for breakfast at mcdonalds and save a ton of money. The shuttle is very convenient as you are far away from the action, just schedule ahead of time at front desk."
christon eugene 7-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Specious rooms"
Bhaveshkumar 3-night trip
Posted 10 hours ago
Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"The pool water was too hot"
Kelly 4-night trip
Posted 12 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."
Jennifer 3-night trip
Posted 12 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"That was a clean room and a nice little resort reasonably priced for what you get. We had a comfortable night in Key West."
Susan 1-night trip
Posted 15 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

8/10 Good
"Sargassum smell was awful. Outdoor furniture was worn. Prices high for this level of hotel"
kim 2-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"The property is absolutely STUNNING. Balconies with rocking chairs, table and telescope. Gas grills, lovely infinity pool and hot tub. Close to the airport, over 4 days I heard the planes like 5 or 6 times and that was it. Need to Uber or Cab down to Old Town. Maria was AWESOME, she showed us to our room. Room was extremely clean and beautiful, had everything we needed. It was not ready when we arrived but they secured all.of our luggage so we could go ahead and explore and use the amenities, then delivered the luggage to our room for us!! We had so much fun, delicious drinks at the bar, the Benihana out front is great too!! We will DEFINITELY come back to this property again and again. Also great for handicap access, one of our party is disabled and she had zero problems with the stay. Would give more"
Gabrielle Kay 3-night trip
Posted 1 day 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 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.
How many historical hotels are there in Key West?
In Key West, you'll find 2638 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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