Title: Hotels by Wyndham Extra Holidays in Historic Downtown Kissimmee | Expedia.ca [Historic Downtown Kissimmee Travel Guide](https://expedia.ca/Orlando-Historic-Downtown-Kissimmee.dx800089)[Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Historic Downtown Kissimmee Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-Kissimmee.d800089.Car-Rental-Guide)[Historic Downtown Kissimmee Vacations](https://expedia.ca/Historic-Downtown-Kissimmee.d800089.Destination-Travel-Guides) ![Kissimmee showing boating, rapids and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21375-Orlando.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels by Wyndham Extra Holidays in Historic Downtown Kissimmee ![](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 prices for these dates Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Kissimmee Wyndham Extra Holidays Hotels ![4 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/0bf5b968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/8c70d65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/349527fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/79163ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bonnet Creek Orlando 9.0/10 Wonderful (1014) "Great option for those looking to make the most of their Disney vacation while still looking for rest and relaxation." [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Bonnet-Creek.h1547308.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/119c5a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/112efcbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/66d55227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/385d2d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Cypress Palms Kissimmee 9.0/10 Wonderful (1822) "Nice place to stay" [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Cypress-Palms.h456398.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/04720220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LED TV with satellite channels, TV, DVD player](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/e529bf98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/7e95ac62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/2d003857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Orlando - Kingstown Reef International Drive District 9.2/10 Wonderful (531) "Excellent hotel! Very clean property! Great location! The staff was nice! " [](https://www.expedia.ca/Orlando-Hotels-WorldMark-Orlando-Kingstown-Reef.h11593315.Hotel-Information) ![10 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/4fbd0446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/adbc6d10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/5d2bdbb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/6b156d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Reunion Reunion 9.4/10 Exceptional (584) "Great place for family" [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Reunion.h4188525.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/5da16da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/a9dc94ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/2fe8c05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/158664f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Orlando International International Drive District 9.4/10 Exceptional (615) "We had a great experience " [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Orlando-International.h55781.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/138885de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom | Bathroom](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/ca03f6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/0379e4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/5bbcc085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Star Island Kissimmee 8.2/10 Very good (440) "The rooms were very clean & equipped with every little item we were going to need in the kitchen/bedrooms/bedrooms. We also had washer/dryer to leave with clean clothes from our stay. I will definitely recommend this place for a family/friend getaway. " [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Star-Island.h15835606.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=2025-10-28&endDate=2025-10-29®ionId=800089&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHistoric-Downtown-Kissimmee-Orlando-Hotels-Wyndham-Extra-Holidays.0-n800089-0--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHistoric-Downtown-Kissimmee-Orlando-Hotels-Wyndham-Extra-Holidays.0-n800089-0--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) ## Top Historic Downtown Kissimmee Hotel Reviews ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Excellent " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "It was an amazing hotel to stay at. The staff was great. The rooms were clean. They had a 24 hr. Store for food, snacks , and drinks which was convenient. I would recommend the hotel to anyone in the market for comfort and convenience." [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Very clean room. Accommodating staff and beautiful property with a lot of food and entertainment " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](//images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "." [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Everything was perfect " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Walt Disney World Dolphin](//images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg) ### Walt Disney World Dolphin 10/10 Excellent "Great service and customer relations. " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](//images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Noisy family next door with multiple small children." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![CoCo Key Hotel and Water Resort ](//images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg) ### CoCo Key Hotel and Water Resort  10/10 Excellent "Very friendly staff and budget friendly hotel with great water park and restaurants close by." [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information)  ## Find out more about Historic Downtown Kissimmee #### Visiting Historic Downtown Kissimmee in Kissimmee Historic Downtown Kissimmee is a neighborhood that people enjoy for its fun-filled waterparks. Here you'll find plenty to visit, including Kissimmee Civic Center and Monument of States. When you want to kick up your feet after a day of exploring the sights, you can choose from 37 hotels and other accommodations and in Historic Downtown Kissimmee. #### Staying in Kissimmee's Historic Downtown Kissimmee Neighborhood Here are some accommodation choices in Historic Downtown Kissimmee for you to consider: - [Townhomes by Florida Finesse Management](https://www.expedia.ca/Orlando-Hotels-Townhomes-By-Florida-Finesse-Management.h12713275.Hotel-Information): 3.5-star vacation home featuring an outdoor pool, free WiFi, and free parking. - [Staymore Extended Studios Kissimmee](https://www.expedia.ca/Orlando-Hotels-Staymore-Extended-Studios-Kissimmee.h426389.Hotel-Information): 2.5-star hotel featuring an outdoor pool, free parking, and in-room kitchenettes. - [Florida Finesse Property Management](https://www.expedia.ca/Orlando-Hotels-Florida-Finesse-Property-Management.h12584293.Hotel-Information): 3.5-star vacation home featuring an outdoor pool, free WiFi, and free parking. #### Sightseeing Around Historic Downtown Kissimmee in Kissimmee Spend some time exploring the great outdoors at Kissimmee Lakefront Park, Brinson Park, and Lake Tohopekaliga. Kissimmee Civic Center and Monument of States are some other sights worth a stop when you're in the neighborhood. Hunters Creek is a nearby neighborhood, and while you're here you can make time for a stop at Hunters Creek Golf Club. #### Getting Around Historic Downtown Kissimmee and the Greater Kissimmee Area If you want to head out of town, you can hop aboard a train at Kissimmee Station. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Kissimmee](https://www.expedia.ca/3Star-Kissimmee-Hotels.s30-0-d7927.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Kissimmee](https://www.expedia.ca/4Star-Kissimmee-Hotels.s40-0-d7927.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kissimmee](https://www.expedia.ca/5Star-Kissimmee-Hotels.s50-0-d7927.Travel-Guide-Filter-Hotels) - [Spm Resorts in Blackstone Landing](https://www.expedia.ca/Blackstone-Landing-Kissimmee-Hotels-SPM-Resorts.0-n553248635976473049-0--bSPMResorts.Travel-Guide-Filter-Hotels) - [Diamond Resorts in Chatham Park](https://www.expedia.ca/Chatham-Park-Orlando-Hotels-Diamond-Resorts.0-n553248635976472863-0--bDiamondResorts.Travel-Guide-Filter-Hotels) - 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