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
$239 nightly
The price is $269 total per night from Sep 27 to Sep 28
$269 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,585 reviews)
"Property was clean and well maintained. Only negative was the big pool closed to be resurfaced."

Reviewed on Sep 12, 2026

Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$145 nightly
The price is $163 total per night from Sep 24 to Sep 25
$163 total
Sep 24 - Sep 25
Total with taxes and 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. ...
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
$242 nightly
The price is $272 total per night from Sep 29 to Sep 30
$272 total
Sep 29 - Sep 30
Total with taxes and 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 ...
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
$99 nightly
The price is $111 total per night from Sep 21 to Sep 22
$111 total
Sep 21 - Sep 22
Total with taxes and 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 ...
Douglas House - Adults Only
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
$114 nightly
The price is $128 total per night from Sep 15 to Sep 16
$128 total
Sep 15 - Sep 16
Total with taxes and 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. ...
8.4/10 Very Good! (1,436 reviews)
"Evething was good This hotels is closed to the beaches,great location"

Reviewed on Sep 10, 2026

The Southernmost Inn - Adults Only
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
1004 Duval St Key West FL
$149 nightly
The price is $168 total per night from Sep 20 to Sep 21
$168 total
Sep 20 - Sep 21
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
Orchid Key Inn - Adults Only
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. Learn more about Uptown - Upper Duval
Learn more about Uptown - Upper Duval

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 Key West Tropical Forest and Botanical Garden.



Uptown - Upper Duval, FL

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