Uptown - Upper Duval Travel Guide
Key West





Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Top hotels in Uptown - Upper Duval

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is 3.605.984 ₫ per night from 2 Sept to 3 Sept
3.605.984 ₫
5.968.058 ₫ total
2 Sept - 3 Sept
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. ...

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is 4.087.670 ₫ per night from 3 Sept to 4 Sept
4.087.670 ₫
6.362.809 ₫ total
3 Sept - 4 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 ...
8.6/10 Excellent! (1,014 reviews)
"Our room was nice. Very clean and the staff was pleasant. We wish we knew we couldn’t use the beach because of the seaweed."
Reviewed on 11 Aug 2026

Southwinds Motel
1321 Simonton Street Key West FL
The price is 3.270.398 ₫ per night from 30 Aug to 31 Aug
3.270.398 ₫
4.561.288 ₫ total
30 Aug - 31 Aug
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! (1,377 reviews)
"Old and worn out! Many physical and administrative issues. Also, extreme fees that were unknown until we arrived. We did not save money (as we thought) by using Expedia! Lots of detailed problems I won’t get into now, just don’t book a room at Southwinds in Key West."
Reviewed on 11 Aug 2026

Douglas House - Adults Only
419 Amelia St Key West FL
The price is 2.253.140 ₫ per night from 25 Aug to 26 Aug
2.253.140 ₫
2.788.262 ₫ total
25 Aug - 26 Aug
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! (486 reviews)
"The room was large and clean. We liked the additional coffee station by the pool. The room could of uses a few more towels."
Reviewed on 11 Aug 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is 2.938.035 ₫ per night from 23 Aug to 24 Aug
2.938.035 ₫
4.481.148 ₫ total
23 Aug - 24 Aug
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! (1,422 reviews)
"Didn't use the hot tub in the middle of August. Room was clean, bed and pillows were comfortable, towels were clean and well maintained, air conditioning blew nice and cold! Staff were pleasant, we didn't need much from them. We didn't bother to go to the breakfast because we are gluten free and ..."
Reviewed on 12 Aug 2026

Santa Maria Suites
1401 Simonton St Key West FL
The price is 7.291.944 ₫ per night from 23 Aug to 24 Aug
7.291.944 ₫
9.967.618 ₫ total
23 Aug - 24 Aug
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! (1,009 reviews)
"The hotel was beautiful, luxurious, well decorated, and clean. The housekeeping did a great job taking care of us & our suite. The desk staff at check in was exceptionally friendly, helpful, & professional. Great location near the beach and walking distance to shopping, restaurants, sites. The pool ..."
Reviewed on 10 Aug 2026
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.
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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.























