Title: All Hotels by Hersha Hospitality in Windley Key - 2025 Updated Prices | Expedia.co.uk [Windley Key Travel Guide](https://expedia.co.uk/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.co.uk/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Holiday Rentals in Windley Key](https://expedia.co.uk/Windley-Key-Holiday-Rentals.d553248635976197663.Travel-Guide-HolidayRentals)[Flights to Windley Key](https://expedia.co.uk/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.co.uk/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windley-Key.d553248635976197663.Car-Hire-Guide)[Windley Key Holidays](https://expedia.co.uk/Windley-Key.d553248635976197663.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340299-Windley-Key-Fossil-Reef-Geological-State-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels by Hersha Hospitality in Windley Key from £210 ![](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 prices for these dates Tonight [13 Oct - 14 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Oct - 15 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windley Key Hersha Hospitality Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/3ea0faf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/b513b652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort Matecumbe 9.2/10 Wonderful (1010) "Stunning resort with great amenities and excellent service! " £237 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8ad54011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/29faa902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/641fc549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Villas by Islander Resort Matecumbe 8.8/10 Excellent (391) "Great place to stay" £210 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.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=2025-10-27&endDate=2025-10-28®ionId=553248635976197663&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Hotels-Hersha-Hospitality.0-0-d553248635976197663--bHershaHospitality.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Hotels-Hersha-Hospitality.0-0-d553248635976197663--bHershaHospitality.Travel-Guide-Filter-Hotels) ## Top Windley Key Hotel Reviews ![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Room was spacious, clean with a great balcony." [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Playa Largo Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg) ### Playa Largo Resort & Spa, Autograph Collection 10/10 Excellent "Staff was great, pool area was beautiful. Great Food and drink options. Very relaxing, did not need to leave the resort. Shout out to Matt the bartender who was amazing!" [](https://expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Rock Reef Resort](//images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg) ### Rock Reef Resort 10/10 Excellent "Extremely cute room!!! Everything was clean and convenient. The beds and bedding were excellent! Even though we only stayed one night, I would definitely come and stay several days. It was a lovely stay!!!" [](https://expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Bartender should be more helpful Saturday 10/4/25 Carlos was very helpful " [](https://expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "My son and his new wife had an amazing time on their honeymoon! They said everything was top notch and have gone on & on about what an amazing time they had! ⭐️⭐️⭐️⭐️⭐️" [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "quiet to relax .. this is the best place." [](https://expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![The Pelican Key Largo Cottages](//images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 10/10 Excellent "Was very clean and comfortable. Staff was very friendly" [](https://expedia.co.uk/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Staff was extremely accommodating, Property is stunning with numerous activities. 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[Islamorada Holidays](https://www.expedia.co.uk/Islamorada.d10768.Holidays-City-Breaks) - [Visit Islamorada](https://www.expedia.co.uk/Islamorada.dx10768) - [Visit Lignumvitae Key Botanical State Park](https://www.expedia.co.uk/Lignumvitae-Key-Botanical-State-Park.dx553248621532652349) - [Visit Plantation Key](https://www.expedia.co.uk/Plantation-Key.dx553248635083898347) - [Visit Tavernier](https://www.expedia.co.uk/Tavernier.dx10047) - [Visit Upper Matecumbe Key](https://www.expedia.co.uk/Upper-Matecumbe-Key.dx553248635975749648) - [All inclusive Holiday Packages Lignumvitae Key Botanical State Park](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/553248621532652349/Lignumvitae-Key-Botanical-State-Park) - [Ski Holiday Packages Plantation Key](https://www.expedia.co.uk/lp/theme-holidays/ski-holidays/553248635083898347/Plantation-Key) - [Ada Rental Cars in Plantation Key](https://www.expedia.co.uk/ADA-Car-Rentals-In-Plantation-Key.d553248635083898347-c1109.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Plantation Key](https://www.expedia.co.uk/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers) - [Car hire Islamorada](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Islamorada.d10768.Car-Hire-Guide) - [Essence Car Rental Rental Cars in Plantation Key](https://www.expedia.co.uk/Essence-Car-Rental-Car-Rentals-In-Plantation-Key.d553248635083898347-c1085.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Plantation Key](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-Plantation-Key.d553248635083898347-c33.Car-Rental-Guide-Suppliers) - [Rentscape Rental Cars in Plantation Key](https://www.expedia.co.uk/Rentscape-Car-Rentals-In-Plantation-Key.d553248635083898347-c1125.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Plantation Key](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Plantation-Key.d553248635083898347-c35.Car-Rental-Guide-Suppliers) - [Islamorada Holiday Rentals](https://www.expedia.co.uk/Islamorada-Holiday-Rentals.d10768.Travel-Guide-HolidayRentals) - [Things to do in Islamorada](https://www.expedia.co.uk/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Things to do in Plantation Key](https://www.expedia.co.uk/Things-To-Do-In-Plantation-Key.d553248635083898347.Travel-Guide-Activities) - [Book Hersha Hospitality in Windley Key on Expedia.com](https://www.expedia.com/Windley-Key-Hotels-Hersha-Hospitality.0-0-d553248635976197663--bHershaHospitality.Travel-Guide-Filter-Hotels)