Downtown Key West Holidays from AU$1,535

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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.

Top Holiday Package Deals in Downtown Key West

Price found within the past 48 hours. Click for updated prices.
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
New Town
Save 100% on your flight
per person
1 Jan - 4 Jan
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
7.6/10 Good! (1,003 reviews)
I was not offered any VIP amenity, I had received an email earlier and reached out by sending two emails to the hotel ( but no response) , There was some sort of Party being held the night we were there so even though I had to pay to park at the hotel i was staying at, I drove around for over 1/2 an hour to find a parking spot, seemed a bit strange.

Reviewed on 23 Nov. 2024

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
1 Jan - 4 Jan
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
8.8/10 Excellent! (1,508 reviews)
The whole experience from start to finish was fantastic! Checking in the front desk was very informative and helpful. The room was absolutely wonderful the bed was comfortable the shower was roomy the balcony views were exceptional! The food and service at the Yellowfin Restaurant was top notch we never had a bad meal or experience with food or staff everyone smiles and makes you feel at home and part of the island community! 11/10 recommend and will be back again.

Reviewed on 23 Nov. 2024

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
per person
1 Jan - 4 Jan
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Beautiful meal at the restaurant

Reviewed on 24 Nov. 2024

Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
New Town
Save 100% on your flight
per person
1 Jan - 4 Jan
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
8.8/10 Excellent! (1,600 reviews)
Very nice property, Beautiful pool area. Nice Tiki Bar. Comfy and clean bedding. Very disappointed that they no longer had a fitness center as it is now a cigar bar.

Reviewed on 24 Nov. 2024

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
1 Jan - 4 Jan
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
9/10 Wonderful! (578 reviews)
Great location, good staff, very clean, in the heart of everything near Duval

Reviewed on 18 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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
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Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(10 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 Duval Street and Ernest Hemingway Home and Museum.

Find hotel + flight trips in Key West Historic District

Our pick of the best Downtown Key West Hotel Deals

Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is AU$274 per night from 2 Dec to 3 Dec
AU$274
includes taxes & fees
2 Dec - 3 Dec
9.4/10 Exceptional! (1,003 reviews)
"i just want to say "exelent. " service, property, location."

Reviewed on 21 Nov. 2024

Duval House
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is AU$372 per night from 25 Nov to 26 Nov
AU$372
includes taxes & fees
25 Nov - 26 Nov
9/10 Wonderful! (1,064 reviews)
"Always a great place to stay !!!"

Reviewed on 21 Nov. 2024

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 AU$569 per night from 2 Dec to 3 Dec
AU$569
includes taxes & fees
2 Dec - 3 Dec
8.6/10 Excellent! (1,002 reviews)
"Really enjoyed it, I’m new to VRBO properties. I assumed 2 bdrm 1bath was like an apartment, with kitchen and living room. My mistake. Place was great, a little cramped for 3 guys. Breakfast very good, good coffee loved the HH. Nice wine and snacks. Location great. 1 block from Duvall and Willy T’s. ..."

Reviewed on 22 Nov. 2024

The Cabana Inn Key West - Adults Only
See all 2,870 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 AU$1,535. 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.

Activities

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

AU$186
Per adult
MIAMI: Key West Day Trip with Boating Options
The Dark Side of Key West Adults Only Walking Tour

The Dark Side of Key West Adults Only Walking Tour

AU$54
Per adult
100% of travellers recommend
The Dark Side of Key West Adults Only Walking Tour
Lemon Sharks

Shark and Wildlife Viewing Adventure in Key West

AU$138
Per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
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.