Key West Hotel Guide - Historic Hotels in Key West, Florida

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Our top choices for Key West historic hotels

Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,001 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Terrace/patio
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (330 reviews)
"Great place to stay! "
United States
Alicia
The price is €431
includes taxes & fees
26 Jan - 27 Jan
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Amazing stay"
United States
Harnoor S.
The price is €279
includes taxes & fees
14 Jan - 15 Jan
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Food and drink
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,003 reviews)
"Staff friendly very accommodating very clean room"
United States
Terry
The Cabana Inn Key West - Adults Only
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,142 reviews)
"Very good property and close to all major points"
United States
Madhur
Heron House - Adult Only
Porch
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,020 reviews)
"Clean room, amazing staff!"
United States
Ron
The price is €218
includes taxes & fees
12 Jan - 13 Jan
Heron House Court - Adult Only
Queen with Pool View
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (896 reviews)
"Great location and staff. The room was clean and comfortable, nice and quiet."
United States
Jesus
The price is €241
includes taxes & fees
12 Jan - 13 Jan
Simonton Court Historic Inn & Cottages
Exterior detail
Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Place is perfect"
United States
Ryan S.
The price is €345
includes taxes & fees
13 Jan - 14 Jan
Balcony, Pool, & Near Duval - Curry House Room 8
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (311 reviews)
"Clean, super comfortable, close to everything"
United States
Virginia
The price is €333
includes taxes & fees
25 Jan - 26 Jan
La Concha Key West, Autograph Collection
TV
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (154 reviews)
"Had a wonderful visit and everything was amazing I would highly recommend this place "
United States
Joel
The price is €278
includes taxes & fees
22 Jan - 23 Jan
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared 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.
View all properties

Top Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Cool resort. Loved all the lush greenery on the grounds. Very comfy bed. Very clean room!"
angela 3-night trip
Posted 1 day ago
Winslow's Bungalows - Key West Historic Inns

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 COHIBA ~ Adults Only, Poolview Queen Room in Historic 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 2777 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. 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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