Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Book with Confidence. Price Match Guarantee.

No Hotwire Cancellation Fee

We've Saved Customers over $3.1 Billion


Hotels in Historic Downtown Kissimmee

See all 5,936 Properties in Historic Downtown Kissimmee
Oak Plantation Resort

Oak Plantation Resort

4090 Enchanted Oaks Circle, Kissimmee
    3.5 out of 5.0
     
     

    Located in Historic Downtown Kissimmee, this family-friendly Kissimmee condo building is within a 15-minute walk of Florida Technical College, 192 Flea Market, ...

    Oak Plantation Resort$122

    Oak Plantation Resort$122
    Satisfaction Orlando Resort

    Satisfaction Orlando Resort

    1500 North Thacker Ave, Kissimmee
      2.5 out of 5.0
       
       

      Located in Historic Downtown Kissimmee, this hotel is within 2 mi (3 km) of Florida Technical College, Osceola Regional Medical Center, and Osceola County Clerk ...

      Satisfaction Orlando Resort$63

      Satisfaction Orlando Resort$63
      Days Inn by Wyndham Kissimmee West

      Days Inn by Wyndham Kissimmee West

      4125 W Vine St, Kissimmee
        2.5 out of 5.0
         
         

        Located in Historic Downtown Kissimmee, this hotel is within a 10-minute walk of Shingle Creek Regional Park, 192 Flea Market, and Florida Technical College. ...

        Days Inn by Wyndham Kissimmee West$59

        Days Inn by Wyndham Kissimmee West$59
        Baymont by Wyndham Kissimmee

        Baymont by Wyndham Kissimmee

        4156 West Vine Street, Kissimmee
          2.5 out of 5.0
           
           

          This Kissimmee motel is seven miles from Walt Disney World Theme Parks and 16 miles from Orlando International Airport.

          Baymont by Wyndham Kissimmee$58

          Baymont by Wyndham Kissimmee$58
          Ambassador Inn

          Ambassador Inn

          4107 West Vine Street, Kissimmee
            2.0 out of 5.0
             
             

            Located in Historic Downtown Kissimmee, this motel is within a 10-minute walk of Shingle Creek Regional Park and Florida Technical College. 192 Flea Market and ...

            Ambassador Inn$33

            Ambassador Inn$33
            Ramada by Wyndham Kissimmee Downtown Hotel

            Ramada by Wyndham Kissimmee Downtown Hotel

            4018 West Vine Street, Kissimmee
              3.0 out of 5.0
               
               

              This family-friendly Kissimmee hotel is located near the airport, within a 15-minute walk of Florida Technical College, 192 Flea Market, and Shingle Creek Regional ...

              Ramada by Wyndham Kissimmee Downtown Hotel$80

              Ramada by Wyndham Kissimmee Downtown Hotel$80
              Golden Orchid Inn

              Golden Orchid Inn

              1620 W Vine St, Kissimmee
                2.0 out of 5.0
                 
                 

                Located in Historic Downtown Kissimmee, this motel is within 2 mi (3 km) of Osceola Regional Medical Center, Osceola County Clerk of the Court, and Florida Technical ...

                Golden Orchid Inn$80

                Golden Orchid Inn$80
                Lambert Inn

                Lambert Inn

                410 West Vine Street, Kissimmee
                  2.5 out of 5.0
                   
                   

                  Located in Historic Downtown Kissimmee, this motel is within 1 mi (2 km) of Osceola Regional Medical Center, Kissimmee Civic Center, and Kissimmee Lakefront ...

                  Lambert Inn$119

                  Lambert Inn$119
                  Freedom FL Condos of Kissimmee

                  Freedom FL Condos of Kissimmee

                  Various Addresses, Kissimmee
                    3.5 out of 5.0
                     
                     

                    These condos are located throughout the area in Kissimmee.

                    Budget Inn East

                    Budget Inn East

                    307 E. Vine St., Kissimmee
                      2.0 out of 5.0
                       
                       

                      Located in Historic Downtown Kissimmee, this motel is within 1 mi (2 km) of Osceola Regional Medical Center, Kissimmee Civic Center, and Lake Tohopekaliga. Kissimmee ...

                      Budget Inn East$60

                      Budget Inn East$60
                      Map

                      Recently Booked Hotels in Historic Downtown Kissimmee

                      Flamingo Waterpark Resort
                      3.0 out of 5.0
                      Last booking: 2 hours ago
                      Satisfaction Orlando Resort
                      2.5 out of 5.0
                      Last booking: 5 hours ago
                      Flamingo Express Hotel
                      2.5 out of 5.0
                      Last booking: 12 hours ago
                      Super 8 by Wyndham Kissimmee
                      2.0 out of 5.0
                      Last booking: 35 hours ago
                      Ramada by Wyndham Kissimmee Downtown Hotel
                      3.0 out of 5.0
                      Last booking: 38 hours ago

                      Historic Downtown Kissimmee Hotel Guide

                      Search for hotels in Historic Downtown Kissimmee on Hotwire. You can easily find your hotels in Historic Downtown Kissimmee using one of the methods below:

                      • View our selection of featured hotels in Historic Downtown Kissimmee
                      • Use the map to find hotels in the Historic Downtown Kissimmee neighborhood you prefer
                      • Use the filters to see hotels in a specific area of Historic Downtown Kissimmee, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Historic Downtown Kissimmee
                      • Enter your travel dates to view the best deals on hotels in Historic Downtown Kissimmee - while they last