
Uptown - Upper Duval Holidays
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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

Old Town Key West
3 out of top 10 points of interest in this area
5/5(6 area reviews)
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.
Top hotels in Uptown - Upper Duval

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is €228 per night from 24 Aug to 25 Aug
€228
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,662 reviews)
"We really enjoyed our stay. We loved the location, as it was close to the action but also being at the end of the street, felt private still. There were a couple things broken in our room, like the blinds and a light in our room and the water pressure was awful, otherwise I would have given it 5 ..."
Reviewed on 8 Aug 2025

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €282 per night from 7 Sept to 8 Sept
€282
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Convenient to Duval St, Southern Most Point and, has it’s own beach."
Reviewed on 6 Aug 2025

Southwinds Motel
1321 Simonton Street, Key West, FL
The price is €145 per night from 11 Aug to 12 Aug
€145
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,153 reviews)
"It was a great place to stay"
Reviewed on 6 Aug 2025
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.
Frequently asked questions
Popular places to visit

Key West Butterfly and Nature Conservatory
4.5/5(10 reviews)
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.
Simonton Beach
Why not spend a care-free afternoon at Simonton Beach during your travels in Key West? While you're in the area, stroll along the seaside.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
€39
per adult
92% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€48
per adult
86% of travellers recommend

Miami to Key West Day Trip with Activity Options
€34
per adult
82% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.