Villas in Emerald Isle Kissimmee and Houses – Holiday Lettings - Holiday Rentals Emerald Isle Kissimmee

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21,273 Holiday homes

(1) Excellent 

    20

    Holiday villa with swimming pool in Emerald Isle Kissimmee

    Kissimmee / Emerald Isle Kissimmee

    8 17 min stay varies

    • 8 bedrooms
    • sleeps 17
    • min stay varies
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £283 / night

    £1,241 - £2,255 / week

    Book View

    from £283 / night

    (21) Excellent 

    Certificate of Excellence

      20

      Holiday villa letting

      Kissimmee / Emerald Isle Kissimmee

      4 8 3 nights min

      • 4 bedrooms
      • sleeps 8
      • 3 nights min
      • Nearest beach 120 km
      • Swimming pool
      • Child friendly

      Certificate of Excellence

      from £98 / night

      £682 - £962 / week

      Book View

      from £98 / night

        20

        Emerald Isle Kissimmee holiday villa rental

        Kissimmee / Emerald Isle Kissimmee

        8 17 min stay varies

        • 8 bedrooms
        • sleeps 17
        • min stay varies
        • Nearest beach 80 km
        • Swimming pool
        • Child friendly

        from £262 / night

        £1,176 - £2,125 / week

        Book View

        from £262 / night

        (13) Excellent 

        Certificate of Excellence

          98

          Home rental in Emerald Isle Kissimmee with indoor pool

          Kissimmee / Emerald Isle Kissimmee

          4 8 5 nights min

          • 4 bedrooms
          • sleeps 8
          • 5 nights min
          • Nearest beach 96 km
          • Swimming pool
          • Child friendly

          Certificate of Excellence

          from £87 / night

          £610 - £909 / week

          Book View

          Responds fast!
          avg. 2 hours 4 minutes

          from £87 / night

          (7) Very Good 

            19

            Villa rental in Emerald Isle Kissimmee with swimming pool

            Kissimmee / Emerald Isle Kissimmee

            5 12 min stay varies

            • 5 bedrooms
            • sleeps 12
            • min stay varies
            • Swimming pool
            • Child friendly
            • Air conditioning

            from £115 / night

            £802 - £1,403 / week

            Book View

            Responds fast!
            avg. 2 hours 1 minutes

            from £115 / night

              8

              Holiday home in Emerald Isle Kissimmee

              Kissimmee / Emerald Isle Kissimmee

              5 12 3 nights min

              • 5 bedrooms
              • sleeps 12
              • 3 nights min
              • Swimming pool
              • Child friendly
              • Air conditioning

              from £148 / night

              £1,031 / week

              Book View

              Responds fast!
              avg. 2 hours 0 minutes

              from £148 / night

              (6) Excellent 

              Certificate of Excellence

                19

                Emerald Isle Kissimmee holiday villa accommodation

                Kissimmee / Emerald Isle Kissimmee

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 90 km
                • Swimming pool

                Certificate of Excellence

                from £162 / night

                £1,128 - £1,464 / week

                Book View

                Responds fast!
                avg. 3 hours 1 minutes

                from £162 / night

                  24

                  Kissimmee holiday villa rental

                  Kissimmee / Emerald Isle Kissimmee

                  8 16 min stay varies

                  • 8 bedrooms
                  • sleeps 16
                  • min stay varies
                  • Nearest beach 110 km
                  • Swimming pool
                  • Child friendly

                  from £260 / night

                  £1,234 - £2,058 / week

                  Book View

                  from £260 / night

                  (9) Very Good 

                    24

                    Holiday home in Kissimmee

                    Kissimmee / Emerald Isle Kissimmee

                    4 8 1 night min

                    • 4 bedrooms
                    • sleeps 8
                    • 1 night min
                    • Beach / lakeside relaxation
                    • Nearest beach 130 km
                    • Swimming pool

                    from £189 / night

                    £945 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 53 minutes

                    from £189 / night

                    (5) Excellent 

                      12

                      Holiday home rental

                      Kissimmee / Emerald Isle Kissimmee

                      3 6 5 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 5 nights min
                      • Swimming pool
                      • Child friendly
                      • Air conditioning

                      from £69 / night

                      £481 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 9 minutes

                      from £69 / night

                      (1) Very Good 

                        22

                        Holiday townhouse with shared pool in Emerald Isle Kissimmee

                        Kissimmee / Emerald Isle Kissimmee

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Swimming pool
                        • Child friendly
                        • Air conditioning

