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

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, (1,009 reviews)
The price is €152
includes taxes & fees
13 Jul - 14 Jul
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, (1,002 reviews)
"This place was in a great location."
United States
Curtis
The price is €259
includes taxes & fees
20 Jul - 21 Jul
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, (168 reviews)
"Great place and perfect location!! "
United States
JUANITA R.
The price is €244
includes taxes & fees
12 Aug - 13 Aug
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Interior

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Old Town Key West
9.0 out of 10, Wonderful, (196 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
The price is €292
includes taxes & fees
1 Aug - 2 Aug
Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Beach towels

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great place and location. Walking distance to many shops and restaurants. Our flight arrived a few hours before check in, but the place was ready and we were able to get in right away. Would stay here again! "
United States
Heather W.
The price is €319
includes taxes & fees
19 Jul - 20 Jul
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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, (122 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 €309
includes taxes & fees
13 Jul - 14 Jul
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)
"Great place to stay"
United States
Benjamin K.
The price is €248
includes taxes & fees
14 Jul - 15 Jul
Poolside Studio Villa Steps from Duval!
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.
The price is €356
includes taxes & fees
27 Jul - 28 Jul
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, (309 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 €538
includes taxes & fees
9 Aug - 10 Aug
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, (60 reviews)
"The property was more than expected. The hosts were wonderful people, and they thought of everything to make it an enjoyable stay."
United States
Glenn E.
The price is €481
includes taxes & fees
20 Jul - 21 Jul
Two Bedroom Two Bath Poolside 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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Good"
Lorena 2-night trip
Posted 1 hour ago
Hilton Garden Inn Key West / The Keys Collection

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 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. Audubon House and Tropical Gardens is a short walk away. Other choices near historic sites 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 are there in Key West?
In Key West, you'll find 2653 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 Key West Shipwreck Museum. Other popular sights include Duval Street and Mallory Square.
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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