Vacation Rentals & Villas in Oak Island Cove

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23,811 Houses

(12) Excellent 

    19

    Villa & Pool -overlooking Lake

    Kissimmee / Oak Island Cove

    Kissimmee villa

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Nearest beach 75 mi
    • Swimming pool
    • Child Friendly

    Price per night from

    $149

    Responds fast!
    avg. 2 hours 20 minutes

    Price per night from

    $149

    (42) Excellent 

      23

      Family-Friendly Large Villa with a Pool, Jacuzzi,

      Kissimmee / Oak Island Cove

      Kissimmee house

      5 10 min stay varies

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

      Price per night from

      $138

      Responds fast!
      avg. 2 hours 26 minutes

      Price per night from

      $138

        32

        Disney Vacation ...

        Kissimmee / Oak Island Cove

        Kissimmee villa

        4 8 3 nights min

        • 4 bedrooms
        • sleeps 8
        • 3 nights min
        • Nearest beach 125 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $212

        Price per night from

        $212

        Great rentals within 20 miles that match your search

        Distance approx 8.53 km from Oak Island Cove

          10

          Luxury 2 Bedroom Villa - 7 Nights Checking in Friday February 16 to 23, 2018

          Florida / Old Town

          Old Town villa

          2 8 7 nights min

          • 2 bedrooms
          • sleeps 8
          • 7 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $228

          Responds fast!
          avg. 42 minutes

          Price per night from

          $228

          Distance approx 4.27 km from Oak Island Cove

          (10) Excellent 

            39

            'Nightingale House' Orlando/Kissimmee large Lake Berkley 5 bed luxury villa/pool

            Central Florida / Kissimmee

            Kissimmee villa

            5 10 min stay varies

            • 5 bedrooms
            • sleeps 10
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning
            “Very nice villa with all the amenities needed.” Very nice villa , good location and good security on a gated community . A good size an when we did have a problem with the ac it was fixed promptly.

            Price per night from

            $148

            Responds fast!
            avg. 3 hours 35 minutes

            Price per night from

            $148

            Distance approx 15.96 km from Oak Island Cove

            (1)  

              27

              'Lake View Dream Villa' 5BR Davenport Home w/Pool!

              Central Florida / Davenport

              Davenport house

              5 10 5 nights min

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

              Price per night from

              $125

              Responds fast!
              avg. 40 minutes

              Price per night from

              $125

              Distance approx 17.16 km from Oak Island Cove

                16

                Highgate Retreat - Beautiful holiday home close to all major attractions.

                Central Florida / Davenport

                Davenport house

                3 6 5 nights min

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

                Price per night from

                $160

                Price per night from

                $160

                Distance approx 15.62 km from Oak Island Cove

                (12) Excellent 

                  14

                  Charming, captivating & inviting home from home villa

                  Central Florida / Davenport

                  Davenport villa

                  4 8 min stay varies

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

                  Price per night from

                  $124

                  Responds fast!
                  avg. 1 hour 33 minutes

                  Price per night from

                  $124

                  Distance approx 14.94 km from Oak Island Cove

                    41

                    Luxury 8BR/6BA Windsor At Westside Pool Villa

                    Central Florida / Four Corners

                    Four Corners villa

                    8 19 7 nights min

                    • 8 bedrooms
                    • sleeps 19
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $684

                    Price per night from

                    $684

                    Distance approx 11.05 km from Oak Island Cove

                      37

                      Orange Cosmos Villa # 233853

                      Florida / Sand Lake

                      Sand Lake villa

                      6 12 min stay varies

                      • 6 bedrooms
                      • sleeps 12
                      • min stay varies
                      • Swimming pool
                      • Car not necessary
                      • Air conditioning

                      Price per night from

                      $299

                      Price per night from

                      $299

                      Distance approx 19.33 km from Oak Island Cove

                        16

                        Clermont Holiday Villa 27632

                        Central Florida / Four Corners

                        Four Corners villa

                        4 8 7 nights min

                        • 4 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Swimming pool
                        • Air conditioning

                        Price per night from

                        $241

                        Price per night from

                        $241

                        Distance approx 15.29 km from Oak Island Cove

                          30

                          Candy Palm Villa 2

                          Central Florida / Four Corners

                          Four Corners house

                          4 10 min stay varies

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

                          Price per night from

                          $280

                          Responds fast!
                          avg. 2 hours 9 minutes

                          Price per night from

                          $280

                          Distance approx 10.23 km from Oak Island Cove

                          (5) Very Good 

                            43

                            Disney/Orlando/Universal/Convention C/ Luxurious Executive 5*3Br Villa Vista Cay

                            Central Florida / Orlando

                            Orlando condo

                            3 8 7 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 7 nights min
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $205

