Title: 10 Best Hotels in Windsor Hills, Orlando for 2025 | Expedia.ca [Windsor Hills Travel Guide](https://expedia.ca/Orlando-Windsor-Hills.dx553248635976007891)[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)[Windsor Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor-Hills.d553248635976007891.Car-Rental-Guide)[Windsor Hills Vacations](https://expedia.ca/Windsor-Hills.d553248635976007891.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Windsor Hills, Orlando ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 Windsor Hills Villa [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=VILLA) Pool [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=POOL) Resort [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=HOTEL_RESORT) Spa [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=WATER_PARK) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=COTTAGE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APART_HOTEL) Condo [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=CONDO) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APARTMENT) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Windsor+Hills%2C+Four+Corners%2C+Florida%2C+United+States+of+America®ionId=553248635976007891&latLong=28.3214%2C-81.597294&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=HOT_TUB) ## Check prices for these dates Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976007891&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976007891&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976007891&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976007891&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Windsor Hills hotels and places to stay ![Luxury Townhome, Private Pool | Living area](https://images.trvl-media.com/lodging/114000000/113280000/113270600/113270554/e9b16a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Hills Getaway 3BR with Pool Windsor Hills CA $2,790 CA $3,167 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Windsor-Hills-Getaway-3BR-With-Pool.h113270554.Hotel-Information) ![Apartment, Accessible](https://images.trvl-media.com/lodging/101000000/100820000/100814900/100814865/1a429640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Accessible](https://images.trvl-media.com/lodging/101000000/100820000/100814900/100814865/98a3b70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Accessible](https://images.trvl-media.com/lodging/101000000/100820000/100814900/100814865/d373fbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Accessible](https://images.trvl-media.com/lodging/101000000/100820000/100814900/100814865/7ec271b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mickey s Hideaway Windsor Hills Resort Windsor Hills CA $160 CA $541 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Mickey-S-Hideaway-Windsor-Hills-Resort.h100814865.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528271/41458f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528271/a8672a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528271/4246be89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528271/3f67ae8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jedi Training Camp Top Rated 5 Star Villa Windsor Hills CA $706 CA $1,117 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Jedi-Training-Camp-Top-Rated-5-Star-Villa.h119528271.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528253/262af4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528253/8fef7160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528253/40f98f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528253/c164434c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Adventure Villa Top Rated 5 Star Disney More Windsor Hills CA $576 CA $953 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Ultimate-Adventure-Villa-Top-Rated-5-Star-Disney-More.h119528253.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) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/d5ee3405.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) ![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 6.9 km from Windsor Hills 8.0/10 Very good (8607) "Great stay " CA $236 CA $328 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![7 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports bar](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/418db3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ab33e4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/7849376b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Lakes Resort & Spa Universal Studios Area 16.9 km from Windsor Hills 8.2/10 Very good (5382) "Would stay again great for families such a nice place " CA $136 CA $194 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.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/101000000/100840000/100837800/100837786/81e6b4c7.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) ### Kompose Boutique Resort at Theme Parks 1.8 km from Windsor Hills 9.4/10 Exceptional (1495) "Great resort ,highly recommend!!!" CA $80 CA $108 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/e6f13136.