Downtown Key West Holidays

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Our guide on 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(10 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

Our pick of the best Downtown Key West Hotel Deals

Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is NZ$234 per night from 12 Jun to 13 Jun
NZ$234
per night
12 Jun - 13 Jun
9.2/10 Wonderful! (990 reviews)
"I was so happy with my stay! The staff was very accommodating and helpful. Very sweet! We had a blast and felt very close to everything. We will definitely stay again!"

Reviewed on 2 Jun. 2024

Duval House
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is NZ$262 per night from 5 Jun to 6 Jun
NZ$262
per night
5 Jun - 6 Jun
9/10 Wonderful! (1,071 reviews)
"The location is amazing. The property is dated with some plumbing issues. The staff were friendly and the patrons all lovely. Pool was clean and quiet."

Reviewed on 4 Jun. 2024

Heron House - Adult Only
Wicker Guesthouse
Wicker Guesthouse
3.5 out of 5
913 Duval Street, Key West, FL
The price is NZ$319 per night from 11 Jun to 12 Jun
NZ$319
per night
11 Jun - 12 Jun
8.2/10 Very Good! (1,007 reviews)
"It was great for the location, very close to shopping, bars, restaurants"

Reviewed on 28 May 2024

Wicker Guesthouse
See all 2,691 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.

Discover the most popular places to visit in Downtown Key West

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Ernest Hemingway Home and Museum

4/5(5 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

Activities

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Jimmy Buffett Tour

NZ$128
Per adult
100% of travellers recommend
Jimmy Buffett Tour
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Miami: Key West day trip with optional boating activities

NZ$193
Per adult
Miami: Key West day trip with optional boating activities
Image for The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour

NZ$41
Per adult
100% of travellers recommend
The Ghosts of Key West Walking Tour
See all activities in Key West

More holiday ideas

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