Title: Book the Best ROMANTIC Hotels in Historic Downtown Kissimmee, Orlando from CA $91 - Historic Downtown Kissimmee Romantic Getaways | 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 Romantic Hotels in Historic Downtown Kissimmee, Orlando from CA $91 - ![](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 availability on Historic Downtown Kissimmee Romantic Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=800089&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next 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&travelerType=romantic) In two weeks [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&travelerType=romantic) ## Top Historic Downtown Kissimmee Romantic Hotels ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eadb38ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek Orlando 9.4/10 Exceptional (4122) "Always a great experience when we stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marla CA $150 CA $169 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/300/256/3f8d041d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/300/256/bc930ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/300/256/5ad1c27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Orlando Celebration Kissimmee 8.2/10 Very good (2401) "It was a very great vacation stay and close to all the parks i was visiting for my vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $74 CA $124 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/6be4ba41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/ec5c4036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/2d27f9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/49000000/48550000/48542100/48542054/59b49068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Orlando Lake Buena Vista Orlando 8.8/10 Excellent (1835) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $98 CA $110 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Aloft-Orlando-Lake-Buena-Vista.h48542054.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/925df5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Larger Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/w3836h2561x4y0-4e4ef6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/d087c6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando International Drive District 9.2/10 Wonderful (1820) "Great hotel, probably the nicest/cleanest I’ve stayed at in Orlando, will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $178 CA $277 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/46c74ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/c5a5836c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/63917586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Orlando Airport Airport North 8.8/10 Excellent (1995) "Excellent hotel for relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lind M CA $137 CA $154 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/52b0791d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/015972bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/422c01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avanti International Resort International Drive District 7.8/10 Good (4190) "The Best ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oscar CA $87 CA $127 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/753a80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/d639070d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/w3838h2560x0y0-b722e83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Orlando Convention Center Area, FL International Drive District 9.0/10 Wonderful (3508) "Great stay with activities for the whole family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmelita CA $114 CA $128 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![In-room safe, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/07b4d960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/c2072d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/f253be82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Lakeside Hotel Kissimmee 8.2/10 Very good (5140) "We love staying here at Palazzo and enjoying family time when coming into Orlando. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SYNDIA CA $43 CA $96 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/cd8ac057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch flat-screen TV with cable channels, TV, video-game console](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/26002af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/28bb05b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/1f08dd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Suites Orlando Airport Airport North 8.6/10 Excellent (1932) "Ideal location to airport and staff extremely friendly and helpful" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alan CA $124 CA $139 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Suites-Orlando-Airport.h8433.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/18b2638a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/b3c4c63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/d896fc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/3900/3858/b242dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Hotel & Water Park Kissimmee 7.2/10 Good (1526) "Excellent staff and service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARITZA CA $45 CA $91 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Flamingo-Waterpark-Resort.h3858.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=2025-11-16&endDate=2025-11-17®ionId=800089&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Kissimmee Hotel Reviews ![Holiday Inn Resort Orlando - Lake Buena Vista by IHG](//images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f_y.jpg) ### Holiday Inn Resort Orlando - Lake Buena Vista by IHG 10/10 Excellent "Everything was wonderful. Staff was kind and caring, the place was clean with great amenities. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.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 "Nice room. Good food. Very clean." [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Room service was excellent, room was clean and the view was amazing. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.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 "The staff was wonderful! We've been staying at this property for 20 years, never disappoints. Our home away from home when we take a quick trip to Orlando for a couple of days. Most comfortable beds in the world!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.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 "Friendly staff, clean and convenient. Great place for a family stay!" [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.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 "Everything was what I expected. Staff was extremely courteous and helpful. " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.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 "Nice stay will book again " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.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 "Access " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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 "good" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Historic Downtown Kissimmee? > If you and your partner need a romantic vacation, we've got just the ticket. Our guests also love Historic Downtown Kissimmee for its major shopping area and sporting events. If you'd like to explore some of the area's notable sights, you might make a stop by Lake Tohopekaliga, Violet's Venom Brewery, or Monument of States. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list. ### What is there to do in Historic Downtown Kissimmee? > There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Historic Downtown Kissimmee. If you're hoping to see some of the area's cultural attractions, you'll enjoy Historic Downtown Kissimmee for its festivals, theme park, and shopping. You might think about stopping by Lake Tohopekaliga, Violet's Venom Brewery, or Monument of States while you're seeing the sights. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Casino-Hotel.0-0-d6048177-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Cheap-Hotels.0-0-d6048177-tCheapHotels.Travel-Guide-Filter-Hotels) - 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