Uptown - Upper Duval Travel Guide

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


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 ฿6,397 per night from 6 Jul to 7 Jul
฿6,397
฿9,638 total
6 Jul - 7 Jul
includes taxes & fees
Stay at this beach 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. ...
8.8/10 Excellent! (3,409 reviews)
"Love the daily activity texts. Ordered the filet at Beachside cafe on the property because I received a $30 food voucher. Cooked to perfection and delicious. Location was great! Ana’s cafe was few steps from the resort and had great brunch! Will be staying if I ever come back to Key West."

Reviewed on 29 Jun 2026

Southernmost Beach Resort and Guesthouses
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 ฿6,976 per night from 6 Jul to 7 Jul
฿6,976
฿10,101 total
6 Jul - 7 Jul
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! (1,000 reviews)
"Staff and hotel were great."

Reviewed on 21 Jun 2026

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿4,824 per night from 1 Jul to 2 Jul
฿4,824
฿6,553 total
1 Jul - 2 Jul
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! (1,349 reviews)
"There were ants in the room. Just a few to start but then we had a late night pizza and next morning pizza was invaded and all over the place. The staff was friendly and helpful. Pool was nice but there were leaves from trees in section that could have been taken care of better. A/C was working ..."

Reviewed on 29 Jun 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is ฿3,752 per night from 6 Jul to 7 Jul
฿3,752
฿5,723 total
6 Jul - 7 Jul
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! (1,400 reviews)
"Everything was what I expected. Always a good time"

Reviewed on 28 Jun 2026

The Southernmost Inn - Adults Only
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿4,155 per night from 30 Jun to 1 Jul
฿4,155
฿5,142 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Southernmost Point and Duval Street are located ...
9.6/10 Exceptional! (435 reviews)
"Highly recommend"

Reviewed on 28 Jun 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is ฿11,315 per night from 7 Jul to 8 Jul
฿11,315
฿14,982 total
7 Jul - 8 Jul
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)
"We had a great trip. We stayed in a 2 bedroom suite by the pool. The room was very clean and spacious. It was pretty quiet at night and all of the staff that we came in contact with were very helpful. If we come back next time, we will definitely stay here again."

Reviewed on 28 Jun 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.

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.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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.



Uptown - Upper Duval Travel Guide