Uptown - Upper Duval, FL
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
Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.
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
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
82% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$55
per adult
88% of travellers recommend
Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!
$76
per adult
88% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,216 reviews)
I loved everything but the bed, hard as a rock!
Reviewed on Apr 18, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$338 nightly
The price is $381 total per night from May 3 to May 4
$381 total
May 3 - May 4
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! (1,005 reviews)
The rooms and property were clean and comfortable. The staff were respectful, kind, and accommodating. The beach and pool were close and made it convenient for kids to jump from pool to beach. We loved our stay
Reviewed on Apr 16, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$231 nightly
The price is $260 total per night from Apr 27 to Apr 28
$260 total
Apr 27 - Apr 28
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! (1,302 reviews)
This is not a 5 star hotel but the beds were clean and comfortable. We had a large room with 2 queen beds and a kitchenette with a coffee maker, microwave and full sized refrigerator. The staff was friendly and efficient. Breakfast was nothing special but typical grab & go options. I heard they are ...
Reviewed on Apr 17, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$169 nightly
The price is $190 total per night from Apr 22 to Apr 23
$190 total
Apr 22 - Apr 23
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! (1,317 reviews)
Perfect location for the price
Reviewed on Apr 17, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$227 nightly
The price is $255 total per night from Apr 19 to Apr 20
$255 total
Apr 19 - Apr 20
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! (357 reviews)
This was our second stay at the Douglas House in 2 years. The grounds are maintained very well and the staff was kind. I had noticed a couple of changes from our prior stay. New ownership, Pay to park instead of included with a short walk to the corner lot. The cost of golf cart rental at the DH ...
Reviewed on Apr 18, 2026
Santa Maria Suites
1401 Simonton St Key West FL
$499 nightly
The price is $561 total per night from May 11 to May 12
$561 total
May 11 - May 12
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! (1,001 reviews)
.
Reviewed on Apr 18, 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.
Other neighborhoods around Uptown - Upper Duval
Old Town Key West
4.5/5(229 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.
Bahama Village
5/5(39 area reviews)
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.
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
4.5/5(4,090 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.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.
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.
Uptown - Upper Duval, FL
Explore a world of travel with Expedia
- Key West Hotels
- All-Inclusive Resorts in Key West
- Cheap Hotels in Key West
- Oceanfront Hotels in Key West
- Hotels near Duval Street
- Beach Hotels in Key West
- Adults Only Resorts & in Key West
- Hotels near Key West Historic District
- Houseboats in Key West
- Pet-Friendly Hotels in Key West
- Hotels near Southernmost Point
- Condo Rentals in Key West
- Hotels near Tennessee Williams Key West Exhibit
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Key West Butterfly and Nature Conservatory
- Romantic Hotels in Key West
- Family Hotels in Key West
- 4 Star Hotels in Old Town Key West
- Hotels near Old Town Key West
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near MLK Community Pool & Community Center
- 4 Star Hotels in Key West
- Hotels near South Beach
- Hotels near Downtown Key West
- Hilton Hotels in Key West
- 5 Star Hotels in Key West
- Honeymoon Resorts & in Key West
- Hotels near Saint Mary Star of the Sea
- Resorts in Key West
- Hotels near Bahama Village
- Hotels with Restaurants in Bahama Village
- Luxury Hotels in Bahama Village
- 4 Star Hotels in Bahama Village
- Boutique Hotels in Bahama Village
- Resorts & Hotels with Spas in Bahama Village
- Hotels with Bars in Bahama Village
- Golf Hotels in Bahama Village
- Hotels near Simonton Beach
- Boutique Hotels in Key West
- Kimpton Hotels in Key West
- Cabin Rentals in Key West
- Cottages in Key West
- B&B in Key West
- Luxury Hotels in Key West
- Gay friendly Hotels in Key West
- Historic Hotels in Key West
- Hotels with Kitchenettes in Key West
- Hotels with Free Airport Shuttle in Key West
- Guest Houses in Key West
- Best Western Hotels in Key West
- Wyndham Hotels in Key West
- Hotels with smoking rooms in Key West
- Hotels near Key West Firehouse Museum
- Golf Hotels in Key West
- Vacation Homes in Key West
- Hotels with Hot Tubs in Key West
- Hotels with Free Breakfast in Key West
- Villas in Key West
- Hotels with Free Parking in Key West
- 4 Star Hotels in Key West Historic District
- Hyatt Hotels in Key West
- Hostels in Key West
- Key West Vacations
- All inclusive Vacation Packages Key West
- Visit Key West
- Visit Downtown Key West
- Visit Old Town Key West
- Ernest Hemingway Home and Museum
- Visit Bahama Village
- Visit Key West Historic District
- City Zoo Gallery
- South Beach
- Key West Butterfly and Nature Conservatory
- Tennessee Williams Key West Exhibit
- Southernmost Point
- Duval Street
- Key West Lighthouse and Keeper's Quarters Museum
- Mlk Community Pool & Community Center
- Old Town Key West Vacations
- Visit Historic Seaport
- Saint Mary Star of the Sea
- Romantic Vacation Packages Key West
- Simonton Beach
- Bahama Village Vacations
- Key West Cemetery
- Car rentals near Key West
- Car rentals near Key West Butterfly and Nature Conservatory
- Car rentals near Southernmost Point
- Car rentals near South Beach
- Car rentals near Duval Street
- Pickup Car Rentals near Duval Street
- Suv Car Rentals near Duval Street
- Hertz Rental Cars in Key West
- Budget Rental Cars in Key West
- Enterprise Rental Cars in Key West
- Mini Car Rentals in Key West
