Title: Book the Best Hotels with BARS in Historic Downtown Kissimmee in 2026 | 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_HistoricDowntownKissimmee_800089_04](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/800089/8e7bf26c-0611-47cb-b22d-aa4a7ff10dda.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Hotels with Bar ## Our top choices for Historic Downtown Kissimmee hotels with a bar ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/e1b28117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/9705bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) Kissimmee 9.4/10 Exceptional (2,609 reviews) "amazing place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) caleb CA $74 CA $138 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/610000/602500/602438/6e747633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/610000/602500/602438/88d5929a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/610000/602500/602438/db013e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/610000/602500/602438/w4092h2304x0y0-96ce123f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Pop Century Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-Pop-Century-Resort.h602438.Hotel-Information) Bay Lake 9.0/10 Wonderful (1,009 reviews) "Perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) victoria [](https://www.expedia.ca/Orlando-Hotels-Disneys-Pop-Century-Resort.h602438.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/063f8be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/f636c443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/0f5fda37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/9f3b5519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All Star Sports Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) Lake Buena Vista 8.6/10 Excellent (1,000 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvaro [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed, Pool View](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/034de12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/ed3e2ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/3d0051dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Royale Orlando [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) Orlando 9.2/10 Wonderful (4,689 reviews) "Great resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel CA $171 CA $251 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/05cb2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/fab2d3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/32572eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (2 Queenbed & 1 Sofabed)](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/5cf2d29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Orlando International Drive [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) International Drive District 9.4/10 Exceptional (1,504 reviews) "Great place to stay and great amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darshan CA $167 CA $188 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/abbcc72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/6214f96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eba0fe5c.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/edfdae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) Orlando 9.4/10 Exceptional (4,465 reviews) "Very nice place to stay with family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anick CA $166 CA $187 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Outdoor pool, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/0f12768a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/882d3cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/c2c15966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/c939bf2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Orlando - Lake Buena Vista by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) Orlando 8.4/10 Very good (3,708 reviews) "Very nice staff ,clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $97 CA $155 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) ![4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/w4000h2662x0y0-7b7256af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/d8c159ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/48c854e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/bb132b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Grande Vista [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) Orlando 9.0/10 Wonderful (3,857 reviews) "Great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lina CA $174 CA $196 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/300/256/1c4f2ee5.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/300/256/d78981ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Orlando Celebration [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) Kissimmee 8.2/10 Very good (2,634 reviews) "Staff was very helpful and friendly. Loved our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey CA $104 CA $157 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/24000/23965/698d5998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24000/23965/b2867366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/24000/23965/d48d63cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/24000/23965/w5616h3741x0y0-9981df3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Orlando/Lake Buena Vista [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Place-OrlandoLake-Buena-Vista.h23965.Hotel-Information) Orlando 8.4/10 Very good (1,479 reviews) "Nice hotel, fast check-in love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yuberka CA $129 CA $145 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Place-OrlandoLake-Buena-Vista.h23965.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=2026-02-19&endDate=2026-02-20®ionId=800089&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown Kissimmee Hotel Reviews ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Very good value. Great location. " [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Clear. Customer service. Transportation convenience " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Staff was very good " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was spotless" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Great cookies handed out during check in " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "The condo was clean. The staff was friendly. The beds were comfortable and the coffee bar was great. Thank you so much." [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Very quick and early check in, allowed late check out, clean rooms, gorgeous landscape " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg) ### Orlando International Drive North Hotel 10/10 Excellent "Staff were super friendly, especially the man at the front desk! Room was clean, no smell. Highly recommend. " [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "The room was wonderful, and the view was nice. I’d give it 4.75 stars—only because of noise. It’s not the hotel’s fault. They have quiet signs posted. I could hear the people next door and people walking down the hall on and off all night. That’s not really fixable, but it did wake me a few times. I was just surrounded by really loud people. The staff were helpful and friendly. Really amazing. The food was very good. The ease of being able to walk right into the airport was wonderful. " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Historic Downtown Kissimmee? ### What are the best hotels with bars in Historic Downtown Kissimmee? ### What is there to do in Historic Downtown Kissimmee? ### How can I get to Historic Downtown Kissimmee and around the area? ## 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) - 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