Title: 4 Stars Hotels in Windward Cay, Orlando from CA $124 - Find Cheap Windward Cay Hotels With 4 Stars | Expedia.ca [Windward Cay Travel Guide](https://expedia.ca/Orlando-Windward-Cay.dx553248635976481817)[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) # 4 Stars Hotels in Windward Cay, Orlando from CA $124 - ![](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 ## Check availability on Windward Cay 4 Star Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windward Cay 4-star hotels ![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/1000000/10000/5400/5398/421b240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/446449ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/2a0a635b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton at the Entrance to Universal Orlando [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) Florida Center 8.4/10 Very good (6880) "Wonderful stay. Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charmaine CA $135 CA $152 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/928976cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/b16b92f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/w5757h3835x0y5-f37d9968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/a9de6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando International Airport [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) Orlando 9.4/10 Exceptional (3826) "Clean room, quiet, love staying right at the airport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tera CA $233 CA $262 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/3363c0c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/w3837h2557x3y4-650ed992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/b18a06a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/bcf9e848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) International Drive District 9.2/10 Wonderful (1865) "Clean and beautifully maintained hotel . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Puneet CA $154 CA $249 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/af138ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach towels, beach volleyball](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/f2af313a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/c048d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/7c0aebc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walt Disney World Dolphin [](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) Bay Lake 8.8/10 Excellent (3992) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $329 CA $439 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/b1f61811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/45c63d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/90000976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) Orlando 9.4/10 Exceptional (4084) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $153 CA $172 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11700/11652/9c17dd6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11700/11652/9fcbbd93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/11700/11652/be400377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/11700/11652/26a93607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Orlando Lake Buena Vista - Disney Springs® Area [](https://www.expedia.ca/Orlando-Hotels-Hilton-Orlando-Lake-Buena-Vista-Disney-Springs-Area.h11652.Hotel-Information) Lake Buena Vista 8.6/10 Excellent (1448) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian CA $186 CA $270 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Orlando-Lake-Buena-Vista-Disney-Springs-Area.h11652.Hotel-Information) ![2 outdoor pools, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/ae19ad1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/8a389b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/98169c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Orlando at SeaWorld [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) International Drive District 7.6/10 Good (6239) "Great location friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherell Henley CA $90 CA $141 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.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/5000000/4700000/4691700/4691657/695e0a20.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) ![Lobby](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/1f245bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) Winter Garden 8.0/10 Very good (8775) "It was a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine Mercedes Cruz CA $191 CA $291 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![5 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/4ca8f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/43c71b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/43f2b4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/1d682714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) International Drive District 9.2/10 Wonderful (2731) "Stayed here before always enjoyed it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $132 CA $149 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/9700/9665/4e9631f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/9700/9665/a87eb112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9700/9665/e8871666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/9700/9665/a31bad19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lake Buena Vista at Vista Centre [](https://www.expedia.ca/Orlando-Hotels-Courtyard-By-Marriott-Lake-Buena-Vista-At-Vista-Centre.h9665.Hotel-Information) Orlando 8.2/10 Very good (1410) "Staff very friendly Hotel clean and organized " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $109 CA $138 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Orlando-Hotels-Courtyard-By-Marriott-Lake-Buena-Vista-At-Vista-Centre.h9665.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/abbcc72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eba0fe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/6214f96f.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/edfdae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) Orlando 9.4/10 Exceptional (4351) "Great resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Camille CA $144 CA $163 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![4 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/97ea8d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/fefe03d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/6bd9ae14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Mystic Dunes Orlando [](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) Kissimmee 9.0/10 Wonderful (4492) "Clean rooms, great location and value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $146 CA $213 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/w4000h2662x0y0-7b7256af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/d8c159ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/718c25b8.