Uptown - Upper Duval
Key West
Visit Uptown - Upper Duval
Popular places to visit
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
South Beach
The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.
Key West Butterfly and Nature Conservatory
With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $55
per adult
92% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $76
per adult
86% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
CA $38
per adult
78% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $75
per adult
84% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
CA $110
per adult
92% of travellers recommend
Lands End Sunset Cruise with Full Bar & Live Music
CA $103
per adult
90% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is CA $255 per night from Aug 25 to Aug 26
CA $255
CA $380 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,665 reviews)
"We had an awesome girls trip here! The staff were accommodating in putting our two rooms next to each other. The 3 pools/pool bars are great and have fun activities daily! It’s so close to everything either a quick walk or Uber got us everywhere we needed to go. We will definitely be back!"
Reviewed on Jul. 30, 2025
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
The price is CA $335 per night from Aug 24 to Aug 25
CA $335
CA $460 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,003 reviews)
"Our room was not cleaned one day but it wasn’t a big deal. We requested more towels"
Reviewed on Jul. 30, 2025
Southwinds Motel
1321 Simonton Street, Key West, FL
The price is CA $173 per night from Aug 3 to Aug 4
CA $173
CA $234 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,147 reviews)
Had a great time as usual
"The last 2 times we went this year. We traveled thru the night to get there by car. We live in South west Florida. They got us in the room right away! 9am! So grateful for the ladies in the office. So friendly"
Reviewed on Jul. 29, 2025
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
The price is CA $130 per night from Aug 21 to Aug 22
CA $130
CA $209 total
Aug 21 - Aug 22
includes taxes & fees
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (1,145 reviews)
"Very friendly staff."
Reviewed on Jul. 28, 2025
Southernmost House
1400 Duval Street, Key West, FL
The price is CA $253 per night from Aug 14 to Aug 15
CA $253
CA $413 total
Aug 14 - Aug 15
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (998 reviews)
"We stayed on the main floor with a back door walk out to the pool area from our room. Super convenient, great views! Lovely breakfast with a quiche option each day to warm in the microwave, fresh fruit. We felt like celebrities staying here!"
Reviewed on Jul. 29, 2025
Orchid Key Inn - Adults Only
1004 Duval St, Key West, FL
The price is CA $227 per night from Aug 3 to Aug 4
CA $227
CA $256 total
Aug 3 - Aug 4
includes taxes & fees
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
9.8/10 Exceptional! (1,010 reviews)
"We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️"
Reviewed on Jul. 28, 2025
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
Other neighbourhoods around Uptown - Upper Duval
Old Town Key West
3.5/5(8 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
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.
Bahama Village
Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.
Key West Historic District
4.5/5(156 area reviews)
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
White Street Gallery District
When in White Street Gallery District, you can plan a visit to Duval Street and Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.
- Places of interest
- Uptown - Upper Duval Hotels by Star Rating
- Hotels in top Key West neighborhoods
- Uptown - Upper Duval Hotels by Brand
- Other vacations you might like
- Southernmost Point
- South Beach
- Duval Street
- Mallory Square
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Mel Fisher Maritime Museum
- Key West Shipwreck Museum
- Fort East Martello Museum and Gallery
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