Uptown - Upper Duval, FL

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

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
The price is AED 775 per night from Nov 30 to Dec 1
AED 775
AED 1,153 total
30 Nov - 1 Dec
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! (3,660 reviews)
"Staff were not the most pleasant especially the bartenders and attendant at the beach"

Reviewed on 11 November 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 AED 625 per night from Nov 18 to Nov 19
AED 625
AED 868 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 our reviews. ...
8.4/10 Very Good! (1,462 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 November 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 AED 856 per night from Nov 19 to Nov 20
AED 856
AED 1,211 total
19 Nov - 20 Nov
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 ...
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 AED 714 per night from Nov 17 to Nov 18
AED 714
AED 1,030 total
17 Nov - 18 Nov
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, 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 November 2026

Douglas House - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is AED 566 per night from Dec 1 to Dec 2
AED 566
AED 761 total
1 Dec - 2 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 our 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 November 2026

Southwinds Motel
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is AED 1,322 per night from Dec 2 to Dec 3
AED 1,322
AED 1,736 total
2 Dec - 3 Dec
includes taxes & 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! (1,007 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 November 2026

Santa Maria Suites
See all 2,688 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.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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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