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Holidays to Key West

Accommodation, flights, car rentals, things to do and more - for your holiday in Key West choose Expedia! Find everything you need to organise your trip to Key West in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Key West

Fairfield Inn & Suites Key West at The Keys Collection
The Gates Hotel Key West
The Southernmost Inn-Adults Only
Fairfield Inn and Suites by Marriott Key West
DoubleTree Resort by Hilton Grand Key - Key West
Key West Marriott Beachside Hotel

Where to stay in Key West

Top Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is £176 per night from 20 Jan to 21 Jan

Situated in Key West, this golf hotel is within 3 miles (5 km) of Key West Harbour, Robbie's and Lower Keys Medical Center. Key West Golf Club is 2.1 mi (3.4 ...

4.5/5Wonderful! (2,482 reviews)

"This hotel is beautiful, clean, and quiet. Excellent service!"…"

Reviewed on 12 Jan 2021

Oceans Edge Key West Resort, Hotel & Marina
24 North Hotel Key West
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is £143 per night from 20 Jan to 21 Jan

Located in New Town, this hotel is 2.4 mi (3.9 km) from Key West Harbour, and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and Key ...

4/5Very Good! (1,449 reviews)

"Place was super clean and friendly staff especially for the price!"…"

Reviewed on 12 Jan 2021

24 North Hotel Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
The price is £301 per night from 26 Jan to 27 Jan

Located in Key West Historic District, this beachfront hotel is in the city centre and within a 10-minute walk of South Beach and Southernmost Point. Fort Zachary ...

4.2/5Excellent! (2,646 reviews)

"This is truly one of the nicest places we have stayed. Beautiful, clean, comfortable, high end products in the room which was extremely comfortable. Mischa was the first person we met and he was awesome and stayed in touch with us daily. Yelena at the pool bar was so friendly to everyone. These two ..."…"

Reviewed on 16 Jan 2021

Southernmost Beach Resort
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.

Top things to do in Key West

Key West Beach Holiday

Kick back and relax on the shore and watch the sunlight twinkling on the water during your Key West holiday. If you're looking for the perfect beach experience, a trip to Key West sure does deliver. You've probably heard about Smathers Beach (2 miles (3 km) away). We recommend checking out accommodation nearby. However, a lot of visitors also choose Key West holiday deals near South Beach or Higgs Beach, two other excellent nearby options.

Plan your Key West holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Key West. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Key West holiday package?
Whether it’s your hotel or flight, you can cancel and rebook it. Locked in your Key West holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it’s been longer than that, you may incur a fee from your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We’ll help you every step of the way.
Where should I stay in Key West?
Key West Historic District is an area of Key West that no one should miss. If ticking off Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens is important to you, spending your nights in this neighbourhood is an excellent idea. Another option is Historic Seaport. From here, you’ll have easy access to Audubon House and Tropical Gardens and Mallory Square.
What are the top hotels in Key West?
People travelling to Key West will often book Southernmost Beach Resort or Crowne Plaza Key West-La Concha. These options are in Key West Historic District. Another happening neighbourhood is Old Town. Southernmost Beach Resort and Margaritaville Key West Resort & Marina are popular choices in this area.
When is the best time of year to visit Key West?
The answer depends on you. If you’re hoping to pick up the best deal, visit Key West in September. Airfares and hotels are generally cheaper around this time than they are in February. If you’d like to experience the vibe of Key West in the high season, book your getaway for July, August, June. December , October, November is typically a quieter time of year.
How far in advance should I book my Key West holiday?
It’s tricky picking the best time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you can’t book early, don’t despair. Low prices appear from time to time within a few weeks of departure dates.
What should I know before booking a Key West travel package?
A travel package can be customized for your budget and is an easy way to make your budget go further. How little or much you include is up to you. Rental cars, hotels and flights — decide on a combination that works with your plans.
Does Expedia offer Book Now, Pay Later Key West holiday packages?
If your reason for travel has cropped up unexpectedly, Expedia can help to reduce any financial stress. Partnering with online lender Affirm, we offer a Book Now, Pay Later option for all package bookings. It’s easy to set up a payment arrangement for your getaway that works for you.