Title: 10 Best Hotels in Windward Cay, Orlando for 2025 | Expedia.ca [Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Windward Cay Car Rentals](https://expedia.ca/Car-Rentals-In-Windward-Cay.d553248635976481817.Car-Rental-Guide)[Windward Cay Vacations](https://expedia.ca/Windward-Cay.d553248635976481817.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Windward Cay, Orlando ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Windward Cay Resort [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=HOTEL_RESORT) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=APART_HOTEL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&amenities=WATER_PARK) Condo [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=CONDO) Chalet [](https://www.expedia.ca/Hotel-Search?destination=Windward+Cay%2C+Kissimmee%2C+Florida%2C+United+States+of+America®ionId=553248635976481817&latLong=28.309527%2C-81.472768&adults=2&startDate=2025-10-17&d1=2025-10-17&endDate=2025-10-19&d2=2025-10-19&lodging=CHALET) ## Check prices for these dates Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Windward Cay hotels and places to stay ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/ceba7f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/592c85d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/4d0dbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cozy Standard Double Queen ](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/1a0103e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Delaney Hotel 25.9 km from Windward Cay 9.6/10 Exceptional (1004) "great restaurant and even better rooms!" CA $188 CA $211 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Orlando-Hotels-The-Delaney-Hotel.h19389598.Hotel-Information) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/9ad85eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/b9874f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/120267f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Suites Orlando Airport 23 km from Windward Cay 8.2/10 Very good (4920) "Awesome hotel!" CA $110 CA $124 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/970000/967500/967413/16eb7439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/967500/967413/6c50b521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/970000/967500/967413/75a741f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/970000/967500/967413/4c5d98fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham - Orlando International Airport 23.5 km from Windward Cay 8.8/10 Excellent (3676) "My stay was very comfortable, I enjoyed the continental breakfast very much." CA $107 CA $121 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Wingate-By-Wyndham-Orlando-International-Airport.h967413.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/d896fc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/b3c4c63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/e6f13136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Hotel & Water Park 12.1 km from Windward Cay 7.2/10 Good (1484) "Excellent place for familys" CA $50 CA $97 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando 18.4 km from Windward Cay 8.0/10 Very good (8571) "Great place to stay!!!" CA $236 CA $328 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/4a6dbd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/c4ebdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/1bdf8009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/f4a55f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clermont Se West Orlando by IHG 18.8 km from Windward Cay 8.4/10 Very good (961) "Had a great experience this weekend at the hotel and the free breakfast was good and very convenient for the family and kids. " CA $114 CA $127 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/886500/886475/7e9eff3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/890000/886500/886475/7e123ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/890000/886500/886475/24f80f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/890000/886500/886475/c627b961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Orlando Airport, FL 22.9 km from Windward Cay 7.8/10 Good (4089) "Property was just what we needed, clean and very pleasant staff." CA $85 CA $96 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Country-Inn-Suites-By-Radisson.h886475.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Balcony](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/6e9ade0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks 11.5 km from Windward Cay 9.4/10 Exceptional (1447) "Great resort ,highly recommend!!!" CA $86 CA $114 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/c8a462b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/fe7a3d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/91f838e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/6bb1ad79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPOT X Hotel Orlando/Intl Dr by The Red Collection 9 km from Windward Cay 8.6/10 Excellent (2766) "Great property to stay with family while visiting the parks" CA $84 CA $119 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-SpotX-Hotel.h65360948.