Emerald Isle Kissimmee Rentals

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23,164 Houses

(9) Very Good 

    29

    Florida Jewels

    Kissimmee / Emerald Isle Kissimmee

    Kissimmee villa

    4 10 min stay varies

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

    Price per night from

    $147

    Responds fast!
    avg. 2 hours 9 minutes

    Price per night from

    $147

    (5) Excellent 

      23

      Rider's Castle

      Kissimmee / Emerald Isle Kissimmee

      Kissimmee house

      7 14 min stay varies

      • 7 bedrooms
      • sleeps 14
      • min stay varies
      • Nearest beach 280 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $287

      Responds fast!
      avg. 3 hours 25 minutes

      Price per night from

      $287

        7

        5-Star–Villa Valentino–2-miles from Disney World

        Kissimmee / Emerald Isle Kissimmee

        Kissimmee villa

        6 14 min stay varies

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

        Price per night from

        $287

        Price per night from

        $287

        (1) Excellent 

          62

          ♥Love/Live/Play♥Family Retreat with Nature| Beautiful Home w/Pool+Spa+Game Room

          Kissimmee / Emerald Isle Kissimmee

          Kissimmee villa

          7 16 min stay varies

          • 7 bedrooms
          • sleeps 16
          • min stay varies
          • Nearest beach 97 mi
          • Swimming pool
          • Child Friendly
          “Everything we hoped for” My family and I didnt want to leave. Its a beautiful home inside and out, and the home was really like the pictures on the website. I cant say enough about the owner and management of the home. The guys at Sweet Home Vacation
          …see more

          Price per night from

          $219

          Price per night from

          $219

          (1) Excellent 

            72

            Come & Look At Your Future✦Premium+Affordable Family Villa w/Spa+Patio+Pool

            Kissimmee / Emerald Isle Kissimmee

            Kissimmee villa

            7 14 min stay varies

            • 7 bedrooms
            • sleeps 14
            • min stay varies
            • Nearest beach 97 mi
            • Swimming pool
            • Child Friendly

            Price per night from

            $220

            Price per night from

            $220

              19

              Stunning 5 Bed/3bath with Pool/Spa + Games Room

              Kissimmee / Emerald Isle Kissimmee

              Kissimmee villa

              5 12 min stay varies

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

              Price per night from

              $179

              Price per night from

              $179

                30

                ✧Bring Your Vacation Fantasies to This Lovely Home w/ Its Popular Location✧

                Kissimmee / Emerald Isle Kissimmee

                Kissimmee villa

                7 16 min stay varies

                • 7 bedrooms
                • sleeps 16
                • min stay varies
                • Nearest beach 97 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $219

                Price per night from

                $219

                (1) Excellent 

                  26

                  Disney Is Right Next Door

                  Kissimmee / Emerald Isle Kissimmee

                  Kissimmee hotel apartment

                  4 10 5 nights min

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

                  Price per night from

                  $121

                  Price per night from

                  $121

                    24

                    Casa Esmeralda - lakeside vacation home near Disney

                    Kissimmee / Emerald Isle Kissimmee

                    Kissimmee house

                    7 16 min stay varies

                    • 7 bedrooms
                    • sleeps 16
                    • min stay varies
                    • Nearest beach 105 mi
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $360

                    Price per night from

                    $360

                    (1) Excellent 

                      20

                      Holiday Home in Emerald Island Resort, Orlando very close to Disney

                      Kissimmee / Emerald Isle Kissimmee

                      Kissimmee villa

                      7 15 min stay varies

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

                      Price per night from

                      $201

                      Price per night from

                      $201

                        21

                        Funtastic Getaway with two arcade games free pool and Spa Heat 3 miles to Disney

                        Kissimmee / Emerald Isle Kissimmee

                        Kissimmee house

                        4 8 min stay varies

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

                        Price per night from

                        $189

                        Price per night from

                        $189

                        (1) Excellent 

                          20

                          Luxury Pool/Spa Villa Near Disney

                          Kissimmee / Emerald Isle Kissimmee

                          Kissimmee villa

                          8 17 min stay varies

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

                          Price per night from

                          $373

                          Price per night from

                          $373

                          (21) Excellent 

                          Certificate of Excellence

                            20

                            Secret Key Villa

                            Kissimmee / Emerald Isle Kissimmee

                            Kissimmee villa

                            4 8 3 nights min

                            • 4 bedrooms
                            • sleeps 8
                            • 3 nights min
                            • Nearest beach 120 mi
                            • Swimming pool
                            • Child Friendly
                            “Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.
                            …see more

                            Certificate of Excellence

                            Price per night from

                            $129

                            Price per night from

                            $129

                              20

                              Lovely Pool Villa Near Disney

                              Kissimmee / Emerald Isle Kissimmee

                              Kissimmee villa

                              8 17 min stay varies

                              • 8 bedrooms
                              • sleeps 17
                              • min stay varies
                              • Nearest beach 80 mi
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $344

