Uptown - Upper Duval, FL
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Afternoon Reef Snorkel & Catamaran Sail w/ Open Bar in Key West
$68
per adult
90% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$239 nightly
The price is $269 total per night from Oct 25 to Oct 26
$269 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and 2 poolside bars. Our guests praise the pool and the helpful staff in ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
$169 nightly
The price is $190 total per night from Oct 25 to Oct 26
$190 total
Oct 25 - Oct 26
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! (1,451 reviews)
"Great place."
Reviewed on Oct 20, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$156 nightly
The price is $176 total per night from Oct 25 to Oct 26
$176 total
Oct 25 - Oct 26
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! (1,052 reviews)
"The location was in great for walking to duval street and other areas. The check in process was a bit chaotic. Our room was double booked, but they got it fixed right away. They have a beach on property but it was not swimmable. The ocean was muddy and the seaweed smelled bad. The pool was a good ..."
Reviewed on Oct 19, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$169 nightly
The price is $190 total per night from Oct 26 to Oct 27
$190 total
Oct 26 - Oct 27
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! (1,387 reviews)
"Tipsey Rooster out front is an EXCELLENT little outdoor bar....GREAT Music daily! Daytime Front Desk Ladies are Super sweet. Muffins are Amazing!"
Reviewed on Oct 19, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$199 nightly
The price is $224 total per night from Oct 27 to Oct 28
$224 total
Oct 27 - Oct 28
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 ...
9.8/10 Exceptional! (562 reviews)
"This was the perfect location to the Duval Street action, We never heard any of the Duval Street noise. The only noise we heard was from the from the maintenance crew doing some work on the building, but it wasn't too bad. We really appreciated the free juice and coffee for the morning. Overall, ..."
Reviewed on Oct 20, 2026
Santa Maria Suites
1401 Simonton St Key West FL
$359 nightly
The price is $404 total per night from Oct 26 to Oct 27
$404 total
Oct 26 - Oct 27
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! (1,003 reviews)
"We had no complaints. The resort is beautiful, rooms so clean. Loved the area that is is in as well. We will be back!"
Reviewed on Oct 19, 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
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
Learn more about Uptown - Upper Duval
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
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.
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.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
Uptown - Upper Duval, FL
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