50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

Close

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

22,581 Vacation rentals

(41) Excellent 

Certificate of Excellence

    15

    Kissimmee Vacation villa rental

    Central Florida / Kissimmee

    4 8 3 nights min

    • 4 bedrooms
    • sleeps 8
    • 3 nights min
    • Swimming pool
    • Child friendly
    • Air conditioning
    Our vacation home is located 10 minutes drive from Disney World on a quiet estate. Only 5 minutes to a large selection of restaurants and shops, yet blissfully peaceful. The pool is ideal for young and old to enjoy, and the large yard allows for ball games, if you still …see more

    Certificate of Excellence

    from $138 / night

    $882 - $974 / week

    Book View

    Responds fast!
    avg. 50 minutes

    from $138 / night

    (13) Good 

    Certificate of Excellence

      100

      Kissimmee Vacation home rental

      Central Florida / Kissimmee

      4 10 6 nights min

      • 4 bedrooms
      • sleeps 10
      • 6 nights min
      • Beach/lakeside relaxation
      • Swimming pool
      • Child friendly
      This immaculate 4 bedroom, 3 bath, family vacation villa is ideally situated only 3 miles from Disney World! The villa overlooks a tranquil lake, a home to herons and other wildlife all year round, and from here it's a short journey to all the major attractions in and …see more

      Certificate of Excellence

      from $193 / night

      $1,346 / week

      Book View

      from $193 / night

      (30) Excellent 

      Certificate of Excellence

        21

        Vacation villa with swimming pool in Kissimmee

        Central Florida / Kissimmee

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Beach/lakeside relaxation
        • Swimming pool
        • Child friendly
        A beautiful lakeside American Villa with a private pool with wonderful views of the lake, wildlife and woodland area. No back-to-back villas here!. Thousands of £'s spent recently on upgrading the villa with new facilities. The Villa is Located just off Poinciana …see more

        Certificate of Excellence

        from $101 / night

        $703 - $814 / week

        Book View

        Responds fast!
        avg. 1 hour 35 minutes

        from $101 / night

        (24) Excellent 

          30

          Kissimmee Vacation villa rental

          Kissimmee / Veranda Palms

          4 8 min stay varies

          • 4 bedrooms
          • sleeps 8
          • min stay varies
          • Beach/lakeside relaxation
          • Nearest beach 75 mi
          • Swimming pool
          The property is a spacious 4 bedroom, 3 bathroom villa with a private, 30ft pool. It is ideally located close to the US192 with its many shops and restaurants and only 10 mins from Walt Disney World whilst Sea World and Universal Studios are within 25 mins. Florida's fa …see more

          from $130 / night

          $872 - $1,034 / week

          Book View

          Responds fast!
          avg. 3 hours 43 minutes

          from $130 / night

          (14) Excellent 

            22

            Kissimmee Vacation villa rental

            Central Florida / Kissimmee

            4 8 min stay varies

            • 4 bedrooms
            • sleeps 8
            • min stay varies
            • Swimming pool
            • Child friendly
            • Air conditioning
            This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equip …see more

            from $155 / night

            $1,082 / week

            Book View

            from $155 / night

            (11) Excellent 

              26

              Vacation villa in Formosa Gardens

              Kissimmee / Formosa Gardens

              7 16 min stay varies

              • 7 bedrooms
              • sleeps 16
              • min stay varies
              • Swimming pool
              • Child friendly
              • Air conditioning
              Set in a third of an acre with extensively landscaped gardens and mature palm trees, this spacious (4.000 sq. ft.) luxury home has been professionally furnished and decorated to the highest of standards and enjoys many upgraded facilities including tiling throughout the …see more

