Uptown - Upper Duval Travel Guide
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
฿1,393
per adult
94% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,229
per traveller
92% of travellers recommend
Key West Express Day Trip from Miami
฿2,375
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,824
per adult
88% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
฿4,989
per adult
86% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
฿3,902
per adult
98% of travellers recommend
Top hotels in Uptown - Upper Duval
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿4,778 per night from 20 Sept to 21 Sept
฿4,778
฿7,781 total
20 Sept - 21 Sept
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! (3,590 reviews)
"The room was clean, service was good. But the staff wasn’t very helpful in explaining the water filling stations. Also, there was a really bad smell like gutter water, by one of the water filling station’s next to the swimming pools. They also charged a very high rate for the water bottle that was ..."
Reviewed on 8 Sept 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is ฿4,097 per night from 17 Sept to 18 Sept
฿4,097
฿5,719 total
17 Sept - 18 Sept
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! (1,379 reviews)
"Love the Southwinds! It is a funky little beach hotel with old wall A/C units and a bar on property that plays live music most of the day and late into the night. Probably not everyone's cup of tea, but it is exactly right for me on a Key West adventure. The staff are all super nice and helpful. ..."
Reviewed on 8 Sept 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ฿6,039 per night from 22 Sept to 23 Sept
฿6,039
฿9,014 total
22 Sept - 23 Sept
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! (1,019 reviews)
"In my opinion this location is the best in all of Key West. There is plenty of everything in the south side of the island. Unless you are going for the drunk college crown on the north side, stick to the south. The Reach has one of the few sand beaches directly on site. Also the pool is right there ..."
Reviewed on 8 Sept 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is ฿3,877 per night from 29 Sept to 30 Sept
฿3,877
฿4,798 total
29 Sept - 30 Sept
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 ...
9.6/10 Exceptional! (524 reviews)
"I am so thankful me and my wife found this place ABSOLUTELY PERFECT!! I am already making plans to go back"
Reviewed on 8 Sept 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is ฿2,196 per night from 10 Sept to 11 Sept
฿2,196
฿3,950 total
10 Sept - 11 Sept
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! (1,439 reviews)
"Buen trato en recepción,muy amable el personal buen servicio en el hotel ,muy céntrico ,se los recomiendo ."
Reviewed on 9 Sept 2026
Santa Maria Suites
1401 Simonton St Key West FL
The price is ฿9,177 per night from 13 Sept to 14 Sept
฿9,177
฿12,544 total
13 Sept - 14 Sept
includes taxes & fees
Stay at this resort in Key West. Enjoy free Wi-Fi, 2 outdoor pools and a fitness centre. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (1,003 reviews)
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Reviewed on 8 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.