                        from £92 / night

                        £453 - £573 / week

                        Book View

                        from £92 / night

                        (1)  

                          24

                          Holiday villa in Emerald Isle Kissimmee

                          Kissimmee / Emerald Isle Kissimmee

                          7 16 3 nights min

                          • 7 bedrooms
                          • sleeps 16
                          • 3 nights min
                          • Swimming pool
                          • Air conditioning

                          from £161 / night

                          £1,123 / week

                          Book View

                          from £161 / night

                            23

                            Villa rental in Emerald Isle Kissimmee

                            Kissimmee / Emerald Isle Kissimmee

                            8 17 min stay varies

                            • 8 bedrooms
                            • sleeps 17
                            • min stay varies
                            • Nearest beach 120 km
                            • Swimming pool
                            • Child friendly

                            from £262 / night

                            £1,046 - £2,081 / week

                            Book View

                            from £262 / night

                              19

                              Emerald Isle Kissimmee holiday home accommodation

                              Kissimmee / Emerald Isle Kissimmee

                              3 8 min stay varies

                              • 3 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child friendly

                              from £58 / night

                              £481 / week

                              Book View

                              from £58 / night

                              (7) Excellent 

                                69

                                Villa rental in Emerald Isle Kissimmee

                                Kissimmee / Emerald Isle Kissimmee

                                6 14 min stay varies

                                • 6 bedrooms
                                • sleeps 14
                                • min stay varies
                                • Nearest beach 100 km
                                • Swimming pool
                                • Child friendly

                                from £218 / night

                                £1,481 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 32 minutes

                                from £218 / night

                                (5) Excellent 

                                  29

                                  Holiday villa in Kissimmee

                                  Kissimmee / Emerald Isle Kissimmee

                                  4 8 5 nights min

                                  • 4 bedrooms
                                  • sleeps 8
                                  • 5 nights min
                                  • Nearest beach 90 km
                                  • Swimming pool
                                  • Child friendly

                                  from £122 / night

                                  £854 - £1,239 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 1 minutes

                                  from £122 / night

                                    28

                                    Holiday villa with swimming pool in Emerald Isle Kissimmee

                                    Kissimmee / Emerald Isle Kissimmee

                                    4 10 min stay varies

                                    • 4 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £113 / night

                                    £787 / week

                                    Book View

                                    from £113 / night

                                    (2) Excellent 

                                      103

                                      Holiday villa in Kissimmee

                                      Kissimmee / Emerald Isle Kissimmee

                                      7 16 min stay varies

                                      • 7 bedrooms
                                      • sleeps 16
                                      • min stay varies
                                      • Nearest beach 70 km
                                      • Swimming pool
                                      • Child friendly

                                      from £196 / night

                                      £1,372 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 32 minutes

                                      from £196 / night

                                      (2) Excellent 

                                        31

                                        Emerald Isle Kissimmee holiday villa rental

                                        Kissimmee / Emerald Isle Kissimmee

                                        4 8 5 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 5 nights min
                                        • Nearest beach 90 km
                                        • Swimming pool
                                        • Child friendly

                                        from £122 / night

                                        £854 - £1,239 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 1 minutes

                                        from £122 / night

                                        (4) Excellent 

                                          72

                                          Villa rental in Emerald Isle Kissimmee

                                          Kissimmee / Emerald Isle Kissimmee

                                          7 16 min stay varies

                                          • 7 bedrooms
                                          • sleeps 16
                                          • min stay varies
                                          • Nearest beach 70 km
                                          • Swimming pool
                                          • Suitable for children age 5+

                                          from £218 / night

                                          £1,525 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 32 minutes

                                          from £218 / night

                                          (2) Very Good 

                                            102

                                            Villa rental in Emerald Isle Kissimmee

                                            Kissimmee / Emerald Isle Kissimmee

                                            6 14 min stay varies

                                            • 6 bedrooms
                                            • sleeps 14
                                            • min stay varies
                                            • Nearest beach 50 km
                                            • Swimming pool
                                            • Child friendly

                                            from £196 / night

                                            £2,509 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 32 minutes

                                            from £196 / night

                                            (9) Very Good 

                                              29

                                              Holiday villa with swimming pool in Kissimmee

                                              Kissimmee / Emerald Isle Kissimmee

                                              4 10 min stay varies

                                              • 4 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £111 / night

                                              £778 - £1,145 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 9 minutes

                                              from £111 / night

                                              (5) Excellent 

                                                23

                                                Holiday home in Emerald Isle Kissimmee

                                                Kissimmee / Emerald Isle Kissimmee

                                                7 14 min stay varies

                                                • 7 bedrooms
                                                • sleeps 14
                                                • min stay varies
                                                • Nearest beach 280 km
                                                • Swimming pool
                                                • Child friendly

