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

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Check availability on Key West Historic Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Key West historic hotels

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,002 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ￥49,468
￥55,651 total
includes taxes & fees
Nov 29 - Nov 30
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (583 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ￥30,769
￥44,409 total
includes taxes & fees
Nov 17 - Nov 18
Douglas House - Adults Only
An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

3. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (673 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ￥56,848
￥74,643 total
includes taxes & fees
Nov 30 - Dec 1
H2O Suites - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

4. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Fantastic property. Love staying here 💗"
United States
Jessica
The price is ￥46,718
￥52,557 total
includes taxes & fees
Nov 29 - Nov 30
Orchid Key Inn - Adults Only
A porch with a white railing, a bench, and a flag.

5. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (198 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is ￥52,539
￥59,106 total
includes taxes & fees
Nov 24 - Nov 25
The Conch House Heritage Inn
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

6. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (999 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is ￥29,287
￥32,948 total
includes taxes & fees
Dec 1 - Dec 2
Island City House Hotel
A pool area with lounge chairs and palm trees.

7. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place for families"
United States
Anthony
The price is ￥55,511
￥73,081 total
includes taxes & fees
Dec 2 - Dec 3
Santa Maria Suites
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

8. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is ￥30,615
￥38,379 total
includes taxes & fees
Dec 3 - Dec 4
The Grand Guesthouse
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

9. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,132 reviews)
"Great stay!"
United States
Dennis
The price is ￥28,186
￥35,115 total
includes taxes & fees
Nov 18 - Nov 19
Duval House
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

10. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is ￥22,059
￥44,858 total
includes taxes & fees
Nov 8 - Nov 9
Southernmost House - Adult Exclusive
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

11. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is ￥34,018
￥38,270 total
includes taxes & fees
Dec 1 - Dec 2
Westwinds Inn
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

12. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (576 reviews)
"Location was perfect"
United States
August
The price is ￥41,971
￥47,217 total
includes taxes & fees
Nov 16 - Nov 17
Coco Plum Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

13. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,002 reviews)
"A very cute, cozy and comfortable place to stay especially for old Key West charm. Will definitely stay here again."
United States
Callie
The price is ￥26,789
￥30,139 total
includes taxes & fees
Dec 1 - Dec 2
L'Habitation Guest House - Adults Only
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

14. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,034 reviews)
"Great location Beautiful property very clean and quiet. Great omelet station w breakfast."
United States
Carleen
The price is ￥24,085
￥37,786 total
includes taxes & fees
Dec 1 - Dec 2
Silver Palms Inn & Historic Homes
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

15. Alexander Palms Court

Alexander Palms Court
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,003 reviews)
"We love staying at Alexander’s!!!"
United States
Brenda
The price is ￥31,211
￥35,112 total
includes taxes & fees
Dec 7 - Dec 8
Alexander Palms Court
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

16. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is ￥38,915
￥43,781 total
includes taxes & fees
Nov 29 - Nov 30
Ambrosia Key West
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

17. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,219 reviews)
"have stayed here many times. nice location in old Town."
United States
A
The price is ￥40,790
￥52,092 total
includes taxes & fees
Nov 29 - Nov 30
Opal Key Resort & Marina, Key West
A covered porch with white railings, wooden benches, and a hanging light fixture.

18. Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (346 reviews)
"Awesome place to stay!"
United States
Michael
The price is ￥62,390
￥70,189 total
includes taxes & fees
Nov 22 - Nov 23
Marrero's Guest Mansion
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

19. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,043 reviews)
"Great location!"
United States
Katherine
The price is ￥35,719
￥50,515 total
includes taxes & fees
Nov 29 - Nov 30
The Marker Key West Harbor Resort
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

20. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,147 reviews)
"Love this place"
United States
Liz
The price is ￥31,861
￥41,466 total
includes taxes & fees
Nov 9 - Nov 10
Heron House - Adult Only
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.
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Top Key West Hotel Reviews

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 very convenient to all the places in Keywest . Rooms are clean and well maintained"
Pramod 1-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Frequently asked questions

What can I expect on my historical trip to Key West?
A visit to the historical places in Key West is likely on top of your travel 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.
What's the best hotel in Key West to learn about local history?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guesthouse bookable on Expedia and it features free WiFi. Harry S. Truman Little White House is a short walk away. Other choices to soak up the local history 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 will I find in Key West?
In Key West, you'll find 2618 hotels and other accommodations bookable on Expedia, including 16 historic hotels or hotels close to historic sites.
What are the top 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?
Guests who choose a historic hotel can spend a night or two in a place that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic 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, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly 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've come to expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. When you book a historic hotel in Key West, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.

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