Old Town Key West Holidays

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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.

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
Key West Historic District

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 Florida Keys Beaches and Duval Street.

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 £219 per night from 6 Jul to 7 Jul
£219
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (3,410 reviews)
"This resort is a mix of several bed and breakfasts. We were in the Avalon which was very hard to find. Had to ask several staff members where it was and finally got someone to escort us. The king room was just that a king bed. No space to walk around the bed, no space for luggage. It felt like an ..."

Reviewed on 25 Jun 2026

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 £251 per night from 9 Jul to 10 Jul
£251
9 Jul - 10 Jul
includes taxes & fees
8.4/10 Very good! (722 reviews)
"The resort itself was beautiful, and our room was spacious and comfortable. The property has a lot to offer, and we were looking forward to a relaxing vacation. Unfortunately, the first three nights of our stay were anything but relaxing due to a business event being held at the resort. Our room ..."

Reviewed on 21 Jun 2026

Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is £149 per night from 28 Jun to 29 Jun
£149
28 Jun - 29 Jun
includes taxes & fees
8.6/10 Excellent! (1,350 reviews)
"It was a great place to stay! The staff was awesome!"

Reviewed on 24 Jun 2026

Southwinds Motel
See all 1,288 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 . 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

8.8/5 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
See properties

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£33
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
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
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

£41
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
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.