Uptown - Upper Duval, FL
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% 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 14 to Sep 15
$237 total
Sep 14 - Sep 15
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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$246 nightly
The price is $277 total per night from Sep 28 to Sep 29
$277 total
Sep 28 - Sep 29
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! (1,013 reviews)
"It was great and convenient to all hot spots including the wedding venue we went for..awesome place to stay"
Reviewed on Sep 7, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$145 nightly
The price is $163 total per night from Sep 24 to Sep 25
$163 total
Sep 24 - Sep 25
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! (1,377 reviews)
"It was small and old fashioned, but it had an old Florida vibe that we loved. Everything we needed was there. The staff were very helpful."
Reviewed on Sep 5, 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! (517 reviews)
"First time In KW for me We arrived and got checked in fine After that we came and went as we pleased . Room was cleaned when we asked For it with no hitches Everything thing was great and we had a wonderful trip and will try and book again Good location right off Duval and the Rum House( best pina ..."
Reviewed on Sep 6, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$116 nightly
The price is $130 total per night from Sep 8 to Sep 9
$130 total
Sep 8 - Sep 9
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. ...
Santa Maria Suites
1401 Simonton St Key West FL
$339 nightly
The price is $381 total per night from Sep 8 to Sep 9
$381 total
Sep 8 - Sep 9
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! (1,002 reviews)
"We have stayed at the Santa Maria suites several times. We enjoy the facilities, two bedroom two bath units with full kitchens are fantastic. They do need to rehab the cabinets though and maybe a few other upgrades."
Reviewed on Sep 7, 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