                                                from £218 / night

                                                £1,525 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 25 minutes

                                                from £218 / night

                                                  7

                                                  Holiday villa in Emerald Isle Kissimmee

                                                  Kissimmee / Emerald Isle Kissimmee

                                                  6 14 min stay varies

                                                  • 6 bedrooms
                                                  • sleeps 14
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £218 / night

                                                  £1,477 - £2,260 / week

                                                  Book View

                                                  from £218 / night

                                                  (1) Excellent 

                                                    72

                                                    Holiday villa in Emerald Isle Kissimmee

                                                    Kissimmee / Emerald Isle Kissimmee

                                                    7 14 min stay varies

                                                    • 7 bedrooms
                                                    • sleeps 14
                                                    • min stay varies
                                                    • Nearest beach 97 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £166 / night

                                                    £1,438 / week

                                                    Book View

                                                    from £166 / night

                                                    (1) Excellent 

                                                      62

                                                      Emerald Isle Kissimmee holiday villa rental

                                                      Kissimmee / Emerald Isle Kissimmee

                                                      7 16 min stay varies

                                                      • 7 bedrooms
                                                      • sleeps 16
                                                      • min stay varies
                                                      • Nearest beach 97 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £167 / night

                                                      £1,446 / week

                                                      Book View

                                                      from £167 / night

                                                      (1) Excellent 

                                                        26

                                                        Holiday hotel apartment in Emerald Isle Kissimmee

                                                        Kissimmee / Emerald Isle Kissimmee

                                                        4 10 5 nights min

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • 5 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £92 / night

                                                        £641 / week

                                                        Book View

                                                        from £92 / night

                                                          24

                                                          Holiday home in Kissimmee

                                                          Kissimmee / Emerald Isle Kissimmee

                                                          7 16 min stay varies

                                                          • 7 bedrooms
                                                          • sleeps 16
                                                          • min stay varies
                                                          • Nearest beach 105 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £274 / night

                                                          £1,916 - £2,439 / week

                                                          Book View

                                                          from £274 / night

                                                            19

                                                            Holiday villa in Kissimmee

                                                            Kissimmee / Emerald Isle Kissimmee

                                                            5 12 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £140 / night

                                                            £823 - £1,276 / week

                                                            Book View

                                                            from £140 / night

                                                              30

                                                              Villa rental in Emerald Isle Kissimmee with swimming pool

                                                              Kissimmee / Emerald Isle Kissimmee

                                                              7 16 min stay varies

                                                              • 7 bedrooms
                                                              • sleeps 16
                                                              • min stay varies
                                                              • Nearest beach 97 km
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £167 / night

                                                              £1,446 / week

                                                              Book View

                                                              from £167 / night

                                                                21

                                                                Holiday home in Emerald Isle Kissimmee

                                                                Kissimmee / Emerald Isle Kissimmee

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £144 / night

                                                                £1,006 - £1,098 / week

                                                                Book View

                                                                from £144 / night

                                                                (1) Excellent 

                                                                  20

                                                                  Holiday villa with golf nearby in Kissimmee

                                                                  Kissimmee / Emerald Isle Kissimmee

                                                                  7 15 min stay varies

                                                                  • 7 bedrooms
                                                                  • sleeps 15
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £153 / night

                                                                  £1,046 - £1,307 / week

                                                                  Book View

                                                                  from £153 / night

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 11.12 miles from Emerald Isle Kissimmee

                                                                  (7) Very Good 

                                                                    23

                                                                    Davenport holiday villa rental

                                                                    Davenport / Marbella Resort

                                                                    5 10 7 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 10
                                                                    • 7 nights min
                                                                    • Nearest beach 125 km
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £124 / night

                                                                    £802 - £859 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 21 minutes

                                                                    from £124 / night

                                                                    Distance approx 10.08 miles from Emerald Isle Kissimmee

                                                                    (18) Excellent 

                                                                    Certificate of Excellence

                                                                      48

                                                                      Kissimmee holiday villa rental

                                                                      Kissimmee / The Hamlets

                                                                      5 10 min stay varies

                                                                      • 5 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      Certificate of Excellence

