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21 Dec - 22 Dec
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22 Dec - 23 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)
"The location is unbeatable. Room was clean and tidy and the amenities are great."
United States
Jerad
NYAH Key West - Adults Only
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, (1219)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is 7.220.161 ₫
9.306.594 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Southernmost Inn - Adults Only
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Key West Historic District
9.4 out of 10, Exceptional, (1001)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 6.552.435 ₫
7.937.263 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Duval House
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, (1135)
"Great location and great staff "
United States
Thomas
The price is 8.610.268 ₫
10.718.362 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
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, (1007)
"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 6.015.609 ₫
8.543.955 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Silver Palms Inn
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, (2936)
"Great Stay!"
United States
mathew
The price is 7.380.305 ₫
10.227.259 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
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
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (924)
"A great no hassle stay."
United States
Gary
The price is 4.100.403 ₫
4.613.019 ₫ total
includes taxes & fees
23 Dec - 24 Dec
L'Habitation Guest House
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, (1002)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest House
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 7.010.553 ₫
8.478.959 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Palms Hotel
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, (1026)
"Our stay was great!"
United States
Richard
The price is 11.025.985 ₫
13.440.650 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Opal Key Resort & Marina, Key West
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 5.447.205 ₫
6.694.010 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Garden House
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Key West Historic District
9.6 out of 10, Exceptional, (364)
"Nice place to stay "
United States
yulio
The price is 8.818.683 ₫
10.579.157 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Tropical Inn
Property grounds
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (1002)
"Cozy place right near everything "
United States
Joseph
Paradise Inn Key West - Adults Only
Front of property
Winslow's Bungalows - Key West Historic Inns

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, (1084)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is 6.967.229 ₫
9.170.461 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Winslow's Bungalows - Key West Historic Inns
Exterior
La Pensione Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Key West Historic District
8.8 out of 10, Excellent, (1002)
"Clean room, super spacious and comfortable. Check in was easy. Amazing location!!"
United States
Aracelis
The price is 5.897.192 ₫
8.410.801 ₫ total
includes taxes & fees
24 Dec - 25 Dec
La Pensione Inn
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, (295)
"Very nice staff! Clean hotel! "
United States
Tabitha Hall
The price is 9.368.140 ₫
11.427.288 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
La Concha Key West, Autograph Collection
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Key West Historic District
8.8 out of 10, Excellent, (1239)
"Perfect little place, great location! "
United States
Hailey
The price is 6.611.117 ₫
8.325.638 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Southwinds Motel
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
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
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, (883)
"The staff was really nice"
United States
doug
The price is 5.236.685 ₫
5.891.270 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Simonton Court Historic Inn & Cottages
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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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 flowers, zoo animals and 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

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.
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.