              from $296 / night

              $2,067 - $2,713 / week

              Inquire View

              from $296 / night

              (26) Excellent 

                24

                Kissimmee Vacation villa rental

                Kissimmee / Lake Berkley

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Beach/lakeside relaxation
                • Swimming pool
                • Child friendly
                Our home is a luxury 4-bedroom, 3-bathroom home with its own private screened pool. The villa is located in Lake Berkley, a peaceful and gated subdivision situated approximately 10 min from the Walt Disney World entrance and is conveniently located for the other theme p …see more

                from $110 / night

                $777 - $1,036 / week

                Book View

                from $110 / night

                (19) Excellent 

                  30

                  Kissimmee Vacation villa rental

                  Kissimmee / Windsor Palms

                  4 9 min stay varies

                  • 4 bedrooms
                  • sleeps 9
                  • min stay varies
                  • Swimming pool
                  • Child friendly
                  • Air conditioning
                  Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just …see more

                  from $124 / night

                  $905 - $1,034 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 10 minutes

                  from $124 / night

                  (6) Very Good 

                    24

                    Vacation villa in Kissimmee

                    Kissimmee / Tuscany, Florida

                    3 8 1 night min

                    • 3 bedrooms
                    • sleeps 8
                    • 1 night min
                    • Beach/lakeside relaxation
                    • Swimming pool
                    • Child friendly
                    This Italian style one storey villa completed in 2008 has 3 bedrooms a family bathroom and shower room. It is located on the sought after Tuscany development and is perfect for a family holiday to Orlando where you can enjoy the wonderful climate and year round sunshin …see more

                    from $80 / night

                    $562 / week

                    Book View

                    from $80 / night

                    (55) Very Good 

                      23

                      Vacation condo with golf nearby in Kissimmee

                      Central Florida / Kissimmee

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Nearest beach 106 mi
                      • Swimming pool
                      • Child friendly
                      A perfect location for all that central Florida has to offer, for Mickey fans, serious shoppers, sun worshippers, delicious dining, space shuttle launches, big thrills and spills, airboat adventures, palm trees and pina-coladas! All in the fantastic Sunshine State! Win …see more

                      from $64 / night

                      $304 - $472 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 35 minutes

                      from $64 / night

                      (16) Excellent 

                        36

                        Vacation home rental

                        Kissimmee / Crescent Lakes

                        5 13 3 nights min

                        • 5 bedrooms
                        • sleeps 13
                        • 3 nights min
                        • Beach/lakeside relaxation
                        • Swimming pool
                        • Child friendly
                        Well maintained fully furnished 5 bed 3.5 bath home with 25x15 heated private pool and spa. Private garden overlooking lake. Covered lanai with south facing sundeck and pool furniture. The fabulous sun drenched pool deck and shimmering waters of our private pool offer a …see more

                        from $119 / night

                        $666 - $1,102 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 53 minutes

                        from $119 / night

                        (34) Very Good 

                        Certificate of Excellence

                          18

                          Kissimmee Vacation villa rental

                          Central Florida / Kissimmee

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Swimming pool
                          • Child friendly
                          • Air conditioning
                          Our villa is furnished to the highest standard and has the WOW factor. The villa has recently been tiled from the Great Room to the Living Room and new carpets in all the bedrooms. From the large hallway it opens up to the large Great room with wall to wall mirrors g …see more

                          Certificate of Excellence

                          from $126 / night

                          $732 - $880 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 53 minutes

                          from $126 / night

                          (30) Very Good 

                            32

                            Vacation villa in Kissimmee

                            Central Florida / Kissimmee

                            3 8 7 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 7 nights min
                            • Beach/lakeside relaxation
                            • Swimming pool
                            • Child friendly
                            Luxury 3 bed 2 bath villa can sleep 8. Large 30ft fully heated secluded pool. Only 20 minutes from Orlando airport & 30 minutes from theme parks & 1 hour from Kenedy space centre & cocoa beach. Also 1 hour from Bush Gardens & Clearwater beach to the west coast. Surounde …see more

