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
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
2 out of top 10 points of interest in this area
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 Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Historic Seaport
If you're spending some time in Historic Seaport, Duval Street and Florida Keys Beaches are top sights worth seeing.
Top hotels in Old Town Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
3.788.351 ₫
6.168.979 ₫ total
8 Sept - 9 Sept
includes taxes & fees
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
5.519.243 ₫
7.969.428 ₫ total
13 Sept - 14 Sept
includes taxes & fees
8.4/10 Very good! (883 reviews)
"Everything was great except the beds they were pretty uncomfortable. Expected better for a resort."
Reviewed on 30 Aug 2026
Southwinds Motel
1321 Simonton Street Key West FL
3.172.983 ₫
4.449.739 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,368 reviews)
"Enjoyed the stay, still a great location, experience, and value."
Reviewed on 30 Aug 2026
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 1null000null000 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.
Stay near popular Old Town Key West attractions
Southernmost Point
8.8/10 (17,214 reviews)
You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.
Ernest Hemingway Home and Museum
9.2/10 (8,543 reviews)
You can spend time studying the exhibits at Ernest Hemingway Home and Museum during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.
South Beach
8.4/10 (5,461 reviews)
If a restful holiday is part of your travel plans, South Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunsets.
Clarence S. Higgs Memorial Beach Park
8.4/10 (4,659 reviews)
Why not spend a care-free afternoon at Clarence S. Higgs Memorial Beach Park during your travels in Key West? Wander the seaside and gardens while you're in the area.
Key West Butterfly and Nature Conservatory
9.2/10 (1,711 reviews)
Enjoy an outing to Key West Butterfly and Nature Conservatory during your stay in Key West. Amble around the area's seaside or seek out the cycling trails.
Harry S. Truman Little White House
9.0/10 (995 reviews)
You can spend an afternoon browsing the exhibits at Harry S. Truman Little White House during your travels in Key West. Discover the area's lively festivals or seek out its cycling trails.
Key West Lighthouse and Keeper's Quarters Museum
8.6/10 (548 reviews)
You can spend time studying the exhibits at Key West Lighthouse and Keeper's Quarters Museum during your trip to Key West. Amble around the area's seaside or seek out the cycling trails.
Florida Keys Eco - Discovery Center
8.8/10 (128 reviews)
You can spend an afternoon browsing the exhibits at Florida Keys Eco - Discovery Center in Key West. Discover the area's lively bars and its lively festivals.