Uptown - Upper Duval Vacations

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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
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area
4.5/5(229 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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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 refundableReserve now, pay when you stay
The price is ￥30,412 per night from Aug 11 to Aug 12
￥30,412
￥46,037 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (3,440 reviews)
"I didn't like that fact that they made it look like if the beach was accessible when it wasn't and the smell of that sea weed was horrible and not to mention the rooster crowing at 5:00am they have chickens all over the property those things should be mention on your website like that the customer ..."

Reviewed on Jul 10, 2026

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 ￥32,174 per night from Aug 11 to Aug 12
￥32,174
￥47,108 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"Our first time to Key West….the seaweed was horrendous as was the sewage smell. The room was the nicest thing about the property. Restaurant was way overpriced and wouldn’t split checks for our group of 12. Pool service was the only thing exceptional (Stephanie). Hardest workest woman on the island. ..."

Reviewed on Jul 10, 2026

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 ￥18,647 per night from Aug 10 to Aug 11
￥18,647
￥26,435 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,359 reviews)
"Just wanted to write after our 2 nights stay at your Motel last week-end. We stayed in early july. We booked a standard room 1 queen bed. Nevertheless, after arriving, we quickly became disappointed by first seeing that the room was looking much different and smaller from what we booked online. Then ..."

Reviewed on Jul 10, 2026

Southwinds Motel
See all 2,715 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 vacation 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 vacation 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 vacation package makes it easy to organize 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 vacation?
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 cozy apartment in the city, Expedia can help make it happen.
Can I choose my airline with an Uptown - Upper Duval Expedia vacation 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 vacation package?
Don't stress if you're rethinking your Uptown - Upper Duval vacation 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.

Stay near popular Uptown - Upper Duval attractions

A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

￥7,307
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

￥11,696
per traveler
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Miami to Key West Day Trip with Activity Options

Miami to Key West Day Trip with Activity Options

￥6,339
per adult
84% of travellers recommend
Miami to Key West Day Trip with Activity Options
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.