Title: TOP Historic Hotels in Kissimmee, FL for 2026 | Expedia.co.uk [Kissimmee Travel Guide](https://expedia.co.uk/Kissimmee.dx7927)[Hotels in Kissimmee](https://expedia.co.uk/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[Holiday Rentals in Kissimmee](https://expedia.co.uk/Kissimmee-Holiday-Rentals.d7927.Travel-Guide-HolidayRentals)[Flights to Kissimmee](https://expedia.co.uk/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[Things to do in Kissimmee](https://expedia.co.uk/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)[Kissimmee Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kissimmee.d7927.Car-Hire-Guide)[Kissimmee Holidays](https://expedia.co.uk/Kissimmee.d7927.Holidays-City-Breaks) ![Moment Open](https://images.trvl-media.com/place/7927/b63b8a82-d8e7-4936-9033-5b5daf0dfa65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Kissimmee - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Historic Hotels Tonight [27 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Dec - 29 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee historic hotels ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/800/702/74ea6ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Accessible, Kitchenette | Private kitchenette | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/10000/800/702/38c9c0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/800/702/7b6f0287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LED TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/800/702/43789e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home 1 Suites Extended Stay - Kissimmee [](https://www.expedia.co.uk/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information) Kissimmee 6.6/10 (1007) "Nice place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa [](https://www.expedia.co.uk/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/cb9f118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/edce8239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/8587f7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/91230f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR/2BA Getaway – 7 Miles from Orlando Parks [](https://www.expedia.co.uk/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) Kissimmee 10/10 Exceptional (1) "We had a wonderful time at this condo. Very clean a bit outdated with a few things that could improve but the overall experience at this condo was very good. It is a lot bigger then seen in photos both bedrooms are fairly big and nice big walk in closet in both rooms and two full bathrooms and. Laundry in suite was an excellent addition and convenient will definitely returning in the future ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica R. £163 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) ![Smart TV, video games, DVD player, table football](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e1b49758.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) ### \*Tinkerbells Castle 2\* Private Pool & Spa Overlooking Lake & Disney Fire Works [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information) 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. £326 includes taxes & fees 8 Jan - 9 Jan 2026 [](https://www.expedia.co.uk/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) ![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/35000000/34590000/34580900/34580812/3962225b.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! [](https://www.expedia.co.uk/Orlando-Hotels-Price-Drop-4BD-3bth-15-Miles-TO-Disney.h34580812.Hotel-Information) Kissimmee 9.6/10 Exceptional (113) "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. £308 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Price-Drop-4BD-3bth-15-Miles-TO-Disney.h34580812.Hotel-Information) ![Smart TV, DVD player, table football, 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, table football, books](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/cb82f442.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) ### \*Tinkerbells Castle 1\* Private Pool & Spa Overlooking Lake & Disney Fire Works [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) Kissimmee 9.6/10 Exceptional (135) "Communication was great! We used the spa every night after the parks. Perfect way to relax after all that walking! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jude E. £466 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/b8feaeef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/6993d28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/0f266c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637460/a967d893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe! [](https://www.expedia.co.uk/Orlando-Hotels-Theater.h21637460.Hotel-Information) Reunion 9.2/10 Wonderful (77) "Beautiful house, 5 stars on the entire stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elmer G. £537 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Theater.h21637460.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/6293a9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/44e5bbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/57d1a91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/a574f4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!" [](https://www.expedia.co.uk/Orlando-Hotels-2-Miles-2-Disney.h33085503.Hotel-Information) Windsor Hills 9.2/10 Wonderful (194) "We had a wonderful time, the house was perfect for our needs and the kids loved it especially the playroom and the pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caryn H. £387 includes taxes & fees 17 Jan - 18 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-2-Miles-2-Disney.h33085503.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/d3d06245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/1702c9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, Netflix, DVD player](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/8bd5b9eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/d36d5bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jedi Training Camp Top Rated 5 Star Villa [](https://www.expedia.co.uk/Orlando-Hotels-Jedi-Training-Camp-Top-Rated-5-Star-Villa.h54047525.Hotel-Information) Windsor Hills 9.8/10 Exceptional (81) "The house was superb! We totally enjoyed the movie theater, super comfy reclining seats. The backyard pool was clean and the hot tub was ideal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer T. £501 includes taxes & fees 3 Jan - 4 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Jedi-Training-Camp-Top-Rated-5-Star-Villa.h54047525.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 [](https://www.expedia.co.uk/Orlando-Hotels-7613-Villa-8BD-Private-PoolSpa-Game-Near-Disney.h59438031.Hotel-Information) 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. £699 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/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) ![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) ![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 [](https://www.expedia.co.uk/Orlando-Hotels-7541-Huge-8BD-Home-POOLSpa-GameMovie-Room.h59187939.Hotel-Information) Kissimmee 8.8/10 Excellent (20) "Good location, pet friendly, large space for big family. only issue pool lights wasn't working during stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cassandra d. £701 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-7541-Huge-8BD-Home-POOLSpa-GameMovie-Room.h59187939.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.co.uk/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11®ionId=7927&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kissimmee Hotel Reviews ![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 "Staff was super nice! The rooms were super clean and nice. " [](https://expedia.co.uk/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![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 "Wonderful bargain of a place to stay if you just need a place to crash and go to the parks. I did notice a few things in my room this time I didn’t experience on my 4 other previous visits. 1\. My king bed room on the 3rd floor the sink didn’t drain well at all. There were issues with the light fixture in my bathroom. For what I paid though, I can’t really complain. Clean basic accomidations for a good price. Way better beds and pillows than a super 8\. " [](https://expedia.co.uk/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Parkway International Resort](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Good" [](https://expedia.co.uk/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "The comfortable room stood out. " [](https://expedia.co.uk/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg) ### Seasons Florida Resort 10/10 Excellent "Fine for the price" [](https://expedia.co.uk/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/25f2d8a1_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "Visiting the Gaylord Palms is nothing short of extraordinary. Every activity and corner of the premises exceeded our highest expectations—truly a high-end experience. It’s not just a place; it’s a world of safe, convenient, and secure entertainment that’s genuinely captivating. Especially at Christmas, the atmosphere is pure magic. And the restaurants—beyond incredible, each one surpassing the next. It’s a must-visit destination!" [](https://expedia.co.uk/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Está muy bueno" [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Galleria Palms Hotel](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Amazing " [](https://expedia.co.uk/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Ramada by Wyndham Hotel & Water Park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a_y.jpg) ### Ramada by Wyndham Hotel & Water Park 10/10 Excellent "Yes" [](https://expedia.co.uk/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Kissimmee? ### What's the best accommodation in Kissimmee to be near historical sites? ### How many historical hotels are located in Kissimmee? ### What are the most important historical places and other sights to visit in Kissimmee? ### What is a historic hotel like in Kissimmee? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Kissimmee have modern facilities? ## Explore a world of travel with Expedia - 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