Title: 5 Stars Hotels in Windermere, Orlando from CA $148 - Find Cheap Windermere Hotels With 5 Stars | Expedia.ca [Windermere Travel Guide](https://expedia.ca/Windermere.dx6085091)[Hotels in Windermere](https://expedia.ca/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Vacation Rentals in Windermere](https://expedia.ca/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Flights to Windermere](https://expedia.ca/Cheap-Flights-To-Windermere.d6085091.Travel-Guide-Flights)[Things to do in Windermere](https://expedia.ca/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Windermere Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide)[Windermere Vacation Packages](https://expedia.ca/Windermere.d6085091.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/533000/533443-tibet-butler-preserve.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Windermere, Orlando from CA $148 ![](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 Windermere 5 Star Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-15&endDate=2025-10-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6085091&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=6085091&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windermere 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) ![12 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/8a6c789c.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) ![Ballroom](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/d76e5658.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) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/94144e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/10675d1a.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 (300) "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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/bf260b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1003) "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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/60c5847d.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) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort Golden Oak 9.6/10 Exceptional (874) "Amazing property & spa experience ❤️" CA $1,819 CA $2,125 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.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 $387 CA $439 total includes taxes & fees Oct 24 - Oct 25 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.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 (1413) "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) ![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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/e97da1e4.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) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1005) "Great stay!" CA $287 CA $932 total includes taxes & fees Oct 26 - Oct 27 [](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 | Private kitchen](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/e1bdf2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/85000000/84150000/84149300/84149201/aa804402.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) ![Townhome, 4 Bedrooms | Private pool](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/940c608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/57355d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e5237c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/51000000/50700000/50699000/50698993/e0fdae0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4 Bedroom w/ Pool Close to Disney 4836 Kissimmee 9.4/10 Exceptional (12) "Super clean and confortable. " [](https://www.expedia.ca/Orlando-Hotels-4836-Storey-Lake-Resort-77279-77290.h50698993.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/f3771ce3.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/bca7e09e.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) ![Golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/2611208e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Living area](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/62676bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Townhome | Living area](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/278c424d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/114000000/113970000/113960600/113960528/7341dc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4Bd With Pool At Storey Lake Resort 4821 Kissimmee 7.4/10 Good (3) "They ripp you off with the cleaning and ma" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4Bd-With-Pool-At-Storey-Lake-Resort-4821.h113960528.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) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8da6b866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158 Davenport 9.6/10 Exceptional (5) "Fantastic!" [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-W-Pool-Close-To-Disney-At-Champions-Gate-1158.h95852304.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/84c22bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/f85318e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/af2b4de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852306/2e78c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015 Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Stunning-5-Bd-W-Pool-Close-To-Disney-Windsor-Westside-2015.h95852306.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/acf3463d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/42e1501a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/cf1729f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/b9b8b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WonderFull 4Bd with Pool at Champions Gate 1174 Davenport 9.0/10 Wonderful (4) "This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions " [](https://www.expedia.ca/Orlando-Hotels-WonderFull-4Bd-With-Pool-At-Champions-Gate-1174.h95852310.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e02d0034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/47ead0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e2cd0612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Pool Access | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472210/e863b9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms Kissimmee 8.0/10 Very good (16) "Great stay" [](https://www.expedia.ca/Orlando-Hotels-Free-Water-Park-Luxury-2BR-10-Minutes-To-Disney.h44472210.Hotel-Information) ![Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/7afe3edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/66519d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/b27e11d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/45000000/44480000/44472300/44472202/27e9c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Bedroom Villa, Private Pool, Resort Amenities Kissimmee 9.0/10 Wonderful (15) "Beautiful and the family loved it 😍! Close to Disney, excellent for large families" [](https://www.expedia.ca/Orlando-Hotels-Themed-Luxury-Villa-DISNEY-WORLD.h44472202.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) ![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 kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852295/df671427.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) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/c7673f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/72a85123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/fc35c00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852307/e2da8f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5Bd w/ Pool @ Windsor Island Resort 3814 Davenport 8.6/10 Excellent (7) "Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back" [](https://www.expedia.ca/Orlando-Hotels-Stunning-5Bd-W-Pool-Windsor-Island-Resort-3814.h95852307.