Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cabins
Condos
Cottages
Estates
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Barns
Boats
Castles
Chalets
Farmhouses
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kissimmee Area Vacation Rentals with Online Payment(3,770)

3,770 Results
Book it Now!
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
    (10)
    Book it Now!
    3 night minimum stay
    • 6 BR,
    • 4 BA,
    • Sleeps 16
      (37)
      Book it Now!
      3 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 10
        (174)
        Book it Now!
        3 night minimum stay
        • 4 BR,
        • 3 BA,
        • Sleeps 8
          (42)
          Book it Now!
          4 night minimum stay
          • 3 BR,
          • 3 BA,
          • Sleeps 8
            (81)
            Book it Now!
            4 - 5 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
              (64)
              Book it Now!
              6 - 7 night minimum stay
              • 6 BR,
              • 4 BA,
              • Sleeps 12
                (24)
                Book it Now!
                7 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                  (39)
                  Book it Now!
                  7 night minimum stay
                  • 6 BR,
                  • 6 BA,
                  • 1 HF BA,
                  • Sleeps 14
                    (31)
                    Book it Now!
                    5 - 7 night minimum stay
                    • 5 BR,
                    • 5 BA,
                    • Sleeps 12
                      (54)
                      Book it Now!
                      3 - 4 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 8
                        (68)
                        Book it Now!
                        7 - 14 night minimum stay
                        • 4 BR,
                        • 4 BA,
                        • Sleeps 8
                          (64)
                          Book it Now!
                          4 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                            (26)
                            Book it Now!
                            3 - 10 night minimum stay
                            • 4 BR,
                            • 4 BA,
                            • Sleeps 8
                              (38)
                              Book it Now!
                              2 - 5 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • Sleeps 10
                                (36)
                                Book it Now!
                                3 - 10 night minimum stay
                                • 3 BR,
                                • 3 BA,
                                • Sleeps 6
                                  (44)
                                  Book it Now!
                                  5 - 7 night minimum stay
                                  • 4 BR,
                                  • 3 BA,
                                  • Sleeps 8
                                    (62)
                                    Book it Now!
                                    2 - 3 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                      (27)
                                      Book it Now!
                                      1 - 7 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • Sleeps 10
                                        (26)
                                        Book it Now!
                                        3 - 5 night minimum stay
                                        • 5 BR,
                                        • 4 BA,
                                        • Sleeps 12
                                          (38)
                                          Book it Now!
                                          3 - 5 night minimum stay
                                          • 6 BR,
                                          • 4 BA,
                                          • Sleeps 14
                                            (57)
                                            Book it Now!
                                            3 - 5 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              (18)
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                (57)
                                                Book it Now!
                                                3 - 6 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                  (30)
                                                  Book it Now!
                                                  2 - 6 night minimum stay
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 10
                                                    (58)
                                                    Book it Now!
                                                    3 - 7 night minimum stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • Sleeps 13
                                                      (22)
                                                      Book it Now!
                                                      3 night minimum stay
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (55)
                                                        Book it Now!
                                                        3 - 7 night minimum stay
                                                        • 7 BR,
                                                        • 4 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 16
                                                          (11)
                                                          Book it Now!
                                                          4 - 7 night minimum stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • 2 HF BA,
                                                          • Sleeps 10
                                                            (24)
                                                            Book it Now!
                                                            3 - 14 night minimum stay
                                                            • 4 BR,
                                                            • 4 BA,
                                                            • Sleeps 8
                                                              (31)
                                                              Advertisement

                                                              Kissimmee Area

                                                               

                                                              Recent Kissimmee Area Reviews

                                                              BEAUTIFUL CONDO IN PERFECT LOCATION!

                                                              5 of 5
                                                              We have been to the Orlando/Kissimmee, Florida area several times with our children, but always rented a hotel/motel for whatever we could find for a good price. This time since our 2 youngest were now teenagers we decided to rent a home so everyone could have their own space. After searching for many hours and reading through an exuberant amount of listings and reviews, we decided that this condo looked to be the best decision for our family. I emailed Bill and we soon became friends. He was very nice to chat with, both in email and over the phone and even offered suggestions regarding things to do, places to go and restaurants to eat at. His restaurant choices were excellent! Now for the Condo. We were very nervous and worried that the pictures couldn’t possibly be for real, in light of the low cost of the home. However, when we walked through the door we were all in awe at how beautiful this condo is. As I have gotten older I find that I am extremely picky about where I eat and where I lay my head at night. It was very spacious, very clean, and had every necessity we needed. And the location was perfect, with minutes to many restaurants, grocery stores, and very close to all Disney/Universal parks. We also drove over to Cocoa Beach for a day! My only complaint about our vacation was the weather as it was extremely hot, but lucky for us the air conditioning in the condo worked great and we were delighted to walk through the door every night. I have nothing but nice things to say about this condo, Bill and our entire vacation. I look forward to coming back that way and booking from Bill and his wife again!
                                                              • Submitted: Sep 3, 2014
                                                              • Stayed: Aug 2014

                                                              Well kept property with lovely surroundings

                                                              4 of 5
                                                              This was a lovely villa that is clean and well furnished (although TVs are a bit dated). The kids really liked the pool and particularly that there was a choice of two with the smaller shallower one convenient for small children. I found the owner ( Art) to be very helpfully, providing links to buy Disney tickets and giving me good tips for my first day adventure( to visit animal kingdom and check out safari and lion king show which was fantastic).. There is also a good gym on the compound whic I used a couple times.. Overall ,it is a lovely place (which is affordable priced in my view) if you are travelling as a couple or larger family ( we were five and there was space for more) ..it is a very secured place and the grounds are well kept ...if I ever venture to Olando again will definetly stay here again ..and will definetly recommend it to others .. Once again,thanks to Art for you staying at your place .. Roy London ,UK
                                                              • Submitted: Aug 30, 2014
                                                              • Stayed: Aug 2014

                                                              Perfect Home

                                                              5 of 5
                                                              I was speechless to open the door,and found heaven in this home, beautifully decorated and comfortable. The bed in the master bedroom felt like I was sleeping on clouds the pool and jacuzzi very clean and enjoyable. I can keep going on and on about this gorgeous home all I can say you will not regret staying here just make the reservation. One more thing around 9:15pm every nite you can see a beautiful fireworks from Disney World from the pool deck to end a perfect day here. Sylvie thank you so much for letting us stay here,we will be back :-)
                                                              • Submitted: Aug 29, 2014
                                                              • Stayed: Aug 2014