                            Responds fast!
                            avg. 17 minutes

                            Price per night from

                            $205

                            Distance approx 6.23 km from Oak Island Cove

                              10

                              Runaway Beach Resort Apartments 2

                              Central Florida / Celebration

                              Celebration apartment

                              2 6 min stay varies

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

                              Price per night from

                              $251

                              Responds fast!
                              avg. 2 hours 22 minutes

                              Price per night from

                              $251

                              Distance approx 11.23 km from Oak Island Cove

                              (18) Excellent 

                              Certificate of Excellence

                                30

                                New(2017)Luxury 6bed 5.5bath Extended Pool Villa Nr Disney. Guard Gated 5*Resort

                                Central Florida / Davenport

                                Davenport villa

                                6 14 min stay varies

                                • 6 bedrooms
                                • sleeps 14
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning
                                “BEAUTIFUL!!” Everything was even better than we expected. The villa was exactly as pictured in the online photos. Very spacious, clean and quite serene. SIMPLY BEAUTIFUL!

                                Certificate of Excellence

                                Price per night from

                                $206

                                Responds fast!
                                avg. 1 hour 43 minutes

                                Price per night from

                                $206

                                Distance approx 16.13 km from Oak Island Cove

                                (3) Very Good 

                                  38

                                  2BDRM~ Liki Tiki Village Resort~ ONSITE WATERPARK, HEATED POOLS, SHUTTLES & MORE

                                  Central Florida / Orlando

                                  Orlando condo

                                  2 6 1 night min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 1 night min
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $183

                                  Responds fast!
                                  avg. 1 hour 29 minutes

                                  Price per night from

                                  $183

                                  Distance approx 14.25 km from Oak Island Cove

                                    4

                                    Orange Lake Resort 15 Min to Disney

                                    Central Florida / Kissimmee

                                    Kissimmee condo

                                    2 6 2 nights min

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

                                    Price per night from

                                    $229

                                    Price per night from

                                    $229

                                    Distance approx 17.44 km from Oak Island Cove

                                    (1) Excellent 

                                      13

                                      Fantastic Orange Blossom Villa includes a Gameroom and Pool

                                      Central Florida / Kissimmee

                                      Kissimmee villa

                                      4 10 3 nights min

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

                                      Price per night from

                                      $149

                                      Price per night from

                                      $149

                                      Distance approx 16.58 km from Oak Island Cove

                                      (2) Very Good 

                                        25

                                        Chipandale's Florida Villa

                                        Central Florida / Four Corners

                                        Four Corners villa

                                        4 10 2 nights min

                                        • 4 bedrooms
                                        • sleeps 10
                                        • 2 nights min
                                        • Child Friendly

                                        Price per night from

                                        $115

                                        Price per night from

                                        $115

                                        Distance approx 17.08 km from Oak Island Cove

                                        (26) Excellent 

                                          46

                                          Sunsplash Villa

                                          Central Florida / Orlando

                                          Orlando house

                                          5 10 5 nights min

                                          • 5 bedrooms
                                          • sleeps 10
                                          • 5 nights min
                                          • Nearest beach 97 mi
                                          • Swimming pool
                                          • Child Friendly
                                          “Wonderful, relaxing home away from home.” This house was perfect, beautifully decorated and very spacious. The kitchen area was well equiped and there were many special amenities such as a pool table and dart board. The pool was great and had a safe

                                          Price per night from

                                          $149

                                          Responds fast!
                                          avg. 1 hour 29 minutes

                                          Price per night from

                                          $149

                                          Distance approx 12.01 km from Oak Island Cove

                                            27

                                            Disney/ Windsor Hills Luxurious 3Bed/2Bath Condo

                                            Central Florida / Kissimmee

                                            Kissimmee condo

                                            3 6 5 nights min

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

                                            Price per night from

                                            $125

                                            Price per night from

                                            $125

                                            Distance approx 4.39 km from Oak Island Cove

                                            (1) Excellent 

                                              23

                                              Veranda Palms Villa, 6 bedrooms

                                              Central Florida / Kissimmee

                                              Kissimmee house

                                              6 12 3 nights min

                                              • 6 bedrooms
                                              • sleeps 12
                                              • 3 nights min
                                              • Nearest beach 100 mi
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $240

                                              Responds fast!
                                              avg. 2 hours 27 minutes

