Title: 5 Stars Hotels in Windward Cay, Orlando from CA $155 - Find Cheap Windward Cay Hotels With 5 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Windward Cay, Orlando from CA $155 ![](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 5 Star Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481817&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windward Cay 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/d76e5658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms (Governor's)](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/e7902d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/9de42c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel Orlando 9.2/10 Wonderful (378) "Great hotel, very luxurious. " CA $506 CA $648 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/9dffefcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barron Suite | View from room](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/5c44bf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/94144e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/fa18c89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Orlando at Evermore Orlando 9.6/10 Exceptional (301) "Great stay" CA $574 CA $716 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/d1187640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/3e74ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/60c5847d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Spanish cuisine](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/040437a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort Golden Oak 9.6/10 Exceptional (874) "Amazing property & spa experience ❤️" CA $1,896 CA $2,212 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/2e35acb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/bf260b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/4911def2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/be002023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1004) "The stay could not have been more perfect. Will stay as often as we can." CA $715 CA $891 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) ![Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/b0dc020b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/3ab1a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/7affaeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with digital channels, TV, iPod dock](https://images.trvl-media.com/lodging/71000000/70110000/70100300/70100240/cecf19cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ette hotel Kissimmee 9.8/10 Exceptional (347) "Marcus was a wonderful hotel host, as were all of the restaurant staff." CA $382 CA $434 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Ette-Hotel.h70100240.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/cbe2f6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ONE BEDROOM GRANDE SUITE | Private kitchen](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/e96914e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/d90205e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (1417) "Was amazing beautiful and is an special place to go with kids , we love it !! " [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) ![Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/97f0e69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/03516956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 5 Bedrooms, Private Pool (Westside)](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/dd0febbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite House, 6 Bedrooms, Private Pool (Westside) | Living area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/27999263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1008) "Great stay!" CA $283 CA $927 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/3c13b724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Terrace/patio](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/71fb362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Private kitchen](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/e1bdf2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/a1b00489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131 Kissimmee 10/10 Exceptional (4) "It was a clean and nice " [](https://www.expedia.ca/Orlando-Hotels-204-3131-Storey-Lake-Resort-2Bd-7G-106454.h84149201.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/cb2dc650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/283123bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Living room](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/db2ebe45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852300/1c359578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Splendid 5Bd Close to Disney at Storey Lake 4251 Kissimmee 9.2/10 Wonderful (12) "Amazing Stay...Home away from Home... Definitely recommend for families..." [](https://www.expedia.ca/Orlando-Hotels-Splendid-5Bd-Close-To-Disney-At-Storey-Lake-4251.h95852300.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8576a0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/111113d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8404ad6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/05a79e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158 Davenport 9.8/10 Exceptional (6) "Fantastic!" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-W-Pool-Close-To-Disney-At-Champions-Gate-1158.h95852304.Hotel-Information) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/2638343b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/91e5421d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/8d9f4401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852267/f3771ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing 4Bd Screened Pool Close to Disney 4572 Bellavida 9.6/10 Exceptional (4) "The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus " [](https://www.expedia.ca/Orlando-Hotels-Amazing-4Bd-Screened-Pool-Close-To-Disney-4572.h95852267.Hotel-Information) ![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/85d652c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/ee59332d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/9cabd925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/fa701cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629 Kissimmee 8.8/10 Excellent (3) "Nice " [](https://www.expedia.ca/Orlando-Hotels-Marvelous-5Bd-W-Pool-Close-To-Disney-Storey-Lake-2629.h95852295.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/66383de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private pool](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/3a63bd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/3e6b6ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852285/b410ba4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4Bd with Pool @ Storey Lake Resort 4475 Kissimmee 9.0/10 Wonderful (4) [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4Bd-With-Pool-At-Storey-Lake-Resort-4475.h95852285.Hotel-Information) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/08031f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/b3511078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/51e2cdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852266/56d48e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom at Storey Lake Orlando FL close to Disney 4851 Kissimmee 9.0/10 Wonderful (2) "Everything I expected" [](https://www.expedia.ca/Orlando-Hotels-5-Bedroom-At-Storey-Lake-Orlando-FL-Close-To-Disney-4851.h95852266.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/92507b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/9a6168f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 5 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/463e801e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698655/3844c54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 5 Bedrooms Home Close to Disney 4849 Kissimmee 8.0/10 Very good (2) "The heated pool made all the difference. Location could not be beat. 15 minutes to anywhere on Disney property and NO traffic. definitely would stay here again!" [](https://www.expedia.ca/Orlando-Hotels-4849-Storey-Lake-Resort-Orlando-4148444285.h50698655.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/da283eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/304dd1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/1fafff68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/5d9d4b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 2 Bd Close to Disney @ Champions Gate 8899 Davenport 8.6/10 Excellent (8) "They kept in contact the whole time we stayed with them. They responded to any questions promptly." [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-2-Bd-Close-To-Disney-Champions-Gate-8899.h95852274.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/aa88b8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/c426a106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/3a7bace7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852281/eed053c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653 Kissimmee 10/10 Exceptional (3) "Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?" [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-4-Bd-W-Pool-Storey-Lake-Resort-2653.h95852281.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/3b952e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ebc12056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/61171a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living room](https://images.trvl-media.com/lodging/51000000/50700000/50698700/50698689/ea264f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 Kissimmee 10/10 Exceptional (2) "Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! " [](https://www.expedia.ca/Orlando-Hotels-4759-Storey-Lake-Resort-53594-53726.h50698689.Hotel-Information) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/b8b54188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/7abc0ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/55572336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/a8f7203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 3Bd w/ Pool Near Disney at Serenity 1536 Clermont 8.8/10 Excellent (3) "went with grandkids they enjoyed the dipping pool and area was nice and quiet. The place was very clean. " [](https://www.expedia.ca/Orlando-Hotels-Marvelous-3Bd-W-Pool-Near-Disney-At-Serenity-1536.h95852291.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/5137ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/982258fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/061ee8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852277/1d63b36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191 Kissimmee 10/10 Exceptional (1) [](https://www.expedia.ca/Orlando-Hotels-Gorgeous-2Bd-Apto-Close-To-Disney-Storey-Lake-404-3191.h95852277.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%2F5Star-Windward-Cay-Orlando-Hotels.s50-n553248635976481817-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Windward-Cay-Orlando-Hotels.s50-n553248635976481817-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windward Cay. ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10100 International Drive, Orlando, FL CA $103 CA $155 total Oct 26 - Oct 27 includes taxes & fees 7.4/10 Good! (6,185 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando 9801 International Dr, Orlando, FL CA $189 CA $290 total Nov 15 - Nov 16 includes taxes & fees 9/10 Wonderful! (1,770 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard, Orlando, FL CA $280 CA $314 total Oct 26 - Oct 27 includes taxes & fees 9.2/10 Wonderful! (3,653 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.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=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=553248635976481817&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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