Uptown - Upper Duval Travel Guide

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 ฿7,125 per night from 30 Nov to 1 Dec
฿7,125
฿10,599 total
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. ...
8.6/10 Excellent! (3,660 reviews)
"Staff were not the most pleasant especially the bartenders and attendant at the beach"

Reviewed on 11 Nov 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 ฿5,719 per night from 18 Nov to 19 Nov
฿5,719
฿7,946 total
18 Nov - 19 Nov
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! (1,460 reviews)
"The rooms were small, but totally usable for our needs. We had one of the better rooms with a back porch next to the pool. We enjoyed coffee there every morning. Our friends' room was across the hall, a little smaller, without the porch. The beds were very comfortable. Location was excellent, everything ..."

Reviewed on 11 Nov 2026

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 ฿7,867 per night from 19 Nov to 20 Nov
฿7,867
฿11,130 total
19 Nov - 20 Nov
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 ฿6,533 per night from 17 Nov to 18 Nov
฿6,533
฿9,429 total
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! (591 reviews)
"The staff was AMAZING!!! So helpful and gave the best recommendations"

Reviewed on 11 Nov 2026

Douglas House - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿5,185 per night from 2 Dec to 3 Dec
฿5,185
฿6,968 total
2 Dec - 3 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! (1,406 reviews)
"We have been in Key West many times and love this end of Duval. The hotel was perfect, very basic room but clean and has everything you need. Loved the little bar Tipsy Rooster."

Reviewed on 12 Nov 2026

Southwinds Motel
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is ฿12,799 per night from 2 Dec to 3 Dec
฿12,799
฿16,679 total
2 Dec - 3 Dec
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! (1,007 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 Travel Guide