Historic Hotels & Resorts in Key West from AU$271

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Historic Hotels

Our top choices for Key West historic hotels

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,002 reviews)
"Excellent location, pretty much situated in Duval street👌"
United States
Ruth
The price is AU$271
includes taxes & fees
1 June - 2 June
Pegasus International Hotel

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)
"It was very nice and the location was perfect."
United States
Rachael
The price is AU$354
includes taxes & fees
9 June - 10 June
Amsterdam's Curry Mansion Inn

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)
"Great vacation. "
United States
Jeffrey M.
The price is AU$378
includes taxes & fees
5 June - 6 June
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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 AU$527
includes taxes & fees
8 June - 9 June
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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 AU$484
includes taxes & fees
16 June - 17 June
Poolside Studio Villa Steps from Duval!

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 AU$859
includes taxes & fees
1 June - 2 June
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

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)
"Kevin and Heather have their hosting abilities dialed in to perfection! The place was adorable, clean, and super comfortable. The outside seating area around the pool and hot tub were impeccable. And, the hosted happy hour in the afternoon was perfect. Highly recommend!"
United States
Jennifer S.
The price is AU$795
includes taxes & fees
2 June - 3 June
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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 AU$795
includes taxes & fees
2 June - 3 June
Two Bedroom Two Bath Balcony Villa Steps from Duval!

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)
"Great little house for a family "
United States
Edward M.
The price is AU$1,889
includes taxes & fees
3 June - 4 June
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Heated Pool, Steps to Duval St - Poolside Paradise

Heated Pool, Steps to Duval St - Poolside Paradise
Old Town Key West
8.8 out of 10, Excellent, (23 reviews)
"Great location"
United States
Peter S.
The price is AU$1,853
includes taxes & fees
16 June - 17 June
Heated Pool, Steps to Duval St - Poolside Paradise
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.

Top Key West Hotel Reviews

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.

Explore a world of travel with Expedia