                              Price per night from

                              $344

                              (7) Very Good 

                                19

                                Emerald Island Resort

                                Kissimmee / Emerald Isle Kissimmee

                                Kissimmee villa

                                5 12 min stay varies

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

                                Price per night from

                                $152

                                Responds fast!
                                avg. 2 hours 1 minutes

                                Price per night from

                                $152

                                  8

                                  Emerald Island Gem Near Disney

                                  Kissimmee / Emerald Isle Kissimmee

                                  Kissimmee house

                                  5 12 3 nights min

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

                                  Price per night from

                                  $194

                                  Responds fast!
                                  avg. 2 hours 0 minutes

                                  Price per night from

                                  $194

                                  (13) Excellent 

                                  Certificate of Excellence

                                    98

                                    THE HAVEN IN EMERALD ISLAND RESORT

                                    Kissimmee / Emerald Isle Kissimmee

                                    Kissimmee house

                                    4 8 5 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 5 nights min
                                    • Nearest beach 96 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Certificate of Excellence

                                    Price per night from

                                    $115

                                    Responds fast!
                                    avg. 2 hours 4 minutes

                                    Price per night from

                                    $115

                                    (6) Excellent 

                                    Certificate of Excellence

                                      19

                                      The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool

                                      Kissimmee / Emerald Isle Kissimmee

                                      Kissimmee villa

                                      4 8 min stay varies

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

                                      Certificate of Excellence

                                      Price per night from

                                      $213

                                      Responds fast!
                                      avg. 3 hours 1 minutes

                                      Price per night from

                                      $213

                                      (9) Very Good 

                                        24

                                        Disney Villa, Emerald Island

                                        Kissimmee / Emerald Isle Kissimmee

                                        Kissimmee house

                                        4 8 1 night min

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

                                        Price per night from

                                        $250

                                        Responds fast!
                                        avg. 3 hours 53 minutes

                                        Price per night from

                                        $250

                                          24

                                          Elegant Pool/Spa Villa Near Disney

                                          Kissimmee / Emerald Isle Kissimmee

                                          Kissimmee villa

                                          8 16 min stay varies

                                          • 8 bedrooms
                                          • sleeps 16
                                          • min stay varies
                                          • Nearest beach 110 mi
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $344

                                          Price per night from

                                          $344

                                          (1) Very Good 

                                            22

                                            Holiday home on Disney's doorstep

                                            Kissimmee / Emerald Isle Kissimmee

                                            Kissimmee townhouse

                                            3 6 min stay varies

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

                                            Price per night from

                                            $85

                                            Price per night from

                                            $85

                                              23

                                              Spacious Private Pool/Spa Villa Near Disney

                                              Kissimmee / Emerald Isle Kissimmee

                                              Kissimmee villa

                                              8 17 min stay varies

                                              • 8 bedrooms
                                              • sleeps 17
                                              • min stay varies
                                              • Nearest beach 120 mi
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $344

                                              Price per night from

                                              $344

                                              (1)  

                                                24

                                                Huge luxury 7 bedroom villa!

                                                Kissimmee / Emerald Isle Kissimmee

                                                Kissimmee villa

                                                7 16 3 nights min

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

                                                Price per night from

                                                $212

                                                Price per night from

                                                $212

                                                (5) Excellent 

                                                  12

                                                  Crystal Cove Gem, Lovely Villa Rental with Wireless Internet

                                                  Kissimmee / Emerald Isle Kissimmee

                                                  Kissimmee house

                                                  3 6 5 nights min

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

                                                  Price per night from

                                                  $91

                                                  Responds fast!
                                                  avg. 2 hours 9 minutes

                                                  Price per night from

                                                  $91

                                                  (5) Excellent 

                                                    29

                                                    Secret Key Cove Villa

                                                    Kissimmee / Emerald Isle Kissimmee

                                                    Kissimmee villa

                                                    4 8 5 nights min

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • 5 nights min
                                                    • Nearest beach 90 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $161

                                                    Responds fast!
                                                    avg. 3 hours 1 minutes

                                                    Price per night from

                                                    $161

                                                      19

                                                      ORLANDO FLORIDA FAMILY DISNEY VACATION RENTAL HOLIDAY HOME

                                                      Kissimmee / Emerald Isle Kissimmee

                                                      Kissimmee house

                                                      3 8 min stay varies

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

                                                      Price per night from

                                                      $76

                                                      Price per night from

                                                      $76

                                                      (7) Excellent 

                                                        69

                                                        Emerald Magic Villa by Emerald Island Rentals

                                                        Kissimmee / Emerald Isle Kissimmee

                                                        Kissimmee villa

                                                        6 14 min stay varies

                                                        • 6 bedrooms
                                                        • sleeps 14
                                                        • min stay varies
                                                        • Nearest beach 100 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $287