                            from $84 / night

                            $582 - $1,034 / week

                            Inquire View

                            from $84 / night

                            (39) Very Good 

                              36

                              Vacation villa with swimming pool in Kissimmee

                              Central Florida / Kissimmee

                              4 8 min stay varies

                              • 4 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Air conditioning
                              Indian Point with gorgeous lake and conservation view from pool. Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to a …see more

                              from $111 / night

                              $703 - $777 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 47 minutes

                              from $111 / night

                              (12) Excellent 

                                37

                                Vacation home rental

                                Central Florida / Kissimmee

                                4 8 5 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 5 nights min
                                • Beach/lakeside relaxation
                                • Child friendly
                                • Air conditioning
                                Ocean Bluff backing on to a natural pond is the perfect location set in a stunning conservation area on the shores of 3,800 acre Lake Marion yet only 35 minutes drive away from Disney, Orlando and all its attractions and close to several championship golf courses. Enjo …see more

                                from $97 / night

                                $666 - $1,132 / week

                                Book View

                                from $97 / night

                                (20) Excellent 

                                  18

                                  Kissimmee Vacation villa rental

                                  Kissimmee / Cumbrian Lakes

                                  4 8 5 nights min

                                  • 4 bedrooms
                                  • sleeps 8
                                  • 5 nights min
                                  • Beach/lakeside relaxation
                                  • Swimming pool
                                  • Child friendly
                                  Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down. We have a fully fitted Games room,with pool table, foosball, dart board,Xbox, Wi …see more

                                  from $117 / night

                                  $640 - $2,319 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 27 minutes

                                  from $117 / night

                                  (3) Excellent 

                                    16

                                    Vacation villa in Indian Creek

                                    Kissimmee / Indian Creek

                                    4 8 7 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Nearest beach 90 mi
                                    • Swimming pool
                                    • Child friendly
                                    This superior Executive 4 bedroom villa is only a few short miles from Magic Kingdom,Epcot,Universal Studios (Harry Potter World) and all major attractions. Many homes promise luxury executive accommodation, but just compare with our home before you choose. Our 4 bedroo …see more

                                    from $130 / night

                                    $850 - $1,155 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 25 minutes

                                    from $130 / night

                                    (22) Excellent 

                                    Certificate of Excellence

                                      49

                                      Bungalow rental in Kissimmee

                                      Kissimmee / Eagle Pointe

                                      4 8 min stay varies

                                      • 4 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Beach/lakeside relaxation
                                      • Nearest beach 60 mi
                                      • Swimming pool
                                      Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private locatio …see more

                                      Certificate of Excellence

                                      from $138 / night

                                      $888 - $985 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 7 minutes

                                      from $138 / night

                                      (34) Very Good 

                                        22

                                        Vacation villa in Kissimmee City

                                        Kissimmee / Kissimmee City

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 60 mi
                                        • Swimming pool
                                        • Child friendly
                                        A 3 bedroomed villa which sleeps 6. Approximately 3 miles Disney. Own screened swimming pool with large decking area with gas barbecue with patio furniture and loungers. The villa inside is decorated with blinds and window pelmets. Cable TV, free WIFI. The villa has …see more

                                        from $77 / night

                                        $485 - $614 / week

                                        Inquire View

                                        from $77 / night

                                        (1) Excellent 

                                          20

                                          Vacation villa with swimming pool in Kissimmee

                                          Kissimmee / Emerald Isle Kissimmee

                                          8 17 min stay varies

                                          • 8 bedrooms
                                          • sleeps 17
                                          • min stay varies
                                          • Swimming pool
                                          • Child friendly
                                          • Air conditioning
                                          Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, shipping center, restaurants, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful com …see more

                                          from $373 / night

                                          $1,632 - $2,965 / week

                                          Book View

                                          from $373 / night

                                          (15) Excellent 

                                          Certificate of Excellence

                                            24

                                            Villa rental in Kissimmee

                                            Central Florida / Kissimmee

                                            3 6 7 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 7 nights min
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning
                                            THE VILLA with it,s fully screened, south facing 30x15ft swimming pool with underwater lighting for evening swimming and has free solar heating with electronic control and electric heating for the winter months. The large deck with sun or shade is equipped with new luxu …see more

