Uptown - Upper Duval Holidays

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Our guide on where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. Learn more about Uptown - Upper Duval
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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 Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is NZ$447 per night from 24 Aug to 25 Aug
NZ$447
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,665 reviews)
"We really enjoyed our stay. We loved the location, as it was close to the action but also being at the end of the street, felt private still. There were a couple things broken in our room, like the blinds and a light in our room and the water pressure was awful, otherwise I would have given it 5 ..."

Reviewed on 8 Aug. 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 NZ$552 per night from 7 Sept to 8 Sept
NZ$552
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Convenient to Duval St, Southern Most Point and, has it’s own beach."

Reviewed on 6 Aug. 2025

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is NZ$269 per night from 24 Aug to 25 Aug
NZ$269
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,150 reviews)
"It was a great place to stay"

Reviewed on 6 Aug. 2025

Southwinds Motel
See all 2,790 properties in Uptown - Upper Duval
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 an Uptown - Upper Duval holiday package cost?
Explore the best of Uptown - Upper Duval from just . Choose from a great selection of flights, hotels and rental cars to suit your budget. Land even more discounts when you add a few tours or activities to your holiday package.
How do I get a cheap travel package to Uptown - Upper Duval?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you a nice amount too. An Uptown - Upper Duval holiday package makes it easy to organise the perfect trip. With more than 550 airlines worldwide to pick from, finding convenient flights that fit your schedule will be no sweat. In addition to that, we've got over 1 000 000 hotel options globally to pick from. Now that's what we call choice. No matter who you are, Expedia can show you the world.
Where should I stay in Uptown - Upper Duval?
A trip to Uptown - Upper Duval isn't complete without stopping by Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Reserve a room close by so you can easily access these fantastic sights.
What are the top hotels in Uptown - Upper Duval?
Sea Breeze - Walking Distance And Off and Casa Key West - Rooftop Pool Access And Free Parking are two of the most popular properties in Uptown - Upper Duval. Why not look up the rates and facilities at each and then decide?
How far in advance should I book my Uptown - Upper Duval holiday?
While prices change from time to time, we generally suggest booking your spot as early as possible. Most international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking late, you may still get lucky. Cheaper tickets to Uptown - Upper Duval sometimes emerge only weeks before departure.
What does an Expedia Uptown - Upper Duval travel package include?
It depends on what kind of trip you have in the works. Uptown - Upper Duval travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking an Uptown - Upper Duval travel package?
When you book your flights, hotels and car rentals together, you'll nab awesome discounts. Whether you're planning a beach escape in a villa or prefer to stay in a cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with an Uptown - Upper Duval Expedia holiday package?
Definitely. Expedia has over 550 airline partners to choose from all over the world. With such a huge range of choice, finding the ideal carrier to whisk you away to Uptown - Upper Duval won't be difficult.
If I'm not able to travel, can I cancel my Uptown - Upper Duval holiday package?
Don't stress if you're rethinking your Uptown - Upper Duval holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We understand life can throw the occasional spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Uptown - Upper Duval

Southernmost Point

Southernmost Point

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

Southernmost Point
South Beach

South Beach

The southernmost beach in the continental United States is a picturesque bay and a relaxing spot to spend the day for sun-loving visitors.

South Beach
Key West Butterfly and Nature Conservatory showing food, animals and zoo animals

Key West Butterfly and Nature Conservatory

This conservatory houses a flower-filled forest and a colourful butterfly population that attracts visitors from around the globe.

Key West Butterfly and Nature Conservatory

Activities

Florida: Key West Overseas Highway Self-Driving Tour

Florida: Key West Overseas Highway App-Based Driving Audio Tour

NZ$28
per traveller
78% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
Bahama Village Walking Tour

Bahama Village Walking Tour

NZ$50
per adult
Bahama Village Walking Tour
Key West’s Old Town Treasures: A Self-Guided Audio Tour

Key West’s Old Town Treasures: A Self-Guided Audio Tour

NZ$25
per adult
Key West’s Old Town Treasures: A Self-Guided Audio 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.