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) ![Hypo-allergenic bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/b242dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Hotel & Water Park 24.3 km from Windsor Hills 7.2/10 Good (1494) "Excellent place for familys" CA $45 CA $90 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/9b318259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/13a973e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/w1522h1017x0y0-5ae34fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/72d227b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn International 18.9 km from Windsor Hills 8.4/10 Very good (5835) "Great value and convenient location. " CA $100 CA $113 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-International.h11308.Hotel-Information) ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/89cab51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eadb38ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek 19.7 km from Windsor Hills 9.4/10 Exceptional (4052) "Loved everything as always a wonderful stay !!!! " CA $155 CA $175 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/a43383ac.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) ![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 22.1 km from Windsor Hills 8.4/10 Very good (6735) "Very close to universal would stay again" CA $113 CA $127 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) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/f8c22738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/57d203ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves dinner and happy hour](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/37d93f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn Lake Buena Vista 12.1 km from Windsor Hills 8.6/10 Excellent (5463) "We have stayed here several times, nice place friendly staff." CA $101 CA $114 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Sport court](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/033f2fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/w3836h2561x3y0-6cfb6f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/ed3e2ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/83fc3e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Royale Orlando 11.1 km from Windsor Hills 9.2/10 Wonderful (4435) "Great place to stay" CA $226 CA $314 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/w3836h2558x4y3-fb21ce61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Bi Level)](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/w3837h2558x3y3-81cd9c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/1521d361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/b4b8a706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Grand Cypress 11.3 km from Windsor Hills 9.2/10 Wonderful (2260) "Great stay!" CA $225 CA $331 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Grand-Cypress.h24798.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/2b5a4890.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) ### SPOT X Hotel Orlando/Intl Dr by The Red Collection 13.1 km from Windsor Hills 8.6/10 Excellent (2786) "Great property to stay with family while visiting the parks" CA $84 CA $119 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-SpotX-Hotel.h65360948.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 7.1 km from Windsor Hills 9.2/10 Wonderful (4729) "Great place to stay " CA $159 CA $179 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.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) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/8c29ff94.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) ![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) ### Seasons Florida Resort 12.4 km from Windsor Hills 8.8/10 Excellent (3185) "Great place to stay. " CA $82 CA $94 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/c55ceaf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/bd46fd9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/416ebf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/20444002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Orlando Suites - Waterpark by IHG 9.2 km from Windsor Hills 7.0/10 Good (4251) "Perfect for families. The water park inside the hotel was amazing! " CA $84 CA $196 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Suites-Waterpark.h281608.Hotel-Information) ![Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/016c4706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/51a5e50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/bf2d7277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/6c009aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Centre Hotel 17.3 km from Windsor Hills 9.0/10 Wonderful (3983) "Great stay there " CA $121 CA $138 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Centre-Hotel.h11432.