Uptown - Upper Duval Travel Guide

Key West

Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval

Popular places to visit

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 ฿6,584 per night from 8 Jun to 9 Jun
฿6,584
฿9,793 total
8 Jun - 9 Jun
includes taxes & fees
Stay at this beach 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. ...
8.8/10 Excellent! (3,352 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."

Reviewed on 1 Jun 2026

Southernmost Beach Resort and Guesthouses
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 ฿7,701 per night from 4 Jun to 5 Jun
฿7,701
฿10,866 total
4 Jun - 5 Jun
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! (1,007 reviews)
"These guys went above and beyond, especially Connor, who really helped me when I realized we booked the wrong days. He worked diligently with Expedia to make sure that our dates were changed. Even upgrading our room for the troubles we had with the being able to rebook through Expedia. The hotel ..."

Reviewed on 2 Jun 2026

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 ฿4,376 per night from 16 Jun to 17 Jun
฿4,376
฿6,024 total
16 Jun - 17 Jun
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! (1,340 reviews)
"The rooms are nice. They provide necessary amenities and are cleaned well. Not a lot of space, but fair for a motel setting. There is loud music next door at a bar, which I enjoyed, but that’s something to be aware of if you’re a light sleeper. The staff was helpful and this area of the island was ..."

Reviewed on 31 May 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is ฿3,956 per night from 10 Jun to 11 Jun
฿3,956
฿5,918 total
10 Jun - 11 Jun
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! (1,374 reviews)
"Pool was wonderful"

Reviewed on 28 May 2026

The Southernmost Inn - Adults Only
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿5,851 per night from 16 Jun to 17 Jun
฿5,851
฿7,241 total
16 Jun - 17 Jun
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! (406 reviews)
"The room was very clean. The staff were very friendly and polite. Nice outdoor and pool area was great."

Reviewed on 2 Jun 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is ฿10,083 per night from 21 Jun to 22 Jun
฿10,083
฿13,546 total
21 Jun - 22 Jun
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! (1,001 reviews)
"This was our very first day there and it was fabulous. Perfect location for walking everywhere in Key West, clean and neat, staff very, very helpful. Make sure if you’re handicap that you book on the bottom floor because the stairs are quite steep and there are no elevators. The exercise was good ..."

Reviewed on 2 Jun 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.

Other neighbourhoods around Uptown - Upper Duval

Old Town Key West

Old Town Key West

5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.

Old Town Key West
Bahama Village

Bahama Village

5/5(1 area review)

Bahama Village is noteworthy for its historical sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Downtown Key West

Downtown Key West

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

Downtown Key West
Key West Historic District

Key West Historic District

4.5/5(66 area reviews)

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.

Key West Historic District
Casa Marina

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.

Casa Marina
St. Paul's Episcopal Church, Key West

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Southernmost Point and Duval Street.

White Street Gallery District


Uptown - Upper Duval Travel Guide