Title: Book the Best Windermere Ski Hotels in 2025 from CA $199 | Expedia.ca [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) # Find Ski Hotels in Windermere, FL from CA $199 ![](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 Ski Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windermere Ski Hotels ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/59c67c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/8f52277f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/f799e93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350016/c97e3a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1802 Cozy Condo 3 min Universal International Drive District 8.0/10 Very good (1) "Clean, comfortable, but compact and looking worn / tired. Price point was right." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Matthew CA $147 CA $405 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Orlando-Hotels-1802-Cozy-Condo-3-Min-Universal.h119350016.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/4a5ba30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/43726a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/1f721d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake Lake Weldona 10/10 Exceptional (49) "Super charming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $182 CA $455 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/1a034d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/724fe7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/8f0d50ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/c15cf0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DEALS 119+/N NOV 1-7, DEC 16-29 2.5 BDRS 2 BTHS 25 FT BALCONY & DISNEY FIREWORK Orlando 9.6/10 Exceptional (174) "Place was super clean, conveniently located, loved the view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) iplemons1 CA $137 CA $413 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/62ea5ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/c882a453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/119abca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/e7278a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled 3/2 condo minutes to Parks, shopping and entertainment Royal Palm Bay 9.4/10 Exceptional (44) "Property owner was very responsive to any and all questions and concerns. Location was ideal for convention center but you definitely need to leave time to deal with traffic. We stayed for volleyball tournament and had a lot of early morning games. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa J. CA $124 CA $360 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-Remodeled-32-Condo-Minutes-To-Parks.h26685198.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/e79e2dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/8f726505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/3ae79e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/aca2daef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney! Champions Gate 10/10 Exceptional (1) "My children loved the decor of the rooms. I would like to point out that the cinema room, games room, and pool area made our stay at the house so enjoyable that even thought we wanted to go to the parks, it was difficult to leave haha. I will definetely return as soon as possible. Thank you for the perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pietra A. CA $96 CA $740 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Spacious-8-Bedroom-House-In-Fabulous-Four-Corners-With-AC.h119056024.Hotel-Information) ![Studio, Accessible, Smoking](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977677/796af5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Accessible, Smoking](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977677/64a022d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Accessible, Smoking](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977677/79f7b571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Accessible, Smoking](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977677/04dbba4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room 03 - Lake Sumner Clermont 6.0/10 (2) "Office was very helpful and courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $136 CA $199 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Clermont-Hotels-Room-03-Lake-Sumner.h100977677.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/e0072752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/0f20bc2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/8e3c9be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/66971208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unforgettable 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney! Champions Gate CA $96 CA $740 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Peaceful-8-Bedroom-House-With-AC-In-Lovely-Davenport.h119056029.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6e739c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/46649cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/62e4b14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/6ec94f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 5\*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning Orlando 9.6/10 Exceptional (44) "Too short of a stay but enjoyed every moment. The rental was emaculant. The best by far since staying at Vista Cay. The owner was great. She kept in touch and up to date with each detail of our stay including our welcoming text as well as thanking us for staying at her location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vediarshar B. CA $194 CA $784 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-5Executive-3Br-Villa-Vista-CayPool-Enhanced-Cleaning.h19938534.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/1443b0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/ea7afc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis, stereo](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/e73784bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29640000/29635100/29635018/f073b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 95+/N TODAY-30, NOV 20-DEC 26 POOL LAKE FIREWORK VIEW 9:30PM LOVELY 1 BDR 2 BTHS Orlando 9.4/10 Exceptional (142) "The room was better than expected and clean. My most memorable attribute was the jetted tub! Enjoyed every minute of it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tinya K. CA $120 CA $371 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-DEAL-DEC-11-25-79N-1-BDR-2BTHS-SUITE-8-FLPOOL.h29635018.Hotel-Information) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/113000000/112260000/112258000/112257983/8121748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/113000000/112260000/112258000/112257983/c2e9f55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112260000/112258000/112257983/a05d2ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112260000/112258000/112257983/0fd3bef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4701-Lake Berkley villa- Renovated 3 bed Lake Berkley 10/10 Exceptional (1) "house was so cozy and welcoming. loved the big comfy couch and the mirrors. my daughter and i were more then comfortable for our weekend away!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alana D. CA $332 CA $734 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-4701-Lake-Berkley-Villa-Renovated-3-Bed.h112257983.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. 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