                                                                      from £109 / night

                                                                      £756 - £882 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 24 minutes

                                                                      from £109 / night

                                                                      Distance approx 4.14 miles from Emerald Isle Kissimmee

                                                                        21

                                                                        Davenport holiday villa let

                                                                        Central Florida / Davenport

                                                                        4 8 5 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 5 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £116 / night

                                                                        £798 - £2,039 / week

                                                                        Book View

                                                                        from £116 / night

                                                                        Distance approx 2.37 miles from Emerald Isle Kissimmee

                                                                        (54) Excellent 

                                                                          33

                                                                          Holiday villa in Orlando

                                                                          Central Florida / Orlando

                                                                          5 10 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £115 / night

                                                                          £1,015 - £1,108 / week

                                                                          Book View

                                                                          from £115 / night

                                                                          Distance approx 2.26 miles from Emerald Isle Kissimmee

                                                                          (6) Excellent 

                                                                            13

                                                                            Holiday home in Davenport

                                                                            Central Florida / Davenport

                                                                            4 8 3 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £79 / night

                                                                            £553 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 3 minutes

                                                                            from £79 / night

                                                                            Distance approx 2.44 miles from Emerald Isle Kissimmee

                                                                            (3) Excellent 

                                                                              18

                                                                              Holiday villa in Orlando

                                                                              Central Florida / Orlando

                                                                              4 8 7 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 7 nights min
                                                                              • Child friendly

                                                                              from £127 / night

                                                                              £886 - £1,506 / week

                                                                              Book View

                                                                              from £127 / night

                                                                              Distance approx 5.7 miles from Emerald Isle Kissimmee

                                                                                20

                                                                                Holiday home in Clermont

                                                                                Lake County / Clermont

                                                                                4 8 4 nights min

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • 4 nights min
                                                                                • Nearest beach 150 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £140 / night

                                                                                £981 / week

                                                                                Book View

                                                                                from £140 / night

                                                                                Distance approx 8 miles from Emerald Isle Kissimmee

                                                                                  5

                                                                                  Holiday villa in Orlando

                                                                                  Central Florida / Orlando

                                                                                  2 4 7 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • 7 nights min
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £108 / night

                                                                                  £754 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 35 minutes

                                                                                  from £108 / night

                                                                                  Top Destination reviews

                                                                                  Fantastic Disney Villa with a Game room and WiFi
                                                                                  Perfect!

                                                                                  Perfectly located to access all the parks. The villa was everything we could have hoped for. A lovely place to relax in between visiting all the surrounding area. The management company were brilliant too. Would definitely recommend and wouldn't hesitate to stay here again. … see more
                                                                                  THE HAVEN IN EMERALD ISLAND RESORT
                                                                                  Lovely holiday home

                                                                                  We were delighted to be able to book this villa again having stayed in it 2 years ago on our first Florida visit. It is so close to the parks. There are also plenty of supermarkets and restaurants nearby. The kids loved being here again and really enjoy coming home from the parks and going into the pool. We would definitely stay here again if it was available when we next visit.see more
                                                                                  Secret Key Villa
                                                                                  Emerald isles

                                                                                  We had a fab villa with heated pool. It was immaculate. Emerald isles is an easy location and is very well maintained … see more
                                                                                  Florida Jewels
                                                                                  Florida jewels

                                                                                  Just come home from our visit to this villa . We were thrilled with the villa it was lovely , very clean and well equipped, very well presented and spacious. Pool was cleaned regular . Great central location with shops and restaurants near by . The lady owner was a pleasure to deal with and responded to any questions very promptly .We will definitely be going back .see more
                                                                                  Simba's Magic Villa by Emerald Island Rentals
                                                                                  Very enjoyable stay at Simba's Magic home.

                                                                                  Very enjoyable stay at Simba's Magic home. Dealing with the owner, Sri, was super easy and our group really liked the house. Having stayed in Emerald Island several times, this was the best property we've rented. Looking forward to our next stay. … see more
                                                                                  Disney Magic Villa by Emerald Island Rentals
                                                                                  Great rental experience

                                                                                  As the title of the listing states, this villa was only 5 minutes to Disney. We found the description and the pictures to be quite accurate too. The community is well maintained and it is gated which made us feel secure. Also, the villa had alarm system which we used through-out our stay and felt secure. The free gas BBQ by the pool was great. We cooked-out several times on the grill while kids were playing in the pool. The owner was easy to work with and we found him easily approachable. We had a few questions the night before our arrival and he replied right-away even at late hours - something we did not expect. Will definitely book this villa in the future when we go there. Oh almost forgot, kids had a blast in the game-room.see more

                                                                                  Also consider