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/a30f18d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/95efd3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/bbbef292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Accessible, Non Smoking (Mobility,tub w grab bars) | Fitness facility](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/544f6f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Orlando Airport 20 km from Windward Cay 9.0/10 Wonderful (3837) "Great stay!" CA $113 CA $127 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Garden-Orlando-Airport.h68496636.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/72000000/71690000/71682000/71681962/2ceec635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/72000000/71690000/71682000/71681962/e6034d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, cocktail bar](https://images.trvl-media.com/lodging/72000000/71690000/71682000/71681962/c72621f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71690000/71682000/71681962/4bb3afc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Nona Wave Hotel 18.9 km from Windward Cay 9.6/10 Exceptional (1001) "Love this place!" CA $313 CA $355 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Lake-Nona-Wave-Hotel.h71681962.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/80814039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired Accessible)](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/9592f962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/435df4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/e063fe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Orlando Airport North 22.8 km from Windward Cay 7.6/10 Good (425) "Clean room close to airport and many good restaurants " CA $101 CA $113 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/34f90109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/a43383ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/7f4a5e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton at the Entrance to Universal Orlando 18.8 km from Windward Cay 8.4/10 Very good (6692) "Clean room and staff was very friendly" CA $124 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Outdoor pool, open 9 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/6900/6856/22d963fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/6900/6856/d5e138e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/10000/6900/6856/6733bd08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/6900/6856/7799d2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orlando Palms Hotel 16 km from Windward Cay 7.6/10 Good (2080) "Great stay!!!" CA $65 CA $73 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-The-London-Orlando-At-The-Florida-Mall.h6856.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/7a0b9fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/d60a50f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Balcony | Balcony view](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/2bfcceb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/eef91b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Eo Inn - Downtown 28.1 km from Windward Cay 8.0/10 Very good (1000) "The room was perfect for what I needed and I felt incredibly safe in my room and with the staff!" CA $180 CA $203 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-The-Eo-Inn-Downtown.h425071.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/69bc7507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/c5ff34ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/94d5773b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seasons Florida Resort 1.6 km from Windward Cay 8.8/10 Excellent (3168) "Great place to stay. " CA $73 CA $83 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/w3838h2560x0y0-b722e83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/753a80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/e7188448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Orlando Convention Center Area, FL 12.2 km from Windward Cay 9.0/10 Wonderful (3350) "It was a great stay!" CA $118 CA $132 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/d087c6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/925df5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/w3836h2561x4y0-0f34b0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando 13.1 km from Windward Cay 9.2/10 Wonderful (1778) "Great place to stay " CA $168 CA $266 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/39a2e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/26efa8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/af99a0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/1cd15a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Orlando - Lake Buena Vista by IHG 9.3 km from Windward Cay 9.0/10 Wonderful (2127) "Excellent stay" CA $92 CA $119 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Candlewood-Suites-Orlando-Lake-Buena-Vista.h35516849.