Uptown - Upper Duval, FL
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$42
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
$45
per adult
92% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$87
per adult
92% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 16 to Sep 17
$237 total
Sep 16 - Sep 17
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,590 reviews)
"The room was clean, service was good. But the staff wasn’t very helpful in explaining the water filling stations. Also, there was a really bad smell like gutter water, by one of the water filling station’s next to the swimming pools. They also charged a very high rate for the water bottle that was ..."
Reviewed on Sep 8, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$154 nightly
The price is $173 total per night from Sep 15 to Sep 16
$173 total
Sep 15 - Sep 16
Total with taxes and 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 our reviews. ...
8.6/10 Excellent! (1,379 reviews)
"Love the Southwinds! It is a funky little beach hotel with old wall A/C units and a bar on property that plays live music most of the day and late into the night. Probably not everyone's cup of tea, but it is exactly right for me on a Key West adventure. The staff are all super nice and helpful. ..."
Reviewed on Sep 8, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$240 nightly
The price is $270 total per night from Sep 22 to Sep 23
$270 total
Sep 22 - Sep 23
Total with taxes and fees
Book a 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 ...
8.6/10 Excellent! (1,019 reviews)
"In my opinion this location is the best in all of Key West. There is plenty of everything in the south side of the island. Unless you are going for the drunk college crown on the north side, stick to the south. The Reach has one of the few sand beaches directly on site. Also the pool is right there ..."
Reviewed on Sep 8, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$148 nightly
The price is $166 total per night from Sep 29 to Sep 30
$166 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (524 reviews)
"I am so thankful me and my wife found this place ABSOLUTELY PERFECT!! I am already making plans to go back"
Reviewed on Sep 8, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$114 nightly
The price is $128 total per night from Sep 13 to Sep 14
$128 total
Sep 13 - Sep 14
Total with taxes and 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 our reviews. ...
8.4/10 Very Good! (1,439 reviews)
"Buen trato en recepción,muy amable el personal buen servicio en el hotel ,muy céntrico ,se los recomiendo ."
Reviewed on Sep 9, 2026
Santa Maria Suites
1401 Simonton St Key West FL
$334 nightly
The price is $375 total per night from Sep 15 to Sep 16
$375 total
Sep 15 - Sep 16
Total with taxes and fees
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,003 reviews)
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Reviewed on Sep 8, 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.
Check Uptown - Upper Duval hotel availability
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
Learn more about Uptown - Upper Duval
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.
Uptown - Upper Duval, FL
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- Visit Geiger Key
- Visit Boca Chica Key
- Visit Historic Seaport
- Visit Sunset Key
- Visit Old Town Key West
- Visit Summerland Key
- All inclusive Vacation Packages Key West
- Visit Big Pine Key
- Ernest Hemingway Home and Museum
- Visit Lower Keys
- Visit Cudjoe Key
- Smathers Beach
- Visit Little Torch Key
- Visit Truman Annex
- Visit Ramrod Key
- Visit Lower Florida Keys
- Visit Sugarloaf Shores
- Key West Vacations
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- Visit Big Torch Key
- Visit Raccoon Key
- Visit Bahama Village
- Clarence S. Higgs Memorial Beach Park
- Visit Cow Key
- Visit Eden Pines
- Visit Monroe County
- Visit Downtown Key West
- Visit Melody Key
- Visit Key West
- Visit Key West Historic District
- Visit Dredgers Key
- Visit New Town
- Visit Fleming Key
- Visit Stock Island
- Visit Sugarloaf Key
- Visit Rockland Key