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 ฿5,484 per night from 28 Sept to 29 Sept
฿5,484
฿8,611 total
28 Sept - 29 Sept
includes taxes & fees
Stay at this spa 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. ...
Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿4,159 per night from 27 Sept to 28 Sept
฿4,159
฿5,805 total
27 Sept - 28 Sept
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. ...
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 ฿6,641 per night from 4 Oct to 5 Oct
฿6,641
฿9,724 total
4 Oct - 5 Oct
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! (1,034 reviews)
"Beach and service"

Reviewed on 26 Sept 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 ฿4,199 per night from 5 Oct to 6 Oct
฿4,199
฿5,196 total
5 Oct - 6 Oct
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (539 reviews)
"Everything about Douglas‘s house was exceptional. Especially the staff. We stayed well over a week and it was so worth it top-notch. Cannot wait to go back. Who was beautiful and well kept little kitchenette for coffee in our room. And the refrigerator just perfect."

Reviewed on 26 Sept 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 ฿2,644 per night from 28 Sept to 29 Sept
฿2,644
฿4,477 total
28 Sept - 29 Sept
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. ...
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
The price is ฿5,384 per night from 30 Sept to 1 Oct
฿5,384
฿6,057 total
30 Sept - 1 Oct
includes taxes & 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 their reviews. ...
9.8/10 Exceptional! (1,003 reviews)
"Our stay was amazing. The breakfast and bar were wonderful to have. The staff was very accommodating and helpful. Our only issue was the cleanliness of the bathroom in the room There seemed to be like mildew around the bottom of the walls all around the bathroom. There was also a mildew smell in ..."

Reviewed on 24 Sept 2026

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 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.

Downtown Key West

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

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.

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 Fort East Martello Museum and Gallery.



Uptown - Upper Duval Travel Guide