Uptown - Upper Duval Vacation Packages
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Top Holiday Package Deals in Uptown - Upper Duval
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
CA $4,232
per person
Dec 26 - Jan 1
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,243 reviews)
The room was beautiful and spacious. I was disappointed by such a big beautiful bathroom that still had black mold spots on floor tile even after the tile was dry. It was surprising. Also, disappointing that the balconies were closed and then the pool was closed our last day. Even though it rained, there were parts of the day it didn’t. All in all it was a nice stay, but wasn’t worth the money.
Reviewed on Oct 3, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
CA $7,330
per person
Dec 26 - Jan 1
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
10/10 Exceptional! (1 review)
Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!
Reviewed on Jul 26, 2026
The Marker Key West Harbor Resort
Key West Historic District
CA $2,069
per person
Dec 8 - Dec 12
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Bathroom floor had hair all over the place. They decided to close the main pool and begin repairs which was loud and dusty. Basically we could not hang out at the pool. Staff was unapologetic.
On the bright side the bartender was very nice and made great cocktails.
Reviewed on Oct 3, 2026
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
Old Town Key West
4 out of top 10 points of interest in this area
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.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
2 out of top 10 points of interest in this area
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.
Historic Seaport
While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $228
CA $361 total
Oct 11 - Oct 12
includes taxes & fees
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
CA $124
CA $204 total
Oct 7 - Oct 8
includes taxes & fees
8.4/10 Very good! (1,445 reviews)
"Very close to all the action"
Reviewed on Oct 2, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
CA $312
CA $447 total
Oct 14 - Oct 15
includes taxes & fees
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 CA $1,937. 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
Southernmost Point
8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
South Beach
8.4/10 (5,461 reviews)
The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.
Key West Butterfly and Nature Conservatory
9.2/10 (1,711 reviews)
With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.
Simonton Beach
Why not spend a carefree afternoon at Simonton Beach during your travels in Key West? While you're in the area, stroll along the seaside.
City Zoo Gallery
You can spend an afternoon studying the exhibits at City Zoo Gallery during your travels in Key West. Discover the area's beautiful sunsets, or seek out its biking trails.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
CA $82
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.