50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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21,373 Vacation rentals

(60) Excellent 

    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

    from $71 / night

    $332 - $527 / week

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    avg. 2 hours 8 minutes

    from $71 / 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

      from $121 / night

      $881 - $1,006 / week

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      avg. 1 hour 4 minutes

      from $121 / 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

        Certificate of Excellence

        from $187 / night

        $1,307 / week

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        from $187 / night

        (27) 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

          from $107 / night

          $754 - $1,063 / week

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          from $107 / night

          (33) 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

            Certificate of Excellence

            from $98 / night

            $682 - $790 / week

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            avg. 3 hours 47 minutes

            from $98 / night

            (45) 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

              from $108 / night

              $718 - $790 / week

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              avg. 1 hour 49 minutes

              from $108 / 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

                from $114 / night

                $623 - $2,257 / week

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                avg. 3 hours 42 minutes

                from $114 / night

                (26) 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

                  from $126 / night

                  $847 - $1,003 / week

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                  from $126 / night

                  (14) Excellent 

                    22

                    Kissimmee Vacation villa rental

                    Central Florida / Kissimmee

                    4 8 1 night min

                    • 4 bedrooms
                    • sleeps 8
                    • 1 night min
                    • 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

                    from $155 / night

                    $1,082 / week

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                    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

                      from $288 / night

                      $2,012 - $2,641 / week

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                      from $288 / night

                      (37) 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

                        Certificate of Excellence

                        from $122 / night

                        $711 - $855 / week

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                        avg. 3 hours 53 minutes

                        from $122 / night

                        (13) Excellent 

                          19

                          Vacation villa in Kissimmee

                          Central Florida / Kissimmee

                          4 6 min stay varies

                          • 4 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Beach/lakeside relaxation
                          • Swimming pool
                          • Child friendly
                          Please send us an enquiry BEFORE making a reservation as availability often changes (and occasionally we can offer you a better rate). Luxury Villa - 15 mins to Disney. 3 Bedrooms, 2 bathrooms, sleeps 6 . This is a beautiful professionally decorated and furnished 3

                          from $126 / night

                          $911 - $1,203 / week

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                          from $126 / night

                          (15) 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

                            from $122 / night

                            $790 / week

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                            from $122 / night

                            (18) Very Good 

                            Certificate of Excellence

                              24

                              Villa rental in Kissimmee

                              Central Florida / Kissimmee

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • 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

                              Certificate of Excellence

                              from $99 / night

                              $694 - $783 / week

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                              avg. 2 hours 22 minutes

                              from $99 / night

                              (21) Very Good 

                                90

                                Vacation townhouse in Kissimmee

                                Kissimmee / Terra Verde Resort

                                4 8 3 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 3 nights min
                                • Nearest beach 90 mi
                                • Swimming pool
                                • Child friendly
                                Palm Heaven Villa has everything you need for a fantastic, relaxing family holiday. Four large bedrooms mean everyone can have plenty of space, and can sleep 8 very comfortably: one queen bedroom is downstairs with an adjacent full bathroom; upstairs is the large master

                                from $144 / night

                                $864 / week

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                                from $144 / night

                                (34) Excellent 

                                Certificate of Excellence

                                  56

                                  Emerald Isle Kissimmee Vacation villa rental

                                  Kissimmee / Emerald Isle Kissimmee

                                  5 12 min stay varies

                                  • 5 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning
                                  ***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS*** Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years old As you enter our lovely home, you will be impressed with the soar

                                  Certificate of Excellence

                                  from $187 / night

                                  $1,221 - $1,479 / week

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                                  avg. 3 hours 7 minutes

                                  from $187 / night

                                  (37) 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

                                    from $132 / night

                                    $799 - $1,038 / week

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                                    avg. 2 hours 34 minutes

                                    from $132 / 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

                                      from $359 / night

                                      $2,513 / week

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                                      from $359 / 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

                                        from $189 / night

                                        $1,323 / week

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                                        avg. 1 hour 3 minutes

                                        from $189 / night

                                        (37) 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

                                          Certificate of Excellence

                                          from $116 / night

                                          $706 - $979 / week

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                                          avg. 2 hours 57 minutes

                                          from $116 / night

                                          (31) 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

                                            from $82 / night

                                            $566 - $1,006 / week

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                                            from $82 / night

                                            (9) 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

                                              from $137 / night

                                              $864 - $1,224 / week

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                                              avg. 2 hours 58 minutes

                                              from $137 / 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

                                                from $150 / night

                                                $1,035 - $1,040 / week

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                                                avg. 1 hour 28 minutes

                                                from $150 / 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

                                                  from $116 / night

                                                  $720 - $1,073 / week

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                                                  avg. 1 hour 53 minutes

                                                  from $116 / 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

                                                    from $373 / night

                                                    $1,632 - $2,850 / week

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                                                    from $373 / night

                                                    (23) 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

                                                      from $115 / night

                                                      $776 - $932 / week

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                                                      avg. 55 minutes

                                                      from $115 / night

                                                      (37) Excellent 

                                                      Certificate of Excellence

                                                        56

                                                        Kissimmee Vacation villa rental

                                                        Central Florida / Kissimmee

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Beach/lakeside relaxation
                                                        • Nearest beach 150 mi
                                                        • Swimming pool
                                                        TripAdvisor Certificate of Excellence winning villa 2017 & 2018! Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. Our close to Disney home will make your Florida Vacation complete. There is lots of space to