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/90000/84600/84583/0690dc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84600/84583/8c6c5a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/90000/84600/84583/c00c46a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/90000/84600/84583/8b779e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn By Marriott Orlando Airport 23.4 km from Windward Cay 9.2/10 Wonderful (2332) "Very convenient close to the airport friendly staff " CA $123 CA $139 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-By-Marriott-Orlando-Airport.h84583.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=2025-10-17&endDate=2025-10-18®ionId=553248635976481817&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Windward Cay Find the best Windward Cay areas and neighborhoods for the activities you enjoy most. - International Drive District - Bay Lake - Florida Center - Downtown Orlando - Windsor Hills ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339011-International-Drive-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52808-Wonderworks-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Aquatica showing rides and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22538-Aquatica.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Wonderworks which includes interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52816-Wonderworks-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Aquatica which includes signage, flowers and a water park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22543-Aquatica.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6034244) ![International Drive District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wpflDpqkpNeDm%40KcCqJCCgFqBeBeEwJuE_NmFsQiLes%40_EUkCiQMuQqSoEw%40%7BC%7DVJQaZ%7BGkLeY%7DGmQmAmAqIuG%40m%5BvOtC%7EXiFjF_H%60B%7DCEUzJj%40xJsStLuEtJoDtBwPhA_dAW_w%40%3FgUiBwUtBsPgAmKwEmTcUup%40q%7B%40%7BRkV%7CDe%40%3FiHKuh%40hfAh%40%5CtaBfECpFrAzFbApJ%5DvJlA%7C%40mDtDDHpArGOf%40%7EHdi%40rG%7CYtElPm%40nKsFjIuQxJuQfTMxAgFtFCA_ZlLJ%3FvStDBPxHzKm%40fSO%7EHsC%7E%5B%7BOhAuOtc%40YnU%60O%60%5Cb%5Dpv%40ls%40fb%40ta%40I%7Cl%40tUA%7CLfQp%5EeCnPnA%7EaASk%40bOf%40rN%7Bm%40Rme%40bBgUmAu%5ELqKlBJjH%7DCtD&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=DVbA9N25fh4n2JVXw3wpKxGTz_0=) ### International Drive District Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6034244) ![Magic Kingdom® Park showing interior views and rides as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22654-Magic-Kingdom.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by ©Disney ![Magic Kingdom® Park featuring rides as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22660-Magic-Kingdom.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by ©Disney ![Magic Kingdom® Park showing interior views and rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23749-Magic-Kingdom.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by ©Disney ![Magic Kingdom® Park showing rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35707-Magic-Kingdom.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by ©Disney ![Magic Kingdom® Park showing a garden, rides and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22657-Magic-Kingdom.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by ©Disney [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6034611) ![Bay Lake map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:seelDnreqNm_%40GmLiNuFen%40xFwB%3F%7BCrFkBESdNsD%3FqNkLjKgHpDCo%60AcVBFtXaVB%3FvX_m%40%3FBtXul%40CEer%40sgC%3FOklAxU%3FG%7BXq%5CB%5BuReC%7DSmRo%5CnQyRv%40cD%40%7DFbI%3FCeXgI%40%3F_A%7CGDVWLoXxUt%40Iqr%40yU%40Q%7B%7D%40xANx%40fAxD%60AxBdBbCz%40vBC%7EB%60BrFxJpElFnB%5D%60BsA%7EAwCTaBSaI%7BAuDgA_AkJoAcDcAqD%7BEIc%60%40zUB%3FyArGnApAUbBw%40%7CCiGnJyCbFp%40nEaBZiAa%40sBmD%7BAp%5C%3FNrUrAfEbEjBBhAfBaA%60%40kFhAY%60AdBzCtBPr%40fG%60B%7EAbAVx%40%5BvAmCbAeAOs%40w%40w%40gDqFLPtBjDxAXz%40OxAp%40pA%5EtEw%40pCiAzA_%40jDfAl%40bAIl%40kB%7EAaAdC%7C%40Zg%40eAqCMqCr%40oFpCcDhBI%60%40gAnCq%40pAeAc%40bC%5Cd%40jG%7E%40hBu%40AsCZHLnBY%7E%40%60AYF%60%40zDpAt%40fAl%40vClCi%40n%40VA%7EApH%7BAdGwEb%40n%40WbEyG%60EEp%40oAhAv%40f%40kAlCg%40RcBgAmAZkBSuBgA_Af%40fAxAuD%7EC%7B%40wAq%40QK%60BzC%7CG_A%60Ax%40%7E%40pFo%40%7EHoDMuBfB%7BCx%40K%7CCrA%7CBuIfQk%5B%7EGVnEUzSaGvL%7D%40nGkAtHgDrKqIxCyAxU_DtgAq%60%40A%7Em%40%7DEU_IeF_GEoClAyD%60EyGtDq%40%3FT%7ECf%40iAzJuFnCcDvDy%40tC%5CvHbFbFR%3FbFt%7BAKPzlGxV%3FDvg%40yV%3FJrbAwCVu%40KUm%40gAl%40vAjHrA%60DEpCeAlFu%40n%40%5DwAoAaA%40gEiBM%7B%40xAMzB%7E%40%7EGkAP%3FhB%7BL%3F%3FxX%7Bc%40BEyXyU%40Ecs%40%7DbAFBxX_V%3FFvr%40%7Ef%40%40%3FvX%7Bf%40%3F%3FzKxU%3F%40te%40uU%3FDbN&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=sOR7-Dxxe25Bss5_0YdD7_dW4YA=) ### Bay Lake Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6034611) ![Universal Studios Orlando showing a city, night scenes and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22570-Universal-Studios-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Universal Studios Orlando showing night scenes, a city and rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22566-Universal-Studios-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Orlando featuring shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52232-Orlando-Premium-Outlets.