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/96d3eece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/0135c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b503fcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Kissimmee Orlando by IHG 2.5 km from Windsor Hills 7.4/10 Good (1007) "Clean rooms, great staff, calm and relaxing environment." CA $80 CA $91 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.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=2025-10-23&endDate=2025-10-24®ionId=553248635976007891&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Windsor Hills Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. [Learn more about Windsor Hills](https://www.expedia.ca/Orlando-Windsor-Hills.dx553248635976007891) - International Drive District - Bay Lake - Florida Center - Downtown Orlando - Reunion ![](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%7DGmQmAoAqIsG%40m%5BxOrC%7CXgFjF_H%60B%7DCEUzJj%40xJuStLuEtJmDtBwPhA_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=ZMwav0GilLdH27JaojfjONxnxWc=) ### 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%7BXs%5CBYuReC%7DSmRo%5CnQyRv%40cD%40%7BFbIACeXgI%40%3F_A%7CGDVWLoXxUt%40Iqr%40yU%40Q%7B%7D%40xANx%40fAxD%60AxBdBbCz%40vBC%7EB%60BrFxJpElFnB%5D%7EAsA%60BwCTaBSaI%7BAuDiA%7D%40iJqAcDcAqD%7BEIc%60%40zUBAyAtGnApAUbBw%40%7CCiGnJyCbFp%40nEaBZiAa%40sBmD%7BAp%5C%3FNrUrAfEbEjBBhAfBaA%60%40kFhAY%60AdBzCtBPr%40fG%60B%7EAbAVx%40%5BvAmCbAeAOs%40w%40w%40gDqFLPtBjDxAVz%40MxAp%40rA%5ErEw%40pCiAzA_%40jDfAl%40bAIl%40kB%7EAaAdC%7C%40Zg%40eAqCOqCt%40oFpCcDhBI%60%40eAnCs%40pAeAc%40bC%5Cd%40jG%7E%40hBu%40AsCZHJnBW%7E%40%60AYF%60%40zDpAt%40fAl%40xClCk%40n%40VA%7EApH%7BAdGwEb%40n%40YbEwG%60EEp%40oAhAv%40f%40kAlCi%40TcBiAkAZkBSuBgA_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%40vAjHpAbDCnCeAlFu%40n%40%5DwAoAaA%40gEiBK%7B%40vAMzB%7E%40%7EGkAP%3FhB%7BL%3F%3FxX%7Bc%40BEyXyU%40Eas%40%7DbAD%40xX%7DU%3FFvr%40%7Ef%40%40%3FvX%7Bf%40%3F%3FzKxU%3F%40te%40uU%3FDbN&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=Fi3pBAsye_bagGFp6fZgB1msAvY=) ### 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%40k%40kJg%5BRAsWqg%40LLbX%7Bl%40%60%40%7D%40waFz%7DAvfA%60eC%5BBtr%40vwASeCt%5Bi%40lRt%40pZjArGfA%60Qij%40GLzr%40ukAH&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=Tc7QKfhUfyRmZZB6XPBX-jzG3n0=) ### 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%40QdFmDpY%3FIwQrRED_AfCD%3FhCbDiA%7C%40wDx%40%60SbGf%60%40ExMaS_%40_wA%7E%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=CO6fJFaN3YqYVrCJr6ItUu9SrE8=) ### 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/544000/544219-orlando.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://mediaim.expedia.com/destination/1/39d2e5bd5d5dad268616da86740e80a8.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6126579) ![Reunion map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wgpkDdlcqNoGwAyVgDqUiMek%40MYyY%7DYYfAyw%40lf%40s%5DiBgNfHNn%40es%40bVCQwX%7CfBB%7EG%7ETm%40jrB_w%40n%60%40eHzVb%40pKfD%5CxC%7CLkAhG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=rNnILDyX-wjQjC6s7Lt7LxNc1oY=) ### Reunion The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6126579) ## Top Windsor Hills Hotel Reviews ![Windsor Poolside Escape with Stunning Pool View-Perfect for Families!](//images.trvl-media.com/lodging/109000000/108960000/108952200/108952188/49bf22a1_y.jpg) ### Windsor Poolside Escape with Stunning Pool View-Perfect for Families! 10/10 Excellent "What a gem! We loved all of the Disney decorations and our kids had a blast at the pool area. Everything was so clean and well thought out. Plenty of space and everything we needed. The hosts were also very accommodating and easy to communicate with. We will definitely stay here again next time we visit the Orlando area!" [](https://expedia.ca/Orlando-Hotels-Windsor-Poolside-Escape-With-Stunning-Pool-View-Perfect-For-Families.h108952188.Hotel-Information) ![*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors](//images.trvl-media.com/lodging/33000000/32840000/32838300/32838263/7791a421_y.jpg) ### \*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors 10/10 Excellent "The house was wonderful for our group of adults and kids. Great amount of space and very close to the playground and the main clubhouse. And owners were very responsive and helpful throughout the stay." [](https://expedia.ca/Orlando-Hotels-Special-Deals-Frozen-Bedroom-Closest-To-Disney-6br4ba-Pool-No-Rear-Neighbors.h32838263.Hotel-Information) ![Townhome with lots of Amenities](//images.trvl-media.com/lodging/76000000/75270000/75269600/75269540/3bfc27c0_y.jpg) ### Townhome with lots of Amenities 10/10 Excellent "This was the best rental experience I have had in a long time. Chris, the owner could of not been more accommodating. He was very communicative and what he said he delivered on. Location to food and Disney was a huge plus. Unfortunately stay was primarily for Disney Halloween weekend and we did not take advantage of the pools and community, maybe next time. Chris, will be my new Kissimmee go to guy..... Kudos from the homeland-Poland/Venice Fl." [](https://expedia.ca/Orlando-Hotels-Paradise-Cove-At-Windsor-Hills-Townhome.h75269540.Hotel-Information) ![Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.](//images.trvl-media.com/lodging/20000000/19080000/19071000/19070996/b2059dde_y.jpg) ### Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi. 