                                                        Certificate of Excellence

                                                        from $159 / night

                                                        $1,080 - $1,368 / week

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                                                        avg. 1 hour 4 minutes

                                                        from $159 / 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

                                                          from $98 / night

                                                          $682 / week

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                                                          from $98 / night

                                                          (2) Excellent 

                                                            18

                                                            Kissimmee Vacation apartment rental

                                                            Central Florida / Kissimmee

                                                            4 8 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 3 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning
                                                            This is a newly renovated 1650 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The four bedrooms contain 1 King, 2 Queen and 2 twin beds, respectively. There are thre

                                                            from $115 / night

                                                            $802 / week

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                                                            from $115 / 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

                                                              from $165 / night

                                                              $1,152 / week

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                                                              from $165 / night

                                                              (58) Excellent 

                                                              Certificate of Excellence

                                                                62

                                                                Vacation villa in Kissimmee

                                                                Kissimmee / Lindfields

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Beach/lakeside relaxation
                                                                • Nearest beach 65 mi
                                                                • Swimming pool
                                                                This villa has a fantastic large pool with jacuzzi hot tub backing on to a lovely lake and forest. In colder months you can choose to have the pool heated for an extra charge. The pool is not overlooked so you will not find excited children spoiling your peaceful evenin

                                                                Certificate of Excellence

                                                                from $116 / night

                                                                $792 - $936 / week

                                                                Book View

                                                                from $116 / night

                                                                (13) Very Good 

                                                                  24

                                                                  Villa rental in Kissimmee with golf nearby

                                                                  Kissimmee / Windsor Hills Resort

                                                                  6 14 3 nights min

                                                                  • 6 bedrooms
                                                                  • sleeps 14
                                                                  • 3 nights min
                                                                  • Beach/lakeside relaxation
                                                                  • Nearest beach 80 mi
                                                                  • Swimming pool
                                                                  A Brand new 2010, '5' Star Luxurious 6 bed, 4 bath fully air conditioned executive Villa in Archfeld Blvd, Windsor Hills Resort, with Free local, National & international call to over 40 destinations & free wireless internet. You also have your own private heated Pool

                                                                  from $309 / night

                                                                  $2,082 / week

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                                                                  avg. 2 hours 35 minutes

                                                                  from $309 / night

                                                                  (26) Excellent 

                                                                  Certificate of Excellence

                                                                    24

                                                                    Vacation villa in Doral Woods

                                                                    Kissimmee / Doral Woods

                                                                    4 8 7 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 7 nights min
                                                                    • Nearest beach 90 mi
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    Now in our 5th Year listed with Holiday Lettings/ Trip Advisor. 5 STAR Rating and Trip Advisor Reviews, please read them, we hope you find them very helpful! We have been visited & verified by Trip Advisor. Perfect Location and Discounts for bookings over 2 weeks and FR

                                                                    Certificate of Excellence

                                                                    from $143 / night

                                                                    $998 - $1,285 / week

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                                                                    Responds fast!
                                                                    avg. 2 hours 4 minutes

                                                                    from $143 / night

                                                                    (6) Good 

                                                                      34

                                                                      Kissimmee Vacation villa rental

                                                                      Central Florida / Kissimmee

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Nearest beach 100 mi
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      Villa Betty Boo is on the prestigious Hampton Lakes Community which has a swimming pool, basketball, volleyball and tennis courts for your free use. Hampton Lakes is beautifully landscaped and is a very secure community. Villa Betty Boo has 4 spacious bedrooms and can s

                                                                      from $126 / night

                                                                      $882 / week

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                                                                      from $126 / night

                                                                      (14) Very Good 

                                                                      Certificate of Excellence

                                                                        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

                                                                        Certificate of Excellence

                                                                        from $144 / night

                                                                        $1,008 / week

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                                                                        Responds fast!
                                                                        avg. 2 hours 20 minutes

                                                                        from $144 / night

                                                                        (16) Very Good 

                                                                          48

                                                                          Vacation villa with swimming pool in Kissimmee

                                                                          Kissimmee / Emerald Isle Kissimmee

                                                                          4 8 3 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning
                                                                          The villa is situated in the beautiful Emerald Island Resort, regarded as one of the best resorts in the area. It is located south of Hwy 192 near Mile Marker 5 just minutes from I4. It is approximately 4 miles to the gates of Walt Disney World and within easy reach of

                                                                          from $138 / night

                                                                          $962 / week

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                                                                          from $138 / 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

                                                                            from $78 / night

                                                                            $546 / week

                                                                            Book View

                                                                            from $78 / 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

                                                                              from $76 / night

                                                                              $471 - $596 / week

                                                                              Inquire View

                                                                              from $76 / night

                                                                              (35) 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

                                                                                from $101 / night

                                                                                $575 - $1,005 / week

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                                                                                from $101 / night

                                                                                (3) Excellent 

                                                                                  91

                                                                                  Villa accommodation in Kissimmee

                                                                                  Kissimmee / Kissimmee City

                                                                                  5 10 6 nights min

                                                                                  • 5 bedrooms
                                                                                  • sleeps 10
                                                                                  • 6 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  Beautiful 5 bed villa in Kissimmee, Florida, the holiday destination of the world. Just 10 minutes from Disney in one of the most sought after communities in Orlando. Our villa is luxuriously furnished, with its own secluded pool & spa, a fabulous games room and minutes

                                                                                  from $186 / night

                                                                                  $1,300 / week

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                                                                                  from $186 / night

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