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 ![](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 West Kissimmee Historic Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&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=553248633938969416&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top West Kissimmee Historic Hotels ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/0f7bc4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a9db2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e71c9e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Tinkerbells Castle 2\* Private Pool & Spa Overlooking Lake & Disney Fire Works kissimmee 9.4/10 Exceptional (77) "The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrianne T. CA $209 CA $606 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.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) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/3962225b.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 (107) "The location can’t be beat and the condo was great. The owner was extremely helpful and attentive. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leila P. CA $162 CA $519 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Orlando-Hotels-Only-15-Miles-TO-Disney-World.h34580812.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3cdad71b.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) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works Kissimmee 9.6/10 Exceptional (134) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. CA $241 CA $647 total includes taxes & fees Nov 6 - Nov 7 [](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/60000000/59440000/59438100/59438031/66abb8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/79c15f83.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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristina F. CA $381 CA $1,149 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-7613-Villa-8BD-Private-PoolSpa-Game-Near-Disney.h59438031.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) ![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) ![8 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59190000/59188000/59187939/3023edb1.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason P. CA $390 CA $1,150 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Orlando-Hotels-7541-Huge-8BD-Home-POOLSpa-GameMovie-Room.h59187939.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/3681ea81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f0d9f0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/3ac40bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/c2391329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel International Drive District 8.8/10 Excellent (567) "Very nice staff at check-in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry CA $129 CA $145 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.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) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.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) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/575efd8d.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 (3728) "Clean rooms , kids friendly , pools for all ages " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bashar CA $87 CA $126 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/9b318259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/13a973e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/72d227b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/099409e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn International International Drive District 8.4/10 Very good (5852) "Great value and convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $100 CA $113 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-International.h11308.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) ![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) ![Interior](https://images.trvl-media.com/lodging/49000000/48210000/48209200/48209200/d72f68de.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 (42) "The location was great for us, overall a decent stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela T. CA $113 CA $366 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/St-Cloud-Hotels-Private-Home-And-Entrance.h48209200.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/a245dc4d.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) ![Exterior](https://images.trvl-media.com/lodging/60000000/59300000/59293900/59293823/dc1109ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Orlando Downtown Downtown Orlando 9.2/10 Wonderful (1059) "Clean hotel fun vibe " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Milana CA $250 CA $281 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-AC-Hotel-By-Marriott-Orlando-Downtown.h59293823.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=2025-11-13&endDate=2025-11-14®ionId=553248633938969416&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top West Kissimmee Hotel Reviews ![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 "The property was more than we expected and the stay was amazing! We loved everything about the place, and the ad doesn’t do it justice. " [](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 "We didn’t have breakfast here we cooked instead. However it’s always a pleasure to stay here. My family and I have been going here since I was a child, although it was called something different up until a few years ago it’s always a pleasure. The staff is very friendly and attentive, they always make you feel like you’re at home. We go at least once a year and we will continue to go as long as the service stays the same. ❤️" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![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 "Clean by see" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.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 "Excellent customer service " [](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 "It was very close to the Disney parks, in a great food and shopping district aswell. Rooms were clean and it was a quiet area. " [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.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 "The hotel was located in a good place, it was easy to move around, sometime there was traffic due to some rush hours but apart from that everything was good" [](https://expedia.ca/Orlando-Hotels-Quality-Inn-Suites-By-The-Parks.h18866.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Calabria](https://www.expedia.ca/Calabria-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976470443-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Calabria](https://www.expedia.ca/Calabria-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635976470443-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Calabria](https://www.expedia.ca/Calabria-Orlando-Hotels-Boutique-Hotel.0-n553248635976470443-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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