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

9.2/5 (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 ₩284,050 per night from Jul 6 to Jul 7
₩284,050
₩432,291 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,412 reviews)
"We’ve stayed here multiple times over the last few years. We love it here."

Reviewed on Jun 29, 2026

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 ₩404,046 per night from Jul 8 to Jul 9
₩404,046
₩562,077 total
Jul 8 - Jul 9
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! (1,200 reviews)
"One of our favorite properties to stay at. The staff are impeccable"

Reviewed on Jun 29, 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 ₩360,727 per night from Jul 12 to Jul 13
₩360,727
₩509,874 total
Jul 12 - Jul 13
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 Southernmost Point and Duval ...
8.6/10 Excellent! (729 reviews)
"It was a nice resort with a great breakfast."

Reviewed on Jun 28, 2026

Casa Marina Key West, Curio Collection by Hilton
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 ₩337,604 per night from Jul 6 to Jul 7
₩337,604
₩431,832 total
Jul 6 - Jul 7
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 ...
9/10 Wonderful! (431 reviews)
"I stay here anytime I’m in KW, love this resort and the customer service is great!! I’ll be back soon!"

Reviewed on Jun 25, 2026

La Concha Key West, Autograph Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is ₩323,730 per night from Jul 14 to Jul 15
₩323,730
₩468,252 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,001 reviews)
"the"

Reviewed on Jun 29, 2026

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ₩221,820 per night from Jul 7 to Jul 8
₩221,820
₩301,346 total
Jul 7 - Jul 8
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! (1,349 reviews)
"There were ants in the room. Just a few to start but then we had a late night pizza and next morning pizza was invaded and all over the place. The staff was friendly and helpful. Pool was nice but there were leaves from trees in section that could have been taken care of better. A/C was working ..."

Reviewed on Jun 29, 2026

Southwinds Motel
See all 1,684 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 Key West Tropical Forest and Botanical Garden.

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