Downtown Key West Vacations

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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
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(4,033 area reviews)

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

Find hotels in Key West Historic District

Downtown Key West Hotel Deals

Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is ￥20,112 per night from Jun 12 to Jun 13
￥20,112
per night
Jun 12 - Jun 13
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 Jun 2, 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 ￥22,270 per night from Jun 9 to Jun 10
￥22,270
per night
Jun 9 - Jun 10
9/10 Wonderful! (1,074 reviews)
"We loved staying at Heron House! The location is unbeatable, and we loved the charm. Everyone was so friendly, and the property was well-kept and beautiful. We will absolutely stay here again in the future."

Reviewed on Jun 5, 2024

Heron House - Adult Only
Wicker Guesthouse
Wicker Guesthouse
3.5 out of 5
913 Duval Street, Key West, FL
The price is ￥27,265 per night from Jun 10 to Jun 11
￥27,265
per night
Jun 10 - Jun 11
8.2/10 Very Good! (982 reviews)
"Super cute property and the staff were so amazing. The daily breakfast was bomb! Our plane arrived early and they were gracious enough to let us leave our luggage and then later hang out by the pool."

Reviewed on Jun 4, 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 vacation package cost?
Chart your own course with our Downtown Key West vacation 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 vacation 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 vacation 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 favorites with lots of travelers.
How far in advance should I book my Downtown Key West vacation?
Savvy travelers 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 vacation package lets you organize your escape your way. Plus, you’ll score great discounts when you combine your accommodations 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 vacation 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 vacation 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 vacation 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

Image for Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4.5/5(1,707 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
Image for San Carlos Institute - Casa Cuba

San Carlos Institute - Casa Cuba

4.5/5(22 reviews)

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 biking trails.

San Carlos Institute - Casa Cuba
Image for Jackson Square

Jackson Square

4.5/5(81 reviews)

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

Jackson Square

Things to do

Image for PM Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

PM Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

￥17,982
Per adult
94% of travellers recommend
PM Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
Image for Jimmy Buffett Tour

Jimmy Buffett Tour

￥11,637
Per adult
100% of travellers recommend
Jimmy Buffett Tour
Image for Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

￥13,800
Per adult
96% of travellers recommend
Key West Craft Cocktail Crawl
See all activities in Key West

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