Title: Book the Best BOUTIQUE Hotels in Uptown - Upper Duval in 2025 | Expedia.ca [Uptown - Upper Duval Travel Guide](https://expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Uptown - Upper Duval Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown-Upper-Duval.d553248635976473524.Car-Rental-Guide)[Uptown - Upper Duval Vacations](https://expedia.ca/Uptown-Upper-Duval.d553248635976473524.Destination-Travel-Guides) ![Key West Butterfly and Nature Conservatory showing flowers, animals and zoo animals](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63942-Key-West-Butterfly-And-Nature-Conservatory.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Uptown - Upper Duval, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Uptown - Upper Duval Boutique Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Uptown - Upper Duval Boutique Hotels ## Top Uptown - Upper Duval Hotel Reviews ![Santa Maria Suites](//images.trvl-media.com/lodging/1000000/920000/911000/910922/8aacf584_y.jpg) ### Santa Maria Suites 10/10 Excellent "The room was amazing. We had a balcony that overlooked the pool. The staff are helpful and sincere. They bring fresh muffins daily to your room. We walked everywhere. There is a beach close by. I am a light sleeper and I slept well. " [](https://expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "The three pools were amazing. We particularly enjoyed the tranquility pool for a quieter or relaxed experience. Lots of great activities and good communication via text from the hotel throughout the stay. Walkable to many of the must see Key West destinations. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Southernmost House](//images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f_y.jpg) ### Southernmost House 10/10 Excellent "Very beautiful place to stay in Key West. Will stay here again if we return. " [](https://expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Great staff, view and food!" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![The Southernmost Inn - Adults Only](//images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad_y.jpg) ### The Southernmost Inn - Adults Only 10/10 Excellent "Place was wonderful and very clean ! Walkable to several restaurants and Duval street was right there along with the Southernmost point ! Highly recommended!" [](https://expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![Parrot Key Hotel & Villas](//images.trvl-media.com/lodging/1000000/30000/24700/24615/b83a5985_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Really liked the 4 pools, the restaurant and the chickens walking around. " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Orchid Key Inn - Adults Only](//images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9_y.jpg) ### Orchid Key Inn - Adults Only 10/10 Excellent "It was a small and intimate hotel right off of Duval. It was quiet and convenient to walk any where we wanted to go. Wonderful staff, clean rooms, and great amenities. We would return! " [](https://expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Uptown - Upper Duval? > After you've decided where to stay, plan what to do for fun on your vacation. Activities and attractions to experience around Uptown - Upper Duval include Duval Street, Key West Lighthouse and Keeper's Quarters Museum, and Key West Butterfly and Nature Conservatory. 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[Hotels with a Lazy River in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481798-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Balconies.0-n553248635976481798-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976481798-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n553248635976481798-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Luxury-Hotel.0-n553248635976481798-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Mountain-Hotels.0-n553248635976481798-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481798-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976481798-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Romantic-Hotel.0-n553248635976481798-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Shopping-Hotel.0-n553248635976481798-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Ski-Hotel.0-n553248635976481798-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Spa-Hotel.0-n553248635976481798-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Wedding-Hotels.0-n553248635976481798-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Winery-Hotel.0-n553248635976481798-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Book Hotels in Uptown - Upper Duval on Expedia.com](https://www.expedia.com/Uptown-Upper-Duval-Key-West-Hotels-Boutique-Hotel.0-n553248635976473524-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)