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

A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.
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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
Fully refundable
The price is SAR 601 per night from Sep 29 to Sep 30
SAR 601
SAR 950 total
29 Sep - 30 Sep
includes taxes & 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! (3,613 reviews)
"The staff was personable and pleasant. My room was great and facility maintained well. There was one pool down for service. My beach access due to seaweed/seagrass. The smell was terrible several times a day. Was hard to enjoy the beautiful outdoor restaurant. We were able to get a few times in. ..."

Reviewed on 23 September 2026

Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is SAR 468 per night from Sep 24 to Sep 25
SAR 468
SAR 653 total
24 Sep - 25 Sep
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 our reviews. ...
8.6/10 Excellent! (1,384 reviews)
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

Reviewed on 23 September 2026

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
The price is SAR 686 per night from Sep 30 to Oct 1
SAR 686
SAR 1,026 total
30 Sep - 1 Oct
includes taxes & 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 ...
8.6/10 Excellent! (1,031 reviews)
"The staff was wonderful. However, this place needs some physical help. Old tile in bathroom, ice maker broken, lots of noise, and always remember that Key West has the worse beaches. The water was dirty and smelly."

Reviewed on 22 September 2026

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 SAR 383 per night from Sep 24 to Sep 25
SAR 383
SAR 474 total
24 Sep - 25 Sep
includes taxes & 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! (532 reviews)
"We spent a weekend at Douglas House. Very convenient. The staff was amazing and very knowledgeable. We will stay there again"

Reviewed on 21 September 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
The price is SAR 267 per night from Sep 27 to Sep 28
SAR 267
SAR 470 total
27 Sep - 28 Sep
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 our reviews. ...
8.4/10 Very Good! (1,446 reviews)
"The rooms are very clean it’s very quiet and the pools are nice and clean very enjoyable stay"

Reviewed on 22 September 2026

The Southernmost Inn - Adults Only
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
1400 Duval Street Key West FL
The price is SAR 523 per night from Oct 19 to Oct 20
SAR 523
SAR 1,064 total
19 Oct - 20 Oct
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the property ...
Southernmost House - Adult Exclusive
See all 2,677 properties in Uptown - Upper Duval
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.
A large red brick building with arched windows and a prominent entrance.

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.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

A row of pastel-colored houses with white railings and a clear blue sky.

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 Fort East Martello Museum and Gallery.

Uptown - Upper Duval, FL

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