Uptown - Upper Duval Travel Guide

Tourist Guide

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

Activities


Our pick of the best 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 NZ$443 per night from 28 Sept to 29 Sept
NZ$443
per night
28 Sept - 29 Sept
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. ...
8.6/10 Excellent! (3,606 reviews)
"A little annoyed at the gate that got locked (leading us to our room), and that the gate was not repaired during our stay, but that was the only real issue out of the entire stay."

Reviewed on 21 Sept 2026

Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is NZ$304 per night from 23 Sept to 24 Sept
NZ$304
per night
23 Sept - 24 Sept
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. ...
8.6/10 Excellent! (1,382 reviews)
"The room was clean and the staff very helpful"

Reviewed on 21 Sept 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 NZ$451 per night from 29 Sept to 30 Sept
NZ$451
per night
29 Sept - 30 Sept
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! (1,029 reviews)
"The facility was clean and well Maintained. The personnel were helpful and kind. I would recommend this resort to all friends and family."

Reviewed on 20 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 NZ$221 per night from 24 Sept to 25 Sept
NZ$221
per night
24 Sept - 25 Sept
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! (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 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 NZ$219 per night from 23 Sept to 24 Sept
NZ$219
per night
23 Sept - 24 Sept
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. ...
8.4/10 Very good! (1,444 reviews)
"need someplace to put soap and shampoo when showering not just hold things"

Reviewed on 19 Sept 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 NZ$495 per night from 5 Oct to 6 Oct
NZ$495
per night
5 Oct - 6 Oct
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, parking (surcharge) and daily housekeeping. Our guests praise the helpful staff and the property condition ...
Southernmost House - Adult Exclusive
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.

Our guide on where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas for the activities you enjoy most. Learn more about Uptown - Upper Duval
Learn more about Uptown - Upper Duval

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 Key West Tropical Forest and Botanical Garden.



Uptown - Upper Duval Travel Guide

Choose two or more items and save on your trip:

Explore a world of travel with Expedia