Title: TOP Historic Hotels in Florida Keys for 2026 | Expedia.co.uk [Florida Keys Travel Guide](https://expedia.co.uk/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.co.uk/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Holiday Rentals in Florida Keys](https://expedia.co.uk/Florida-Keys-Holiday-Rentals.d6023765.Travel-Guide-HolidayRentals)[Flights to Florida Keys](https://expedia.co.uk/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.co.uk/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Florida-Keys.d6023765.Car-Hire-Guide)[Florida Keys Holidays](https://expedia.co.uk/Florida-Keys.d6023765.Holidays-City-Breaks) ![Higgs Beach showing tropical scenes and a beach as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Florida Keys - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Florida Keys Historic Hotels Tonight [20 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Dec - 22 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida Keys historic hotels ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/8af6b0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Courtyard view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/0849ca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only [](https://www.expedia.co.uk/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) Key West Historic District 8.0/10 Very good (1001) "The location is unbeatable. Room was clean and tidy and the amenities are great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerad £354 includes taxes & fees 26 Dec - 27 Dec [](https://www.expedia.co.uk/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/6eb12223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/c435c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King | In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only [](https://www.expedia.co.uk/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) Old Town Key West 9.0/10 Wonderful (1134) "Great location and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £304 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Sun deck](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/81c4c567.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/3eb8f6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pegasus International Hotel [](https://www.expedia.co.uk/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) Old Town Key West 8.2/10 Very good (1000) "Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £197 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/5c65acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Bathroom sink](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/634733ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House [](https://www.expedia.co.uk/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) Key West Historic District 9.4/10 Exceptional (924) "A great no hassle stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary £213 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c028e7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels, scuba diving, snorkelling](https://images.trvl-media.com/lodging/1000000/10000/1000/901/5e1da484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/1000/901/391bc96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Key West Resort and Spa [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1001) "Staff was courteous and the location is perfect for a weekend in Key West." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TIMOTHY £321 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (160) "Everything was there that I needed. Very nice area for my dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry £267 includes taxes & fees 27 Dec - 28 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/4529aa2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5f850a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1739e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/72150a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CORTEZ \~ Adults Only, King Room w/Pool View at Azul Mansion! [](https://www.expedia.co.uk/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) 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. £223 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/20df0c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/960c02f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/c253b646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/97eb1c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artist House Key West [](https://www.expedia.co.uk/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information) Key West Historic District 9.8/10 Exceptional (421) "Great location one block off of Duval St and central to everything. Beautiful accommodations in a safe area, hot showers, comfortable beds, and delicious complimentary breakfast. The staff was great and very accommodating. I loved sitting on the front porch to people watch and read in the afternoon. I would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra £246 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/b17bc7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/1cad9288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/64ce8bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/447c80b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westwinds Inn [](https://www.expedia.co.uk/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information) Key West Historic District 9.4/10 Exceptional (1001) "Great location and loved the heated pool!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy [](https://www.expedia.co.uk/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information) ![Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.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) ![Exterior detail](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d67c395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite H | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/cc10991a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simonton Court Historic Inn & Cottages [](https://www.expedia.co.uk/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) Key West Historic District 9.8/10 Exceptional (882) "The staff was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) doug £233 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.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.co.uk/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04®ionId=6023765&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Florida Keys Hotel Reviews ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "The room was clean, the location is directly next to Snooks, an amazing restaurant/bar, and TJ, at Bayside, is friendly, knowledgeable, and kind. This was our second stay here and we'll be back!" [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Packages - More ways to book - [Hotels near John Pennekamp Coral Reef State Park ](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [John Pennekamp Coral Reef State Park ](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-United-States-of-America.d6068611.Attraction) - [Book Historic Hotels in Florida Keys on Expedia.com ](https://www.expedia.com/Florida-Keys-Hotels-Historic-Hotel.0-0-d6023765-tHistoricHotel.Travel-Guide-Filter-Hotels)