Downtown Key West Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

    Plan, book, and manage your trip all in one place

Your Downtown Key West Holiday

Our Downtown Key West holiday packages are a time-saving and convenient way to arrange and book your next escape. Experience the magic of this unique neighbourhood without the bother of planning everything yourself. Your trip to Downtown Key West wouldn't be complete without stopping by big-name attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Don't just imagine it — make it a reality! Book your ideal Downtown Key West holiday with Expedia and get to where you're going your way.

Our guide on 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.

Find hotels in Old Town Key West

Our pick of the best Downtown Key West Hotel Deals

Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
The price is AU$253 per night from 5 July to 6 July
AU$253
5 July - 6 July
includes taxes & fees
9.2/10 Wonderful! (1,157 reviews)
"AMAZING place. Super well taken care of, roo.s are spacious and beautiful A(I stayed in room 10). The staff was super helpful and Greg was a Great. Just a few blocks from the Walgreens on Duval but way from all the craziness. Adults only makes a difference for sure! Will definetly return"

Reviewed on 29 June 2026

Heron House - Adult Only
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
The price is AU$191 per night from 6 July to 7 July
AU$191
6 July - 7 July
includes taxes & fees
9.4/10 Exceptional! (1,041 reviews)
"The Duval house is quiet and quaint with a beatful outside area. It's adults only which was nice but the pool closes at sunset. As an adult only place the pool should at least be home until midnight. The breakfast has zero meats. Parking is expensive and not guaranteed a spot."

Reviewed on 2 July 2026

Duval House
Wicker Guesthouse

Wicker Guesthouse

3.5 out of 5
913 Duval Street Key West FL
The price is AU$334 per night from 5 July to 6 July
AU$334
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The Wicker Guest House is privately owned. All staff were very nice and helpful. I have stayed there 3 years I'm a row and will go back. The location is great and many restaurants and bars are walkable"

Reviewed on 3 July 2026

Wicker Guesthouse
See all 2,717 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Downtown Key West holiday package cost?
Chart your own course with our Downtown Key West holiday packages, which start from a low . Handpick the hotels and flights that fit your travel plans. Then, add on one or two enriching experiences to round off your unique getaway.
How do I get a cheap travel package to Downtown Key West?
Our Downtown Key West holiday packages offer plenty of savings for the savvy explorer. For the best deal, simply bundle your flights, hotels and activities into a convenient package. But impressive bargains are just the beginning of your next amazing adventure. Book with Expedia and you'll have more than 550 air carriers and 1 000 000 hotel options all over the world to pick from. Whatever your style or budget, there's a holiday package here just for you.
Where should I stay in Downtown Key West?
A trip to Downtown Key West has to include Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Book a hotel right nearby for quick access to these impressive sights.
What are the top hotels in Downtown Key West?
If it's your first visit to Downtown Key West, reserve a room at Maya's Secret Treasure @ Duval Private Pool And Balcony Over Duval + Last Key or Southernmost Retreat: 2 Blocks From Duval In Old Town. Both hotels offer comfy beds and are favourites with lots of travellers.
How far in advance should I book my Downtown Key West holiday?
Savvy travellers will likely want to book as early as possible. You can normally browse through international fares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't worry. Cheap prices occasionally become available just weeks before departure dates.
What does an Expedia Downtown Key West travel package include?
Choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can add some experiences and activities. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to putting together your ideal Downtown Key West escape.
What should I know before booking a Downtown Key West travel package?
Whether it's relaxation or adventure you're seeking, a Downtown Key West holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Downtown Key West Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Downtown Key West holiday package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Downtown Key West holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

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

Activities

Aboard the trolley in Key West

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

AU$37
per child
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Dolphin Watching and Snorkeling

Key West Dolphin & Snorkeling Tour - Small Group

AU$169
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

AU$111
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
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.