Uptown - Upper Duval

Key West

A street with a pharmacy, a theater, and a yellow building.
A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
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 colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

Stay near popular Uptown - Upper Duval attractions

Things to do


Top hotels in Uptown - Upper Duval

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is S$404 per night from 30 Nov to 1 Dec
S$404
30 Nov - 1 Dec
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. ...
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 S$291 per night from 30 Nov to 1 Dec
S$291
30 Nov - 1 Dec
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. ...
The Southernmost Inn - Adults Only
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 S$418 per night from 13 Dec to 14 Dec
S$418
13 Dec - 14 Dec
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 ...
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 S$361 per night from 17 Nov to 18 Nov
S$361
17 Nov - 18 Nov
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Mallory Square are located ...
9.8/10 Exceptional! (596 reviews)
"Clean, nice, and cozy hotel in the middle of the historic center."

Reviewed on 14 Nov, 2026

Douglas House - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
Fully refundable
The price is S$267 per night from 1 Dec to 2 Dec
S$267
1 Dec - 2 Dec
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! (1,398 reviews)
"Great location walking distance to everything. Quiet, clean property. Continental breakfast was a great start to day. Has a bar on site with music daily great way to unwind and not go far. Very nice clean pools"

Reviewed on 13 Nov, 2026

Southwinds Motel
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is S$603 per night from 29 Nov to 30 Nov
S$603
29 Nov - 30 Nov
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! (1,000 reviews)
"Check in was easy. Staff is extremely friendly and accommodating. The rooms and surrounding pools and grounds were very clean. Easy parking. On site restaurant (Italian) is beautiful...clean, modern, friendly and fantastic food. Great location....coffee shop/deli, scooter rental, bar, ice cream and ..."

Reviewed on 11 Nov, 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 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.



Uptown - Upper Duval