Key West Historic District Hotels, Key West

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Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Key West Historic District 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, (1004)
"Great little hotel in the heart of Old Town."
United States
Robert
The price is AU$303
includes taxes & fees
19 Dec - 20 Dec
NYAH Key West - Adults Only
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (1138)
"Great location and great staff "
United States
Thomas
The price is AU$613
includes taxes & fees
14 Jan - 15 Jan 2026
Heron House - Adult Only
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Key West Historic District
8.8 out of 10, Excellent, (1247)
"Perfect little place, great location! "
United States
Hailey
The price is AU$326
includes taxes & fees
18 Dec - 19 Dec
Southwinds Motel
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1213)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is AU$388
includes taxes & fees
21 Dec - 22 Dec
The Southernmost Inn - Adults Only
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
Key West Historic District
8.8 out of 10, Excellent, (1006)
"Nice place "
United States
Suzanne
The Cabana Inn Key West - Adults 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, (880)
"The staff was really nice"
United States
doug
The price is AU$284
includes taxes & fees
18 Dec - 19 Dec
Simonton Court Historic Inn & Cottages
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Key West Historic District
8.8 out of 10, Excellent, (2938)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is AU$429
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses
Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Key West Historic District
8.8 out of 10, Excellent, (1003)
"Great place to stay for a couple days. Clean and a great staff. "
United States
Gary
The price is AU$358
includes taxes & fees
23 Dec - 24 Dec
The Palms Hotel
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Key West Historic District
9.4 out of 10, Exceptional, (1011)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is AU$234
includes taxes & fees
18 Dec - 19 Dec
Duval House
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1024)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is AU$345
includes taxes & fees
18 Dec - 19 Dec
Silver Palms Inn
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, (1009)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is AU$528
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House Court - Adult Only
Courtyard
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Key West Historic District
9.6 out of 10, Exceptional, (1004)
"Great stay"
United States
Ginger
The price is AU$251
includes taxes & fees
18 Dec - 19 Dec
The Grand Guesthouse
Lobby
Authors of Key West Guest House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1005)
"This guest house was excellent, breakfast was decent, had everything you needed."
Canada
David
Authors of Key West Guest House
Exterior
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is AU$287
includes taxes & fees
18 Dec - 19 Dec
The Garden House
Sun deck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Key West Historic District
8.2 out of 10, Very good, (1003)
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
United States
Daniel
Pegasus International Hotel
BBQ/picnic Area
Banana's Foster Guesthouse

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
11 Gecko's Garden - Adults Only
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Key West Historic District
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
The price is AU$406
includes taxes & fees
21 Dec - 22 Dec
Tropical Inn
Exterior
Hyatt Centric Key West Resort and Spa

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, (1011)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is AU$580
includes taxes & fees
18 Dec - 19 Dec
Hyatt Centric Key West Resort and Spa
Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1024)
"Our stay was great!"
United States
Richard
The price is AU$533
includes taxes & fees
18 Dec - 19 Dec
Opal Key Resort & Marina, Key West
Property grounds
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1002)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is AU$328
includes taxes & fees
18 Dec - 19 Dec
Orchid Key Inn - Adults 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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Our guide on where to stay in Key West Historic District

Find the best Key West Historic District areas for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Key West Butterfly and Nature Conservatory featuring animals, flowers and zoo animals

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Top Key West Historic District Hotel Reviews

Wicker Guesthouse

Wicker Guesthouse

10/10 Excellent
"The place has an almost magical charm to it, a charismatic and friendly staff (even housekeeping!), and even a hotel cat, Truman. Recommend!"
Jonathan 2-night trip
Posted 10 hours ago
Wicker Guesthouse

Frequently asked questions

What is Key West Historic District like?
Travellers love the Key West Historic District neighbourhood for its bar scene, cycling and great live music scene. Looking for sights you might find in a travel guide about Key West Historic District? Consider a visit to Duval Street while you're in the neighbourhood.
Where is the best hotel for a stay in Key West Historic District?
Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Key West Historic District. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other top choices in the neighbourhood include Orchid Key Inn - Adults Only and Andrews Inn & Garden Cottages.
How many hotels will I be able to find 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 1770 Key West Historic District hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Key West Historic District, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to view top deals in Key West Historic District.
What is there to do in this Key West neighbourhood?
Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Audubon House and Tropical Gardens can be part of your cultural tour of Key West Historic District. Duval Street and Key West Cemetery are also a couple of places to visit in the neighbourhood. The Kite House, Donkey Milk House and San Carlos Institute - Casa Cuba are just a few of the places to visit in and around Key West Historic District. While you're out sightseeing, Saint Mary Star of the Sea and Tennessee Williams Key West Exhibit are a couple of additional sights to visit in Key West.

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