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/1000000/860000/853600/853519/48c854e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Grande Vista [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) Orlando 9.0/10 Wonderful (3679) "Check in was great, clean room, very comfy bed, great pools and hot tubs, excellent amenities. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Priscilla CA $150 CA $169 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/46c74ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/b8106c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/fb8d2763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/0237953e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Orlando Airport [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) Airport North 8.8/10 Excellent (2171) "airport shuttle was very convenient, room service was excellent too" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kimberly CA $146 CA $164 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/f773dc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/4c2d3d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3643) "Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eleni CA $159 CA $255 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Outdoor pool, open 8:00 AM to midnight, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7400/7372/3380da2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/7400/7372/2ac6d455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/7400/7372/20bbed8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/7400/7372/1c333323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Plaza on International Drive [](https://www.expedia.ca/Orlando-Hotels-Rosen-Plaza-On-International-Drive.h7372.Hotel-Information) International Drive District 9.2/10 Wonderful (1773) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $149 CA $172 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Plaza-On-International-Drive.h7372.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/422c01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/c8068049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/52b0791d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avanti International Resort [](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) International Drive District 7.8/10 Good (4298) "Enjoyed our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheltra CA $86 CA $124 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/d7151550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/2fdce040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/309d9d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/0ac63050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Orlando Downtown [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Downtown.h10565.Hotel-Information) Ivanhoe Village 8.2/10 Very good (2828) "clean hotel and breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Petros CA $134 CA $151 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Downtown.h10565.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed, Pool View](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/034de12f.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) ### Caribe Royale Orlando [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) Orlando 9.2/10 Wonderful (4497) "Clean and very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nafeeza CA $219 CA $305 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/ebcded18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/ca7da100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/875a9b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11500/11432/f0ed439c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Centre Hotel [](https://www.expedia.ca/Orlando-Hotels-Rosen-Centre-Hotel.h11432.Hotel-Information) International Drive District 9.0/10 Wonderful (4130) "The hotel was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin CA $142 CA $162 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Centre-Hotel.h11432.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Windward-Cay-Orlando-Hotels.s40-n553248635976481817-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Windward-Cay-Orlando-Hotels.s40-n553248635976481817-0.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Windward Cay. ![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel 14200 Bonnet Creek Resort Lane Orlando FL CA $456 CA $590 total Dec 18 - Dec 19 includes taxes & fees 9.2/10 Wonderful! (416 reviews) [](https://expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) ![Conrad Orlando at Evermore](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/9dffefcc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Conrad Orlando at Evermore 1500 Eastbeach Way Orlando FL CA $696 CA $852 total Dec 18 - Dec 19 includes taxes & fees 9.4/10 Exceptional! (337 reviews) [](https://expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) ![Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/d1187640_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort 10100 Dream Tree Blvd. Lake Buena Vista FL CA $1,522 CA $1,790 total Jan 3 - Jan 4, 2026 includes taxes & fees 9.6/10 Exceptional! (877 reviews) [](https://expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) Still don't see what you're looking for? [See all properties in Windward Cay.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=553248635976481817&star=40&star=40&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Top Windward Cay Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "clean room, nice campus, surprisingly affordable. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Walt Disney World Dolphin](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg) ### Walt Disney World Dolphin 10/10 Excellent "Excellent hotel! " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Beautiful hotel with great amenities. Clean. The pools were great. Wonderful place to stay for families " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Beautiful location " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Room updared but clean" [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Walt Disney World Swan](https://images.trvl-media.com/lodging/1000000/10000/9800/9711/a789d7e5_y.jpg) ### Walt Disney World Swan 10/10 Excellent "Immaculate room - friendly staff - a lot of amenities" [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![Courtyard by Marriott Lake Buena Vista at Vista Centre](https://images.trvl-media.com/lodging/1000000/10000/9700/9665/542ce6b2_y.jpg) ### Courtyard by Marriott Lake Buena Vista at Vista Centre 10/10 Excellent "Perfect " [](https://expedia.ca/Orlando-Hotels-Courtyard-By-Marriott-Lake-Buena-Vista-At-Vista-Centre.h9665.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Beautiful resort" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Great location friendly staff" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ## Explore a world of travel with Expedia - 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