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 ฿5,327 per night from 28 Sept to 29 Sept
฿5,327
฿8,429 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. ...
8.6/10 Excellent! (3,601 reviews)
"Southernmost was in a great location. We were happy with our stay. But we were very disappointed that the largest pool was closed for repairs (without being notified) causing the pineapple pool to be over crowded and and wild in the off season. The tranquility pool was nice and was quiet at night. ..."

Reviewed on 20 Sept 2026

Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿4,150 per night from 21 Sept to 22 Sept
฿4,150
฿5,794 total
21 Sept - 22 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. ...
8.6/10 Excellent! (1,381 reviews)
"Place was ok, Bar on premise and they had music, my room had ants(I told em and came and sprayed), pool was clean, the roosters were cool, They want 22.50 a day to park, waived it I'm handicap"

Reviewed on 19 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 ฿5,919 per night from 29 Sept to 30 Sept
฿5,919
฿8,908 total
29 Sept - 30 Sept
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
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿2,609 per night from 21 Sept to 22 Sept
฿2,609
฿3,229 total
21 Sept - 22 Sept
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! (530 reviews)
"The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's ..."

Reviewed on 19 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 ฿2,372 per night from 21 Sept to 22 Sept
฿2,372
฿4,168 total
21 Sept - 22 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. ...
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
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
1212 Simonton Street Key West FL
The price is ฿9,296 per night from 29 Sept to 30 Sept
฿9,296
฿12,707 total
29 Sept - 30 Sept
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, a rooftop terrace and a fitness centre. Our guests praise the pool and the helpful staff ...
9.8/10 Exceptional! (653 reviews)
"⭐⭐⭐⭐⭐ I had a great experience at H2O! The property was beautiful, clean, comfortable, and very well maintained. The concierge was incredibly nice, welcoming, and helpful throughout our stay, which made the experience even better. The customer service was excellent, and we truly enjoyed our time ..."

Reviewed on 15 Sept 2026

H2O Suites - 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 Key West Tropical Forest and Botanical Garden.



Uptown - Upper Duval Travel Guide