10/10 Excellent "Loved the location and all amenities . We went to all the parks and we were very close.!! There was plenty of space for me and spouse as well as our children. " [](https://expedia.ca/Orlando-Hotels-Windsor-Hills-Large-3BR2BA-5-Min-To-Disney.h19070996.Hotel-Information) ![Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!](//images.trvl-media.com/lodging/65000000/64460000/64451100/64451009/c39cbc34_y.jpg) ### Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney! 10/10 Excellent "Great stay" [](https://expedia.ca/Orlando-Hotels-Windsor-Hills-Condo-Wall-Things-Mickey-Poolwaterpark-And-Minutes-From-Disney.h64451009.Hotel-Information) ![🌟NO CARPETS - ONE LEVEL🌟Newly Renovated Pool/Theater Home In Windsor Hills ](//images.trvl-media.com/lodging/19000000/19000000/18992300/18992274/bb817d82_y.jpg) ### 🌟NO CARPETS - ONE LEVEL🌟Newly Renovated Pool/Theater Home In Windsor Hills 10/10 Excellent "Good spot and good stay" [](https://expedia.ca/Orlando-Hotels-NO-CARPETS-ONE-LEVELNewly-Renovated-PoolTheater-Home-In-Windsor-Hills.h18992274.Hotel-Information) ![Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal](//images.trvl-media.com/lodging/85000000/84550000/84543100/84543040/7c6eda44_y.jpg) ### Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal 10/10 Excellent "We loved this condo, it was plenty big for our family of five. The kids loved the bunk beds and we loved how close it was to the pool, Walmart, and Disney. The owner was very nice and helpful. We’d definitely stay here again. The only downside was the garbage. One night something got into the trash and tore through the bag and so it was not picked up the next morning. Definitely latching the lock next time." [](https://expedia.ca/Orlando-Hotels-3-Bedroom-Condo-In-Perfect-Location-Overlooking-Pool.h84543040.Hotel-Information) ![Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5](//images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/2fea8756_y.jpg) ### Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5 10/10 Excellent "We enjoyed our stay, but it was too short" [](https://expedia.ca/Orlando-Hotels-Contemporary-Resort-Villa-W-Heated-PoolSpa.h74246515.Hotel-Information) ![FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool](//images.trvl-media.com/lodging/34000000/33600000/33596400/33596371/c0dd3dd8_y.jpg) ### FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool 10/10 Excellent "Perfect rental for a large family" [](https://expedia.ca/Orlando-Hotels-Stay-In-The-BEST-Luxury-5-Bedroom-Villa-With-SOUTH-Facing-Pool.h33596371.Hotel-Information) ## Find out more about Windsor Hills ### Top reasons to visit Windsor Hills - **Proximity to Theme Parks:** Windsor Hills is just minutes away from famous attractions like Walt Disney World and Universal Studios, making it a perfect base for theme park enthusiasts. - **Family-Friendly Amenities:** The resort features a recreation area with pools, a water park, and activities suitable for all ages, ensuring fun for the entire family. - **Beautiful Surroundings:** Enjoy serene lakes and picturesque landscapes, providing a tranquil backdrop for relaxation. - **Diverse Accommodation Options:** Choose from various family-friendly rentals and villas, catering to all needs and preferences. - **Local Dining and Shopping:** Explore nearby shopping areas and indulge in local dining experiences, enhancing your vacation adventures. ### Find great hotels near Windsor Hills Experience a memorable stay in Windsor Hills, Four Corners, Florida, where a variety of accommodations await you. Whether you seek family-friendly resorts, romantic getaways, or pet-friendly options, Windsor Hills offers an array of vacation rentals and villas. Enjoy top-notch amenities and proximity to Orlando's attractions for an unforgettable holiday. Discover the ideal blend of comfort and convenience in this charming community. - **[Hilton Vacation Club Aqua Sol Orlando West:](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information)** Perfect for families and LGBTQIA travellers, the Hilton Vacation Club Aqua Sol Orlando West offers a welcoming atmosphere just 6.4km from Windsor Hills. This 3.5-star hotel features an array of family-friendly amenities, including a free water park, playground, and a mini-golf course onsite. The property also boasts an arcade game room, ensuring that children of all ages have plenty of entertainment. With its focus on family vacation experiences, this hotel promises a fun-filled stay for everyone. - **[Hilton Vacation Club Mystic Dunes Orlando:](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information)** Nestled just 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando provides a unique golf-themed vacation experience. This 3.5-star property is ideal for golf enthusiasts and families alike, featuring an 18-hole championship golf course and opportunities for golfing fun. Amenities for children include an arcade game room, ping pong tables, and a selection of children’s books and games, making it a great choice