Downtown Key West Holidays

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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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Old Town Key West

3 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 Saint Mary Star of the Sea.

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 NZ$223 per night from 15 Sept to 16 Sept
NZ$223
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (1,129 reviews)
"The property is beautiful. But I was calling to the front desk before my arrival and nobody ever answer Also the small fridge in our unit wasn’t working."

Reviewed on 4 Sep. 2025

Heron House - Adult Only
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is NZ$261 per night from 15 Sept to 16 Sept
NZ$261
15 Sept - 16 Sept
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
Couples trip
"Great location to everything! Property is very lush with plants and cute areas to sit and enjoy them. We went in September and had a lot of rain at the start of the trip, so the pool was dirty and cold. Some of the lounge chairs were torn. We were in a room that was behind the breakfast area. It ..."

Reviewed on 8 Sep. 2025

Duval House
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
8.8/10 Excellent! (1,003 reviews)
"Enjoyed our stay, but hot tub did not appear clean. Patrick was phenomenal, but other staff needs a little help. Besides these issues, would definitely highly recommend. Breakfast and happy hour were a very nice addition"

Reviewed on 7 Sep. 2025

Get rates
The Cabana Inn Key West - Adults Only
See all 2,790 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.

Activities

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

NZ$168
per adult
MIAMI: Key West Day Trip with Boating Options
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

NZ$168
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Miami to Key West Day Trip with Activities

Miami to Key West Day Trip with Activity Options

NZ$66
per adult
82% of travellers recommend
Miami to Key West Day Trip with Activity Options
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.