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Visit Orlando ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52138-Orlando-Premium-Outlets-International-Drive.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Visit Orlando ![Orlando showing shopping and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52233-Orlando-Premium-Outlets.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Visit Orlando [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976479235) ![Florida Center map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wmwlDxahpNqbAI%7BLmg%40i%40kJi%5BR%3FsWsg%40LLbX%7Bl%40%60%40%7D%40waFz%7DAvfAbeC%5B%40tr%40vwASeCt%5Bi%40lRt%40pZjArGfA%60Qij%40GLzr%40ukAH&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=Y-4Vk4rFidU-e051t8e3ixFtFc4=) ### Florida Center While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976479235) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338349-Downtown-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338347-Downtown-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338348-Downtown-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338350-Downtown-Orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/454000/454349-Orange-Avenue.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Visit Orlando [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=800087) ![Downtown Orlando map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:owgmDbcvoNKse%40ba%40SdFkDpY%3FIwQrRED_AfCD%3FhCbDiA%7C%40wDx%40%60SbGf%60%40ExMaS_%40_wA%7E%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=0uE5gUk-j51J8AKkMAsrdvDDRrY=) ### Downtown Orlando Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation. [See properties](https://www.expedia.ca/Hotel-Search?regionId=800087) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976007891) ![Windsor Hills map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:cf%7BkDpbaqN%5D%7BFUuv%40%5Cc%40tPGNoIj%40q%40pWFVXGr%7B%40l%40bAm%40bA%3FrH%5Db%40_j%40H&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=ZEg54QXZG8mF_V62Z3LcrztYltM=) ### Windsor Hills If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976007891) ## Top Windward Cay Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Very roomy and nice for our family. Loved having the kitchen area and deep jet tub " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Amazing " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "This is my second time staying at this hotel and the cleaning services were on point everday the came to refresh the rooms! Excellent service!" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Quiet " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](//images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "." [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Every thing and everyone were great! Definitely will be coming back to stay here! Room was clean and neat❤️" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Home2 Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "My kids enjoyed the resort, 15-20 minutes away from Disneyland and the resort is really good" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "Clean and updated " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ## Explore a world of travel with Expedia - 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[Hotels in South Semoran](https://expedia.ca/South-Semoran-Orlando-Hotels.0-n553248635976473903-0.Travel-Guide-Filter-Hotels) - [Hotels in Lake Berkley](https://expedia.ca/Lake-Berkley-Orlando-Hotels.0-n553248635976481978-0.Travel-Guide-Filter-Hotels) - [Hotels in Hunters Creek](https://expedia.ca/Hunters-Creek-Orlando-Hotels.0-n6177981-0.Travel-Guide-Filter-Hotels) - [Hotels in Millenia](https://expedia.ca/Millenia-Orlando-Hotels.0-n553248635976469484-0.Travel-Guide-Filter-Hotels) - [Hotels in Bahama Bay](https://expedia.ca/Bahama-Bay-Orlando-Hotels.0-n553248635976468613-0.Travel-Guide-Filter-Hotels) - [Hotels in College Park](https://expedia.ca/College-Park-Orlando-Hotels.0-n553248635976008519-0.Travel-Guide-Filter-Hotels) - [Hotels in Loughman](https://expedia.ca/Loughman-Orlando-Hotels.0-n6360398-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Orlando Attractions - [Hotels near Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida](https://expedia.ca/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Orlando Resort](https://expedia.ca/Universal-Orlando-Resort-Hotels.0-l6347698-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney SpringsTM](https://expedia.ca/Disney-SpringsTM-Hotels.0-l502131-0.Travel-Guide-Filter-Hotels) - [Hotels near Magic Kingdom® Park](https://expedia.ca/Magic-Kingdom-Park-Hotels.0-l6123797-0.Travel-Guide-Filter-Hotels) - [Hotels near Orange County Convention Center](https://expedia.ca/Orange-County-Convention-Center-Hotels.0-l6034972-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney's Animal Kingdom® Theme Park](https://expedia.ca/Disneys-Animal-Kingdom-Theme-Park-Hotels.0-l6123780-0.Travel-Guide-Filter-Hotels) - [Hotels near Epcot®](https://expedia.ca/Epcot-Hotels.0-l6123778-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney's Hollywood