The Best Hotels in Uptown - Upper Duval, Key West - 2026 Updated Prices

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Compare popular hotels in Uptown - Upper Duval

Property	Property class	Guest rating
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,001 reviews	View
Douglas House - Adults Only	3.0 star property	9.6 Exceptional 397 reviews	View
H2O Suites - Adults Only	3.5 star property	9.8 Exceptional 610 reviews	View
Santa Maria Suites	4.0 star property	9.6 Exceptional 1,000 reviews	View
Southernmost House - Adult Exclusive	4.0 star property	9.4 Exceptional 1,000 reviews	View

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.

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Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Florida Keys Beaches are top sights worth seeing.

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Top Uptown - Upper Duval Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"The hotel is very clean beds are super comfy! The staff is very friendly!"

Douglas House - Adults Only

8/10 Good

"Had an amazing stay at the Douglas House! Staff greeted us and directed us right to our room. Our unit had a parking spot included. The wrap around porch was our favorite to relax in the morning and evening and people watch. A relaxing and peaceful stay even with the roosters. It’s an old building but nicely maintained and all the creeks and ambiance added to the charm and character. Make sure to lock terrace doors at night so the wind doesn’t blow them open. It’s located right on Duval but a bit further down from all the hustle and bustle. Only quirk was a hand soap dispenser fell off the wall in middle of night which woke us up and was a bit startling. Nothing unfixable. Also I’d suggest wearing flip flops or slippers around because my husband was barefoot a bit and I told him he needed to wash his feet. I’m finding that a common thing in FL. We didn’t use the pool. It would have been a great area to relax and read a book and just cool down. Pretty gardens. Walking distance to a lot and there are scooter rentals literally the next block over. We will definitely be back!"

Blue Flamingo Resort Key West

6/10 Okay

"Everything was great! We booked trips with concierge and rented a golf cart a few days. Bartenders were nice and food was great. Pool was good, a little warm but to be expected. They have 2 elevators and one was broken, we stayed 7 days on the 5th floor and only waited to go up, we took stairs to go down since the wait was so long with everyone using 1elevator."

Frequently asked questions

What is Uptown - Upper Duval like?

Travellers will be sure to find plenty to entertain them in Key West's Uptown - Upper Duval neighbourhood. Experience the best of Uptown - Upper Duval with a visit to Southernmost Point, Duval Street and Florida Keys Beaches.

Where is the best place to stay in Uptown - Upper Duval?

Based on our traveller data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Uptown - Upper Duval. This hotel is steps from South Beach, and offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighbourhood include The Reach Key West, Curio Collection by Hilton and The Southernmost Inn - Adults Only.

How many hotels will I find in the Uptown - Upper Duval area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 249 Uptown - Upper Duval hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Uptown - Upper Duval, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the top deals on offer in Uptown - Upper Duval.

What are the top things to see and do in Uptown - Upper Duval?

Florida Keys Beaches, South Beach and Simonton Beach are great spots if you want to spend some time by the water during your stay in Uptown - Upper Duval. You could also plan a visit to Southernmost Point or Duval Street while you're in the neighbourhood. A few places to visit in the area around Uptown - Upper Duval include Key West Butterfly and Nature Conservatory, City Zoo Gallery and MLK Community Pool & Community Center. While you're out sightseeing in Key West, make sure that you visit other sights such as Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.

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Our top choices for Uptown - Upper Duval hotels

The Reach Key West, Curio Collection by Hilton

Douglas House - Adults Only

The Southernmost Inn - Adults Only

Southernmost Beach Resort and Guesthouses

Southernmost House - Adult Exclusive

Orchid Key Inn - Adults Only

Southwinds Motel

Santa Maria Suites

H2O Suites - Adults Only

Kona Kai Oasis

Keys Please by Brightwild Pool Steps to Duval

Sea Breeze by Brightwild Off-street Parking

Margaritaville Beach House Key West

Sugar Loaf Lodge

Casa Marina Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Parrot Key Hotel & Villas

Beachside Resort & Residences

Duval House

The Perry Hotel & Marina Key West

Compare popular hotels in Uptown - Upper Duval

Where to stay in Uptown - Upper Duval

Old Town Key West

Key West Historic District

Downtown Key West

New Town

Historic Seaport

Top Uptown - Upper Duval Hotel Reviews

Beachside Resort & Residences

Frequently asked questions

Explore a world of travel with Expedia