Key West Historic District Vacations

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Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Key West Historic District
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

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.

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A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

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.

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A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

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.

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A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

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

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A pier with people dining under umbrellas, a sailboat in the distance, and a sunset over the water.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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Key West Historic District Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AED 640
AED 989 total
25 Oct - 26 Oct
includes taxes & fees
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
AED 824
AED 1,175 total
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very Good! (981 reviews)
"Great location on the water"

Reviewed on 20 October 2026

Casa Marina Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

525 United Street Key West FL
Fully refundableReserve now, pay when you stay
AED 474
AED 698 total
25 Oct - 26 Oct
includes taxes & fees
8.4/10 Very Good! (1,451 reviews)
"Great place."

Reviewed on 20 October 2026

The Southernmost Inn - Adults Only
See all 1,662 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.

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)
With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside or experience its lively festivals.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
You can spend time studying the exhibits at Ernest Hemingway Home and Museum in Key West. Wander the area's seaside or simply enjoy one of its lively bars.
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A building with a sign reading "The Key West Butterfly & Nature Conservatory".

Key West Butterfly and Nature Conservatory

9.2/10 (1,711 reviews)
Enjoy an outing to Key West Butterfly and Nature Conservatory during your stay in Key West. Amble around the area's seaside or seek out the biking trails.
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A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.

Harry S. Truman Little White House

9.0/10 (995 reviews)
You can spend an afternoon studying the exhibits at Harry S. Truman Little White House during your travels in Key West. Discover the area's lively festivals, or seek out its biking trails.
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A white lighthouse with a black top, surrounded by lush greenery and residential buildings.

Key West Lighthouse and Keeper's Quarters Museum

8.6/10 (548 reviews)
You can spend time exploring the galleries in Key West Lighthouse and Keeper's Quarters Museum in Key West. Amble around the area's seaside or seek out the biking trails.
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An aquarium exhibit with fish tanks and informational displays.

Florida Keys Eco - Discovery Center

8.8/10 (128 reviews)
You can spend an afternoon studying the exhibits at Florida Keys Eco - Discovery Center during your travels in Key West. Discover the area's lively bars and its lively festivals.
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A two-story house with green shutters and a wooden balcony.

Audubon House and Tropical Gardens

8.8/10 (378 reviews)
You can spend an afternoon exploring the galleries in Audubon House and Tropical Gardens in Key West. Discover the area's lively bars and its lively festivals.
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