for families seeking both relaxation and recreation. - **[Walt Disney World Dolphin:](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information)** A top-tier option for business and leisure travellers alike, the Walt Disney World Dolphin is a 4-star hotel located 6.4km from Windsor Hills. It caters to both golf fans and business professionals, offering a well-equipped business centre, meeting rooms, and conference spaces. The hotel is LGBTQIA welcoming and provides a range of amenities to ensure a comfortable stay. With its proximity to the excitement of Disney and its golf experience, this hotel presents an ideal blend of work and play. ### Where to stay near Windsor Hills Windsor Hills offers an ideal vacation experience for families seeking fun and relaxation. Just minutes from Walt Disney World, this upscale neighbourhood is perfect for creating unforgettable memories. Enjoy nearby recreational activities, friendly atmospheres, and family-friendly excursions. Explore the attractions of Four Corners, indulge in local dining, and unwind in the beautiful surroundings, making Windsor Hills a top destination for your Florida getaway. - **[Orlando:](https://www.expedia.ca/Orlando-Hotels.d178294.Travel-Guide-Hotels)** As a bustling metropolis, Orlando is the heart of entertainment in Central Florida. With Windsor Hills nestled within its boundaries, visitors can enjoy a myriad of family-friendly activities year-round. Whether you're seeking thrilling amusement parks, engaging arts centres, or vibrant shopping districts, Orlando has it all. Notably, the city's popular attractions include renowned theme parks and film studios. The peak travel months, such as March, July, and December, draw families and outdoor enthusiasts eager to experience the city's lively atmosphere. - **[Four Corners:](https://www.expedia.ca/Four-Corners-Hotels.d6360395.Travel-Guide-Hotels)** This charming village is another fantastic destination near Windsor Hills, welcoming visitors with its laid-back vibe and family-oriented attractions. Four Corners is particularly inviting for those looking to enjoy outdoor experiences, from lush golf courses to nearby resorts. With a steady flow of visitors, especially during February to March and July, you can expect a vibrant community atmosphere. The local landmarks, including theme parks and stadiums, ensure there's always something exciting happening, making it a great spot for families and entertainment seekers alike. - **[Crestwynd Bay:](https://www.expedia.ca/Crestwynd-Bay-Orlando-Hotels.0-n553248635976470857-0.Travel-Guide-Filter-Hotels)** Located a mere 483m from Windsor Hills, Crestwynd Bay offers a welcoming neighbourhood atmosphere with a focus on family activities. The area is perfect for those looking to enjoy outdoor adventures, shopping, and golf. Similar to its neighbours, Crestwynd Bay sees a consistent number of visitors throughout the year, with a peak in March, July, and December. Visitors can explore local attractions such as theme parks and stadiums, ensuring an action-packed holiday filled with entertainment and leisure. ### Things to do near Windsor Hills Windsor Hills is an ideal destination for families seeking an entertaining outdoor vacation. Visitors can enjoy a variety of activities, including relaxing at the resort, exploring nearby shopping areas, and playing a round of golf. Key attractions include a recreation area perfect for family fun and thrilling rides that add excitement to your stay. Whether you're looking to unwind or seek adventure, Windsor Hills offers something for everyone. **Shopping** [Disney Springs™](https://www.expedia.ca/Disney-SpringsTM-Hotels.0-l502131-0.Travel-Guide-Filter-Hotels) is a vibrant shopping area located 9.7km from Windsor Hills, perfect for family outings. [Old Town](https://www.expedia.ca/Old-Town-Hotels.0-l6128179-0.Travel-Guide-Filter-Hotels), a lively shopping mall centre 8.0km away, offers entertainment and shopping. For unique finds, visit the [192 Flea Market](https://www.expedia.ca/192-Flea-Market-Hotels.0-l6239152-0.Travel-Guide-Filter-Hotels), a public market 14.5km from Windsor Hills. **Recreation** At [ESPN Wide World of Sports Complex](https://www.expedia.ca/ESPN-Wide-World-Of-Sports-Complex-Hotels.0-l6069359-0.Travel-Guide-Filter-Hotels), immerse yourself in energetic activities and sports events just 4.8km from Windsor Hills. For a tranquil golf experience, [Mystic Dunes Golf Club](https://www.expedia.ca/Mystic-Dunes-Golf-Club-Hotels.0-l6153712-0.Travel-Guide-Filter-Hotels) offers scenic outdoor vibes only 1.1km away. [Northeast Regional Park](https://www.expedia.ca/Northeast-Regional-Park-Hotels.0-l553248633994190852-0.Travel-Guide-Filter-Hotels), located 6.4km away, invites you to relax amidst nature. **Adventure** Experience the thrills of [Disney's Typhoon Lagoon Water Park](https://www.expedia.ca/Disneys-Typhoon-Lagoon-Water-Park-Hotels.0-l6068695-0.Travel-Guide-Filter-Hotels), located 8.0km from Windsor Hills, featuring exciting water rides and family-friendly attractions. For karting enthusiasts, [Kissimmee