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) ![](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__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 [31 Mar - 1 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-03-31&endDate=2026-04-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [1 Apr - 2 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-04-01&endDate=2026-04-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7927&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kissimmee historic hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/3cdad71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33650000/33648300/33648289/f2307ae5.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) ### \*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 (143 reviews) "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. £323 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-1-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33648289.Hotel-Information) ![4 bedrooms, memory-foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/abab03f5.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) ![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) ![Interior](https://images.trvl-media.com/lodging/35000000/34590000/34580900/34580812/ed31fe65.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 (119 reviews) "Very comfortable stay for our day at Epcot. It was a quick, easy Uber ride to the park. The home was very clean and comfortable. The host was very nice and responsive. I will stay here again for our next Disney adventure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharlene G. £291 includes taxes & fees 28 Apr - 29 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Price-Drop-4BD-3bth-15-Miles-TO-Disney.h34580812.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) ![Smart TV, video games, DVD player, table football](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e71c9e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/16122c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/174077ee.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 (80 reviews) "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. £321 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information) ![Sports court](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/7da7d731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/280931b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/d535217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33740900/33740892/0d17e385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks! [](https://www.expedia.co.uk/Orlando-Hotels-Huge-7-BDRM.h33740892.Hotel-Information) Kissimmee 9.0/10 Wonderful (63 reviews) "Property was well kept and it was a quiet safe neighborhood with a beautiful pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda D. [](https://www.expedia.co.uk/Orlando-Hotels-Huge-7-BDRM.h33740892.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/fab834c8.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) ![Dining](https://images.trvl-media.com/lodging/55000000/54050000/54047600/54047525/d8354c5d.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 (84 reviews) "The first time we stayed 2 years ago was amazing very clean beautiful couldn't wait to stay again. This time was disappointing wasn't clean very well the appliances need to be fix,and cleaned found a bug in the kitchen after reaching out all we was told the bug man would be there the next week. We won't be staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brad s. £590 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Jedi-Training-Camp-Top-Rated-5-Star-Villa.h54047525.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) ![Exterior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/36f436df.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) ![Interior](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/w1280h898x0y0-41a9741d.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 7.0/10 Good (4 reviews) "The unit could use some additional cutlery and kitchenware- as well, the master bed mattress should be upgraded. Thanks" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dennis E. £295 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105477/340c57e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105477/338e7b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105477/dd704a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105477/fd737970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Adv 5 Star Villa Movie Room Arcade Pool and More [](https://www.expedia.co.uk/Orlando-Hotels-MAGICAL-ADV-5-STAR-VILLA-FIREWORKS-POOL-And-MORE.h38105477.Hotel-Information) Windsor Hills 9.2/10 Wonderful (15 reviews) "Everything was excellent! A wonderful family trip !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn M. [](https://www.expedia.co.uk/Orlando-Hotels-MAGICAL-ADV-5-STAR-VILLA-FIREWORKS-POOL-And-MORE.h38105477.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/e093ed20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake [](https://www.expedia.co.uk/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) Lake Weldona 10/10 Exceptional (59 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 £280 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37280000/37277500/37277434/608b2012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/38000000/37280000/37277500/37277434/6fd033a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37280000/37277500/37277434/b7b40810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37280000/37277500/37277434/e4494fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LUXURY 2 Bedroom Condo at Highrise Resort Walking distance to UNIVERSAL [](https://www.expedia.co.uk/Orlando-Hotels-LUXURY-2-Bedroom-Condo-At-Highrise-Resort-Walking-Distance-To-UNIVERSAL.h37277434.Hotel-Information) International Drive District 9.4/10 Exceptional (69 reviews) "Beautiful property with comfy beds! Great place to relax after a busy park day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany D. [](https://www.expedia.co.uk/Orlando-Hotels-LUXURY-2-Bedroom-Condo-At-Highrise-Resort-Walking-Distance-To-UNIVERSAL.h37277434.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/58f022da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/307dafb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/eb562748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/50000000/49260000/49256800/49256791/efe1993e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large, beautiful, very comfortable one bedroom on small lake [](https://www.expedia.co.uk/Orlando-Hotels-Cute-One-Bedroom-On-Small-Lake.h49256791.Hotel-Information) Lake Weldona 10/10 Exceptional (64 reviews) "Love the location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jolyn W. £255 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Orlando-Hotels-Cute-One-Bedroom-On-Small-Lake.h49256791.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=2026-04-14&endDate=2026-04-15®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 "Very nice stay" [](https://expedia.co.uk/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1_y.jpg) ### Vacation Village Orlando, Celebration 8/10 Good "Only stayed two nights while visiting family in the area. Didn't use amenities this time, but have stayed at Vacation Village before and the suites are well-equipped and the property is very nice -- pools, activities, nature areas to walk." [](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/c5ff34ca_y.jpg) ### Seasons Florida Resort 10/10 Excellent "Typical motel style establishment, we stayed one night before a morning flight home, was great for that, clean, check in staff was super friendly, lots of great communication prior to stay, I would totally recommend this for a night stay (or a few)" [](https://expedia.co.uk/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Pools were great but crowded during spring break " [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/1c4f2ee5_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "Didn’t eat breakfast but the bar options were pretty good " [](https://expedia.co.uk/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Gaylord Palms Resort & Convention Center](https://images.trvl-media.com/lodging/1000000/810000/807800/807800/a3be6e9e_y.jpg) ### Gaylord Palms Resort & Convention Center 10/10 Excellent "...THE GAYLORD PALMS RESORT is our favorite place to stay for a few days while visiting Orlando -- the resort is best in class - fully remodeled. As you enter the grand space of the atrium you are transported to a lush garden experience, the room decor is beautiful, the pools and grounds are the best, the restaurant offerings are exceptional and the hospitality of the staff is wonderful... We will be back soon. " [](https://expedia.co.uk/Orlando-Hotels-Gaylord-Palms-Resort-Convention-Center.h807800.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 8/10 Good "It was a great experience. Thank you " [](https://expedia.co.uk/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/c67467aa_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "Clean room, friendly staff, best continental breakfast. Beds were comfy, good for kids too." [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "I recommend it. Very good location. Attentive staff." [](https://expedia.co.uk/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.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 - Accommodation - Flights - Packages - Cars - More ways to book - [Gay-Friendly Hotels in Celebration ](https://www.expedia.co.uk/Celebration-Hotels-Gay-Friendly-Hotel.0-0-d602896-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Breakfast in Celebration ](https://www.expedia.co.uk/Celebration-Hotels-Hotel-With-Breakfast.0-0-d602896-thotelwithbreakfast.Travel-Guide-Filter-Hotels) - 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