Title: Book the Best ADVENTURE Hotels in Key West Historic District in 2026 | Expedia.ca [Key West Historic District Travel Guide](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)[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)[Key West Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West-Historic-District.d6281809.Car-Rental-Guide)[Key West Historic District Vacations](https://expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) ![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Key West Historic District, FL from CA $281 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Key West Historic District Hotels & Resorts for Couples Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Key West Historic District Hotels & Resorts for Couples ![King Room D | Balcony](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/350337ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/6492356c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/77670d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d0697b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simonton Court Historic Inn & Cottages Key West Historic District 9.8/10 Exceptional (875) "The staff was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) doug CA $250 CA $281 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1809a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/38d0f336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5cbc0ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/967dbb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CORTEZ \~ Adults Only, King Room w/Pool View at Azul Mansion! Old Town Key West 9.6/10 Exceptional (143) "Great property. Lots of thoughtful amenities. Management friendly and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane V. CA $135 CA $365 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ac5e99f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/4852a6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/1865b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/491430af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOLDEN NUGGET \~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool! Old Town Key West 9.8/10 Exceptional (103) "Super clean beautiful place!! Great location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug Y. CA $155 CA $443 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) ![Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mansion Room #106 - Ocean View w/ Direct Pool Access - Adults Only](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/4498aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/d08fe38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/853cc84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost House Old Town Key West 9.4/10 Exceptional (1000) "Great place with excellent staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Willie CA $375 CA $552 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/0bf5f846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/2166e4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/5b9721a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834319/d6bc83f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WHITEHEAD ROOM @ Inn on Fleming\~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool Old Town Key West 9.6/10 Exceptional (15) "Super property with little pool and quiet neighborhood. Very Key Westy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria B. CA $137 CA $367 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-THE-WHITEHEAD-ROOM-2nd-Floor-Queen-Suite-Inn-On-Fleming-W-Shared-Pool.h110834319.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530031/f69f33a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530031/a114aed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530031/438cd7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530031/c54668a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HONEY\~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool! Old Town Key West 9.8/10 Exceptional (86) "Amazing place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cecilia CA $163 CA $453 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-HONEY-Adult-Only.h83530031.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/70b7a407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUGAR PALM STUDIO \~ Adult Only Studio w/Community Pool & Close to Town! Old Town Key West 9.8/10 Exceptional (109) "Great value stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike B. CA $140 CA $388 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/9069fcfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/c9e4d01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/w291h390x4y5-6059ca21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/68df80f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included! Old Town Key West 10/10 Exceptional (117) "The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna B. CA $217 CA $471 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-Location.h27117042.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/edf92042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/88b5790a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/8f398909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/d34be38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ROYAL PALM STUDIO \~ Adult Only, Studio w/ Community Pool & Close to Town! Old Town Key West 9.4/10 Exceptional (94) "Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Priscilla CA $144 CA $393 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/d8a95f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/b830d876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/daf3f8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/9f4e2ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chagall’s Corner | Newly Remodeled! Old Town Key West 9.0/10 Wonderful (26) "It was everything we expexted...hoping to stay again only on 1st floor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney&Roxanne M. CA $159 CA $420 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Key-West-Hotels-Chagalls-Studio-Freshly-Renovated.h109591695.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20®ionId=6281809&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Historic District Hotel Reviews ![The Palms Hotel](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88_y.jpg) ### The Palms Hotel 10/10 Excellent "Staff was friendly and accommodating to store bags before and after check-in/check-out. It was .8 mile from the Ferry, and 1.2 from Duval St. Most thibgs walkable if you are experienced in those distances. The Palms was great, great room, and pet friendly. " [](https://expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![The Southernmost Inn - Adults Only](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad_y.jpg) ### The Southernmost Inn - Adults Only 10/10 Excellent "The entire property is impressively clean from the room and dining area to the swimming pool. The bathroom is small, but has new and spotless fixtures. The surrounding area is calm and quiet, and the hotel’s close proximity to the beach makes the stay even better." [](https://expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg) ### Duval House 10/10 Excellent "Great friendly staff with an ideal location and a super breakfast-second year in a row staying there but it won't be the last" [](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Clean room. Staff was friendly pool and beach were great" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Heron House - Adult Only](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1_y.jpg) ### Heron House - Adult Only 10/10 Excellent "Nice place " [](https://expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3_y.jpg) ### Southwinds Motel 10/10 Excellent "Great place! Clean room. Friendly staff. And a bar right out front of motel. What more could you want?? Highly recommend this place. Quiet area of KW. Away from all the hoopla " [](https://expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Would stay again. Great location and nice hotel." [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "." [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Lovely hotel, great room and ideal location." [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Key West Historic District with Expedia? ### How can I find cheap hotels for couples in Key West Historic District? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Adults-Only-Resorts.0-0-d553248635074842070-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Beach-Hotel.0-0-d553248635074842070-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Boutique-Hotel.0-0-d553248635074842070-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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