Key West Historic District, FL

Key West

A two-story house with green shutters and a wooden balcony.
A church with a tall steeple, arched windows, and a central entrance.
A room with wooden floors, arched windows, a chandelier, and a red rope barrier.
A red brick building with arched windows and a tall chimney.
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Stay near popular Key West Historic District attractions

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

Duval Street

9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
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Key West Historic District Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₩194,662 per night from Sep 20 to Sep 21
₩194,662
₩316,989 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is ₩368,011 per night from Sep 23 to Sep 24
₩368,011
₩507,477 total
Sep 23 - Sep 24
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,317 reviews)
"need in room slippers. rooms need to be cleaned of dust, especially beds. rust spots on lamps and furniture. one lamp had exposed wires"

Reviewed on Sep 9, 2026

Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is ₩329,171 per night from Sep 20 to Sep 21
₩329,171
₩460,768 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (902 reviews)
"Great property. Great bars."

Reviewed on Sep 9, 2026

Casa Marina Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is ₩269,340 per night from Sep 29 to Sep 30
₩269,340
₩396,473 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,012 reviews)
"Loved the stay. Definitely will be back"

Reviewed on Sep 7, 2026

Hyatt Centric Key West Resort and Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
The price is ₩226,460 per night from Sep 24 to Sep 25
₩226,460
₩299,992 total
Sep 24 - Sep 25
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
La Concha Key West, Autograph Collection
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ₩166,907 per night from Sep 14 to Sep 15
₩166,907
₩232,995 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,380 reviews)
"SOUTHWINDS MOTEL WAS AN ABSOLUTELY PERFECT TO STAY IN KW!!!! The amenities were perfect, the moring breakfast was just perfect, and thee LOCATION IS SUPER GREAT. Literally minutes from everywhere. WE WILL BE BACK, FOR SURE!!!!!"

Reviewed on Sep 9, 2026

Southwinds Motel
See all 1,647 properties in Key West Historic District
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.

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 white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.

Key West Historic District, FL