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 [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-14&endDate=2025-11-16&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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/d4007ea1.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) ![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 9.2/10 Wonderful (1001) "Everything was great especially the pools and activities the property does everyday" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eleni [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/112efcbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Cypress Palms Kissimmee 9.0/10 Wonderful (1832) "Clean room, friendly staff. The hotel was close to the airport and Disney world. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Agustina [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Cypress-Palms.h456398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/9a3ee41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/b44ae4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/18e7f569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/f348d872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Star Island Kissimmee 8.2/10 Very good (446) "The resort was exceptionally beautiful, clean, secure and well kept. The two-bedroom accommodation was updated with elegant fixtures, first-class furnishings and conveniences. I was very impressed with the adjoining suite with its own living room and mini kitchen." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Star-Island.h15835606.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/50219bf2.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) ![Garden](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/5f461ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/89e57483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Orlando - Kingstown Reef International Drive District 9.2/10 Wonderful (539) "Excellent hotel! Very clean property! Great location! The staff was nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](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) ![Condo, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/7629d267.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) ### WorldMark Reunion Reunion 9.4/10 Exceptional (592) "Beautiful property with lots to do. Easy access to main roads. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach [](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 (619) "We enjoyed our stay here, the apartment was clean and had plenty room. Having a washer to wash clothes was handy and had everything we needed for our few days in Orlando. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Valerie [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Orlando-International.h55781.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=2025-11-18&endDate=2025-11-19®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 ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Excellent property, one of my favourites. Gym just needs 24 hours access as you can't really attend when it's during park hours." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Great hotel for a great price!!" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.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 "Staff! 👍" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![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 "The room we were in smelled like sour baby milk. The previous guest may have spilled milk but housekeeping did come back to evaluate." [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 "My family and I really enjoyed our stay. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](//images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "Beautiful area. Easy parking. Easy access to restaurants. Needs some updating. Staff friendly and helpful. " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Clean room, nice updates, need better pillows" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "All good" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "airport shuttle was easy to use and convenient. Good walking distance for food. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.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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