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

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Key West historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A hotel lobby with a bar area, seating, and a fireplace.
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
United States
Karla
€156
includes taxes & fees
11 Oct - 12 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
Tiffany N
€289
includes taxes & fees
15 Oct - 16 Oct
Amsterdam's Curry Mansion Inn
A covered outdoor area with wicker furniture and a pool.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

3. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Cindy D.
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at 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.
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.
A well-lit bedroom with a large bed, a desk, a chair, and a sofa. There are multiple pillows, a lamp, and a plant on the bedside table.

4. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
€341
includes taxes & fees
26 Oct - 27 Oct
Studio Blu - Historic Key West Studio + Bikes
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A bar with a signboard listing various destinations.
A two-story house with a front porch, a staircase, and a garage.

5. 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
€470
includes taxes & fees
12 Oct - 13 Oct
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A kitchen cabinet with a toaster, a measuring cup, and two teal-colored containers.
A covered wooden deck with white railings, leading to a building with green-framed windows.
A beach with clear water and gentle waves.
A person swimming with a large, spiky, orange object.

6. 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.
€546
includes taxes & fees
11 Oct - 12 Oct
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
A two-story house with a swimming pool, outdoor seating, and a balcony with a yellow umbrella.
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.
A room with a bed, a dining table, and a kitchen area.
An open door to a room with a bed, a heart-shaped pillow, and a painting on the wall.

7. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
United States
Benjamin K.
€380
includes taxes & fees
15 Oct - 16 Oct
Poolside Studio Villa Steps from Duval!
A mobile home with two air conditioning units, a white fence, and a white car parked in front.
A backyard with a swimming pool, a barbecue grill, and a covered patio area.
A covered porch with a white fence, a sliding glass door, and a small window.
A living room with a sofa, coffee table, and a red chair. There is a ceiling fan and a window with blinds.

8. Poolside Paradise - Heated Pool & Steps to Duval St

Poolside Paradise - Heated Pool & Steps to Duval St
Old Town Key West
United States
Peter S.
€895
includes taxes & fees
11 Oct - 12 Oct
Poolside Paradise - Heated Pool & Steps to Duval St
A two-story house with a swimming pool, outdoor seating, and a balcony with a yellow umbrella.
A house with a porch, a table, and a chair.
A cozy dining area with a wooden table, wicker chairs, and a bowl of fruit. There is a ceiling fan and a colorful wall decoration.
A bedroom with a wooden bed, two nightstands with lamps, a ceiling fan, and decorative plates on the wall.

9. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
United States
Matt S.
€714
includes taxes & fees
29 Oct - 30 Oct
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A spacious living room with large windows, a blue sofa, a green sectional, and a wooden ceiling.
A bedroom with a large bed, a desk, and a staircase.
A modern living room with a sectional sofa, a round wooden coffee table, and a black rug.
A library with multiple bookshelves filled with books.

10. KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
United States
Ward R.
€927
includes taxes & fees
11 Oct - 12 Oct
KAMP - Rooftop Penthouse Overlooking Duval
View all properties

Top Key West Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Very good sleeping bed and an excellent view to the ocean. But the air conditioner and refrigerator were very noisy"
Earnest 1-night trip
Posted less than an hour ago
Hampton Inn Key West FL
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

8/10 Good
"It's okay to stay for few days"
Marcos 1-night trip
Posted 1 hour ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Very cute and clean place to stay"
Angelica 3-night trip
Posted 2 hours ago
Winslow's Bungalows - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"We had a wonderful stay at casa marina. The rooms were clean, staff were super friendly and always so helpful, the entire resort felt like a dream. We can’t wait to be back!"
Rita 5-night trip
Posted 7 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"The rooms were nice. The staff were friendly, but the back yard lounge/pool area was my favourite. Beautiful place to longe day or night. The free shuttle to Duval street runs every hour and made it so easy to enjoy downtown!"
Nicole 1-night trip
Posted 7 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

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 2618 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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