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
$211 nightly
The price is $238 total per night from Oct 11 to Oct 12
$238 total
Oct 11 - Oct 12
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 ...
8.6/10 Excellent! (3,630 reviews)
"When I checked in at the property, they offer me a upgrade for $75 for a ocean view that really lured me in because I wanted the best of the best I was spending time with a special person, but they didn’t tell me that it wasn’t a flat $75 upgrade which I found out later. It was $75 a night and they ..."
Reviewed on Oct 8, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$159 nightly
The price is $179 total per night from Oct 14 to Oct 15
$179 total
Oct 14 - Oct 15
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. ...
Southwinds Motel
1321 Simonton Street Key West FL
$173 nightly
The price is $195 total per night from Oct 12 to Oct 13
$195 total
Oct 12 - Oct 13
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! (1,390 reviews)
"Close to a lot of places I wanted to see. The ice cream and doughnuts bar was awesome! The was really comfortable."
Reviewed on Oct 8, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$238 nightly
The price is $267 total per night from Oct 25 to Oct 26
$267 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 ...
Douglas House - Adults Only
419 Amelia St Key West FL
$189 nightly
The price is $213 total per night from Oct 11 to Oct 12
$213 total
Oct 11 - Oct 12
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! (550 reviews)
"It’s like a little private oasis once you’re inside. Super relaxing yet close to everything."
Reviewed on Oct 7, 2026
Santa Maria Suites
1401 Simonton St Key West FL
$369 nightly
The price is $415 total per night from Oct 25 to Oct 26
$415 total
Oct 25 - Oct 26
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! (1,001 reviews)
"We checked in and were told we'd been upgraded to a single-floor pool view suite with king beds. A nice surprise! The staff is wonderful, as is the location at the quieter end of Duval, with lots of great things to do on the east side of the island, yet close enough to walk to the busier, more touristy ..."
Reviewed on Oct 8, 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.
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.
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.
Uptown - Upper Duval, FL
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