Title: TOP Historic Hotels in Raccoon Key, FL for 2026 | Expedia.co.uk [Raccoon Key Travel Guide](https://expedia.co.uk/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.co.uk/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Holiday Rentals in Raccoon Key](https://expedia.co.uk/Raccoon-Key-Holiday-Rentals.d180164.Travel-Guide-HolidayRentals)[Flights to Raccoon Key](https://expedia.co.uk/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.co.uk/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Raccoon Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Raccoon-Key.d180164.Car-Hire-Guide)[Raccoon Key Holidays](https://expedia.co.uk/Raccoon-Key.d180164.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Raccoon Key - ![](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 Raccoon Key Historic Hotels Tonight [19 Dec - 20 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180164&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180164&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180164&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180164&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Raccoon Key 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) ![Basic Quadruple Room | Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/070a211a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.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) "Great little hotel in the heart of Old Town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £141 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.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) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/3eb8f6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/32852f35.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) ### 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 (1004) "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 £196 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Pegasus-International-Hotel.h977303.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/9897e72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/fd5f07bf.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) ### 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 £174 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/ee4555f5.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/705cf1b1.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 (1133) "Great location and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £304 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Heron-House-Adult-Only.h57730.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) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/52bdb78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/57c255ef.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) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/4d24feec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/769f8ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/b2259b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/8717bede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House Court - Adult Only [](https://www.expedia.co.uk/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1000) "Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chandler £262 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.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) "Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonid £236 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/1000/901/399f6b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/1000/901/f89b6e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, sea views ](https://images.trvl-media.com/lodging/1000000/10000/1000/901/ea2f021f.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served, Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Lounge | 2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/39a1d7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/e0f768ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Concha Key West, Autograph Collection [](https://www.expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) Key West Historic District 9.0/10 Wonderful (293) "Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy £277 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/cf7f237d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/a5da01ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/56dfeed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only [](https://www.expedia.co.uk/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) Old Town Key West 8.8/10 Excellent (1001) "Spotless room Excellent, attentive staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter D. £238 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.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=2026-01-02&endDate=2026-01-03®ionId=180164&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Raccoon Key Hotel Reviews ![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 "Staff were really helpful and friendly. Room was great and clean " [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Room was great and staff was excellent!" [](https://expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Beautiful place, staff extremely friendly, shuttle made it easy to get around Definitely coming bac" [](https://expedia.co.uk/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 "Nice job" [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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 "Very clean and bright. " [](https://expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Absolutely loved this resort and everything was perfect. The 2 bedroom villa as beautiful and the screen in deck was perfect! We will definitely be back! Thank you for making our anniversary great!" [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Yes and view was ok. Next time we will request the marina view" [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Room with a view clean and a great location " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "shuttle" [](https://expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [1 Star Hotels in Dredgers Key ](https://www.expedia.co.uk/1Star-Dredgers-Key-Hotels.s10-0-d180165.Travel-Guide-Filter-Hotels) - 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