Uptown - Upper Duval
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
S$42
per adult
82% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
S$54
per adult
94% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
S$87
per traveller
92% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
S$75
per adult
94% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
S$152
per adult
98% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
S$71
per adult
88% of travellers recommend
Top hotels in Uptown - Upper Duval
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is S$365 per night from 6 Oct to 7 Oct
S$365
6 Oct - 7 Oct
includes taxes & fees
Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (3,637 reviews)
"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."
Reviewed on 29 Sept, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is S$229 per night from 1 Oct to 2 Oct
S$229
1 Oct - 2 Oct
includes taxes & 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 their reviews. ...
8.6/10 Excellent! (1,391 reviews)
"Me and my fiancé had a great time"
Reviewed on 29 Sept, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is S$372 per night from 8 Oct to 9 Oct
S$372
8 Oct - 9 Oct
includes taxes & fees
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 property ...
8.6/10 Excellent! (1,034 reviews)
"Beach and service"
Reviewed on 26 Sept, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is S$211 per night from 1 Oct to 2 Oct
S$211
1 Oct - 2 Oct
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is S$194 per night from 5 Oct to 6 Oct
S$194
5 Oct - 6 Oct
includes taxes & 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 their reviews. ...
8.4/10 Very good! (1,451 reviews)
"The rooms were extraordinarily small. Although they were clean. The bathroom, had cracks in the walls, cracks in the bathroom tiles, and mold and mildew on the bottom of the shower stall. There was a hole in the bathroom door like somebody had pushed the hole through it. The shades on the windows ..."
Reviewed on 29 Sept, 2026
Orchid Key Inn - Adults Only
1004 Duval St Key West FL
The price is S$267 per night from 5 Oct to 6 Oct
S$267
5 Oct - 6 Oct
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge) and a 24-hour front desk. Our guests praise the breakfast and the pool in their reviews. ...
9.8/10 Exceptional! (1,005 reviews)
"This was my favorite getaway yet! It will be my go to on any return trip to the Keys. The staff has been exceptional, the location perfect, and the hotel over exceeded everything I read about it. Quiet rooms, everything we needed, great bedding and very comfortable. Lovely continental breakfast is ..."
Reviewed on 27 Sept, 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 for the activities you enjoy most.
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.
