Uptown - Upper Duval, FL
Key West
Visit Uptown - Upper Duval
Popular places to visit
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
South Beach
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.
Key West Butterfly and Nature Conservatory
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.
Things to do
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West Half-Day Fishing Charter
$95
per adult
90% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,345 reviews)
"Overall, we were very happy with our stay. The staff were extremely responsive to text requests and the food and bar beverages were very good and fairly priced. My only feedback is 1 - I purposely booked this hotel because it was one of the only ones with private beach access. Unfortunately, the ..."
Reviewed on May 31, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$255 nightly
The price is $286 total per night from Jun 24 to Jun 25
$286 total
Jun 24 - Jun 25
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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 May 29, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$158 nightly
The price is $178 total per night from Jun 29 to Jun 30
$178 total
Jun 29 - Jun 30
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,340 reviews)
"The rooms are nice. They provide necessary amenities and are cleaned well. Not a lot of space, but fair for a motel setting. There is loud music next door at a bar, which I enjoyed, but that’s something to be aware of if you’re a light sleeper. The staff was helpful and this area of the island was ..."
Reviewed on May 31, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$161 nightly
The price is $181 total per night from Jun 10 to Jun 11
$181 total
Jun 10 - Jun 11
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,373 reviews)
"Pool was wonderful"
Reviewed on May 28, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$187 nightly
The price is $210 total per night from Jun 4 to Jun 5
$210 total
Jun 4 - Jun 5
Total with taxes and fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (402 reviews)
"Excellent location, quiet, very clean, extremely helpful staff, beautiful grounds and the pool was perfect. The rooms are spacious and have everything you need including storage. We will stay again!"
Reviewed on May 31, 2026
Santa Maria Suites
1401 Simonton St Key West FL
$369 nightly
The price is $415 total per night from Jun 21 to Jun 22
$415 total
Jun 21 - Jun 22
Total with taxes and fees
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,000 reviews)
"A beautiful place to stay"
Reviewed on May 26, 2026
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.
Check Uptown - Upper Duval hotel availability
Other neighborhoods around Uptown - Upper Duval
Old Town Key West
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.
Bahama Village
5/5(39 area reviews)
Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.
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
4.5/5(4,090 area reviews)
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.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.
White Street Gallery District
When in White Street Gallery District, you can plan a visit to Duval Street and Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.
Uptown - Upper Duval, FL
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