Key West Historic District 2026 Holidays & City Breaks | Flight + Hotel

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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

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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

Downtown Key West

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

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

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.

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.

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

Historic Seaport

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

Top hotels in Key West Historic District

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

€198

1 Sept - 2 Sept

includes taxes & fees

8.8/10 Excellent! (3,495 reviews)

"There was plenty to do and the location was very convenient for all the Duval fun!"

Reviewed on 9 Aug 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

€254

10 Aug - 11 Aug

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

"We had a great stay. Awesome location, close to Duval and the marina. The Four Flamingos restaurant on property was fabulous. Would definitely stay again."

Reviewed on 9 Aug 2026

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

€288

24 Aug - 25 Aug

includes taxes & fees

8.6/10 Excellent! (834 reviews)

"Staff was helpful. Food and service were excellent. For the price, $1800 for 3 nights, we expected a top- notch experience. The first night we were there, Fire Alarm went off 3 times starting at 3am. Website never mentioned the remodeling that was occurring in 1 wing of the hotel. Constant chipping ..."

Reviewed on 9 Aug 2026

See all 1,634 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.

Frequently asked questions

How much does a Key West Historic District holiday package cost?

Less than you might think — from a low , actually! By combining flights, hotels and car rentals into a custom-built holiday package, your Key West Historic District escape is just a few clicks away.

How do I get a cheap travel package to Key West Historic District?

Book everything in the one place with our Key West Historic District holiday packages. We have deals on flights, hotels, tours and more that'll keep your pocketbook happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to choose from, you'll have the flexibility to mix and match as you want.

Where should I stay in Key West Historic District?

Travellers come from far and wide to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Key West Historic District. Book yourself a room within a stone's throw of these must-see attractions to make sightseeing easy.

What are the top hotels in Key West Historic District?

Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It's one of the area's most sought-after hotels. Another top option in Key West Historic District is Walk to Duval Waterfront Marina View 2-Bed Galleon + Beach + Sunset Tiki Bar.

How far in advance should I book my Key West Historic District holiday?

Savvy travellers book early. Air carriers typically release flights up to 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take some holiday time next week? Don't fret. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.

What does an Expedia Key West Historic District travel package include?

Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your Key West Historic District break, you're in control!

What should I know before booking a Key West Historic District travel package?

You'll enjoy amazing savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you're putting together a ritzy romantic getaway or a budget solo adventure, check out our holiday packages today.

Can I choose my airline with a Key West Historic District Expedia holiday package?

Yes, and with more than 550 airlines to select from across the globe, you have loads of choice. Look through the available options and see which airline suits your needs and budget.

If I'm not able to travel, can I cancel my Key West Historic District holiday package?

If your holiday plans in Key West Historic District have changed, it's a relief to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To learn more, check our Customer Service Portal.

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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Mallory Square

9.2/10 (15,939 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

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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)

Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

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A butterfly on a plant with green leaves and yellow flowers.

Key West Butterfly and Nature Conservatory

9.2/10 (1,711 reviews)

With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.

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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)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

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A lighthouse with a white exterior and a black top, surrounded by lush green trees.

Key West Lighthouse and Keeper's Quarters Museum

8.6/10 (548 reviews)

Climb to the top of this historic lighthouse for unparalleled photo opportunities and then visit the former home of Key West’s lighthouse keepers.

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A yellow exhibit labeled 'NOAA's AQUARIUS UNDERSEA LAB' with a circular window and a door.

Florida Keys Eco - Discovery Center

8.8/10 (128 reviews)

Learn about the area’s important marine ecology at this comprehensive attraction that addresses global environmental concerns, interesting for visitors of all ages.

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