Downtown Key West Holidays from £1,262

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Downtown Key West Holiday

Our Downtown Key West holiday packages are a fast and practical way to plan and book your next break. Discover the true character of this unique neighbourhood without the pressure of organising everything yourself. Some top nearby attractions to check out during your trip to Downtown Key West include Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Whatever your travel goals or budget, booking your dream Downtown Key West holiday has never been easier with Expedia.

Price found within the past 48 hours. Click for updated prices.
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Key West Historic District
Save 100% on your flight
£1,262
per person
2 Jan - 7 Jan
found 13 hours ago
Return flight included
New York (NYC) to Key West (EYW)
2/10 (1 review)
The listing says this property is “on beach property,” but it is not on the beach or even close to a beach, which was very misleading. While we were staying there, the pool was also resurfaced. We were told that it was a “last-minute” discovery that the pool needed to be closed, but this significantly affected our stay. We also had trouble getting ahold of anyone when we had questions or concerns. Calls to the management/maintenance contact went unanswered, and no one returned our calls. Another issue was the condition of the balconies. We were on one of the lower floors, and whenever the guests above us used their deck, dirt and sand would fall down onto ours while we were sitting outside. It made it very unpleasant to actually use the outdoor space. Overall, the property description was misleading, the unexpected pool closure was disappointing, communication was poor, and the balcony situation made the stay less enjoyable than expected.

Reviewed on 12 Sept 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
£2,535
per person
2 Dec - 9 Dec
found 15 hours ago
Return flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Property was everything as described, clean, in the heart of the excitement that is Key West Pool was refreshing and close to tiki bar and local entertainment. The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer

Reviewed on 6 Oct 2026

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Save 100% on your flight
£1,367
per person
2 Jan - 7 Jan
found 13 hours ago
Return flight included
New York (NYC) to Key West (EYW)
6/10 (2 reviews)
This was the worst stay we have had in years,washer was broken price was upwards of 2 thousand and the hole had 1998 ceiling fans, ac and furniture, neighbors kept us up till 2am. Downstairs toilet was clogged and back doors didn't even shut all the way. This place is no way ready to rent out. Carpet was filthy, I can go on and on. DO NOT STAY HERE!

Reviewed on 10 Jun 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
Save 100% on your flight
£1,799
per person
2 Dec - 9 Dec
found 15 hours ago
Return flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
Save 100% on your flight
£1,768
per person
2 Dec - 9 Dec
found 15 hours ago
Return flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Liked the bungalow, smaller but functional. The only problem I had was the air conditioning couldn’t cool the room efficiently and had to keep emptying the dehumidifier. Love the location, pool and hotel.

Reviewed on 17 Oct 2026

Where to stay in Downtown Key West

Find the best Downtown Key West areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Key West
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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 Fort East Martello Museum and Gallery.

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 Downtown Key West

Duval House

Duval House

815 Duval St Key West FL
£159
25 Oct - 26 Oct
includes taxes & fees
Duval House
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

819 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
£146
26 Oct - 27 Oct
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Place was great, clean, and reasonable. Beware the roosters at 6am but that might be the entire city of Key West Old Town"

Reviewed on 13 Oct 2026

Paradise Inn Key West - Adults Only
Wicker Guesthouse

Wicker Guesthouse

913 Duval Street Key West FL
£174
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Nice property clean room and pool area good breakfast each morning great location"

Reviewed on 17 Oct 2026

Wicker Guesthouse
See all 2,721 properties in Downtown 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 a Downtown Key West travel package cost?
The cheapest Downtown Key West travel package is £1,262, so the trip of your dreams can become a reality — without a hefty price tag. Bundle flights, hotels, car rentals and more to tailor a package that matches your travelling style.
If I'm not able to travel, can I cancel my Downtown Key West travel package?
It's good to know that you can cancel your Downtown Key West booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Downtown Key West?
Combine your hotel and flight bookings, add on extras such as activities or a rental car, and save with a Downtown Key West travel package. You won't just enjoy big discounts on your getaway — you'll have plenty of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels around the globe. Your next grand adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Downtown Key West holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Check out these flexible payment options:
  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Simply put down a small deposit on your booking and then get on your way.
Where should I stay in Downtown Key West?
Most people who visit Downtown Key West put both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their must-see lists. Why not consider a hotel near these popular attractions?
What are the top hotels in Downtown Key West?
Get your trip off to an excellent start by staying at The Gates Hotel Key West. It's one of most popular properties in Downtown Key West. Another option is Crowne Plaza Key West-La Concha.
How far in advance should I book my Downtown Key West holiday?
It all depends on the airline, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes score a cheaper ticket only weeks before their intended journey.
What does an Expedia Downtown Key West travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can create your Downtown Key West travel package the way you like it. All you have to do is decide just what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Downtown Key West travel package?
A package can be easier on the bank balance than separately booking all you need for your trip. For example, bundle your flights, hotels and rental cars and save big. No matter your holiday goals, you're bound to find a package that matches your budget.
Can I choose my airline with a Downtown Key West Expedia travel package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from worldwide. With all that choice, finding the ideal carrier to take you to Downtown Key West will be easy.

Stay near popular Downtown Key West attractions

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
The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Jackson Square

8.8/10 (110 reviews)
You can learn about the history of Key West with a trip to Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.
See properties
A historic building with ornate architecture, a balcony, and a coat of arms.

San Carlos Institute - Casa Cuba

8.6/10 (34 reviews)
You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
See properties

Tennessee Williams Key West Exhibit

9.0/10 (2 reviews)
You can spend an afternoon browsing the exhibits at Tennessee Williams Key West Exhibit during your trip to Key West. Wander the seaside and beautiful beaches in the area.
See properties

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£32
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

£25
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
 Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

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.