Downtown Key West Holidays

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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.
  • Porch
    Aug 3 - Aug 6

    Heron House Court - Adult Only + Flight

    Key West Historic District
    3 nights
    3.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "The staff was wonderful. We received a very warm welcome from the staff and they even helped us book a wonderful snorkeling excursion. My only complaint was the cleanliness of the hotel. I was aware of being in Key West surrounded by nature but the amount of bugs in the room was a bit much. After the first night, the bathroom was filled with little flying bugs that were all over the sink and part of the shower. Additionally there were what seemed to be a lot of bug droppings underneath the..."
    Reviewed May 22, 2026
    Return • Orlando (MCO) - Key West (EYW)
    MCO - EYW • Direct EYW - MCO • Direct
    £333
    £265
    per traveller
    found 2 days ago
    Heron House Court - Adult Only
  • Outdoor pool
    Jul 31 - Aug 7

    The Key West Hotel + Flight

    Key West Historic District
    7 nights
    3.0 star property
    9.2/10 - Wonderful (555 reviews)
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £2,887
    £2,004
    per traveller
    found 2 days ago
    The Key West Hotel
  • Front of property
    Aug 3 - Aug 6

    Caribbean House + Flight

    Old Town Key West
    3 nights
    3.0 star property
    9.0/10 - Wonderful (363 reviews)
    "Room was very clean but very small, Not a resort with no pool or extra amenities but they charge you a destination free that is a hidden charge."
    Reviewed May 23, 2026
    Return • Orlando (MCO) - Key West (EYW)
    MCO - EYW • Direct EYW - MCO • Direct
    Save 100% on your flight
    £409
    £296
    per traveller
    found 2 days ago
    Caribbean House
  • Exterior detail
    Jul 31 - Aug 7

    The Gardens Hotel + Flight

    Old Town Key West
    7 nights
    4.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "The hotel is situated in the middle of the Dual St, where I can go to either the west end (for seeing sunset) or east end (for seeing sunrise) of the street with almost the same distance. The buildings of the hotel have some history and in the colonial style, which I like very much. The garden provides an excellent place for breakfast and wine tasting."
    Reviewed May 21, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,961
    £1,542
    per traveller
    found 2 days ago
    The Gardens Hotel
  • Marina
    Jul 31 - Aug 7

    The Perry Hotel & Marina Key West + Flight

    Stock Island
    7 nights
    4.0 star property
    9.4/10 - Exceptional (1,273 reviews)
    "Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town"
    Reviewed May 20, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,745
    £1,384
    per traveller
    found 2 days ago
    The Perry Hotel & Marina Key West

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
Old Town Key West

Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

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

Find hotels in Old Town Key West

Top hotels in Downtown Key West

Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
The price is £124 per night from 26 May to 27 May
£124
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (1,147 reviews)
"This is a wonderful place to stay. Very nice rooms. Very close to all the activities. Compared to other places, very affordable. We took advantage of the nice pool. The staff was very friendly and helpful. We will be back."

Reviewed on 22 May 2026

Heron House - Adult Only
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
Fully refundableReserve now, pay when you stay
The price is £176 per night from 31 May to 1 Jun
£176
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"It’s a great place to stay. You can walk to every thing. Park your car and forget about it. It’s safe there. I would go back again!!!!"

Reviewed on 21 May 2026

The Cabana Inn Key West - Adults Only
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
The price is £185 per night from 3 Jun to 4 Jun
£185
3 Jun - 4 Jun
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Cute spot get location! You can tell the hotel had been renovated many times working through decades of different styles, but it had a lot of charm. The room was spacious and clean and the beds were comfy. Great value for the price and I'd absolutely stay again !"

Reviewed on 22 May 2026

Pegasus International Hotel
See all 2,737 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Downtown Key West travel package cost?
The cheapest Downtown Key West travel package is , 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.

Popular places to visit

Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4.5/5(23 reviews)

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

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
Aboard the trolley in Key West

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

£41
per adult
88% 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
88% 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.