Uptown - Upper Duval, FL

Key West

A sunset over the ocean with scattered clouds.
A rope bridge over turquoise water with a beach and palm trees in the background.
A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.
A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.
A hammock tied to a palm tree on a sandy beach with a wooden structure in the background.

Stay near popular Uptown - Upper Duval attractions

Things to do


Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ¥23,161 per night from Oct 11 to Oct 12
¥23,161
¥37,633 total
Oct 11 - Oct 12
includes taxes & 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! (3,615 reviews)
"After 6 pm the front desk staff won’t answer the phone. AC was broke and the maintenance guy said it was fine because the temp of the AC was cold but the fan wasn’t blowing. He said they are all like that. I had to ask to be moved to another room, which the AC worked fine. $50 a night for parking ..."

Reviewed on Oct 10, 2026

Southernmost Beach Resort and Guesthouses
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is ¥18,839 per night from Oct 14 to Oct 15
¥18,839
¥28,316 total
Oct 14 - Oct 15
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 our reviews. ...
The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ¥21,345 per night from Oct 25 to Oct 26
¥21,345
¥29,356 total
Oct 25 - Oct 26
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 our reviews. ...
8.6/10 Excellent! (1,383 reviews)
"Close to a lot of places I wanted to see. The ice cream and doughnuts bar was awesome! The was really comfortable."

Reviewed on Oct 8, 2026

Southwinds Motel
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is ¥28,124 per night from Oct 25 to Oct 26
¥28,124
¥42,325 total
Oct 25 - Oct 26
includes taxes & 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! (1,050 reviews)
"Nice place to stay. Pool area was good. Beach not swimmable. Staff excellent and it’s nice to be able to use the sister hotel"

Reviewed on Oct 10, 2026

The Reach Key West, Curio Collection by Hilton
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ¥23,665 per night from Oct 12 to Oct 13
¥23,665
¥29,286 total
Oct 12 - Oct 13
includes taxes & 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! (551 reviews)
"The room was spacious and extremely clean."

Reviewed on Oct 9, 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is ¥48,918 per night from Oct 25 to Oct 26
¥48,918
¥65,720 total
Oct 25 - Oct 26
includes taxes & 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)
"We checked in and were told we'd been upgraded to a single-floor pool view suite with king beds. A nice surprise! The staff is wonderful, as is the location at the quieter end of Duval, with lots of great things to do on the east side of the island, yet close enough to walk to the busier, more touristy ..."

Reviewed on Oct 8, 2026

Santa Maria Suites
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 and neighborhoods for the activities you enjoy most.

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