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) ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in West Kissimmee, FL from CA $112 - ![](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 [Nov 30 - Dec 1](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-11-30&endDate=2025-12-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248633938969416&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top West Kissimmee Historic Hotels ![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) ![Dining](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/4658c592.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) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works Kissimmee 9.6/10 Exceptional (135) "The pool was great for the whole family, and everything worked and matched the listing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert S. CA $206 CA $595 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a9db2dc6.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 $210 CA $608 total includes taxes & fees Dec 1 - Dec 2 [](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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ca833898.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 (110) "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 $200 CA $569 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-Only-15-Miles-TO-Disney-World.h34580812.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/7c06199e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/da6a474e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/aebf6819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69680000/69671300/69671236/51e3af88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴 Kissimmee 9.8/10 Exceptional (18) "Great condo, all adults and had more than enough room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina R. CA $147 CA $452 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Orlando-Hotels-Making-Memories-Resort.h69671236.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) ![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) ![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) ### 7541 Huge 8BD Home - POOL&Spa - Game/Movie room Kissimmee 8.8/10 Excellent (20) "Overall it was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barry C. CA $382 CA $1,141 total includes taxes & fees Dec 1 - Dec 2 [](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) ![Interior](https://images.trvl-media.com/lodging/60000000/59440000/59438100/59438031/619d67c4.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) ### 7613 Villa -8BD Private Pool/Spa-Game- near Disney Kissimmee 8.0/10 Very good (14) "The property was great overall. The carpets are dirty but overall it was a great place. We really had fun." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larynthia W. CA $382 CA $1,141 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-7613-Villa-8BD-Private-PoolSpa-Game-Near-Disney.h59438031.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f12f0318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/00658012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/df6fb26b.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) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel International Drive District 8.8/10 Excellent (626) "Awesome hotel. And the great price is an added bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Khristo CA $99 CA $112 total includes taxes & fees Dec 7 - Dec 8 [](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/1000000/10000/4000/3916/575efd8d.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) ### Wyndham I-Drive Avanti Resort & Conference Center International Drive District 7.4/10 Good (3875) "The room was clean, the staff was friendly, the location was superb! I will definitely stay at this resort again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $87 CA $126 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/a88dc10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/7e7bd041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/de61943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/d759d205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites, International Drive by IHG International Drive District 9.0/10 Wonderful (1824) "Great for the price and location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Luke CA $109 CA $122 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Express-Suites.h2302834.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 (44) "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 $369 total includes taxes & fees Dec 3 - Dec 4 [](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=2025-12-14&endDate=2025-12-15®ionId=553248633938969416&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_553248633938969416) ## Top West Kissimmee Hotel Reviews ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Excellent " [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Close to Disney and so relaxing! Great for a down day while not at the parks. We took advantage of the pools and the bicycles with child seats!" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Great 👍 " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg) ### Westgate Vacation Villas Resort 10/10 Excellent "Staff was really nice. The room was perfect por 7 and a 2 years old kid. Safe and quiet. In front of Walmart so it was really easy to buy and cook in the room. " [](https://expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://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 "Clean and plenty of amenities" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Quality Inn & Suites By the Parks](https://images.trvl-media.com/lodging/1000000/20000/18900/18866/7474f0f7_y.jpg) ### Quality Inn & Suites By the Parks 10/10 Excellent "It’s really a wonderful stay. Pros: Room is very nice. Breakfast is really good and daily room service is excellent. Location is also excellent you will get almost everything around you. Close to all the Disney parks, Springs, Board walk Cons: There is no direct transportation available for Magic Kingdom and transportation to epcot is also not convenient for given timings." 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