                                            Certificate of Excellence

                                            from $116 / night

                                            $806 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 3 minutes

                                            from $116 / night

                                            (34) Very Good 

                                              17

                                              Vacation villa in Seasons Resort

                                              Kissimmee / Seasons Resort

                                              5 10 3 nights min

                                              • 5 bedrooms
                                              • sleeps 10
                                              • 3 nights min
                                              • Beach/lakeside relaxation
                                              • Swimming pool
                                              • Child friendly
                                              Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a Privat …see more

                                              from $104 / night

                                              $592 - $1,036 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 58 minutes

                                              from $104 / night

                                              (34) Excellent 

                                                22

                                                Vacation villa with swimming pool in Bellavida Resort

                                                Kissimmee / Bellavida Resort

                                                4 8 min stay varies

                                                • 4 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Beach/lakeside relaxation
                                                • Swimming pool
                                                • Child friendly
                                                The villa benefits from its own private pool, with a shallow end perfect for the children. Leading from the living room is a spacious patio with stunning conservation views, furnished with a table and chairs to enable you to dine al fresco. The villa is …see more

                                                from $136 / night

                                                $821 - $1,066 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 24 minutes

                                                from $136 / night

                                                (9) Very Good 

                                                  45

                                                  Vacation villa rental

                                                  Central Florida / Kissimmee

                                                  4 8 4 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 4 nights min
                                                  • Beach/lakeside relaxation
                                                  • Nearest beach 80 mi
                                                  • Swimming pool
                                                  Whether you wish to hit the Theme Parks, go shopping at the Florida Mall or along International Drive, play some fantastic golf, or simply relax by the pool, this home is exactly what you are looking for. It is fully licensed and professionally managed through a conveni …see more

                                                  from $122 / night

                                                  $829 - $925 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 21 minutes

                                                  from $122 / night

                                                  (3) Good 

                                                    12

                                                    Kissimmee Vacation townhouse rental

                                                    Kissimmee / Terra Verde Resort

                                                    3 6 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Beach/lakeside relaxation
                                                    • Suitable for children age 5+
                                                    • Air conditioning
                                                    This home is located on the well sought after Terra Verde resort with guarded entry and Clubhouse facilities. The 3 bed townhome is situated in a quiet cul de sac. It has its own private patio area. It also has the advantage of catching the sun most of the day. There i …see more

                                                    from $89 / night

                                                    $570 / week

                                                    Book View

                                                    from $89 / night

                                                    (1) Excellent 

                                                      28

                                                      Vacation villa in Kissimmee

                                                      Kissimmee / Cumbrian Lakes

                                                      5 10 7 nights min

                                                      • 5 bedrooms
                                                      • sleeps 10
                                                      • 7 nights min
                                                      • Beach/lakeside relaxation
                                                      • Nearest beach 100 mi
                                                      • Swimming pool
                                                      You will feel it the moment you pass the entry gates to this beautiful new community. A sense of peace and harmony with nature. Pleasing street-scapes are lined with ancient oak trees, giving shade as well as a taste of Florida's natural beauty. Sparkling lakes provide …see more

                                                      from $296 / night

                                                      $2,071 / week

                                                      Book View

                                                      from $296 / night

                                                      (2) Very Good 

                                                        18

                                                        Vacation villa with shared pool, golf nearby in Orange Lake Resort

                                                        Kissimmee / Orange Lake Resort

                                                        2 8 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • 1 night min
                                                        • Beach/lakeside relaxation
                                                        • Nearest beach 0 mi
                                                        • Swimming pool
                                                        This family-friendly resort, spanning more than 1,400 acres, is right on the doorstep of Walt Disney World and offers a wide variety of activities on both water and land. Villas, apartments and suites are available. Holiday Inn Club Vacations at Orange Lake Resor …see more

