Uptown - Upper Duval Vacations from $806

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Uptown - Upper Duval Vacation

Take the hassle out of planning your next escape by booking an Uptown - Upper Duval vacation package. Immerse yourself in the sights and sounds of this unique neighborhood 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 vacation is simple with Expedia.

The Latest Uptown - Upper Duval Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.8/10 Excellent! (1,669 reviews)
Everything was great with the exception of the breakfast pre purchase. The description says “full breakfast” but it doesn’t say that the egg breakfast is the only item that you can get.

Reviewed on Jul 4, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Great Breakfast and Happy Hour! Wonderful Staff!

Reviewed on Jul 4, 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.6/10 Excellent! (2,555 reviews)
We stayed in The Le Mer guesthouse. It was great. Having the included breakfast was worth it. It was very quiet and clean.

Reviewed on Jul 5, 2025

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,007 reviews)
Lovely spot w great pool, a bit removed from downtown KW but very accessible

Reviewed on Jul 4, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
The staff are super friendly, in particular Cindy and Niall, we had a great welcome. It is obvious that this hotel is loved by the owners, the attention to detail is exceptional. It has a small pool and a small bar, as well as a small area for relaxing socialising but, it has a massive heart.

Reviewed on Jul 2, 2025

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
Key West Historic District

Old Town Key West

3 out of top 10 points of interest in this area
4.5/5(226 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.

Find hotels in Old Town Key West

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
$259 nightly
The price is $291 total per night from Aug 4 to Aug 5
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
8.6/10 Excellent! (2,589 reviews)
"My girlfriend and I had a nice stay. It’s a decent place. The pool gets extremely crowded and there is not much seating options out by the pool area. Beds are not the most comfortable. Bar out by the pool was a great amenity. Lounge pool is nice for adults only who are looking to relax. Everything ..."

Reviewed on Jul 5, 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
$281 nightly
The price is $316 total per night from Aug 4 to Aug 5
$316 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Oceanfront"

Reviewed on Jul 3, 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
$159 nightly
The price is $179 total per night from Jul 9 to Jul 10
$179 total
Jul 9 - Jul 10
Total includes taxes and fees
8/10 Very Good! (1,110 reviews)
"Great location"

Reviewed on Jul 4, 2025

The Southernmost Inn - Adults Only
See all 2,804 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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

Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4.5/5(3,182 reviews)

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

Southernmost Point
South Beach featuring a sandy beach and general coastal views as well as a small group of people

South Beach

4/5(980 reviews)

Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.

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

Key West Butterfly and Nature Conservatory

4.5/5(760 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.

Key West Butterfly and Nature Conservatory

Things to do

Florida: Key West Overseas Highway Self-Driving Tour

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

$14
per traveler
78% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
Bahama Village Walking Tour

Bahama Village Walking Tour

$30
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

$15
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.