Old Town Key West Holidays from £762

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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.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
17 Sept - 21 Sept
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great place, huge rooms, 2 bathrooms, washer and dryer, screened in porch. Covered parking. Pool and games for lids. We had a great time.

Reviewed on 29 Jul 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
17 Sept - 21 Sept
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Beautiful with excellent customer service. I very much enjoyed being here and didnt want to leave

Reviewed on 27 Jul 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
17 Sept - 21 Sept
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️

Reviewed on 28 Jul 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
17 Sept - 21 Sept
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Beautiful place ,the price incredible ,but the view from my balcony is the best , I fall in love with my apt/room .

Reviewed on 30 Jul 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
per person
17 Sept - 21 Sept
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
8.6/10 Excellent! (2,611 reviews)
Location was perfect.

Reviewed on 31 Jul 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
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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 Ernest Hemingway Home and Museum.

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 refundable
The price is £207 per night from 25 Aug to 26 Aug
£207
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (2,667 reviews)
"Location was perfect."

Reviewed on 31 Jul 2025

Southernmost Beach Resort and Guesthouses
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 £226 per night from 11 Aug to 12 Aug
£226
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (262 reviews)
"This property was one of the nicest I saw on the island. Technically wouldn’t have to leave if you didn’t want to."

Reviewed on 28 Jul 2025

Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £251 per night from 24 Aug to 25 Aug
£251
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,022 reviews)
"Everything was excellent. One thing is just the elevator next to the pool was not working for 3 days, but other than that no complains. Staff was very nice."

Reviewed on 26 Jul 2025

The Reach Key West, Curio Collection by Hilton
See all 1,348 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £762. 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.

Popular places to visit

South Beach

South Beach

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

South Beach
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

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
Higgs Beach showing tropical scenes and a beach as well as a large group of people

Clarence S. Higgs Memorial Beach Park

Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.

Clarence S. Higgs Memorial Beach Park

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£30
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

£20
per child
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

£20
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
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. Flight-inclusive packages are ATOL protected.