A two-story house with green shutters and a wooden balcony.

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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Key West Historic District hotels

A hotel with a covered entrance, multiple balconies, and palm trees.

1. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,208 reviews)
"Staff and food were great!"
United States
Susan
The price is ₩347,127
₩443,304 total
includes taxes & fees
Oct 13 - Oct 14
Opal Key Resort & Marina, Key West
A hotel with a swimming pool, balconies, and a view of the sea.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"This resort was beautiful and at a great location to walk to many places in Key West."
United States
Jennifer
The price is ₩310,940
₩443,291 total
includes taxes & fees
Oct 13 - Oct 14
Hyatt Centric Key West Resort and Spa
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

3. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Key West Historic District
10.0 out of 10, Exceptional, (1,001 reviews)
"Great place to stay on vacation"
United States
John
The price is ₩372,726
₩419,317 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only
A two-story building with a covered entrance, palm trees, and a bench outside.

4. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,448 reviews)
"We always love staying here"
United States
Elizabeth
The price is ₩241,247
₩339,260 total
includes taxes & fees
Oct 13 - Oct 14
Winslow's Bungalows - Key West Historic Inns
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

5. 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, (1,031 reviews)
"Very nice staff and great location"
United States
Lynne
The price is ₩261,753
₩378,908 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
A modern outdoor area with a pool, lounge chairs, and a bar area.

6. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (665 reviews)
"Property was beautiful, very clean room and staff was very helpful!"
United States
Corey
The price is ₩467,751
₩616,687 total
includes taxes & fees
Nov 2 - Nov 3
H2O Suites - Adults Only
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

7. Artist House Key West

Artist House Key West
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (459 reviews)
"We only spent one night here but the staff was excellent and the house was beautiful. They provide breakfast in the morning and happy hour wine and beer from 4-5. They also offer all kinds of items if you forgot them. Such a fun place and very conveniently located. We’d definitely stay here again."
United States
Amber
The price is ₩260,346
₩292,888 total
includes taxes & fees
Oct 29 - Oct 30
Artist House Key West
A pool area with lounge chairs and a table, surrounded by palm trees.

8. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,002 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ₩310,605
₩349,431 total
includes taxes & fees
Oct 13 - Oct 14
Orchid Key Inn - Adults Only
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

9. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,036 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ₩119,417
₩224,829 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

10. Duval House

Duval House
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,116 reviews)
"Fun place to stay!! Very nice staff."
United States
Cliff
The price is ₩240,041
₩298,862 total
includes taxes & fees
Oct 26 - Oct 27
Duval House
A pool area with lounge chairs and a cabana.

11. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,007 reviews)
"Staff was very attentive to our needs and the hotel was very clean."
United States
Patrick
The price is ₩387,335
₩544,312 total
includes taxes & fees
Oct 13 - Oct 14
Ocean Key Resort - A Noble House Resort
A two-story house with a covered porch, a brick pathway, and a large tree.

12. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,001 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
United States
Darrell
The price is ₩481,153
₩616,694 total
includes taxes & fees
Oct 15 - Oct 16
The Marquesa Hotel
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

13. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,135 reviews)
"We loved everything about this property, from check in to check out. Location was great and staff was super friendly and helpful. We'll be back again for sure!"
United States
Amanda
The price is ₩161,434
₩226,365 total
includes taxes & fees
Oct 13 - Oct 14
Heron House - Adult Only
A white building with green shutters and a white picket fence.

14. Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (967 reviews)
"Clean rooms and the staff was great"
United States
Jeffrey
The price is ₩335,065
₩444,806 total
includes taxes & fees
Oct 13 - Oct 14
Ridley House - Key West Historic Inns
A deck with sun loungers and a railing overlooking the sea.

15. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Key West Historic District
8.6 out of 10, Excellent, (3,621 reviews)
"Everything about this place was excellent."
United Kingdom
Olwen
The price is ₩233,608
₩360,822 total
includes taxes & fees
Oct 26 - Oct 27
Southernmost Beach Resort and Guesthouses
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

16. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,000 reviews)
"Great hotel - close to everything yet very quiet"
United States
Osvaldo
The price is ₩280,115
₩315,130 total
includes taxes & fees
Oct 13 - Oct 14
Island City House Hotel
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

17. Southwinds Motel

Southwinds Motel
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (1,385 reviews)
"Great property and the staff very helpful and friendly."
United States
Michael
The price is ₩180,707
₩248,530 total
includes taxes & fees
Oct 27 - Oct 28
Southwinds Motel
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

18. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,357 reviews)
"Great location quite and excellent resuraunt"
United States
Richard
The price is ₩450,106
₩599,852 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

19. Ambrosia Key West

Ambrosia Key West
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"Nice place to stay"
United States
Tricia
The price is ₩241,917
₩272,157 total
includes taxes & fees
Oct 13 - Oct 14
Ambrosia Key West
A beach with a wooden pier, palm trees, and beach umbrellas.

20. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Key West Historic District
8.6 out of 10, Excellent, (1,051 reviews)
"Great hotel and location"
United States
Darlene
The price is ₩238,097
₩358,327 total
includes taxes & fees
Oct 25 - Oct 26
The Reach Key West, Curio Collection by Hilton
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

Compare popular hotels in Key West Historic District

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,001 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.0 star property
9.8
Exceptional
555 reviews
View
A modern interior with a staircase, a sofa set, a wooden table, and a television.
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
1,003 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,002 reviews
View
A porch with a white railing, a bench, and a flag.
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
192 reviews
View

Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most.
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A row of pastel-colored houses with white railings and a clear blue sky.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

A street with a pharmacy, a theater, and a yellow building.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Top Key West Historic District Hotel Reviews

Authors of Key West Guest House

Authors of Key West Guest House

10/10 Excellent
"Great historic location,safe neighborhood with helpful friendly staff. Would stay again."
Brian 1-night trip
Posted 1 hour ago
Authors of Key West Guest House

Frequently asked questions

What is Key West Historic District like?
Travelers love the Key West Historic District neighborhood for its bar scene, biking, and great live music scene. Experience the best of Key West Historic District with a visit to Duval Street and Florida Keys Beaches during your trip.
Where is the best hotel for a stay in Key West Historic District?
Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Key West Historic District. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the area include Pier House Resort & Spa and Casa Marina Key West, Curio Collection by Hilton.
How many hotels are there in the Key West Historic District area?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1637 Key West Historic District hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Key West Historic District, will I receive a refund?
Yes! The majority of room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the top deals on offer in Key West Historic District.
Where can I learn more about changing or cancelling my trip to Key West Historic District?
For additional details about changing or cancelling your trip to Key West Historic District, head over to our customer service page.
What is there to do in this Key West neighborhood?
Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House can be part of your cultural tour of Key West Historic District. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighborhood. The Kite House, Key West Cemetery, and Donkey Milk House are just a few of the places to visit in and around Key West Historic District. While you're out sightseeing, San Carlos Institute - Casa Cuba and Saint Mary Star of the Sea are a couple of additional sights to visit in Key West.