Uptown - Upper Duval Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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
Default Image

Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in Uptown - Upper Duval

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 S$374 per night from 4 Aug to 5 Aug
S$374
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,636 reviews)
"Property was generally great. It’s big and a little spread out but once we got used to it we had no trouble getting around. Seaweed odor was a bit of an inconvenience because it made it hard to be right near the ocean."

Reviewed on 16 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 S$426 per night from 4 Aug to 5 Aug
S$426
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
"The Reach was a terrific choice for lodging on Key West. It is a place you could literally stay at just to enjoy all the island has to offer. They have excursions available, a restaurant that has key lime pie, a gift shop with ice cream and snacks. They've thought of it all."

Reviewed on 13 Jul, 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,126 reviews)
Awesome Key West Weekend!
"We had a great stay at the Southernmost Inn, the staff was extremely helpful, friendly and accommodating. We were traveling with a large party and everyone was super happy. 10/10 recommend this hotel."

Reviewed on 14 Jul, 2025

Get rates
The Southernmost Inn - Adults Only
See all 2,787 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.

Popular places to visit

Southernmost Point

Southernmost Point

4/5(39 reviews)

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

Southernmost Point

Simonton Beach

Why not spend a care-free afternoon at Simonton Beach during your travels in Key West? While you're in the area, stroll along the seaside.

Simonton Beach

Things to do

Florida: Key West Overseas Highway Self-Driving Tour

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

S$22
per traveller
78% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
Bahama Village Walking Tour

Bahama Village Walking Tour

S$38
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

S$19
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.