                                                        from $253 / night

                                                        $1,775 / week

                                                        Book View

                                                        from $253 / night

                                                        (33) Excellent 

                                                        Certificate of Excellence

                                                          26

                                                          Villa accommodation in Kissimmee

                                                          Kissimmee / Cumbrian Lakes

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Nearest beach 60 mi
                                                          • Swimming pool
                                                          • Child friendly
                                                          Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants. Private heated pool fully screened and safety fence. Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snack …see more

                                                          Certificate of Excellence

                                                          from $119 / night

                                                          $725 - $1,006 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 hours 51 minutes

                                                          from $119 / night

                                                          (19) Very Good 

                                                          Certificate of Excellence

                                                            17

                                                            Vacation villa in Kissimmee

                                                            Central Florida / Kissimmee

                                                            5 12 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Nearest beach 100 mi
                                                            • Swimming pool
                                                            • Child friendly
                                                            This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an …see more

                                                            Certificate of Excellence

                                                            from $193 / night

                                                            $1,346 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 2 minutes

                                                            from $193 / night

                                                            (52) Excellent 

                                                              91

                                                              Vacation villa in Westside

                                                              Kissimmee / Westside

                                                              4 9 2 nights min

                                                              • 4 bedrooms
                                                              • sleeps 9
                                                              • 2 nights min
                                                              • Nearest beach 96 mi
                                                              • Swimming pool
                                                              • Child friendly
                                                              La Bella Vita is our newly refurbished Italian-style villa featuring 4 luxury bedrooms and 3.5 bathrooms in the highly desirable Westside community of Calabria and West Tuscany. A perfect location for your family vacation to Disney. It is situated in Kissimmee and jus …see more

                                                              from $135 / night

                                                              $935 - $1,040 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 13 minutes

                                                              from $135 / night

                                                              (8) Excellent 

                                                                23

                                                                Kissimmee Vacation villa rental

                                                                Kissimmee / Country Creek

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning
                                                                Our beautiful family owned villa is located only 10 mins from WDW and close to many other attractions such as Sea World, Aquatica, Universal Studios and Universal Islands of Adventure. Our home from home is comfortably furnished and equipped with all the amenities to m …see more

                                                                from $141 / night

                                                                $814 - $1,036 / week

                                                                Book View

                                                                from $141 / night

                                                                  20

                                                                  Vacation villa in Kissimmee

                                                                  Central Florida / Kissimmee

                                                                  4 10 4 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • 4 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning
                                                                  Perfectly located near Disney, this 4 bed luxury villa with private pool and games room is a home from home. Fully equipped kitchen, separate utility room, computer wth high speed internet and secure WIFI, tv with 150 cable channels. Mickey themed bedroom and Winnie T …see more

                                                                  from $165 / night

                                                                  $1,152 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 47 minutes

                                                                  from $165 / night

                                                                  (6) Very Good 

                                                                    51

                                                                    Kissimmee Vacation apartment rental

                                                                    Central Florida / Kissimmee

                                                                    3 6 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two …see more

                                                                    from $98 / night

                                                                    $682 / week

                                                                    Book View

                                                                    from $98 / night

                                                                    (22) Excellent 

                                                                      28

                                                                      Villa rental in Kissimmee

                                                                      Kissimmee / Doral Woods

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning
                                                                      ********** AMAZING CASTLE IN THE SUN ************* IDYLLIC PLACE TO RELAX AFTER ALL THE FUN OF THE DISNEY MAGIC *** LUXURY VILLA WITH A COMPLETELY PRIVATE SOUTH FACING POOL * 3 Beds, 2 Baths, 2 Lounges.* CABLE TV's, VCR/DVD* GAMES consoles in bedrooms* GAMES ROOM* FULLY …see more

