Title: Book the Best HISTORIC 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) ![](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Historic Hotels Tonight [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 25 - Mar 26](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2026-03-25&endDate=2026-03-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Key West Historic District historic hotels ![TV](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/1667f28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/5775eee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/f7b7e799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/dccc96d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHIBA \~ Adults Only, Poolview Queen Room in Historic Azul Mansion! [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) Old Town Key West 9.6/10 Exceptional (153 reviews) "Overall a very good stay. Innkeepers were friendly and the main area of the home was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany P. CA $262 CA $521 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) ![Beach nearby, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/217/97893d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/300/217/e8c5a6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/10000/300/217/deea5dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/300/217/bc692f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam's Curry Mansion Inn [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) Key West Historic District 8.2/10 Very good (1,006 reviews) "Perfect central location with parking. Clean room with lovely private porch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $340 CA $383 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4f32f1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1c78dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/9d67655b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1d11cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Saint Hotel Key West, Autograph Collection, Adult Only [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) Key West Historic District 9.0/10 Wonderful (356 reviews) "Fantastic spot, close to everything, but just far enough away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth CA $582 CA $655 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/237d62a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/a8959ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/55f445db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/bd64b13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPECIALS 4-4 to 6th @225 lod+ 4-20 to 25 + 4-28 to 5-1 @209 lod+kitch+beach [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information) Old Town Key West 9.0/10 Wonderful (188 reviews) "Great location for &10 Uber to anywhere" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $401 CA $715 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/580edbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/6177b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/4a65a2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/e65beb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pegasus International Hotel [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) Old Town Key West 8.2/10 Very good (1,003 reviews) "Staff was very helpful, room was clean, loved the hot tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemarie [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/32000000/31140000/31138200/31138157/375bf9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31140000/31138200/31138157/64a7a7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31140000/31138200/31138157/4cec65e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31140000/31138200/31138157/30ffd413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval! [](https://www.expedia.ca/Key-West-Hotels-Pet-Friendly-22-4-Free-Bikes-New-Renovation.h31138157.Hotel-Information) Old Town Key West 9.2/10 Wonderful (295 reviews) "Second time staying here. Perfect for what we needed, and close to everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barb B. CA $583 CA $1,018 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Key-West-Hotels-Pet-Friendly-22-4-Free-Bikes-New-Renovation.h31138157.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/3570147d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c61d3beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/9b20b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c858027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Two Bath Poolside Villa Steps from Duval! [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bathroom-Poolside-Villa.h45411273.Hotel-Information) Old Town Key West 10/10 Exceptional (54 reviews) "Key West Villa's is an awesome place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew B. CA $1,302 CA $1,650 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bathroom-Poolside-Villa.h45411273.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/w495h288x0y6-1a96461e.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) ![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) ### Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included! [](https://www.expedia.ca/Key-West-Hotels-Location.h27117042.Hotel-Information) Old Town Key West 10/10 Exceptional (119 reviews) "Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Simon CA $370 CA $678 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Key-West-Hotels-Location.h27117042.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/6d1413dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/w1920h1439x0y1-f5c4e4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/a80b069d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/fcf5f8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH! [](https://www.expedia.ca/Key-West-Hotels-LA-DOLCE-VITA-OLD-TOWN-STEPS-TO-DUVAL-SLEEPS-2-4.h27116315.Hotel-Information) Old Town Key West 9.8/10 Exceptional (41 reviews) "It was a nice location, everything was as expected, I’m very pleased with the accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill L. CA $349 CA $748 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Key-West-Hotels-LA-DOLCE-VITA-OLD-TOWN-STEPS-TO-DUVAL-SLEEPS-2-4.h27116315.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d614ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/93477fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d7488048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/473ab081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Studio Villa Steps from Duval! [](https://www.expedia.ca/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information) Old Town Key West 10/10 Exceptional (24 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin K. CA $616 CA $781 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Studio-Villa.h72047936.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=2026-04-07&endDate=2026-04-08®ionId=6281809&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Historic District Hotel Reviews ![Authors of Key West Guest House](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/260fef76_y.jpg) ### Authors of Key West Guest House 10/10 Excellent "We stayed in the Poets room, it was very spacious and nicely decorated. Property is clean with nice sitting areas. Pool is small but clean and welcoming. Pleasant surprise was the free breakfast, very nice selection for a continental. The gated property made us feel very safe. I would definitely stay here again!" [](https://expedia.ca/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Property was immaculate, staff is so friendly and goes out of their way to make sure you have everything you need. Walking distance to Duval, Southernmost point and Sunset Pier. Amenities are top notch. Can't say enough about how much we enjoyed our stay! 20 out of 10! " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![The Southernmost Inn - Adults Only](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/a8250942_y.jpg) ### The Southernmost Inn - Adults Only 10/10 Excellent "Great location and friendly staff. It was a very easy homebase for a long weekend." [](https://expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/8af6b0ce_y.jpg) ### NYAH Key West - Adults Only 10/10 Excellent "Good " [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c_y.jpg) ### The Cabana Inn Key West - Adults Only 10/10 Excellent "Super friendly service and immaculate grounds. Will be returning!!" [](https://expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35_y.jpg) ### Duval House 10/10 Excellent "This place is fantastic and convenient" [](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.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 "Great location. The staff was great. The room was very clean. " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "We had a great stay and experience. Access to sister resort was great. Beach was perfect." [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/45887e0a_y.jpg) ### Southwinds Motel 2/10 Terrible "They charge a resort fee. Their is nothing offered for the fee. You can see day light around the door.If they stick you in room #40 you are next to the music sound coming thru the wall. At least its muffled so all you get is garage sound. Will not stay there again!!!!!!" [](https://expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Key West Historic District? ### What's the best accommodation in Key West Historic District to learn about local history? ### How many historical hotels are there in Key West Historic District? ### What are the top historical places and other sights in Key West Historic District? ### What is a historic hotel like in Key West Historic District? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Key West Historic District have modern facilities? ## 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) - 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