Studios®](https://expedia.ca/Disneys-Hollywood-Studios-Hotels.0-l502132-0.Travel-Guide-Filter-Hotels) - [Hotels near Kia Center](https://expedia.ca/Kia-Center-Hotels.0-l6069361-0.Travel-Guide-Filter-Hotels) ### More Accommodation Types in Windward Cay - [Vacation Homes in Orlando](https://expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Villas in Orlando](https://expedia.ca/Orlando-Villas.d178294-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Orlando](https://expedia.ca/Orlando-Condos.d178294-aaCondos.Travel-Guide-Accommodation) - [Apartments in Orlando](https://expedia.ca/Orlando-Apartments.d178294-aaApartments.Travel-Guide-Accommodation) - [Cottages in Orlando](https://expedia.ca/Orlando-Cottages.d178294-aaCottages.Travel-Guide-Accommodation) - [Resorts in Orlando](https://expedia.ca/Orlando-Resort-Hotels.d178294-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Orlando](https://expedia.ca/Orlando-Apart-Hotels.d178294-aaApartHotels.Travel-Guide-Accommodation) - [Townhomes in Orlando](https://expedia.ca/Orlando-Townhomes.d178294-aaTownhomes.Travel-Guide-Accommodation) - [Guest Houses in Orlando](https://expedia.ca/Orlando-Guest-Houses.d178294-aaGuestHouses.Travel-Guide-Accommodation) - [Chalets in Orlando](https://expedia.ca/Orlando-Chalets.d178294-aaChalets.Travel-Guide-Accommodation) - [Motels in Orlando](https://expedia.ca/Orlando-Motels.d178294-aaMotels.Travel-Guide-Accommodation) - [Condo Resorts in Orlando](https://expedia.ca/Orlando-Condominium-Resort.d178294-aaCondominiumResort.Travel-Guide-Accommodation) - [B&B in Orlando](https://expedia.ca/Orlando-Bed-And-Breakfast.d178294-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Residences in Orlando](https://expedia.ca/Orlando-Residences.d178294-aaResidences.Travel-Guide-Accommodation) - [Farmstay in Orlando](https://expedia.ca/Orlando-Agritourism.d178294-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Orlando](https://expedia.ca/Orlando-Cabins.d178294-aaCabins.Travel-Guide-Accommodation) - [Houseboats in Orlando](https://expedia.ca/Orlando-Houseboats.d178294-aaHouseboats.Travel-Guide-Accommodation) - [Riads in Orlando](https://expedia.ca/Orlando-Riads.d178294-aaRiads.Travel-Guide-Accommodation) - [RV Parks in Orlando](https://expedia.ca/Orlando-RV-Parks.d178294-aaRVParks.Travel-Guide-Accommodation) - [Castles in Orlando](https://expedia.ca/Orlando-Castles.d178294-aaCastles.Travel-Guide-Accommodation) - [Hostels in Orlando](https://expedia.ca/Orlando-Hostels.d178294-aaHostels.Travel-Guide-Accommodation) - [Lodges in Orlando](https://expedia.ca/Orlando-Lodges.d178294-aaLodges.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near Orlando Intl. Airport](https://expedia.ca/Orlando-Intl-Airport-Hotels.0-aMCO-0.Travel-Guide-Filter-Hotels) - [Hotels near Kissimmee Gateway Airport](https://expedia.ca/Kissimmee-Gateway-Airport-Hotels.0-aISM-0.Travel-Guide-Filter-Hotels) - [Hotels near Orlando Executive Airport](https://expedia.ca/Orlando-Executive-Airport-Hotels.0-aORL-0.Travel-Guide-Filter-Hotels) ### Windward Cay Hotels by Star Rating - [2 Star Hotels in Windward Cay](https://expedia.ca/2Star-Windward-Cay-Orlando-Hotels.s20-n553248635976481817-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Windward Cay](https://expedia.ca/3Star-Windward-Cay-Orlando-Hotels.s30-n553248635976481817-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Windward Cay](https://expedia.ca/4Star-Windward-Cay-Orlando-Hotels.s40-n553248635976481817-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Windward Cay](https://expedia.ca/5Star-Windward-Cay-Orlando-Hotels.s50-n553248635976481817-0.Travel-Guide-Filter-Hotels) ### Windward Cay Hotels by Brand - [Delta Hotels Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Delta-Hotels.0-n553248635976481817-0--bDeltaHotels.Travel-Guide-Filter-Hotels) - [Diamond Resorts Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Diamond-Resorts.0-n553248635976481817-0--bDiamondResorts.Travel-Guide-Filter-Hotels) - [Equity Lifestyle Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Equity-Lifestyle.0-n553248635976481817-0--bEquityLifestyle.Travel-Guide-Filter-Hotels) - [Hilton Hotels Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Hilton-Hotels.0-n553248635976481817-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Independent Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Independent.0-n553248635976481817-0--bIndependent.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-La-Quinta-Inn-Suites.0-n553248635976481817-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Marriott-Hotels-Resorts.0-n553248635976481817-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Motel-6.0-n553248635976481817-0--bMotel6.Travel-Guide-Filter-Hotels) - [Red Lion Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Red-Lion.0-n553248635976481817-0--bRedLion.