Historic Hotels & Resorts in Key West from NZ$486

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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, (1,003 reviews)
"Staff was very helpful, room was clean, loved the hot tub."
United States
Rosemarie
The price is NZ$691
includes taxes & fees
1 Apr - 2 Apr
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, (1,006 reviews)
"Perfect central location with parking. Clean room with lovely private porch. "
United States
Karen
The price is NZ$486
includes taxes & fees
23 Apr - 24 Apr
Amsterdam's Curry Mansion Inn

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (152 reviews)
"Great location beautuful house!"
United States
Suzanne U.
The price is NZ$634
includes taxes & fees
14 Apr - 15 Apr
CLARO ~ Adults Only, Pool View King Room in 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, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is NZ$819
includes taxes & fees
19 Apr - 20 Apr
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Eddie was extremely accommodating and helpful from the day we booked until check-out. We absolutely enjoyed every minute of our stay. "
United States
Nicole N.
The price is NZ$653
includes taxes & fees
1 Apr - 2 Apr
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (356 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is NZ$848
includes taxes & fees
26 Apr - 27 Apr
The Saint Hotel Key West, Autograph Collection, Adult Only

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, (296 reviews)
"Second time staying here. Perfect for what we needed, and close to everything! "
United States
Barb B.
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

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 NZ$859
includes taxes & fees
2 Apr - 3 Apr
Poolside Studio Villa Steps 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, (54 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
Two Bedroom Two Bath Poolside 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, (121 reviews)
"Really great location, friendly accommodating hosts. Just lovely."
United States
David L.
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
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 entertainment choices and scenic seaside. You can also discover the area's great live music.
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. 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 2707 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. Duval Street is another popular sight to explore.
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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