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/b1594aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![60-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/9aecbe78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/66a57a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/78000000/77970000/77964100/77964065/3ece6c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 2 Bedroom Apartment Close to Disney 305 3191 Kissimmee 9.0/10 Wonderful (6) "Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there... [](https://www.expedia.ca/Orlando-Hotels-305-3191-Apt-Storey-Lake-2Bd-7G-126402.h77964065.Hotel-Information) ![10 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/95da7aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Private Pool (Exclusive Resort Access Included) | Private kitchen](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/1d03973f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/0175508e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/10000000/9450000/9447900/9447816/232bbcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (12) "Enjoy the accommodations view was wonderful and close to everything" [](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Official-Vacation-Homes.h9447816.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-Windermere-Hotels.s50-0-d6085091.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Windermere-Hotels.s50-0-d6085091.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 Windermere. ![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 $106 CA $159 total Oct 29 - Oct 30 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) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marriott's Grande Vista 5925 Avenida Vista, Orlando, FL CA $134 CA $150 total Nov 10 - Nov 11 includes taxes & fees 8.8/10 Excellent! (3,336 reviews) [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Orlando Airport 5555 Hazeltine National Drive, Orlando, FL CA $131 CA $148 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (1,876 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) Still don't see what you're looking for? [See all properties in Windermere.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&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=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=6085091&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Learn more about Windermere Romantic Windermere awaits: its food, natural setting, beaches, and more! [See all hotels in Windermere](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&adults=2®ionId=6085091) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/533000/533443-tibet-butler-preserve.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Windermere Hotel Reviews ## Find out more about Windermere ## Five Star Hotels in Windermere There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Windermere so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Windermere and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Windermere Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Windermere The results are in, and Windermere 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Windermere! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Windermere today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Windermere? > Gear up for 5-star pampering at [Conrad Orlando](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information), [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) or [Disney's Beach Club Resort](https://www.expedia.ca/Orlando-Hotels-Disneys-Beach-Club-Resort.h871864.Hotel-Information). These are among the top-rated properties in Windermere based on Expedia guest reviews. Pick one and get a taste of the good life! ### How much does it cost to stay in a 5-star hotel in Windermere? > The amount you pay for a 5-star hotel in Windermere can vary depending on what time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best deal on a high-end stay. > > > > - Search for the lowest price per night from CA $148 ### What makes a hotel 5 stars in Windermere? > Flawless guest service is the hallmark of every 5-star hotel in Windermere. From the instant you arrive, staff cater to your every whim, whether arranging customized tours or providing in-room beauty treatments. What's more, hotels have to offer top-rate conveniences to be eligible for a 5-star rating. 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[Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Flights to Gotha](https://www.expedia.ca/Cheap-Flights-To-Gotha.d109623.Travel-Guide-Flights) - [Flights to Orlando](https://www.expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights) - [Flights from Buffalo (BUF) to Orlando (MCO)](https://www.expedia.ca/lp/flights/buf/mco/buffalo-to-orlando) - [Flights from Ottawa (YOW) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yow/mco/ottawa-to-orlando) - [Flights from Montreal (YUL) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yul/mco/montreal-to-orlando) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Isleworth Golf and Country Club](https://www.expedia.ca/Isleworth-Golf-And-Country-Club-Orlando.d6091123.Vacation-Attraction) - [Lake Butler](https://www.expedia.ca/Lake-Butler-Florida.d6361045.Vacation-Attraction) - [Metrowest Golf Club](https://www.expedia.ca/MetroWest-Golf-Club-Metro-West.d6151765.Vacation-Attraction) - [Orlando Vacations](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides) - [The Wizarding World of Harry PotterTM](https://www.expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Florida-Center.d6277909.Vacation-Attraction) - [Universal Orlando Resort](https://www.expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) - [Universal Studios Florida](https://www.expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) - [Universal’s Islands of Adventure](https://www.expedia.ca/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Vacation-Attraction) - [Universal’s Volcano Bay](https://www.expedia.ca/Universals-Volcano-Bay-Florida-Center.d553248633507645899.Vacation-Attraction) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rentals near Orlando](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide) - [Car rentals near The Wizarding World of Harry PotterTM](https://www.expedia.ca/Car-Rentals-In-The-Wizarding-World-Of-Harry-PotterTM.d6277909.Car-Rental-Guide) - [Car rentals near Universal Orlando Resort](https://www.expedia.ca/Car-Rentals-In-Universal-Orlando-Resort.d6347698.Car-Rental-Guide) - [Car rentals near Universal Studios Florida](https://www.expedia.ca/Car-Rentals-In-Universal-Studios-Florida.d6049239.Car-Rental-Guide) - [Car rentals near Universal’s Islands of Adventure](https://www.expedia.ca/Car-Rentals-In-Universals-Islands-Of-Adventure.d6068693.Car-Rental-Guide) - [Minivan Car Rentals near Universal Orlando Resort](https://www.expedia.ca/Minivan-Car-Rentals-In-Universal-Orlando-Resort.d6347698-tMinivan.Car-Rental-Guide-Class) - [Pickup Car Rentals near Universal Orlando Resort](https://www.expedia.ca/Pickup-Car-Rentals-In-Universal-Orlando-Resort.d6347698-tPickup.Car-Rental-Guide-Class) - [Sports Car Car Rentals near Universal’s Islands of Adventure](https://www.expedia.ca/Sportscar-Car-Rentals-In-Universals-Islands-Of-Adventure.d6068693-tSportscar.Car-Rental-Guide-Class) - [Things to do in Orlando](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities) - [Book 5 Star Hotels in Windermere on Expedia.com](https://www.expedia.com/5Star-Windermere-Hotels.s50-0-d6085091.Travel-Guide-Filter-Hotels)