Go-Karts](https://www.expedia.ca/Kissimmee-Go-Karts-Hotels.0-l6239057-0.Travel-Guide-Filter-Hotels), 12.9km away, offers high-speed excitement. Explore the scenic [Blue Lake trail](https://www.expedia.ca/Blue-Lake-Trail-Hotels.0-l553248621561864201-0.Travel-Guide-Filter-Hotels), situated 16.1km from Windsor Hills, perfect for outdoor adventures. **Nightlife** Experience the magic of [Medieval Times](https://www.expedia.ca/Medieval-Times-Hotels.0-l6153643-0.Travel-Guide-Filter-Hotels), only 12.9km away, where culture and romance meet thrilling entertainment. For adventure, visit [Wonderworks](https://www.expedia.ca/Wonderworks-Hotels.0-l6069351-0.Travel-Guide-Filter-Hotels), 17.7km distant, or [Splitsville Luxury Lanes & Dinner Lounge](https://www.expedia.ca/Splitsville-Luxury-Lanes-Dinner-Lounge-Hotels.0-l553248621532654190-0.Travel-Guide-Filter-Hotels), a mere 9.7km away, both offering a lively arcade atmosphere perfect for a fun night out. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Windsor Hills To save money on your trip to Windsor Hills, consider visiting during the cheaper months of August to September and November. Booking your accommodation about a month in advance can also yield better rates, especially if you check for last-minute deals on platforms like Expedia. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Utilize Expedia’s filters to find eco-friendly accommodations and consider bundling your hotel stay with flights and activities for additional savings. Lastly, explore free activities in the area to enhance your experience without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Windsor Hills are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher. - **The best time to book a hotel:** The cheapest time to book a hotel around Windsor Hills is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Windsor Hills is Tuesday. The most expensive day to stay around Windsor Hills is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Windsor Hills with your flights and activities through an Expedia package. ### Find the best attractions near Windsor Hills Windsor Hills in Four Corners, Florida, is perfect for families seeking outdoor and entertainment-themed vacations. Visitors can enjoy nearby attractions like Disney Springs, various theme parks, and the Windsor Hills Water Park. For golf enthusiasts, the local golf courses and country clubs offer excellent experiences, while the serene lakes provide a delightful backdrop for relaxation. With a variety of activities catering to all ages, Windsor Hills is a fantastic destination for a memorable family getaway. - **[Walt Disney World® Resort:](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels)** Experience the magic of this iconic theme park, located 11.3km from Windsor Hills. With enchanting attractions, beloved characters, and exhilarating rides, it offers unforgettable family entertainment that will delight visitors of all ages. - **[Orange County Convention Center:](https://www.expedia.ca/Orange-County-Convention-Center-Hotels.0-l6034972-0.Travel-Guide-Filter-Hotels)** Situated 16.1km away, this vibrant arts centre showcases a rich cultural scene. Attend exhibits, performances, and conventions that highlight local and international talent, making it a hub for artistic expression and community engagement. - **[ChampionsGate Golf Club:](https://www.expedia.ca/ChampionsGate-Golf-Club-Hotels.0-l6126412-0.Travel-Guide-Filter-Hotels)** Just 6.4km from Windsor Hills, this family-friendly golf course offers a welcoming atmosphere for enthusiasts of all levels. Enjoy scenic courses and excursions, complemented by the friendliness of the staff and fellow golfers. ### Best time to go to Windsor Hills The best time to visit Windsor Hills is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 60.6°F (15.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | February | 64.4°F (18.0°C) | Light Rain | Mostly Sunny | Average | Average | | March | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | April | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | May | 77.2°F (25.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 81.1°F (27.3°C) | Light Rain | Mostly Sunny | Average | Average | | July | 82.4°F (28.0°C) | Moderate Rain | Mostly Sunny | Average | Average | | August | 82.6°F (28.1°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | September | 80.4°F (26.9°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | October | 75.2°F (24.0°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 68.5°F (20.