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
฿1,488
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,840
per adult
88% of travellers recommend

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,646
per traveller
92% of travellers recommend

Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
฿5,330
per adult
88% of travellers recommend

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
฿4,168
per adult
98% of travellers recommend

Key West Adventure: One-Day Escape from Miami
฿960
per adult
100% of travellers recommend
Top hotels in Uptown - Upper Duval

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is ฿4,568 per night from 2 Sept to 3 Sept
฿4,568
฿7,559 total
2 Sept - 3 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. ...

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is ฿5,178 per night from 3 Sept to 4 Sept
฿5,178
฿8,059 total
3 Sept - 4 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! (1,001 reviews)
"I liked how close it was to everything, we only stayed one night but will definitely be back! The staff were soo helpful and friendly. The room was very clean! The only thing I would say is the bathroom stayed hot and muggy. It didn’t seem to have any airflow."
Reviewed on 13 Aug 2026

Southwinds Motel
1321 Simonton Street Key West FL
The price is ฿4,142 per night from 30 Aug to 31 Aug
฿4,142
฿5,778 total
30 Aug - 31 Aug
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. ...

Douglas House - Adults Only
419 Amelia St Key West FL
The price is ฿2,854 per night from 25 Aug to 26 Aug
฿2,854
฿3,532 total
25 Aug - 26 Aug
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! (489 reviews)
"Was nice and quiet"
Reviewed on 13 Aug 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is ฿3,422 per night from 17 Aug to 18 Aug
฿3,422
฿5,339 total
17 Aug - 18 Aug
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! (1,418 reviews)
"Excellent location & friendly staff with a wonderful complementary breakfast as well as a happy hour with wine & cheese."
Reviewed on 13 Aug 2026

Santa Maria Suites
1401 Simonton St Key West FL
The price is ฿9,236 per night from 23 Aug to 24 Aug
฿9,236
฿12,625 total
23 Aug - 24 Aug
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! (1,009 reviews)
"The hotel was beautiful, luxurious, well decorated, and clean. The housekeeping did a great job taking care of us & our suite. The desk staff at check in was exceptionally friendly, helpful, & professional. Great location near the beach and walking distance to shopping, restaurants, sites. The pool ..."
Reviewed on 10 Aug 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.
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 Key West Tropical Forest and Botanical Garden.























