Uptown - Upper Duval Holidays

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Your Uptown - Upper Duval Holiday

Take the hassle out of planning your next escape by booking an Uptown - Upper Duval holiday package. Immerse yourself in the sights and sounds of this unique neighbourhood and enjoy what it has to offer. Some leading nearby attractions to check out during your trip to Uptown - Upper Duval include Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. No matter your travel plans or the size of your budget, booking the ultimate Uptown - Upper Duval holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, open 7:00 AM to 10:00 PM, pool cabanas (surcharge)
    Jul 21 - Jul 31

    Blue Flamingo Resort Key West + Flight

    New Town
    10 nights
    4.0 star property
    8.4/10 - Very good (2,316 reviews)
    "Enjoying fun outdoor games, lounging in a mini cabana by the sparkling pool, with a refreshing frozen Miami Vice in hand, and you all set to relax in Key West. We enjoyed this as a staycation and will definitely do so again. Thanks for the memories!"
    Reviewed May 31, 2026
    Return • Sydney (SYD) - Miami (MIA)
    SYD - MIA • 1 stop MIA - SYD • 1 stop
    AU$4,105
    AU$3,397
    per traveller
    found 1 day ago
    Blue Flamingo Resort Key West
  • Property grounds
    Jul 21 - Jul 31

    Hyatt Vacation Club at Windward Pointe, Key West + Flight

    Key West
    10 nights
    3.5 star property
    9.4/10 - Exceptional (1,100 reviews)
    "The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street."
    Reviewed May 28, 2026
    Return • Sydney (SYD) - Miami (MIA)
    SYD - MIA • 1 stop MIA - SYD • 1 stop
    AU$6,837
    AU$4,903
    per traveller
    found 1 day ago
    Hyatt Vacation Club at Windward Pointe, Key West

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
Old Town Key West

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 Southernmost Point.

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 refundableReserve now, pay when you stay
The price is AU$418 per night from 8 June to 9 June
AU$418
8 June - 9 June
includes taxes & fees
8.8/10 Excellent! (3,342 reviews)
"The bar tenders were great"

Reviewed on 31 May 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 AU$385 per night from 16 June to 17 June
AU$385
16 June - 17 June
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"I got charged by Expedia and the hotel. I believe thus to be an unresolved issue between Expedia & Hilton leaving me to pay both bills. Very expensive! Expedia and Hilton need to resolve this issue and make a refund to ky credit card!"

Reviewed on 29 May 2026

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
The price is AU$267 per night from 14 June to 15 June
AU$267
14 June - 15 June
includes taxes & fees
8.4/10 Very Good! (1,373 reviews)
"Pool was wonderful"

Reviewed on 28 May 2026

The Southernmost Inn - Adults Only
See all 2,736 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.
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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

4/5(5 reviews)

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

Southernmost Point
Key West Butterfly and Nature Conservatory

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

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

AU$77
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Dolphin Watching and Snorkeling

Key West Dolphin & Snorkeling Tour - Small Group

AU$186
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

AU$75
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
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.