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

Key West Historic Hotel

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Check availability on Key West Historic Hotel

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Key West historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
Canada
Shahid
HK$860
HK$1,365 total
includes taxes & fees
1 Oct - 2 Oct
Pegasus International Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.
A grand hallway with ornate ironwork, a chandelier, and a wooden floor.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
HK$1,112
HK$1,251 total
includes taxes & fees
29 Sept - 30 Sept
Amsterdam's Curry Mansion Inn
A covered outdoor deck with wicker furniture and a white railing.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A beach with palm trees and a clear sky.
A living room with a large painting, a glass coffee table, a beige sofa, and a view through a glass door to an outdoor area with plants.

3. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
United States
Brandon I.
HK$855
HK$2,081 total
includes taxes & fees
30 Sept - 1 Oct
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.
A neatly made bed with a patterned bedspread, a decorative pillow, and two bedside lamps on either side.
A hotel room with a bed, orange armchair, desk, and a large mirror.

4. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
HK$1,272
HK$2,694 total
includes taxes & fees
30 Sept - 1 Oct
Studio Blu - Historic Key West Studio + Bikes
A beach with clear turquoise water, a sandy shore, and a few people swimming.
A covered porch with white chairs and a table, overlooking a tropical landscape with palm trees and a beach.
A living room with a red sofa, a white armchair, a round coffee table, and a potted plant.
A narrow pathway flanked by white picket fences and a tree with pink flowers.

5. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Old Town Key West
United States
Joseph
HK$1,680
HK$3,762 total
includes taxes & fees
6 Oct - 7 Oct
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A two-story house with a front porch, a staircase, and a garage.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A pathway through a lush garden with various plants and trees.

6. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
United States
Linda
HK$1,659
HK$4,047 total
includes taxes & fees
24 Sept - 25 Sept
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A person swimming with a large, spiky, orange object.
A covered wooden deck with white railings, leading to a building with green-framed windows.
A yellow building with a balcony, parked cars, and palm trees.
A wooden-paneled room with a bed, a television mounted on the wall, and a door leading to another room.

7. 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
United States
Kayleigh V.
HK$2,549
HK$4,821 total
includes taxes & fees
24 Sept - 25 Sept
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
A spacious living room with large windows, a blue sofa, a green sectional, and a wooden ceiling.
A library with multiple bookshelves filled with books.
A modern living room with a sectional sofa, a round wooden coffee table, and a black rug.
A bedroom with a large bed, a desk, and a staircase.

8. KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
United States
Ward R.
HK$2,353
HK$5,859 total
includes taxes & fees
29 Sept - 30 Sept
KAMP - Rooftop Penthouse Overlooking Duval
A covered outdoor deck with wicker furniture and a white railing.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.
A two-story white building with a balcony, surrounded by greenery and a white picket fence.

9. CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
Old Town Key West
United States
Warren K.
HK$902
HK$2,228 total
includes taxes & fees
7 Oct - 8 Oct
CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
A living room with two sofas, a coffee table, and a window with blinds.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.

10. CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
HK$855
HK$2,167 total
includes taxes & fees
28 Sept - 29 Sept
CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
View all properties

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"Nice, spacious rooms. Nice Pool and fantastic bar tender! Maintenance speedy if needed. Nice to have the shuttle to/from downtown. Enjoyed our stay very much."
Karen 4-night trip
Posted 11 hours ago
Beachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful ambiance."
charles 2-night trip
Posted 11 hours ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Friendly and helpful staff. Love the 2 pools. It's great that they have a complimentary shuttle to take you downtown."
Melissa 1-night trip
Posted 11 hours ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Tyrone was extremely helpful with any need that came up. Even when it was not his responsibility, he made sure we were taken care of"
Benjamin Neil 3-night trip
Posted 13 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Nice place"
Travis 2-night trip
Posted 2 days ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Great"
Sergio 2-night trip
Posted 2 days ago
Ibis Bay Beach Resort
Southwinds Motel

Southwinds Motel

8/10 Good
"The room was clean and the staff very helpful"
Tony 2-night trip
Posted 2 days ago
Southwinds Motel

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. Harry S. Truman Little White House is a short walk away. Other choices near historic sites include ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool! and FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!.
How many historical hotels are there in Key West?
In Key West, you'll find 2616 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 Mel Fisher Maritime Museum, Florida Keys Eco - Discovery Center and Key West Shipwreck Museum. 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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