Downtown Key West Holidays from NZ$3,165

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Top Holiday Package Deals in Downtown Key West

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

The Perry Hotel & Marina Key West

4 out of 5
per person
15 Jun - 21 Jun
found 1 day ago
Return flight included
Auckland (AKL) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
Super clean and less crowed than the lodging near the heart of Key West.

Reviewed on 25 Apr. 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
15 Jun - 21 Jun
found 1 day ago
Return flight included
Auckland (AKL) to Key West (EYW)
8.8/10 Excellent! (1,623 reviews)
Courtesy of this death in response to any needs.

Reviewed on 26 Apr. 2025

Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool

2 out of 5
Save 100% on your flight
per person
15 Jun - 21 Jun
found 1 day ago
Return flight included
Auckland (AKL) to Key West (EYW)
No reviews
Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront

2 out of 5
per person
15 Jun - 21 Jun
found 1 day ago
Return flight included
Auckland (AKL) to Key West (EYW)
10/10 Exceptional! (2 reviews)
the property was very nice!

Reviewed on 19 Feb. 2025

Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock

2 out of 5
per person
15 Jun - 21 Jun
found 1 day ago
Return flight included
Auckland (AKL) to Key West (EYW)
No reviews

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

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 Saint Mary Star of the Sea.

Find hotels in Old Town Key West

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 NZ$374 per night from 5 May to 6 May
NZ$374
includes taxes & fees
5 May - 6 May
9.2/10 Wonderful! (1,004 reviews)
"This hotel was outstanding! It’s right on Duval Street and the action! It’s very quiet and the grounds are beautiful! We enjoyed the daily breakfast that’s included in your stay! I will stay here every time I am in Key West!"

Reviewed on 25 Apr. 2025

Duval House
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is NZ$349 per night from 28 Apr to 29 Apr
NZ$349
includes taxes & fees
28 Apr - 29 Apr
9/10 Wonderful! (1,119 reviews)
"My wife has a rule of not staying at the same place twice but for Heron House she will make an exception!! We love the coziness of the place and everything is within walking distance. We will be back for a 3rd time."

Reviewed on 27 Apr. 2025

Heron House - Adult Only
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 out of 5
512 Truman Ave, Key West, FL
The price is NZ$752 per night from 26 May to 27 May
NZ$752
includes taxes & fees
26 May - 27 May
9.8/10 Exceptional! (1,003 reviews)
"great location. easy parking. amazing very friendly staff. this place was beyond our expectations. and the continental breakfast included was really nice. and also they have a welcome cocktail and happy hour which is nice."

Reviewed on 25 Apr. 2025

Almond Tree Inn Hotel - Adults Only
See all 2,910 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 NZ$3,165. 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$130
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$167
per adult
76% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
The Dark Side of Key West Adults Only Walking Tour

The Dark Side of Key West Adults Only Walking Tour

NZ$59
per adult
100% of travellers recommend
The Dark Side of Key West Adults Only Walking 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.