                                                                      from $114 / night

                                                                      $798 - $886 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 6 minutes

                                                                      from $114 / night

                                                                      (25) Very Good 

                                                                      Certificate of Excellence

                                                                        42

                                                                        Villa rental in Indian Point

                                                                        Kissimmee / Indian Point

                                                                        4 10 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Nearest beach 100 mi
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        Indian Point is an attractive and peaceful residential development only ten minutes drive from the Disney World theme parks and centrally located within easy reach of the other Orlando attractions. US192, famous for its glittering array of attractions, restaurants and s …see more

                                                                        Certificate of Excellence

                                                                        from $122 / night

                                                                        $849 - $1,005 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 43 minutes

                                                                        from $122 / night

                                                                        (14) Excellent 

                                                                          34

                                                                          Townhouse rental in Paradise Palms with indoor pool, golf nearby

                                                                          Kissimmee / Paradise Palms

                                                                          4 8 3 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning
                                                                          Our townhome is situated 10mins drive from Disney and 20mins from Universal.It is close to shops restraunts and the main theme parks Our home has 4 bedrooms 3 bathrooms,dining room/living room well equiped kitchen and heated pool.It is beside the Clubhouse only one m …see more

                                                                          from $126 / night

                                                                          $802 / week

                                                                          Book View

                                                                          from $126 / night

                                                                          (2) Excellent 

                                                                            24

                                                                            Villa accommodation in Kissimmee

                                                                            Central Florida / Kissimmee

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Nearest beach 110 mi
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            Sunnyside Villa is located in Kissimmee,1.2 miles from the main highway 192 which has various shop outlets , Restaurants 24 hour wallmart is in walking distance. Disney world is a 20 minute drive away.Also there is a nature reserve close by were you can enjoy canoeing a …see more

                                                                            from $104 / night

                                                                            $725 - $829 / week

                                                                            Book View

                                                                            from $104 / night

                                                                            (12) Very Good 

                                                                              70

                                                                              Vacation villa in Kissimmee

                                                                              Kissimmee / Lake Berkley

                                                                              5 10 min stay varies

                                                                              • 5 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Beach/lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              South Facing Pool!!!! Luxury 5 Bedroom Villa in Lake Berkley gated community One storey villa situated in the prestigious Lake Berkley Resort gated community. South facing pool and spa for all day sun. This is a basic must in Florida. Why go to the sun in order to sit …see more

                                                                              from $185 / night

                                                                              $1,294 - $2,174 / week

                                                                              Book View

                                                                              from $185 / night

                                                                              (14) Very Good 

                                                                                50

                                                                                Vacation villa rental

                                                                                Kissimmee / Trafalgar Village

                                                                                4 8 4 nights min

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • 4 nights min
                                                                                • Beach/lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                Less than 15 miles from Walt Disney World, this villa offers a private backyard pool and hot tub (heated on request, fees payable). The 4-bedroom, 4 bathroomed house includes a fully equipped kitchen and spacious bedrooms with flat-screen TVs. Free Wi-Fi is available t …see more

                                                                                from $126 / night

                                                                                $814 / week

                                                                                Book View

                                                                                from $126 / night

                                                                                (11) Excellent 

                                                                                  19

                                                                                  Kissimmee Vacation villa rental

                                                                                  Kissimmee / Oak Island Cove

                                                                                  4 10 min stay varies

                                                                                  • 4 bedrooms
                                                                                  • sleeps 10
                                                                                  • min stay varies
                                                                                  • Nearest beach 75 mi
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  Detached Villa, Private Heated Pool, 4 large Bedrooms, fully equipped, Close to Disney, Our Disney Home from Home, Close to restaurants and shops, overlooking beautiful lake. A lovely 2 story Disney home on Oak Island Harbor in Kissimmee, Florida! The location of this …see more

                                                                                  from $148 / night

                                                                                  $1,036 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 31 minutes

                                                                                  from $148 / night

                                                                                  Also consider