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 64.4°F (18.0°C) | No Rain | Mostly Sunny | Slightly Low | Slightly High | ### The nearest major airports for your trip to Windsor Hills When visiting Windsor Hills in Four Corners, Florida, you can conveniently fly into two major airports. Orlando International Airport ([MCO](https://www.expedia.ca/Orlando-Intl-Airport-Hotels.0-aMCO-0.Travel-Guide-Filter-Hotels)) is located 30.6km away, with nearby hotel options like [The Ritz-Carlton Orlando](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information), Grande Lakes, and [Hyatt Regency Orlando](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information), both offering airport shuttle services. Kissimmee Gateway Airport ([ISM](https://www.expedia.ca/Kissimmee-Gateway-Airport-Hotels.0-aISM-0.Travel-Guide-Filter-Hotels)) is another option, situated 16.1km from Windsor Hills. Excellent hotels near ISM include Waldorf Astoria Orlando and [Encore Resort and Water Park At Reunion by Rentyl](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information), which also provide transportation services. Both airports offer easy access to your vacation destination, ensuring a smooth start to your trip. ## Frequently asked questions ### What are the best family hotels in Windsor Hills? > [Windsor Hills Getaway 3BR with Pool](https://www.expedia.ca/Orlando-Hotels-Windsor-Hills-Getaway-3BR-With-Pool.h113270554.Hotel-Information) is a fantastic choice for families seeking comfort and convenience in Kissimmee, Florida. This spacious three-bedroom property not only provides a private pool—superb for splashing around after a day at the nearby theme parks—but also features a fully equipped kitchen. This amenity allows families to prepare their own meals, offering flexibility and the chance to save on dining costs while enjoying home-cooked favorites. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor Hills. ### How can I save on a Windsor Hills hotel booking with Expedia? > Members always get our best prices. Find our best Windsor Hills hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Windsor Hills hotel? > Hotel prices in Windsor Hills often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. 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[All Inclusive Resorts and in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-All-Inclusive-Hotel.0-0-d6034243-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Beach-Hotel.0-0-d6034243-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Boutique-Hotel.0-0-d6034243-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Couples-Resorts-Hotels.0-0-d6034243-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Equity Lifestyle Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Equity-Lifestyle.0-0-d6034243--bEquityLifestyle.Travel-Guide-Filter-Hotels) - [Golf Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Golf-Hotel.0-0-d6034243-tGolfHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with Kitchenettes in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Hotels-With-Kitchenettes.0-0-d6034243-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Hotels-With-Tennis-Courts.0-0-d6034243-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Hotels-With-Waterslides.0-0-d6034243-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-LGBT-Friendly-Hotel.0-0-d6034243-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Lake-Hotels.0-0-d6034243-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Disney's Maingate West](https://www.expedia.ca/Disneys-Maingate-West-Hotels-Luxury-Hotel.0-0-d6034243-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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[Reunion Hotels](https://www.expedia.ca/Reunion-Orlando-Hotels.0-n6126579-0.Travel-Guide-Filter-Hotels) - [Hotels near Reunion Resort Golf Course](https://www.expedia.ca/Reunion-Resort-Golf-Course-Hotels.0-l553248633994176938-0.Travel-Guide-Filter-Hotels) - [Sunset Lakes Hotels](https://www.expedia.ca/Sunset-Lakes-Orlando-Hotels.0-n553248635976472541-0.Travel-Guide-Filter-Hotels) - [Vista del Lago Hotels](https://www.expedia.ca/Vista-Del-Lago-Orlando-Hotels.0-n553248635976471720-0.Travel-Guide-Filter-Hotels) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [West Kissimmee Hotels](https://www.expedia.ca/West-Kissimmee-Hotels.d553248633938969416.Travel-Guide-Hotels) - [Flights to Disney's Maingate West](https://www.expedia.ca/Cheap-Flights-To-Disneys-Maingate-West.d6034243.Travel-Guide-Flights) - [Flights to Orlando](https://www.expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Disney's Animal Kingdom® Theme Park](https://www.expedia.ca/Disneys-Animal-Kingdom-Theme-Park-Bay-Lake.d6123780.Vacation-Attraction) - [Disney's Hollywood Studios®](https://www.expedia.ca/Disneys-Hollywood-Studios-Bay-Lake.d502132.Vacation-Attraction) - [Disney's Maingate West Vacations](https://www.expedia.ca/Disneys-Maingate-West.d6034243.Destination-Travel-Guides) - [Mystic Dunes Golf Club](https://www.expedia.ca/Mystic-Dunes-Golf-Club-Orlando.d6153712.Vacation-Attraction) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Alamo Rent A Car Rental Cars in Disney's Maingate West](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Disneys-Maingate-West.d6034243-c6.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Disney's Maingate West](https://www.expedia.ca/Avis-Car-Rentals-In-Disneys-Maingate-West.d6034243-c41.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Disney's Maingate West](https://www.expedia.ca/Budget-Car-Rentals-In-Disneys-Maingate-West.d6034243-c39.Car-Rental-Guide-Suppliers) - 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