
Uptown - Upper Duval Holidays
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Our guide on 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

Old Town Key West
3 out of top 10 points of interest in this area
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.
Our pick of the best Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is NZ$462 per night from 13 Oct to 14 Oct
NZ$462
13 Oct - 14 Oct
includes taxes & fees
8.6/10 Excellent! (2,777 reviews)
"Our concierge was amazing! Very attentive and accommodating."
Reviewed on 25 Sept 2025

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$501 per night from 5 Oct to 6 Oct
NZ$501
5 Oct - 6 Oct
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"Nice property pricey."
Reviewed on 23 Sept 2025

Southwinds Motel
1321 Simonton Street, Key West, FL
The price is NZ$283 per night from 28 Sept to 29 Sept
NZ$283
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (1,183 reviews)
"Excellent for the prize"
Reviewed on 19 Sept 2025
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.
Frequently asked questions
Discover the most popular places to visit in Uptown - Upper Duval

Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.

South Beach
The southernmost beach in the continental United States is a picturesque bay and a relaxing spot to spend the day for sun-loving visitors.

Key West Butterfly and Nature Conservatory
This conservatory houses a flower-filled forest and a colourful butterfly population that attracts visitors from around the globe.
Activities

Florida: Key West Overseas Highway App-Based Driving Audio Tour
NZ$29
per traveller
80% of travellers recommend

Key West’s Old Town Treasures: A Self-Guided Audio Tour
NZ$26
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.