Old Town Key West Holidays from £1,195

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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.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
£1,195
per person
3 Oct - 9 Oct
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
Coconut Beach Resort

Coconut Beach Resort

Old Town Key West
Save 100% on your flight
£1,575
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
8.8/10 Excellent! (212 reviews)
booked last minute so we knew rooms were slim picking. Ended up getting a studio, had to walk 41 steps up and down, no elevators. not that big of a deal. The AC would blast cold air for 1-2 minutes, unbearable without all your blankets, then two minutes later you were sweating and had to remove sheets and blankets.....all night long. The beach was full of rotten seaweed, smelled like a sewage facility inside and outside

Reviewed on 10 Aug 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
£1,894
per person
3 Oct - 9 Oct
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on 27 Jul 2026

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

Old Town Key West
£1,233
per person
3 Oct - 9 Oct
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.4/10 Exceptional! (490 reviews)
We had a wonderful stay at Ella’s cottages. The staff were so wonderful. Happy hour at the pool was really fun. The only complaint I have is there was construction right behind our room, but that’s not the hotels fault.

Reviewed on 11 Aug 2026

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

Key West Historic District
£1,233
per person
3 Oct - 9 Oct
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.2/10 Wonderful! (946 reviews)
Beautiful property and great location! Breakfast was a huge bonus and the pool was so refreshing. All of the staff is so friendly and helpful. Stayed in balcony room number 7. Spacious with modern furnishings. Is on main streets so some traffic noise but the location is well worth it! Would definitely stay again!

Reviewed on 10 Aug 2026

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
A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

A two-story house with green shutters and a wooden balcony.

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.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

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.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

A pier with people dining under umbrellas, a sailboat in the distance, and a sunset over the water.

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

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
£169
2 Sept - 3 Sept
includes taxes & fees
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
£246
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (841 reviews)
"Great spot!"

Reviewed on 10 Aug 2026

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

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
£180
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Todo muy bueno"

Reviewed on 9 Aug 2026

The Reach Key West, Curio Collection by Hilton
See all 1,266 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 travel package cost?
Be ready to book, because a trip to Old Town Key West starts from a tempting £1,195. 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

A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
See properties
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.
See properties
A beach with people sunbathing, palm trees, and a multi-story building in the background.

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.
See properties
A beach with a bridge, palm trees, and a clear blue sky.

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.
See properties
A butterfly on a plant with green leaves and yellow flowers.

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.
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A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.

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.
See properties
A lighthouse with a white exterior and a black top, surrounded by lush green trees.

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.
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A yellow exhibit labeled 'NOAA's AQUARIUS UNDERSEA LAB' with a circular window and a door.

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.
See properties

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£34
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Snorkler waving underwater in Key West

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

£46
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

£59
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and 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.