Old Town Key West Holidays from £1,043
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Your Old Town Key West Holiday
Take the stress and hassle out of organising your next adventure by booking an Old Town Key West holiday package. Take in the sights and sounds of this captivating neighbourhood and enjoy what it has to offer. Wondering what to see and do during your trip to Old Town Key West? Nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are good places to begin. No matter your travel plans or the size of your budget, booking your dream Old Town Key West holiday is quick and easy with Expedia.
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
£2,017
per person
4 Dec - 11 Dec
found 21 hours ago
Return flight included
London (LON) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Excellent Hotel, staff very helpful and room was excellent. Breakfast was included which was delicious. Beautiful surrounding gardens. Highly recommend
Reviewed on 26 Sept 2026
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
£3,094
per person
4 Dec - 11 Dec
found 21 hours ago
Return flight included
London (LON) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy
Reviewed on 17 Oct 2025
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 Fort East Martello Museum and Gallery.
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
£195
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (3,630 reviews)
"We loved the property, staff, room, but was unable to enjoy the beach at the hotel and was not notified beach was not going to be opened. We picked this hotel for the beach access and didn’t find out the beach was not available until we went down to the beach to relax."
Reviewed on 27 Sept 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
£250
29 Sept - 30 Sept
includes taxes & fees
8.4/10 Very good! (938 reviews)
"We rented a beach front room paying $1,200 a night. The beach is beautiful but you really can’t go into the water because I it is full of rocks. The biggest issue was the staff. The operators were rude and felt like they were annoyed when you asked for any help (at $1,200 per night …) and an engineer ..."
Reviewed on 27 Sept 2026
Southwinds Motel
1321 Simonton Street Key West FL
£131
28 Sept - 29 Sept
includes taxes & fees
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 travel package cost?
Be ready to book, because a trip to Old Town Key West starts from a tempting £1,043. When you combine your hotels, flights and car rentals into a package, you'll score the lowest prices.
If I'm not able to travel, can I cancel my Old Town Key West travel package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Old Town Key West travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Old Town Key West?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a few dollars too. An Old Town Key West travel package makes it a cinch to create the perfect trip. With more than 550 airlines across the world to choose from, finding convenient flights that fit your schedule won't be a hassle. In addition to that, we have over 1,000,000 hotels globally to choose from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Old Town Key West holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:
- Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you want to grab an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.
Where should I stay in Old Town Key West?
Visitors come from all corners of the globe to see Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Old Town Key West. Book a room near these must-see attractions and visit them whenever you want.
What are the top hotels in Old Town Key West?
Get your trip off to a good start by locking in a room at The Gates Hotel Key West. It's one of most sought-after properties in Old Town Key West. Another welcoming option is Crowne Plaza Key West-La Concha.
How far in advance should I book my Old Town Key West holiday?
Search Expedia to compare international airfares as soon as possible. You can normally purchase a seat up to 12 months prior to departure. If you can't find your preferred air carrier, or you've left things to the last moment, fear not. Cheap fares to Old Town Key West sometimes appear within weeks of the date of departure.
What does an Expedia Old Town Key West travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to crafting your Old Town Key West trip, the choice is all yours!
What should I know before booking an Old Town Key West travel package?
You'll enjoy terrific savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're organising a ritzy city getaway or an affordable family break, check out our package deals today.
Can I choose my airline with an Old Town Key West Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose the airline you want and craft your ideal Old Town Key West holiday.
Stay near popular Old Town Key West attractions
Southernmost Point
8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
Ernest Hemingway Home and Museum
9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
South Beach
8.4/10 (5,461 reviews)
The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.
Clarence S. Higgs Memorial Beach Park
8.4/10 (4,659 reviews)
Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.
Harry S. Truman Little White House
9.0/10 (995 reviews)
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
Key West Butterfly and Nature Conservatory
9.2/10 (1,711 reviews)
With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.
Key West Lighthouse and Keeper's Quarters Museum
8.6/10 (548 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.
Florida Keys Eco - Discovery Center
8.8/10 (128 reviews)
Learn about the area’s important marine ecology at this comprehensive attraction that addresses global environmental concerns, interesting for visitors of all ages.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
£32
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
£25
per adult
82% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
£51
per traveller
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.