Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Kissimmee Vacation Home Rentals(245)

245 Results
Book it Now!
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
    (8)
    Book it Now!
    3 - 7 night minimum stay
    • 6 BR,
    • 4 BA,
    • Sleeps 15
      (20)
      Book it Now!
      3 - 7 night minimum stay
      • 8 BR,
      • 4 BA,
      • 1 HF BA,
      • Sleeps 18
        (6)
        3 - 7 night minimum stay
        • 4 BR,
        • 3 BA,
        • Sleeps 10
          (7)
          Book it Now!
          • 3 BR,
          • 3 BA,
          • Sleeps 8
            4 - 6 night minimum stay
            • 5 BR,
            • 5 BA,
            • Sleeps 12
              1 Review
              3 - 6 night minimum stay
              • 4 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 8
                1 Review
                $189 - $259
                per night
                3 - 7 night minimum stay
                • 5 BR,
                • 3 BA,
                • Sleeps 11
                  Book it Now!
                  3 - 7 night minimum stay
                  • 5 BR,
                  • 3 BA,
                  • Sleeps 12
                    (10)
                    3 - 5 night minimum stay
                    • 5 BR,
                    • 4 BA,
                    • Sleeps 10
                      (3)
                      3 - 6 night minimum stay
                      • 6 BR,
                      • 4 BA,
                      • 1 HF BA,
                      • Sleeps 14
                        2 Reviews
                        3 - 6 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • Sleeps 8
                          2 Reviews
                          5 - 6 night minimum stay
                          • 6 BR,
                          • 5 BA,
                          • Sleeps 16
                            1 Review
                            5 - 7 night minimum stay
                            • 5 BR,
                            • 5 BA,
                            • Sleeps 10
                              5 - 6 night minimum stay
                              • 6 BR,
                              • 4 BA,
                              • Sleeps 14
                                2 Reviews
                                4 night minimum stay
                                • 6 BR,
                                • 4 BA,
                                • Sleeps 14
                                  (6)
                                  • 5 BR,
                                  • 5 BA,
                                  • Sleeps 10
                                    (3)
                                    Book it Now!
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                      $210 - $285
                                      per night
                                      Book it Now!
                                      3 night minimum stay
                                      • 6 BR,
                                      • 5 BA,
                                      • 1 HF BA,
                                      • Sleeps 14
                                        Book it Now!
                                        • 5 BR,
                                        • 4 BA,
                                        • Sleeps 12
                                          $145 - $200
                                          per night
                                          Book it Now!
                                          3 night minimum stay
                                          • 5 BR,
                                          • 4 BA,
                                          • Sleeps 12
                                            Book it Now!
                                            • 3 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 8
                                              $250 - $400
                                              per night
                                              Book it Now!
                                              • 7 BR,
                                              • 4 BA,
                                              • 1 HF BA,
                                              • Sleeps 14
                                                Book it Now!
                                                • 6 BR,
                                                • 4 BA,
                                                • Sleeps 12
                                                  Book it Now!
                                                  3 - 14 night minimum stay
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 8
                                                    (21)
                                                    Book it Now!
                                                    3 - 14 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (19)
                                                      5 night minimum stay
                                                      • 5 BR,
                                                      • 4 BA,
                                                      • Sleeps 10
                                                        (7)
                                                        3 - 5 night minimum stay
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 10
                                                          Book it Now!
                                                          • 4 BR,
                                                          • 3 BA,
                                                          • Sleeps 8
                                                            Book it Now!
                                                            • 5 BR,
                                                            • 5 BA,
                                                            • Sleeps 10
                                                              Advertisement
                                                               

                                                              Recent Kissimmee Reviews

                                                              Orlando vacation

                                                              5 of 5
                                                              Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Great
                                                              • Submitted: Aug 29, 2014
                                                              • Stayed: Aug 2014

                                                              Close to Disney & EVERYTHNG you need - GREAT HOUSE

                                                              5 of 5
                                                              This is a fantastic house that has everything you would need. The kids loved the pool and spa and the TV on the patio was a BIG hit. The outdoor living room style seating on the patio is very comfortable and we had many relaxing evenings. Having a playground in our own backyard was great to keep the little ones occupied without having to go anywhere. We had a few exercise buffs in our group so having a treadmill and exercise bike in the game room was great. We love pool so having a high quality slate pool table was so nice. The rest of the house was amazing - new carpeting - kitchen fully stocked - plenty of towels - TV's everywhere (we especially loved the giant TV in the family room) - bedrooms well appointed - plenty of room for everyone so you never ever felt on top of each other. This wonderful house definitely exceeded our expectations and we highly recommend it.
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: May 2014

                                                              Family Retreat

                                                              5 of 5
                                                              Rating Details: I was more than satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: When we turned up to the villa, it was exactly as the picture showed looked lovely and big. However getting the key out of the lock box was quite difficult and especially if you had no nails. Once inside again it was as the pictures showed. When traveling to the parks and to the 192 it was a breeze a perfect location not far from anywhere including Busch gardens. We thought on the whole the villa was fantastic and the pool was out of this world, however we feel it needs a bit of tlc as it looks tired. Regarding the air condition, there was no benefit from it whilst downstairs in the kitchen, lounge and ground bedrooms and with fans on it was still stuffy, up stairs was lovely and cool though. Replacing bedding, we found they were just thrown in the wardrobes and had to go round the villa to find sheets to fit the beds. On the whole we would love to go back again and defiantly recommend it just needs some up dating. Manager responded on 7/11/2014: Thank you Ray for an excellent review. Glad you enjoyed this wonderful home and we look forward to welcoming you again the next time you visit Central Florida!
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: Jun 2014