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 ฿5,826 per night from 25 Oct to 26 Oct
฿5,826
฿8,998 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa and 2 poolside bars. Our guests praise the pool and the helpful staff in their ...
8.6/10 Excellent! (3,626 reviews)
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Reviewed on 17 Oct 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 ฿4,312 per night from 25 Oct to 26 Oct
฿4,312
฿6,354 total
25 Oct - 26 Oct
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. ...
8.4/10 Very good! (1,447 reviews)
"Great location, everything walkable."

Reviewed on 17 Oct 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 ฿5,086 per night from 26 Oct to 27 Oct
฿5,086
฿7,978 total
26 Oct - 27 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 ...
The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿4,646 per night from 26 Oct to 27 Oct
฿4,646
฿6,355 total
26 Oct - 27 Oct
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
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿5,261 per night from 19 Oct to 20 Oct
฿5,261
฿6,510 total
19 Oct - 20 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 ...
9.8/10 Exceptional! (558 reviews)
"We stayed at Douglas House Oct 7th-11th. It was an amazing place to stay. Our room was a great size, very clean, and comfortable. We loved that it was a smaller boutique hotel. The landscaping and pool were beautiful and included free coffee, juices, and water all day. The staff was amazing! Helped ..."

Reviewed on 17 Oct 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is ฿9,994 per night from 26 Oct to 27 Oct
฿9,994
฿13,499 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this resort in Key West. Enjoy free Wi-Fi, 2 outdoor pools and a fitness centre. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (1,000 reviews)
"Great stay, clean, helpful and took care of anything you ask"

Reviewed on 16 Oct 2026

Santa Maria Suites
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