                                                        Responds fast!
                                                        avg. 1 hour 49 minutes

                                                        Price per night from

                                                        $287

                                                          28

                                                          CHECKOUT MAYS SPECIAL OFFER

                                                          Kissimmee / Emerald Isle Kissimmee

                                                          Kissimmee villa

                                                          4 10 min stay varies

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

                                                          Price per night from

                                                          $148

                                                          Price per night from

                                                          $148

                                                          (2) Excellent 

                                                            103

                                                            Disney Magic Villa by Emerald Island Rentals

                                                            Kissimmee / Emerald Isle Kissimmee

                                                            Kissimmee villa

                                                            7 16 min stay varies

                                                            • 7 bedrooms
                                                            • sleeps 16
                                                            • min stay varies
                                                            • Nearest beach 70 mi
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $258

                                                            Responds fast!
                                                            avg. 1 hour 49 minutes

                                                            Price per night from

                                                            $258

                                                            (2) Excellent 

                                                              31

                                                              SKC VIlla

                                                              Kissimmee / Emerald Isle Kissimmee

                                                              Kissimmee villa

                                                              4 8 5 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 5 nights min
                                                              • Nearest beach 90 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $161

                                                              Responds fast!
                                                              avg. 3 hours 1 minutes

                                                              Price per night from

                                                              $161

                                                              (4) Excellent 

                                                                72

                                                                Simba's Magic Villa by Emerald Island Rentals

                                                                Kissimmee / Emerald Isle Kissimmee

                                                                Kissimmee villa

                                                                7 16 min stay varies

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

                                                                Price per night from

                                                                $287

                                                                Responds fast!
                                                                avg. 1 hour 40 minutes

                                                                Price per night from

                                                                $287

                                                                (2) Very Good 

                                                                  102

                                                                  Tropical Magic Villa by Emerald Island Rentals

                                                                  Kissimmee / Emerald Isle Kissimmee

                                                                  Kissimmee villa

                                                                  6 14 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 14
                                                                  • min stay varies
                                                                  • Nearest beach 50 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $258

                                                                  Responds fast!
                                                                  avg. 1 hour 49 minutes

                                                                  Price per night from

                                                                  $258

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 1.91 km from Emerald Isle Kissimmee

                                                                    5

                                                                    Jose's special

                                                                    Central Florida / Kissimmee

                                                                    Kissimmee villa

                                                                    1 4 7 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $335

                                                                    Price per night from

                                                                    $335

                                                                    Distance approx 11.72 km from Emerald Isle Kissimmee

                                                                      33

                                                                      French Breeze luxury 5 bedroom pool home

                                                                      Central Florida / Davenport

                                                                      Davenport house

                                                                      5 10 min stay varies

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

                                                                      Price per night from

                                                                      $193

                                                                      Responds fast!
                                                                      avg. 2 hours 12 minutes

                                                                      Price per night from

                                                                      $193

                                                                      Distance approx 5.6 km from Emerald Isle Kissimmee

                                                                      (17) Excellent 

                                                                        25

                                                                        Florida Villa Holiday nr Orlando Disney

                                                                        Davenport / Lake Wilson Preserve

                                                                        Davenport villa

                                                                        4 8 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Nearest beach 90 mi
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $137

                                                                        Responds fast!
                                                                        avg. 53 minutes

                                                                        Price per night from

                                                                        $137

                                                                        Distance approx 11 km from Emerald Isle Kissimmee

                                                                        (5) Excellent 

                                                                          46

                                                                          5 Bedroom Villa Near Disney!!!!!

                                                                          Central Florida / Davenport

                                                                          Davenport house

                                                                          5 10 7 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 10
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $163

                                                                          Responds fast!
                                                                          avg. 51 minutes

                                                                          Price per night from

                                                                          $163

                                                                          Distance approx 11.12 km from Emerald Isle Kissimmee

                                                                          (7) Very Good 

                                                                            23

                                                                            Cruella de Villa

                                                                            Davenport / Marbella Resort

                                                                            Davenport villa

                                                                            5 10 7 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 7 nights min
                                                                            • Nearest beach 125 mi
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $152

                                                                            Responds fast!
                                                                            avg. 3 hours 21 minutes

                                                                            Price per night from

                                                                            $152

                                                                            Distance approx 9.71 km from Emerald Isle Kissimmee

                                                                              20

                                                                              3 Bed Villa, Gated Resort, Free Wifi, Spa Tub, Minutes from Disney

                                                                              Central Florida / Kissimmee

                                                                              Kissimmee villa

                                                                              3 6 3 nights min

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

                                                                              Price per night from

                                                                              $112

                                                                              Price per night from

                                                                              $112