Downtown Key West Holidays

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Beautiful view of the beach with palm trees

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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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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(66 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 hotels in Key West Historic District

Top hotels in Downtown Key West

Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is S$224 per night from 2 Dec to 3 Dec
S$224
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 S$312 per night from 2 Dec to 3 Dec
S$312
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (1,078 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 S$499 per night from 2 Dec to 3 Dec
S$499
includes taxes & fees
2 Dec - 3 Dec
8.6/10 Excellent! (1,004 reviews)
"The location was very convenient and the staff was friendly and helpful. The local rooster was the only downside as he was VERY noisy through much of the night."

Reviewed on 23 Nov,2024

The Cabana Inn Key West - Adults Only
See all 2,871 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 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.

Things to do

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

S$161
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

S$47
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

S$119
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.