Find Historic Hotels in Key West, FL

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Check availability on Key West Historic Hotels

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for Key West historic hotels

Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,006 reviews)
"Great location."
United States
Jeffrey
The price is ￥16,084
￥26,260 total
includes taxes & fees
Jun 24 - Jun 25
Pegasus International Hotel
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 place was in a great location."
United States
Curtis
The price is ￥21,478
￥40,496 total
includes taxes & fees
Jun 24 - Jun 25
Amsterdam's Curry Mansion Inn
TV

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

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (165 reviews)
"Great place and perfect location!! "
United States
JUANITA R.
The price is ￥15,493
￥42,048 total
includes taxes & fees
Jun 22 - Jun 23
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is ￥21,050
￥52,333 total
includes taxes & fees
Jul 2 - Jul 3
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
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, (121 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 ￥30,236
￥62,888 total
includes taxes & fees
Jul 20 - Jul 21
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
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, (307 reviews)
"Clean rooms, a bit tight but great location and the pool was a big plus for relaxing at the end of our day."
United States
Covaleen P.
The price is ￥52,423
￥99,140 total
includes taxes & fees
Jul 3 - Jul 4
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, (59 reviews)
"One of the best VRBO experiences I’ve ever had!! From the rooms, the amenities, Top Shelf Free Happy Hour, Free Continental Breakfast, and how accommodating the hosts were!! Truly Top Notch!!"
United States
Christine A.
The price is ￥72,424
￥91,801 total
includes taxes & fees
Jul 5 - Jul 6
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, (125 reviews)
"Great little house for a family "
United States
Edward M.
The price is ￥87,102
￥221,567 total
includes taxes & fees
Jun 23 - Jun 24
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.
The price is ￥72,424
￥91,801 total
includes taxes & fees
Jun 29 - Jun 30
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful property with amazing staff from start to finish. Loved the pool/beach restaurant and bar, as well as the fantastic breakfast restaurant. Excellent food, drinks, and service. Poolside staff were absolutely wonderful. The resort is in a great location, 10 minutes from the airport and close enough to Duval Street that we walked there twice (30-minutes walk) but not so close that we were part of the chaos there! Two things which didn’t really bother us but should be noted for anyone considering a stay here — the “beach” consists of lovely white sand, and the resort provides chairs, umbrellas, etc. but there is no feasible swimming in the ocean (rocks, heavy seaweed, etc). If you like lounging in the sun and feeling the sand between your toes, it’s lovely. But for getting wet you’ll need to rely on the two beautiful pools. The other thing is the walls are very thin and you will hear your neighbors at all times. Again, that didn’t bother us but some people may find it annoying/disruptive. Overall a truly fantastic experience with the perfect blend of privacy, luxury, and access to bars and nightlife when we wanted it."
Thomas A 3-night trip
Posted 2 hours ago
Casa Marina Key West, Curio Collection by Hilton

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 entertainment choices.
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 CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion! and FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!.
How many historical hotels will I find in Key West?
In Key West, you'll find 2643 hotels and other accommodations bookable on Expedia, including 16 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, Florida Keys Eco - Discovery Center, and Curry Mansion Museum. Other popular sights include Florida Keys Beaches and Duval Street.
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.

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