Title: Book the Best HISTORIC Hotels in West Kissimmee in 2025 | Expedia.ca [West Kissimmee Travel Guide](https://expedia.ca/West-Kissimmee.dx553248633938969416)[Hotels in West Kissimmee](https://expedia.ca/West-Kissimmee-Hotels.d553248633938969416.Travel-Guide-Hotels)[Vacation Rentals in West Kissimmee](https://expedia.ca/West-Kissimmee-Vacation-Rentals.d553248633938969416.Travel-Guide-VacationRentals)[Flights to West Kissimmee](https://expedia.ca/Cheap-Flights-To-West-Kissimmee.d553248633938969416.Travel-Guide-Flights)[West Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-West-Kissimmee.d553248633938969416.Car-Rental-Guide)[West Kissimmee Vacation Packages](https://expedia.ca/West-Kissimmee.d553248633938969416.Destination-Travel-Guides) ![Orlando showing golf](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52170-Mystic-Dunes-Resort-Golf-Club.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in West Kissimmee, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on West Kissimmee Historic Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top West Kissimmee Historic Hotels ![Lounge](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/a245dc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/dc1109ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/58d1548b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/72bedce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Orlando Downtown Downtown Orlando 9.2/10 Wonderful (1037) "love staying here for concerts!" CA $212 CA $239 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Orlando-Hotels-AC-Hotel-By-Marriott-Orlando-Downtown.h59293823.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/081c4ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/b44c6a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Two Queen Beds, Accessible | Minibar](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/0287c161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/904800/904781/e86e039a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Orlando Intl Dr N International Drive District 9.2/10 Wonderful (1035) "Great place!!" CA $116 CA $130 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-International-Drive-North.h904781.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/1fbd324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/d5745363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham I-Drive Avanti Resort & Conference Center International Drive District 7.4/10 Good (3686) "Great place with comfy beds" CA $77 CA $115 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/1726442e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/cb82f442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/4658c592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3ef6b534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works Kissimmee 9.6/10 Exceptional (129) "Our family of 5 stayed here (all 18) and it was perfect. Close to Disney which was nice. Pool and jacuzzi were utilized a lot in our short stay. " CA $230 CA $624 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ddfe41e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ca833898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/027523c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/d1fae451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY! Kissimmee 9.6/10 Exceptional (106) "Everything was great clean space great location " CA $187 CA $550 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Orlando-Hotels-Only-15-Miles-TO-Disney-World.h34580812.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59190000/59188000/59187939/560801d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/60000000/59190000/59188000/59187939/88f94b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59190000/59188000/59187939/8cf10942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59190000/59188000/59187939/40d8c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7541 Huge 8BD Home - POOL&Spa - Game/Movie room Kissimmee 8.8/10 Excellent (20) "Most Games in game room did not work, remote batteries for game room AC were dead, otherwise, enjoyed the stay. Thank you" CA $433 CA $1,218 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Orlando-Hotels-7541-Huge-8BD-Home-POOLSpa-GameMovie-Room.h59187939.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/66abb8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/3787fe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/a5be75af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/619d67c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7613 Villa -8BD Private Pool/Spa-Game- near Disney Kissimmee 8.0/10 Very good (14) "We had a great time staying at this house with the family. Cousins got to play in the pool and the game room which was super fun. Easy access to Disney parks." CA $441 CA $1,226 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Orlando-Hotels-7613-Villa-8BD-Private-PoolSpa-Game-Near-Disney.h59438031.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28840000/28840000/28839918/705dfb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28840000/28840000/28839918/b6ee01ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28840000/28840000/28839918/71c68535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/29000000/28840000/28840000/28839918/41b9e9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### large 6/4 home, free pool heat, 3 miles to Disney Windsor Hills 9.4/10 Exceptional (120) "Very good and comfortable place, perfect for family " CA $312 CA $907 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-6-Bedroom-And-Private-Pool-Open-For-Reservation.h28839918.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/97f7ebe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/f64474a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, Netflix, DVD player](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/52cfbd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/cd0a9258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jedi Training Camp Top Rated 5 Star Villa Windsor Hills 9.8/10 Exceptional (79) "Celebrated my sons first birthday with family. We enjoyed our stay. Would definitely stay again!" CA $648 CA $1,162 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Jedi-Training-Camp-Top-Rated-5-Star-Villa.h54047525.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/032bbd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/f2269175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/70379225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/25b58a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking St. Cloud 9.2/10 Wonderful (39) "The location was great for us, overall a decent stay. " CA $113 CA $368 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/St-Cloud-Hotels-Private-Home-And-Entrance.h48209200.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=2025-10-12&endDate=2025-10-13®ionId=553248633938969416&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top West Kissimmee Hotel Reviews ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "We like that it was big enough for all of us. Was able to cook dinner . We as a family enjoyed it It was hot , the ac unit still didnt cool the place down . " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Great " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Clean" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Quality Inn & Suites By the Parks](//images.trvl-media.com/lodging/1000000/20000/18900/18866/7474f0f7_y.jpg) ### Quality Inn & Suites By the Parks 10/10 Excellent "Everything was extremely clean. Breakfast was very good. Conveniently located to all Disney parks." [](https://expedia.ca/Orlando-Hotels-Quality-Inn-Suites-By-The-Parks.h18866.Hotel-Information) ![Westgate Vacation Villas Resort](//images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg) ### Westgate Vacation Villas Resort 10/10 Excellent "Quiet location, if you need snacks or drinks there's a Walmart very close and convenient. All rooms have refrigerator so saves you some money and not too far away from great restaurants and Disney Parks" [](https://expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) ![Destiny Palms Hotel Maingate West](//images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "This property is older but always clean. We’ve been staying here for years. 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