Downtown Key West Holidays

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Where to stay in Downtown Key West

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

Top hotels in Downtown Key West

Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is S$264 per night from 19 May to 20 May
S$264
per night
19 May - 20 May
9/10 Wonderful! (1,058 reviews)
"Older place but very quaint"

Reviewed on 14 May,2024

Heron House - Adult Only
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is S$270 per night from 23 May to 24 May
S$270
per night
23 May - 24 May
9.2/10 Wonderful! (1,002 reviews)
Just a Wonderful place to stay!!
"Absolutely a wonderful place to stay in the exact center of Key West. 10-15 minute walk to everywhere. Nicely appointed rooms in a vintage old Key West setting. Beautiful garden and pool area. Super helpful and friendly staff. We'll be back!!"

Reviewed on 15 May,2024

Duval House
Wicker Guesthouse
Wicker Guesthouse
3.5 out of 5
913 Duval Street, Key West, FL
The price is S$329 per night from 21 May to 22 May
S$329
per night
21 May - 22 May
8.2/10 Very Good! (1,000 reviews)
"This was an awesome place, the spot I found was actually for them. The area was on the main strip and would reserve the same place again the next time I go back down there."

Reviewed on 13 May,2024

Wicker Guesthouse
See all 2,678 properties in Downtown 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 Downtown Key West holiday package cost?
Chart your own course with our Downtown Key West holiday packages, which start from a low . Handpick the hotels and flights that fit your travel plans. Then, add on one or two enriching experiences to round off your unique getaway.
How do I get a cheap travel package to Downtown Key West?
Our Downtown Key West holiday packages offer plenty of savings for the savvy explorer. For the best deal, simply bundle your flights, hotels and activities into a convenient package. But impressive bargains are just the beginning of your next amazing adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotel options all over the world to pick from. Whatever your style or budget, there’s a holiday package here just for you.
Where should I stay in Downtown Key West?
A trip to Downtown Key West has to include Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Book a hotel right nearby for quick access to these impressive sights.
What are the top hotels in Downtown Key West?
If it’s your first visit to Downtown Key West, reserve a room at Maya’s Secret Treasure @ Duval Private Pool And Balcony Over Duval + Last Key or Southernmost Retreat: 2 Blocks From Duval In Old Town. Both hotels offer comfy beds and are favourites with lots of travellers.
How far in advance should I book my Downtown Key West holiday?
Savvy travellers will likely want to book as early as possible. You can normally browse through international fares on Expedia up to 12 months before your flight. If you’re purchasing tickets last minute, don’t worry. Cheap prices occasionally become available just weeks before departure dates.
What does an Expedia Downtown Key West travel package include?
Choose from a combination of hotels, rental cars and flights. Once you’ve made your booking, you can add some experiences and activities. Want to pick your fare class? That’s easily done too. The choice is all yours when it comes to putting together your ideal Downtown Key West escape.
What should I know before booking a Downtown Key West travel package?
Whether it’s relaxation or adventure you’re seeking, a Downtown Key West holiday package lets you organise your escape your way. Plus, you’ll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Downtown Key West Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Downtown Key West holiday package?
It’s hard to predict what the future holds, so it’s good to know that you can change or cancel your Downtown Key West holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Popular places to visit

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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
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San Carlos Institute - Casa Cuba

You can enjoy some culture when you stop by San Carlos Institute - Casa Cuba in Key West. Stroll along the beautiful beaches or seek out the cycling trails.

San Carlos Institute - Casa Cuba
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Jackson Square

You can learn about the history of Key West with a trip to Jackson Square. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Jackson Square

Things to do

Image for Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

S$119
Per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
Image for Miami to Key West Day Trip with Activity Options

Miami to Key West Day Trip with Activity Options

S$52
Per adult
82% of travellers recommend
Miami to Key West Day Trip with Activity Options
Image for Key West Small-Group Sunset Sail with Wine

Key West Small-Group Sunset Sail with Wine

S$179
Per adult
100% of travellers recommend
Key West Small-Group Sunset Sail with Wine
See all activities in Key West

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.