Title: Book the Best ADVENTURE Hotels in Key West Historic District in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497734-saint-mary-star-of-the-sea.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Key West Historic District, FL from CA $235 ![](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 [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-10-24&endDate=2025-10-26&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) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.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) ![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) ### Simonton Court Historic Inn & Cottages Key West Historic District 9.8/10 Exceptional (853) "Extremely kind, courteous staff and just great place to stay experiencing Key West" CA $209 CA $235 total includes taxes & fees Oct 16 - Oct 17 [](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) ![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) ![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) ![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, Poolview King Room at Azul Mansion! Old Town Key West 9.6/10 Exceptional (137) "Great property. Lots of thoughtful amenities. Management friendly and responsive. " CA $115 CA $316 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.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) ![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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f12b1e83.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) ### Southernmost House Old Town Key West 9.4/10 Exceptional (1006) "Very beautiful place to stay in Key West. Will stay here again if we return. " CA $257 CA $420 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/23d4fe75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/ea6d3cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/e02a3806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/50651952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool Old Town Key West 9.8/10 Exceptional (24) "We enjoyed our stay. We love the area and were able to walk to all areas of old town." CA $115 CA $316 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-THE-FLAGLER-ROOM-1st-Floor-King-Suite-Inn-On-Fleming-W-Shared-Pool.h110834303.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) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.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) ### SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town! Old Town Key West 9.8/10 Exceptional (103) "Great stay at the property." CA $168 CA $408 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/4852a6eb.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 (94) "I loved this place! It was perfect in many ways! I had stayed in KW several times and this is probably my favorite one!" CA $155 CA $415 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.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) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/01fdf821.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!" CA $218 CA $471 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Location.h27117042.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/b1290b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/4d2d6f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/007f977b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/dcd75cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! Old Town Key West 10/10 Exceptional (73) "Had a GREAT experience!! The property is beautiful, clean, amazing pool, and the perfect location for walking everywhere! " CA $168 CA $443 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/ca6feebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/0fbc082e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/23da4894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/aae8324c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool! Old Town Key West 8.6/10 Excellent (28) "Property as described in listing, enjoyed our stay! Would def stay again! " CA $223 CA $509 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Salvadors-Studio-Cozy-Retreat-With-A-Heated-Pool.h109591670.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) ![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/1d2a33bb.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) ### ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town! Old Town Key West 9.6/10 Exceptional (91) "We really enjoyed the property. " CA $165 CA $394 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.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=2025-10-28&endDate=2025-10-29®ionId=6281809&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Historic District Hotel Reviews ![Fitch Lodge - Key West Historic Inns](//images.trvl-media.com/lodging/2000000/1400000/1397700/1397643/76c68788_y.jpg) ### Fitch Lodge - Key West Historic Inns 10/10 Excellent "Clean room. Friendly. " [](https://expedia.ca/Key-West-Hotels-Kimpton-Fitch-Lodge.h1397643.Hotel-Information) ![Lighthouse Hotel - Key West Historic Inns](//images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f_y.jpg) ### Lighthouse Hotel - Key West Historic Inns 10/10 Excellent "The pool was lovely! " [](https://expedia.ca/Key-West-Hotels-Kimpton-Lighthouse-Hotel.h1171079.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Truly beautiful custom century hotel, sitting on one of the few beaches in Key West" [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "This was a great place. We will return. " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](//images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Clean, cute, quaint property. Love that we had our own courtyard just steps away from the pool. So tranquil and walkable to EVERYTHING Key West" [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Duval House](//images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg) ### Duval House 10/10 Excellent "The most amazing people here made our stay wonderful! The pool and breakfast are great also! " [](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.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 "Beach view was spectacular and restaurants were great! The rooms could use more "hooks" on the back of doors to hang things and a few more lighted mirrors. The staff was wonderful!" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![The Marker Key West Harbor Resort](//images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg) ### The Marker Key West Harbor Resort 10/10 Excellent "Very nice place to stay . Great location and walking distance to a lot of places." [](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) ![Southwinds Motel](//images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3_y.jpg) ### Southwinds Motel 10/10 Excellent "Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!" [](https://expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Key West Historic District with Expedia? > Expedia has some superb hotels for couples, so go ahead and spoil yourselves in Key West Historic District. If you're on a budget, click on how much you're willing to spend and the preferred star rating of your hotel. Whatever your trip looks like, we'll help you find a property that'll please both your partner and bank balance! ### How can I find cheap hotels for couples in Key West Historic District? > Expedia can help you easily locate cheap hotels for couples in Key West Historic District. 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[Green Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Green-Sustainable.0-0-d1187-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Historic-Hotel.0-0-d1187-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Key West](https://www.expedia.ca/Key-West-Hotels-Honeymoon-Hotels.0-0-d1187-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Key West](https://www.expedia.ca/Key-West-Hotels-Hotel-With-Early-Check-In.0-0-d1187-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Key West](https://www.expedia.ca/Key-West-Hotels-Hotel-With-Pool.0-0-d1187-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Key West](https://www.expedia.ca/Key-West-Hotels-Hotels-With-A-Lazy-River.0-0-d1187-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Key West](https://www.expedia.ca/Key-West-Hotels-Hotels-With-Balconies.0-0-d1187-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - 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