Title: Book the Best Kissimmee Ski Hotels in 2026 from CA $439 | Expedia.ca [Kissimmee Travel Guide](https://expedia.ca/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Vacation Rentals in Kissimmee](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[Kissimmee Vacation Packages](https://expedia.ca/Kissimmee.d7927.Destination-Travel-Guides) ![Moment Open](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Kissimmee Ski Hotels Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7927&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee ski hotels ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29490000/29485200/29485170/5070bc25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29490000/29485200/29485170/69e3d324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/30000000/29490000/29485200/29485170/6063b002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29485200/29485170/5bc761d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Vacation-Home-Private-Pool-Minutes-To-Disney-And-Universal.h29485170.Hotel-Information) Kissimmee 9.8/10 Exceptional (162 reviews) "Very clean, well maintained home in a quiet neighborhood. Definitely plan to stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica R. CA $134 CA $442 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Vacation-Home-Private-Pool-Minutes-To-Disney-And-Universal.h29485170.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/c76ba063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/cc517c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/e093ed20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/w1599h1066x1y1-e6f5932e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) Lake Weldona 10/10 Exceptional (50 reviews) "Great place to stay and explore other no-theme park areas of Orlando. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla CA $193 CA $475 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/3ab895ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/53c4419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/08ba17bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056029/e6748c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unforgettable 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney! [](https://www.expedia.ca/Orlando-Hotels-Peaceful-8-Bedroom-House-With-AC-In-Lovely-Davenport.h119056029.Hotel-Information) Champions Gate 10/10 Exceptional (1 review) "We loved the house! It's perfect for who is travelling with teens and kids. The pool, the game room, everything was spotless! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pietra A. CA $151 CA $857 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Orlando-Hotels-Peaceful-8-Bedroom-House-With-AC-In-Lovely-Davenport.h119056029.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/b0b2ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/1ef542cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/ce218c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/358da4b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WINTER DEALS JAN 21-28, FEB 9-12 127+N LOVELY 2.5 BDRS HIGHRISE LAKEFRONT CONDO [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) Orlando 9.6/10 Exceptional (181 reviews) "The location is very close to the Disney parks and in walking distance to food and COFFEE!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janice b. CA $167 CA $453 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/fd39f428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/cd98e4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/f205be31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/120000000/119060000/119056100/119056024/4997a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney! [](https://www.expedia.ca/Orlando-Hotels-Spacious-8-Bedroom-House-In-Fabulous-Four-Corners-With-AC.h119056024.Hotel-Information) Champions Gate 8.8/10 Excellent (3 reviews) "The host was very responsive and very fast to answer all questions. Very nice home especially if you have a large family. The beds were very comfortable and the home was very clean. Highly recomend this host and this property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug B. CA $151 CA $857 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Orlando-Hotels-Spacious-8-Bedroom-House-In-Fabulous-Four-Corners-With-AC.h119056024.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/a3382cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/dfcfc23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/9d092264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60040000/60034000/60033919/11783d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with a pool/spa - close to Disney! [](https://www.expedia.ca/Orlando-Hotels-Villa-With-A-Poolspa-Close-To-Disney.h60033919.Hotel-Information) Davenport 9.6/10 Exceptional (105 reviews) "Perfect for a large family group. Second year we stayed there ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherrie S. CA $192 CA $1,024 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Orlando-Hotels-Villa-With-A-Poolspa-Close-To-Disney.h60033919.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/094a1bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/e14dd93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/6d7ee561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/18afbda5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand new town home 3/2 5 beds in champion gates Florida [](https://www.expedia.ca/Orlando-Hotels-Brand-New-Town-Home-32-5-Beds-In-Champion-Gates-Florida.h120048490.Hotel-Information) Kissimmee 9.0/10 Wonderful (2 reviews) "The host was very nice. The amenities were good, nice townhome, however, there were a couple of things I think could be better. For instance, in the bathrooms there were no bathmats so one had to get out with wet feet and be careful not to fall; in the master bedroom the blinds had three missing ones and with the bed facing the screen door, the sunlight shines in your face. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea W. CA $138 CA $439 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Brand-New-Town-Home-32-5-Beds-In-Champion-Gates-Florida.h120048490.Hotel-Information) ![House, Accessible](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977685/ad196a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977685/dc4b93e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977685/52215756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977685/c954c008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sumner Lake Tiny House - Lake Sumner [](https://www.expedia.ca/Clermont-Hotels-Sumner-Lake-Tiny-House-Lake-Sumner.h100977685.Hotel-Information) Clermont 10/10 Exceptional (1 review) CA $323 CA $550 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Clermont-Hotels-Sumner-Lake-Tiny-House-Lake-Sumner.h100977685.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/19fda155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19940000/19938600/19938534/w1678h1066x121y14-5b7da038.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) ![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 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-5Executive-3Br-Villa-Vista-CayPool-Enhanced-Cleaning.h19938534.Hotel-Information) Orlando 9.6/10 Exceptional (44 reviews) "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 $287 CA $1,241 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Orlando-Hotels-Luxurious-5Executive-3Br-Villa-Vista-CayPool-Enhanced-Cleaning.h19938534.Hotel-Information) ![Smart TV, video games, foosball, offices](https://images.trvl-media.com/lodging/91000000/90090000/90088700/90088606/bec043a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90090000/90088700/90088606/c44ebbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90090000/90088700/90088606/3462a8fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90088700/90088606/a7e24ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed Suite, Fireside Hot Tub, Gameroom [](https://www.expedia.ca/Auburndale-Hotels-King-Bed-Suite.h90088606.Hotel-Information) Auburndale 10/10 Exceptional (2 reviews) "Clean, nice house, great amenities. I’d stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason C. CA $391 CA $829 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Auburndale-Hotels-King-Bed-Suite.h90088606.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01®ionId=7927&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at ski hotels in Kissimmee Spa Family-friendly Hot tub ## Top Kissimmee Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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