Title: Book the Best Historic Downtown Kissimmee Hotels with FREE WIFI in 2025 | 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 with Wifi in Historic Downtown Kissimmee, FL from CA $67 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Downtown Kissimmee Hotels with Wifi Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-09-30&endDate=2025-10-01&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown Kissimmee Hotels with Wifi ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/800/702/7b6f0287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Accessible, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/1000000/10000/800/702/38c9c0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home 1 Suites Extended Stay - Kissimmee Kissimmee 6.6/10 (1020) "Everything was great " CA $82 CA $93 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Orlando-Hotels-Home-1-Suites-Extended-Stay-Kissimmee.h702.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7480000/7476500/7476449/eb2210aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/8000000/7480000/7476500/7476449/57c0fa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Superior Double | Private kitchen](https://images.trvl-media.com/lodging/8000000/7480000/7476500/7476449/0c1a3aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/8000000/7480000/7476500/7476449/bf01c5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Royal Orlando Kissimmee 8.0/10 Very good (1019) "Great accommodation for the price! " CA $78 CA $88 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Park-Royal-Orlando.h7476449.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1470000/1464500/1464403/a271743e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1470000/1464500/1464403/2920ed90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1464500/1464403/5c03bd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1464500/1464403/762d6183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Kissimmee West Kissimmee 5.8/10 (1001) "The rooms were clean and the overall Hotel was clean" [](https://www.expedia.ca/Orlando-Hotels-Days-Inn-By-Wyndham-Kissimmee-West.h1464403.Hotel-Information) ![Upgraded, Studio Suite, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/855300/855263/79d7bab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855300/855263/fcef22e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/860000/855300/855263/250d08d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/860000/855300/855263/ac61ba22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Kissimmee Kissimmee 6.0/10 (1000) "Recently renovated rooms, no issues, in an older part of town. " [](https://www.expedia.ca/Orlando-Hotels-Super-8-By-Wyndham-Kissimmee.h855263.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9160000/9151000/9150939/085557f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9160000/9151000/9150939/61d1aebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/10000000/9160000/9151000/9150939/7677d9c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9160000/9151000/9150939/cdae839b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flamingo Inn Kissimmee 5.0/10 (96) "Okay stay, always nice people. The hotel is good for the price." [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Inn.h9150939.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19100/19084/5072c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19100/19084/ec80ac3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/19100/19084/544bd05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/19100/19084/796037e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Kissimmee Hotel Kissimmee 5.6/10 (999) "Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved us to another room and card system didn’t work leak in ceiling as well. After 5 days they only cleaned room once. Also did not provide toilet paper or clean towels. Do not stay here!,," [](https://www.expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Hotel.h19084.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/613bc8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/7e2a390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/5b7d332d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430192/4c856821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Inn Kissimmee 4.6/10 (827) "Ronald is the best. Property sucks." CA $40 CA $67 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Ambassador-Inn.h1430192.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11740000/11739500/11739425/423f4e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11740000/11739500/11739425/b01d4c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer](https://images.trvl-media.com/lodging/12000000/11740000/11739500/11739425/084fa18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11740000/11739500/11739425/0b7811b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Budget Inn East Kissimmee 7.6/10 Good (197) "We only stayed one night but the rooms were spacious and the beds were comfortable. Definitely would stay here again. They were also gracious enough to give us a late checkout as we checked in really late. " CA $98 CA $111 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Budget-Inn-East.h11739425.Hotel-Information) ![Condo, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18970000/18963100/18963040/f4637b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/19000000/18970000/18963100/18963040/1250e672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18970000/18963100/18963040/8f44f04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18970000/18963100/18963040/77d84660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freedom FL Condos of Kissimmee Kissimmee 6.8/10 (23) "I love everything. " [](https://www.expedia.ca/Orlando-Hotels-Freedom-FL-Condos-Of-Kissimmee.h18963040.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/e1d103de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/f1b84b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Queen Bed | View from room](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/3a8d5d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/43fcfff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapp and Kappy B&B Historic Downtown Kissimmee 9.8/10 Exceptional (123) "It was perfect for us. The hosts were very friendly and accommodating. They just opened a brewery downtown that we were able to walk to, and we had a great time there as well. Overall a great B&B." CA $237 CA $270 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Orlando-Hotels-Kapp-And-Kappy-BB.h19536372.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=2025-10-14&endDate=2025-10-15®ionId=800089&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## 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 "My partner and I have been staying at Cabana Bay every year for the past 5 years. As usual, the rooms were clean, the staff was great ( especially Kharia at the front desk), and it was really convenient for all of our theme park days." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "I love I go back closed " [](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 "Awesome 💯" [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.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 "Very convenient and easy to shuttle or use ride apps " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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 "Room was perfect. Property is huge so a little confusing to get to the building at night. But I would definitely stay here again!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Got upgraded to one of the timeshare apartments and lived in LUXURY for my couple day stay. Staff was very friendly and helpful. Felt very safe on the property. Rooms were beautiful and very clean I will definitely stay here again!!" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Staff is always helpful/ accommodating. Got a free room upgrade. Very quiet and family friendly " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.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 "Very pleasant experience. Room was of adequate size and as described. Room was clean and in good shape for an older building. Restaurants and Entertainment within walking distance." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Hyatt Regency Orlando International Airport](//images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "I’ve lived in Florida for many years this is the first time I stayed before a flight due to my early 6 am departure time ! Valet was easy, room was great an convenient! Bellman takes you bags to check in and an escalator down to security gave me the convenience of gaining some extra sleep so I’m not exhausted before I even leave ! Highly Recommend and from now on this will just be part of my pre vacation !" 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