Uptown - Upper Duval

Key West

Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval
Uptown - Upper Duval

Popular places to visit

Things to do


Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $290 per night from Jun 16 to Jun 17
CA $290
CA $427 total
Jun 16 - Jun 17
includes taxes & 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! (3,337 reviews)
"Our shower leaked all over the bathroom. Front desk staff was rude everyday. Very limited pool chairs. Pools were cloudy and could have used a good cleaning."

Reviewed on May 20, 2026

Southernmost Beach Resort and Guesthouses
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is CA $173 per night from May 26 to May 27
CA $173
CA $256 total
May 26 - May 27
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! (1,365 reviews)
"Overall a solid option for the price and the location is right off Duvall!"

Reviewed on May 20, 2026

The Southernmost Inn - Adults Only
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is CA $306 per night from Jun 9 to Jun 10
CA $306
CA $437 total
Jun 9 - Jun 10
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! (1,011 reviews)
"Beautiful private beach. Nice pool, beautiful grounds, nicely appointed rooms. A paradise witin a paradise."

Reviewed on May 19, 2026

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is CA $207 per night from May 26 to May 27
CA $207
CA $280 total
May 26 - May 27
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. ...
8.6/10 Excellent! (1,355 reviews)
"Clean room. Everything is in walking distance. The room itself was super small and tight once you start living there."

Reviewed on May 18, 2026

Southwinds Motel
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is CA $207 per night from May 26 to May 27
CA $207
CA $256 total
May 26 - May 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 ...
9.6/10 Exceptional! (389 reviews)
"Beautiful property, close to everything. The employee's were also super nice and attentive. We can't wait to come back!!"

Reviewed on May 19, 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is CA $425 per night from May 27 to May 28
CA $425
CA $571 total
May 27 - May 28
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! (1,008 reviews)
"A ++"

Reviewed on May 19, 2026

Santa Maria Suites
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 neighbourhoods around Uptown - Upper Duval

Old Town Key West

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.

Old Town Key West
Bahama Village

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.

Bahama Village
Downtown Key West

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.

Downtown Key West
Key West Historic District

Key West Historic District

4.5/5(157 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.

Key West Historic District
Casa Marina

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.

Casa Marina
St. Paul's Episcopal Church, Key West

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.

White Street Gallery District


Uptown - Upper Duval

Choose two or more items and save on your trip:

Explore a world of travel with Expedia