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

The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 16 Jun to 17 Jun
NZ$231
per night
16 Jun - 17 Jun
8.6/10 Excellent! (1,004 reviews)
"This property is amazing with friendly staff. The rooms are beautiful and clean. This is in the heart of old town key west in the best location for events and fantasy fest. It is close to the most famous bars and great restaurants. I ended staying an extra day it was so good. There is a parking lot ..."

Reviewed on 13 Jun. 2024

The Cabana Inn Key West - Adults Only
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is NZ$260 per night from 16 Jun to 17 Jun
NZ$260
per night
16 Jun - 17 Jun
9/10 Wonderful! (1,034 reviews)
"Great location to see the sights of Key West. Relaxing pool was a plus!"

Reviewed on 10 Jun. 2024

Heron House - Adult Only
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is NZ$235 per night from 18 Jun to 19 Jun
NZ$235
per night
18 Jun - 19 Jun
9.2/10 Wonderful! (1,002 reviews)
"The property is picturesque, the foliage is so beautiful and well manicured. From check in to check out was great. Susan who introduced herself and each person that helped her in the kitchen. Victor who also introduced himself helped me to identify a few trees in the courtyard. Fantastic stay and ..."

Reviewed on 11 Jun. 2024

Duval House
See all 2,699 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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Jackson Square

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

Jackson Square
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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

Activities

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Jimmy Buffett Tour

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

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.