Old Town Key West Holidays from AU$1,535

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Your Old Town Key West Holiday

Organising your next exciting getaway just got a whole lot easier with a holiday package to Old Town Key West. Take in the best this neighbourhood has to offer while making precious memories you'll replay for years. Some leading nearby attractions to check out during your trip to Old Town Key West include Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia will help put your plans into action. Book your ideal Old Town Key West holiday now.

Top Holiday Package Deals in Old Town 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 24 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
7.6/10 Good! (1,003 reviews)
The rooms were nicely done,but the building is old! The pool area was very nice! The food truck food was good,but the only option,not in walking distance to anything but starbucks

Reviewed on 22 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 24 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
8.8/10 Excellent! (1,508 reviews)
Beautiful facility with gorgeous view

Reviewed on 22 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 24 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
A must stay when in Key west

Reviewed on 22 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 24 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
8.8/10 Excellent! (1,600 reviews)
Amazing stay! The entire property and rooms are all kept at all times. Every area smells so good too. I can not say enough about the staff; each was was attentive and took pride in their duties to the patrons. Bartenders were next level good! We loved the hen and her baby chicks and the Iguanas that came out to play. We are already planning to go back next year, and this IS where we will be staying. We came for the boat races, next year maybe we'll go earlier so we can enjoy some of the hotel events, as there were none while we were there.

Reviewed on 16 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 24 hours 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

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Our guide on where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. Learn more about Old Town 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 Old Town Key West Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$525 per night from 17 Dec to 18 Dec
AU$525
includes taxes & fees
17 Dec - 18 Dec
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on 21 Nov. 2024

Southernmost Beach Resort
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$599 per night from 1 Dec to 2 Dec
AU$599
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (949 reviews)
"Beautiful and charming place."

Reviewed on 21 Nov. 2024

Winslow's Bungalows - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$670 per night from 24 Nov to 25 Nov
AU$670
includes taxes & fees
24 Nov - 25 Nov
6.8/10 (1,003 reviews)
On my list to stay again
"Absolutely loved this place. Historic, newly renovated, close enough to tourist attractions without being right in the action. My only regret was not staying another day or two to enjoy the private beach! Very large room, beautiful bathroom with wonderful rainfall showerhead."

Reviewed on 2 Nov. 2024

Casa Marina Key West, Curio Collection by Hilton
See all 1,376 properties in Old Town 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

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beach holidays

Beach Holidays

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Frequently asked questions

How much does an Old Town Key West holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Old Town Key West from just AU$1,535. And the more you bundle, the more money you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Old Town Key West?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got everything you need. Select a combination that best suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That’s why we offer over 550 partner airlines and 1 000 000 hotel options around the globe, which lets you customize your Old Town Key West getaway.
Where should I stay in Old Town Key West?
A trip to Old Town Key West isn’t complete without stopping by Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Book a hotel as close as possible for quick access to these awesome attractions.
What are the top hotels in Old Town Key West?
Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It’s one of this area’s most in-demand properties. Another top-rated option in Old Town Key West is Curry House.
How far in advance should I book my Old Town Key West holiday?
Smart travellers often book as early as possible. You can generally look up international fares on Expedia up to a year before your intended flight. If you’re purchasing tickets last minute, don’t despair. Budget prices occasionally become available just weeks prior to departure.
What does an Expedia Old Town Key West travel package include?
Hotels, car rentals and flights — we bring you the very best deals. All you have to do is pick and choose your favourite combination. After you’ve made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an awesome Old Town Key West holiday.
What should I know before booking an Old Town Key West travel package?
A package can be cheaper than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever your holiday goals are, there’s sure to be a package within your budget.
Can I choose my airline with an Old Town Key West Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Old Town Key West holiday package?
You can. We realise life doesn’t always go to plan, so we’re here to help if you have to make changes to your Old Town Key West holiday package. You may be able to amend or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Old Town Key West

Southernmost Point

Southernmost Point

4/5(5 reviews)

Snap a memorable photograph from the edge of North America at this monumental landmark.

Southernmost Point
Key West Butterfly and Nature Conservatory showing food, animals and zoo animals

Key West Butterfly and Nature Conservatory

4/5(1 review)

Encounter hundreds of butterflies in a tropical rainforest setting, butterfly-friendly birds and an indoor waterfall at this popular Key West attraction.

Key West Butterfly and Nature Conservatory

Activities

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

AU$182
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$53
Per adult
100% of travellers recommend
The Dark Side of Key West Adults Only Walking Tour
Snorkler waving underwater in Key West

Snorkel Adventure at Coral Reef with Mimosas, Margaritas or Rum Punch

AU$83
Per adult
86% of travellers recommend
Snorkel Adventure at Coral Reef with Mimosas, Margaritas or Rum Punch
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.