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Red-Roof-Inn.0-n553248635976481817-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Universal Orlando Resort Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Universal-Orlando-Resort.0-n553248635976481817-0--bUniversalOrlandoResort.Travel-Guide-Filter-Hotels) - [Wyndham Extra Holidays Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Wyndham-Extra-Holidays.0-n553248635976481817-0--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) - [Wyndham Hotels Hotels](https://expedia.ca/Windward-Cay-Orlando-Hotels-Wyndham-Hotels.0-n553248635976481817-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Universal's Endless Summer Resort - Dockside Inn and Suites](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) - [CoCo Key Hotel and Water Resort](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information)  - [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) - [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) - [Hyatt Regency Orlando](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) - [Wyndham I-Drive Avanti Resort & Conference Center](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) - [Rosen Inn at Pointe Orlando](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) - [Walt Disney World Swan](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) - [Walt Disney World Dolphin](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) - [Tru By Hilton Orlando Convention Center Area, FL](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) - [Holiday Inn Resort Orlando - Lake Buena Vista by IHG](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) - [Rosen Inn Lake Buena Vista](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) [See a list of all hotels in Orlando](https://expedia.ca/All-Orlando-Hotels.d178294.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in Windward Cay on Expedia.com](https://www.expedia.com/Windward-Cay-Orlando-Hotels.0-n553248635976481817-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [Hotels in Brickell](https://expedia.ca/Brickell-Miami-Hotels.0-n6240961-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Miami](https://expedia.ca/Downtown-Miami-Miami-Hotels.0-n800070-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Orlando](https://expedia.ca/Downtown-Orlando-Orlando-Hotels.0-n800087-0.Travel-Guide-Filter-Hotels) - [Magic Kingdom® Park hotels](https://expedia.ca/Magic-Kingdom-Park-Hotels.0-l6123797-0.Travel-Guide-Filter-Hotels) - [Universal Studios Florida hotels](https://expedia.ca/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [The Wizarding World of Harry PotterTM hotels](https://expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Hotels.0-l6277909-0.Travel-Guide-Filter-Hotels) - [Disney's Animal Kingdom® Theme Park hotels](https://expedia.ca/Disneys-Animal-Kingdom-Theme-Park-Hotels.0-l6123780-0.Travel-Guide-Filter-Hotels) - [Orlando International Premium Outlets hotels](https://expedia.ca/Orlando-International-Premium-Outlets-Hotels.0-l6154309-0.Travel-Guide-Filter-Hotels) - [Hotels in South Beach](https://expedia.ca/South-Beach-Miami-Hotels.0-n6138745-0.Travel-Guide-Filter-Hotels) - [Epcot® hotels](https://expedia.ca/Epcot-Hotels.0-l6123778-0.Travel-Guide-Filter-Hotels) - [Disney's Hollywood Studios® hotels](https://expedia.ca/Disneys-Hollywood-Studios-Hotels.0-l502132-0.Travel-Guide-Filter-Hotels) - [Hotels in Lake Nona](https://expedia.ca/Lake-Nona-Orlando-Hotels.0-n6209488-0.Travel-Guide-Filter-Hotels) Cars - [Car rentals near Universal Studios Florida](https://expedia.ca/Car-Rentals-In-Universal-Studios-Florida.d6049239.Car-Rental-Guide) Packages - [Universal’s Volcano Bay](https://expedia.ca/Universals-Volcano-Bay-Florida-Center.d553248633507645899.Vacation-Attraction) - [Disney's Animal Kingdom® Theme Park](https://expedia.ca/Disneys-Animal-Kingdom-Theme-Park-Bay-Lake.d6123780.Vacation-Attraction) - [Orlando International Premium Outlets](https://expedia.ca/Orlando-International-Premium-Outlets-Florida-Center.d6154309.Vacation-Attraction) - [Disney's Blizzard Beach Water Park](https://expedia.ca/Disneys-Blizzard-Beach-Water-Park-Bay-Lake.d6068687.Vacation-Attraction) - [The Wizarding World of Harry PotterTM](https://expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Florida-Center.d6277909.Vacation-Attraction) - [Disney's Hollywood Studios®](https://expedia.ca/Disneys-Hollywood-Studios-Bay-Lake.d502132.Vacation-Attraction) - [Epcot®](https://expedia.ca/Epcot-Bay-Lake.d6123778.Vacation-Attraction) - [Universal’s Islands of Adventure](https://expedia.ca/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Vacation-Attraction) - [Universal Studios Florida](https://expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) - [Orange Avenue](https://expedia.ca/Orange-Avenue-Downtown-Orlando.d553248635185395698.Vacation-Attraction) - [Universal Orlando Resort](https://expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) - [Magic Kingdom® Park](https://expedia.ca/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction) - [Lake Eola Park](https://expedia.ca/Lake-Eola-Park-Lake-Eola-Heights.d6069357.Vacation-Attraction) General - [Visit Downtown Orlando](https://expedia.ca/Orlando-Downtown-Orlando.dx800087) - [Visit South Beach](https://expedia.ca/Miami-South-Beach.dx6138745) - [Visit Downtown Miami](https://expedia.ca/Miami-Downtown-Miami.dx800070) - [Visit Downtown Fort Lauderdale](https://expedia.ca/Fort-Lauderdale-Downtown-Fort-Lauderdale.dx800035)