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 modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

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, (1,001 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is NT$10,234
NT$11,514 total
includes taxes & fees
Nov 30 - Dec 1
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, (580 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is NT$6,420
NT$7,944 total
includes taxes & fees
Nov 29 - Nov 30
Douglas House - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is NT$10,774
NT$12,120 total
includes taxes & fees
Dec 1 - Dec 2
Orchid Key Inn - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.

4. 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 NT$11,697
NT$15,359 total
includes taxes & fees
Nov 30 - Dec 1
H2O Suites - Adults Only
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

5. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is NT$8,761
NT$9,856 total
includes taxes & fees
Dec 1 - Dec 2
The Gardens Hotel
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

6. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (174 reviews)
"We had such a great stay, nice property, Great location , the staff was helpful, friendly and fantastic! Delicious breakfast included … we really loved this place and we are looking forward to come back!"
United States
Nestor
The price is NT$10,821
NT$13,618 total
includes taxes & fees
Nov 30 - Dec 1
Alexander's Guesthouse - Adult Exclusive
A modern interior with a staircase, a sofa set, a wooden table, and a television.

7. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,001 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is NT$11,046
NT$12,426 total
includes taxes & fees
Nov 9 - Nov 10
Simonton Court Historic Inn & Cottages
A gated entrance to Villas Key West with a brick pathway leading to the gate.

8. Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (279 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is NT$8,768
NT$9,865 total
includes taxes & fees
Nov 18 - Nov 19
Key West Villas
A two-story house with a covered porch, a brick pathway, and a large tree.

9. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is NT$13,272
NT$16,765 total
includes taxes & fees
Nov 29 - Nov 30
The Marquesa Hotel
A porch with a white railing, a bench, and a flag.

10. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (197 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 NT$10,870
NT$12,228 total
includes taxes & fees
Nov 24 - Nov 25
The Conch House Heritage Inn
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

11. 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 NT$4,847
NT$6,268 total
includes taxes & fees
Nov 4 - Nov 5
The Grand Guesthouse
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

12. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is NT$7,714
NT$8,678 total
includes taxes & fees
Nov 4 - Nov 5
Island City House Hotel
A pool area with lounge chairs and palm trees.

13. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place for families"
United States
Anthony
The price is NT$12,349
NT$16,092 total
includes taxes & fees
Dec 2 - Dec 3
Santa Maria Suites
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

14. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (454 reviews)
"We will definitely stay here again!"
United States
Natalie
The price is NT$4,469
NT$5,843 total
includes taxes & fees
Nov 4 - Nov 5
Tropical Inn
A room with a bed, a ceiling fan, and a window with blinds.

15. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
The price is NT$10,586
NT$11,909 total
includes taxes & fees
Nov 22 - Nov 23
The Mermaid & Alligator
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

16. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is NT$6,161
NT$7,632 total
includes taxes & fees
Nov 11 - Nov 12
Duval House
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

17. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is NT$6,363
NT$11,283 total
includes taxes & fees
Nov 8 - Nov 9
Southernmost House - Adult Exclusive
A green house with a white porch, a flag, and a sign advertising a property for sale.

18. 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, (1,001 reviews)
"Everything was amazing. Drew runs a beautiful place."
United States
Matthew
The price is NT$5,396
NT$6,071 total
includes taxes & fees
Nov 29 - Nov 30
L'Habitation Guest House - Adults Only
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

19. 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 NT$6,451
NT$7,258 total
includes taxes & fees
Nov 4 - Nov 5
Westwinds Inn
A poolside area with lounge chairs, umbrellas, and a pergola.

20. Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (518 reviews)
"Clean room, comfortable bed, friendly staff, good amenities!"
United States
Lisa and David
The price is NT$8,146
NT$10,814 total
includes taxes & fees
Nov 4 - Nov 5
Ella's Cottages - Key West Historic Inns
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"No desk area in room and shower and did not work. And very slow drain."
Kevin 2-night trip
Posted 3 hours ago
Casa Marina Key West, Curio Collection by Hilton

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.
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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