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
$210 nightly
The price is $237 total per night from Sep 9 to Sep 10
$237 total
Sep 9 - Sep 10
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! (3,562 reviews)
"From check in and check out everything in between this Hotel was everything and more during our weekend girls trip get away!! We will not hesitate to book again in a few months!!"

Reviewed on Sep 2, 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
$256 nightly
The price is $288 total per night from Sep 28 to Sep 29
$288 total
Sep 28 - Sep 29
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
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$152 nightly
The price is $171 total per night from Sep 7 to Sep 8
$171 total
Sep 7 - Sep 8
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. ...
8.6/10 Excellent! (1,372 reviews)
"Perfect spot"

Reviewed on Sep 2, 2026

Southwinds Motel
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
$128 nightly
The price is $144 total per night from Sep 9 to Sep 10
$144 total
Sep 9 - Sep 10
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 ...
9.6/10 Exceptional! (512 reviews)
"Loved this property. Have been coming to KW for last 40+ years and never stayed here? Great location. Our room was more like and apartment. We were down from Miami for rum festival and were close to all of the different events at Douglas. The property was meticulously kept. The staff was helpful. ..."

Reviewed on Sep 2, 2026

Douglas House - Adults Only
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
$133 nightly
The price is $149 total per night from Sep 8 to Sep 9
$149 total
Sep 8 - Sep 9
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. ...
The Southernmost Inn - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
$339 nightly
The price is $381 total per night from Sep 7 to Sep 8
$381 total
Sep 7 - Sep 8
Total with taxes and 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)
"Beautiful hotel. We did not want to leave. We will be back!"

Reviewed on Aug 30, 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. 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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