Old Town Key West Holidays

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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.

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

2 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 hotels in Key West Historic District

Our pick of the best Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$445 per night from 4 Aug to 5 Aug
AU$445
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,584 reviews)
"Overall very good property. Things to note. The Duvall garden is not across the street from the main hotel. They offer pick up to get you between the main facility and Duvall garden. We were not told this at check in. The room has very few hooks to hang towels or clothes. Check your bill as they ..."

Reviewed on 4 Jul. 2025

Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$483 per night from 4 Aug to 5 Aug
AU$483
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Oceanfront"

Reviewed on 3 Jul. 2025

The Reach Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$500 per night from 4 Aug to 5 Aug
AU$500
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (215 reviews)
Nice resort with lots of amenities
"This resort has lots of great amenities. So much to do at the resort - beach, adult pool, family pool, cornhole, hammocks, jet ski rental. There’s a nice outdoor pool bar with good food. The staff is friendly. Both bartenders at the inside bar lobby were fantastic. Patrick at the front desk was amazing. ..."

Reviewed on 5 Jul. 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,361 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

All Inclusive Holidays

All Inclusive Holidays
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Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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 . 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
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4/5(5 reviews)

Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

Ernest Hemingway Home and Museum
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$119
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

AU$153
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Lemon Sharks

Shark and Wildlife Viewing Adventure in Key West

AU$153
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.