Old Town Key West Holidays

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Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. Learn more about Old Town 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 Old Town 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$250 per night from 20 May to 21 May
S$250
per night
20 May - 21 May
9/10 Wonderful! (1,060 reviews)
"Older place but very quaint"

Reviewed on 14 May,2024

Heron House - Adult Only
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is S$479 per night from 2 Jun to 3 Jun
S$479
per night
2 Jun - 3 Jun
8.2/10 Very Good! (1,849 reviews)
Great stay
"Clean spacious rooms, helpfully staff and it was nice to be remembered by some of the staff. Three pools to choose from and a great beach bar/cafe."

Reviewed on 15 May,2024

Southernmost Beach Resort
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$484 per night from 16 Jun to 17 Jun
S$484
per night
16 Jun - 17 Jun
8.8/10 Excellent! (706 reviews)
"This was a beautiful property. The rooms and public areas were clean and charming, the breakfast was very good with a nice variety of options. Every member of the staff we encountered was very friendjy and helpful. The location was great for walking to shops and restaurants."

Reviewed on 17 May,2024

Winslow's Bungalows - Key West Historic Inns
See all 1,285 properties in Old Town 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 an Old Town Key West holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Old Town Key West from just . And the more you bundle, the more money you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Old Town Key West?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got everything you need. Select a combination that best suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That’s why we offer over 550 partner airlines and 1,000,000 hotel options around the globe, which lets you customize your Old Town Key West getaway.
Where should I stay in Old Town Key West?
A trip to Old Town Key West isn’t complete without stopping by Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Book a hotel as close as possible for quick access to these awesome attractions.
What are the top hotels in Old Town Key West?
Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It’s one of this area’s most in-demand properties. Another top-rated option in Old Town Key West is Curry House.
How far in advance should I book my Old Town Key West holiday?
Smart travellers often book as early as possible. You can generally look up international fares on Expedia up to a year before your intended flight. If you’re purchasing tickets last minute, don’t despair. Budget prices occasionally become available just weeks prior to departure.
What does an Expedia Old Town Key West travel package include?
Hotels, car rentals and flights — we bring you the very best deals. All you have to do is pick and choose your favourite combination. After you’ve made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an awesome Old Town Key West holiday.
What should I know before booking an Old Town Key West travel package?
A package can be cheaper than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever your holiday goals are, there’s sure to be a package within your budget.
Can I choose my airline with an Old Town Key West Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Old Town Key West holiday package?
You can. We realise life doesn’t always go to plan, so we’re here to help if you have to make changes to your Old Town Key West holiday package. You may be able to amend or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Popular places to visit

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Southernmost Point

4/5(39 reviews)

Snap a memorable photograph from the edge of North America at this monumental landmark.

Southernmost Point
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South Beach

4.5/5(8 reviews)

The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

South Beach
Image for Ernest Hemingway Home and Museum

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

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.