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

2 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 Saint Mary Star of the Sea.

Find hotels in Key West Historic District

Top hotels in Old Town Key West

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €280 per night from 14 Jul to 15 Jul
€280
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (2,540 reviews)
"The pool by the pineapple bar. Kasey the Sparky lady and blackjack poker. Krishna and Konstantine and Mauldene. This was our second time there and we are already planning on coming in April 26! Everyone was fantastic!"

Reviewed on 22 Jun 2025

Southernmost Beach Resort and Guesthouses
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,102 reviews)
"Great place! Will definitely stay again!"

Reviewed on 21 Jun 2025

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The Southernmost Inn - Adults Only
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €346 per night from 7 Jul to 8 Jul
€346
7 Jul - 8 Jul
includes taxes & fees
8/10 Very Good! (191 reviews)
"Beautiful resort and excellent staff! Very friendly and helpful. I lost my wallet, and Michel in maintenance found it and returned it. I was so relieved."

Reviewed on 23 Jun 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,363 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

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
Key West Lighthouse and Keeper's Quarters Museum

Key West Lighthouse and Keeper's Quarters Museum

4/5(11 reviews)

Climb to the top of this historic lighthouse for unparalleled photo opportunities and then visit the former home of Key West’s lighthouse keepers.

Key West Lighthouse and Keeper's Quarters Museum
Harry S. Truman Little White House showing a house

Harry S. Truman Little White House

4.5/5(12 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

Harry S. Truman Little White House

Things to do

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

€67
per adult
MIAMI: Key West Day Trip with Boating Options
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

€86
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Lemon Sharks

Shark and Wildlife Viewing Adventure in Key West

€86
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.