Title: The 10 Best 5 Star Hotels in Windley Key - 2026 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) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Windley Key 5 Star Hotels Tonight [7 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-03-07&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Mar - 9 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-03-08&endDate=2026-03-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windley Key 5-star hotels ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4cbd70d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,302 reviews) "Great staff and beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie £330 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/ab76abc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/9b3c41b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/2c922f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/b14e4dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in the Keys [](https://www.expedia.co.uk/Tavernier-Hotels-Condo-In-The-Keys.h93061348.Hotel-Information) Tavernier 8.0/10 Very good (13 reviews) "Love the location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela [](https://www.expedia.co.uk/Tavernier-Hotels-Condo-In-The-Keys.h93061348.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/71ae5bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Villa, Canal View | Dining room](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/d702e54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/w1024h1021x0y3-63c47ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Villa, Canal View | Living area | 75-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/8c99be49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House with Boat Dock [](https://www.expedia.co.uk/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.Hotel-Information) Hammer Point 6.0/10 (3 reviews) "Everything was fine except half way through the stay the water department came and shut off the water at the street. It came back on a few hours later, so it all worked out. The house was fine" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip J [](https://www.expedia.co.uk/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.Hotel-Information) ![](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%2F5Star-Windley-Key-Hotels.s50-0-d553248635976197663.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Windley-Key-Hotels.s50-0-d553248635976197663.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windley Key. ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Reefhouse Resort & Marina 103800 Overseas Hwy Key Largo FL £365 8 Mar - 9 Mar includes taxes & fees 9.4/10 Exceptional! (1,400 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Hwy Islamorada FL £377 23 Mar - 24 Mar includes taxes & fees 9/10 Wonderful! (163 reviews) [](https://expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Amara Cay Resort 80001 Overseas Hwy Islamorada FL £269 22 Mar - 23 Mar includes taxes & fees 8.8/10 Excellent! (1,264 reviews) [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Still don't see what you're looking for? [See all properties in Windley Key.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=553248635976197663&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Windley Key Venture to sights like Windley Key Fossil Reef Geological State Park as you discover the local area in Windley Key. [See all hotels in Windley Key](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&adults=2®ionId=553248635976197663) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Windley Key Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Simone and Aisha at the front desk were amazing! The staff were kind, friendly and helpful. A little island gem!" [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Windley Key ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Brickell ](https://www.expedia.co.uk/3Star-Brickell-Miami-Hotels.s30-n6240961-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Coconut Grove ](https://www.expedia.co.uk/3Star-Coconut-Grove-Miami-Hotels.s30-n11937-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Coral Gables ](https://www.expedia.co.uk/3Star-Coral-Gables-Hotels.s30-0-d7654.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Duck Key ](https://www.expedia.co.uk/3Star-Duck-Key-Hotels.s30-0-d184267.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Florida City ](https://www.expedia.co.uk/3Star-Florida-City-Hotels.s30-0-d8101.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Homestead ](https://www.expedia.co.uk/3Star-Homestead-Hotels.s30-0-d7744.Travel-Guide-Filter-Hotels) - 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