Uptown - Upper Duval
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
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $67
per adult
92% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $96
per adult
88% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $191 per night from Sep 3 to Sep 4
CA $191
CA $317 total
Sep 3 - Sep 4
includes taxes & 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
The price is CA $217 per night from Sep 3 to Sep 4
CA $217
CA $338 total
Sep 3 - Sep 4
includes taxes & 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)
"Toilet was broken. Had to ask for it to be fixed. Plus the resort fees and taxes they add on top of the cost you see when you book will cost you over a hundred dollars a day more at checkout."
Reviewed on Aug 19, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $160 per night from Sep 8 to Sep 9
CA $160
CA $227 total
Sep 8 - Sep 9
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 our reviews. ...
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $129 per night from Aug 26 to Aug 27
CA $129
CA $160 total
Aug 26 - Aug 27
includes taxes & 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 ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is CA $144 per night from Aug 20 to Aug 21
CA $144
CA $224 total
Aug 20 - Aug 21
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 our reviews. ...
8.4/10 Very good! (1,427 reviews)
"I traveled solo and stayed in the Attic Room. The room I stayed in is bigger than it looks in the pictures. There is a small private bathroom with shower stall. The room doesn't get super cold but the AC keeps it comfortable. (I think a table fan would be a great addition to the room) There is a ..."
Reviewed on Aug 18, 2026
Santa Maria Suites
1401 Simonton St Key West FL
The price is CA $388 per night from Aug 23 to Aug 24
CA $388
CA $530 total
Aug 23 - Aug 24
includes taxes & 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! (1,010 reviews)
"This place was beautiful! Would definitely recommend to anyone who is coming to KeyWest! Beautiful pool. The restaurant on site was delicious! Duval St was close and we could walk to all the little shops and restaurants!!"
Reviewed on Aug 15, 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 Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Key West
- Beach Hotel Hotels in Key West
- Motel 6 Hotels in Key West
- All Inclusive Resorts and in Key West
- Hotels near Duval Street
- Oceanfront Hotels in Key West
- Luxury Hotels in Key West
- Hotels with Free Parking in Key West
- Houseboats in Key West
- Resorts in Key West
- Kimpton Hotels in Key West
- Cruise Ships in Key West
- Key West Historic District Hotels
- B&B in Key West
- Golf Hotels in Key West
- Wyndham Hotels in Key West
- Hotels with Free Airport Shuttle in Key West
- Adults Only Resorts & in Key West
- Blue Flamingo Resort Key West
- Key West Hotels
- Hotels near Southernmost Point
- Ahoy Mate! with Compass Realty at the Truman Annex in Key West
- Condo Rentals in Key West
- Lgbt Friendly Hotels in Key West
- Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
- Duval Gardens at Southernmost Beach Resort – Adults Only
- Orchid Key Inn
- Cheap Hotels in Key West
- Simonton Court Historic Inn & Cottages
- Old Town Key West Hotels
- Cottages in Key West
- Boutique Hotels in Key West
- Guest Houses in Key West
- Almond Tree Inn Hotel
- Apartments in Key West
- Hotels with Free Breakfast in Key West
- 5 Star Hotels in Key West
- Family Hotels in Key West
- Four Seasons Hotels in Key West
- Cabin Rentals in Key West
- Romantic Hotels in Key West
- Hotels with Kitchenettes in Key West
- Southernmost House
- Villas in Key West
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Montreal (YUL) to Key West (EYW)
- Flights from Edmonton (YEG) to Key West (EYW)
- Flights to Key West
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Ottawa (YOW) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Vancouver (YVR) to Key West (EYW)
- Visit Little Torch Key
- Visit Downtown Key West
- Duval Street
- Visit Fleming Key
- Visit Beachside
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Visit Key West Historic District
- Visit White Street Gallery District
- Visit Key West
- Visit Summerland Key
- Visit Cow Key
- Visit Duck Key
- Visit Big Torch Key
- Visit Ramrod Key
- Mel Fisher Maritime Museum
- Mallory Square
- Southernmost Point
- Clarence S. Higgs Memorial Beach Park
- Key West Lighthouse and Keeper's Quarters Museum
- Visit Sugarloaf Key
- Visit Bahama Village
- Visit Big Pine Key
- Key West Vacations
- Harry S. Truman Little White House
- Visit Historic Seaport
- Florida Keys Eco - Discovery Center
- Visit Poinciana Plaza
- Visit Cudjoe Key
- Visit Boca Chica Key
- Visit Northside Resort
- South Beach
- Visit Marathon
- All inclusive Vacation Packages Key West
- Visit Doctor's Arm
