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 ...
8.6/10 Excellent! (3,628 reviews)
"Location, location, location! This resort is on the beach at the southern end of Duval St, next to the buoy. There are 4 pools, two of which have bars with wonderful, friendly tenders. The staff is enthusiastic and attentive."
Reviewed on Oct 18, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$159 nightly
The price is $179 total per night from Oct 20 to Oct 21
$179 total
Oct 20 - Oct 21
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! (1,448 reviews)
"We had an amazing stay. Check in was easy and everyone on the property was helpful and friendly. Our room was clean and comfortable and loved the updated bathroom. Loved the private pool and happy hour complete with visits from wildlife. It was in a wonderful location but far enough away from any ..."
Reviewed on Oct 19, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$212 nightly
The price is $239 total per night from Oct 26 to Oct 27
$239 total
Oct 26 - Oct 27
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! (1,051 reviews)
"The property was well maintained, and the staff was very friendly"
Reviewed on Oct 18, 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. ...
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! (560 reviews)
"Loved staying at Douglas House, very nice property, and quiet. The room was nice, had great amenities, however the shower in the room I stayed in was rotting and rusted in all corners, and no water pressure at bathroom faucet. Hopefully maintenance can take care of the issue in shower and bathroom ..."
Reviewed on Oct 18, 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! (1,001 reviews)
"The place is beautiful! Everyone at the front desk was very personable and helpful."
Reviewed on Oct 18, 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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