Key West Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
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Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(66 area reviews)

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Ernest Hemingway Home and Museum.

Find hotel + flight trips in Key West Historic District

Top hotels in Key West

Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is 3.389.653 ₫ per night from 29 Sep to 30 Sep
3.389.653 ₫
per night
29 Sep - 30 Sep
8.6/10 Excellent! (1,591 reviews)
"Great set up and pool i would stay again if the hot tub was fixed"

Reviewed on 25 Sep 2024

Havana Cabana at Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is 6.396.639 ₫ per night from 30 Sep to 1 Oct
6.396.639 ₫
per night
30 Sep - 1 Oct
8.4/10 Very Good! (2,125 reviews)
"Excellent property in a beautiful area. Attentive and knowledgeable staff. Very clean and well maintained"

Reviewed on 25 Sep 2024

Southernmost Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is 5.115.344 ₫ per night from 15 Oct to 16 Oct
5.115.344 ₫
per night
15 Oct - 16 Oct
8.4/10 Very Good! (1,796 reviews)
"Already booked again for next year! We love being able to walk across the street to the beach. The pool (and drinks) are very nice too!"

Reviewed on 24 Sep 2024

Margaritaville Beach House Key West
See all 2,789 properties in Key West
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 holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Key West from just . And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Key West?
Combine your flights and hotels, toss in extras such as a rental car or activities, and save with a Key West holiday package. You won’t just score exciting discounts on your adventure — you’ll have lots of choice too. When you book through Expedia, you’ll have your pick of over 550 partner airlines and 1null000null000 hotels across the globe. Your next epic adventure begins right here, right now!
Where should I stay in Key West?
A visit to Key West wouldn’t be complete without taking in the atmosphere in Old Town Key West, so why not secure a hotel room in this happening neighbourhood? That way, you’ll be right by Southernmost Point. If Mallory Square is on your must-see list, stay in Historic Seaport.
What are the top hotels in Key West?
Travellers visiting Key West often stay in Old Town Key West. Margaritaville Beach House Key West and Southernmost Beach Resort are preferred hotels in this neighbourhood. But it’s not the only fun place around town! Key West Historic District is another fantastic area and where you’ll find 24 North Hotel Key West and Oceans Edge Key West Resort, Hotel & Marina.
How far in advance should I book my Key West holiday?
Browse Expedia to compare international airfares ASAP. In most cases, you can purchase a ticket up to a year before departure. If it’s too early for your preferred air carrier, or you’ve left things to the last moment, fear not. Cheap fares to Key West sometimes occur a few weeks before the date of departure.
What does an Expedia Key West travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to crafting your Key West break, you’re the boss!
What should I know before booking a Key West travel package?
Locking in all the parts of your holiday together is a simple way to save. Combine car rentals, airfares and hotels into a handy package. But you’re not restricted to hotels. Expedia offers all types of properties, including holiday rentals like mountain cabins and spacious residences. The list goes on!
Can I choose my airline with a Key West Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Key West holiday package?
It’s hard to predict what the future holds, so it’s comforting to know that you can cancel or change your Key West holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Popular places to visit

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Duval Street

4.5/5(47 reviews)

With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.

Duval Street
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Mallory Square

4/5(36 reviews)

Find out about the history of Mallory Square, one of the top monuments in Key West. Stroll along the area's seaside or experience its lively festivals.

Mallory Square
Image for Smathers Beach

Smathers Beach

4/5(10 reviews)

If a restful holiday is part of your travel plans, Smathers Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunrises.

Smathers Beach