Key West Historic District Holidays

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Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €576, price is now €331 per person
€331
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
The staff greeted us wonderfully. The room is clean. The VIP perk was pleasant. Would definitely stay here again.

Reviewed on 25 Sept 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was €758, price is now €409 per person
€409
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.6/10 Excellent! (116 reviews)
Rooms clean and fresh. Two options of pools to choose from. Great atmosphere, highly recommend

Reviewed on 24 Sept 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €640, price is now €379 per person
€379
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.4/10 Very Good! (1,825 reviews)
Clean room and everything close by..

Reviewed on 25 Sept 2025

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was €603, price is now €362 per person
€362
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.2/10 Very Good! (1,440 reviews)
Staff was not helpful , the stay was nice tho .

Reviewed on 24 Sept 2025

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was €651, price is now €404 per person
€404
per person
13 Nov - 16 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
9.2/10 Wonderful! (374 reviews)
Relaxing at the bar. Food was amazing.

Reviewed on 18 Sept 2025

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
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Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Key West Historic District

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is €226 per night from 13 Oct to 14 Oct
€226
13 Oct - 14 Oct
includes taxes & fees
8.6/10 Excellent! (2,768 reviews)
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."

Reviewed on 21 Sept 2025

Southernmost Beach Resort and Guesthouses
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
Fully refundableReserve now, pay when you stay
The price is €222 per night from 14 Oct to 15 Oct
€222
14 Oct - 15 Oct
includes taxes & fees
8.2/10 Very Good! (362 reviews)
"Elevator was broken but other than that enjoyed our stay"

Reviewed on 18 Sept 2025

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

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,006 reviews)
"This is an amazing property and probably the only place we would stay. But the place itself is lacking some updates and touch ups. Don’t hesitate to book this place though."

Reviewed on 20 Sept 2025

Get rates
Pier House Resort & Spa
See all 1,724 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 €331, 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.

Popular places to visit

Duval Street

Duval Street

4.5/5(47 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.

Duval Street
Mallory Square

Mallory Square

4/5(36 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.

Mallory Square
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4.5/5(23 reviews)

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

Ernest Hemingway Home and Museum

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€43
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

€119
per adult
96% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
Sunset Dinner Cruise with Unlimited Open Bar

Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!

€77
per adult
88% of travellers recommend
Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.