                                              Price per night from

                                              $240

                                              Distance approx 15.48 km from Oak Island Cove

                                                26

                                                Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Champions

                                                Central Florida / ChampionsGate

                                                ChampionsGate villa

                                                6 12 min stay varies

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

                                                Price per night from

                                                $244

                                                Price per night from

                                                $244

                                                Distance approx 9.04 km from Oak Island Cove

                                                  7

                                                  Marriott Cypress Harbor 2 bedroom sleeps 6

                                                  Central Florida / Orlando

                                                  Orlando house

                                                  2 6 7 nights min

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

                                                  Price per night from

                                                  $327

                                                  Responds fast!
                                                  avg. 45 minutes

                                                  Price per night from

                                                  $327

                                                  Distance approx 5.92 km from Oak Island Cove

                                                    32

                                                    (FH4882) Storey Lake, Close to Disney, 4 Bedrooms & 3 Baths + Pool

                                                    Central Florida / Kissimmee

                                                    Kissimmee townhouse

                                                    4 8 3 nights min

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

                                                    Price per night from

                                                    $182

                                                    Price per night from

                                                    $182

                                                    Distance approx 5.87 km from Oak Island Cove

                                                      45

                                                      Mickey's Retreat Near Disney

                                                      Central Florida / Kissimmee

                                                      Kissimmee townhouse

                                                      4 12 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 12
                                                      • 2 nights min
                                                      • Child Friendly

                                                      Price per night from

                                                      $216

                                                      Price per night from

                                                      $216

                                                      Distance approx 12.09 km from Oak Island Cove

                                                        47

                                                        Luxury 8BR 5bth Champions Gate home w/pool, spa & gameroom

                                                        Central Florida / Orlando

                                                        Orlando house

                                                        9 18 min stay varies

                                                        • 9 bedrooms
                                                        • sleeps 18
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $352

                                                        Responds fast!
                                                        avg. 45 minutes

                                                        Price per night from

                                                        $352

                                                        Distance approx 15.64 km from Oak Island Cove

                                                          43

                                                          You have Found the Perfect Holiday Villa on Champions Gate Resort with every 5

                                                          Central Florida / ChampionsGate

                                                          ChampionsGate villa

                                                          4 8 min stay varies

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

                                                          Price per night from

                                                          $161

                                                          Price per night from

                                                          $161

                                                          Distance approx 13.52 km from Oak Island Cove

                                                            4

                                                            The Florida Hotel & Conference Center, BW Premier Collection

                                                            Florida / Sand Lake

                                                            Sand Lake room

                                                            1 4 2 nights min

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

                                                            Price per night from

                                                            $229

                                                            Responds fast!
                                                            avg. 2 hours 20 minutes

                                                            Price per night from

                                                            $229

                                                            Distance approx 12.09 km from Oak Island Cove

                                                              63

                                                              New 8BR 5bth Champions Gate Home w/Private Pool, Spa and Game and Theater Rooms

                                                              Central Florida / Orlando

                                                              Orlando house

                                                              8 16 min stay varies

                                                              • 8 bedrooms
                                                              • sleeps 16
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $301

                                                              Responds fast!
                                                              avg. 45 minutes

                                                              Price per night from

                                                              $301

                                                              Distance approx 16.78 km from Oak Island Cove

                                                              (2) Excellent 

                                                                19

                                                                Woodhall Spa Executive, Highlands Reserve

                                                                Davenport / Highlands Reserve Golf Course

                                                                Davenport villa

                                                                5 10 min stay varies

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

                                                                Price per night from

                                                                $201

                                                                Responds fast!
                                                                avg. 1 hour 15 minutes

                                                                Price per night from

                                                                $201

                                                                Distance approx 11.14 km from Oak Island Cove

                                                                  22

                                                                  Disney area 5 Bedroom Vacation Rental

                                                                  Central Florida / Loughman

                                                                  Loughman house

                                                                  5 9 2 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 9
                                                                  • 2 nights min
                                                                  • Nearest beach 85 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $200

                                                                  Responds fast!
                                                                  avg. 1 hour 39 minutes

                                                                  Price per night from

                                                                  $200

                                                                  Distance approx 12.69 km from Oak Island Cove

                                                                    22

                                                                    No backyard Neighbors. Overlook tranquil preserve.

                                                                    Central Florida / Kissimmee

                                                                    Kissimmee house

                                                                    5 12 min stay varies

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

                                                                    Price per night from

                                                                    $205

                                                                    Price per night from

                                                                    $205

                                                                    Distance approx 17.86 km from Oak Island Cove

                                                                      10

                                                                      Vacation Rental in Grenelefe Country Homes

                                                                      Central Florida / Haines City

                                                                      Haines City villa

                                                                      2 4 30 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 30 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $95

                                                                      Price per night from

                                                                      $95

                                                                      Distance approx 11.22 km from Oak Island Cove

                                                                        34

                                                                        5 beds 3.2 bads private pool luxury house 15 min away from Disney parks

                                                                        Central Florida / Reunion

                                                                        Reunion house

                                                                        5 10 1 night min

                                                                        • 5 bedrooms
                                                                        • sleeps 10
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $205

                                                                        Price per night from

                                                                        $205

                                                                        Distance approx 15.2 km from Oak Island Cove

                                                                          16

                                                                          Davenport Holiday Villa 27884

                                                                          Central Florida / ChampionsGate

                                                                          ChampionsGate villa

                                                                          4 8 7 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $242

                                                                          Price per night from

                                                                          $242

                                                                          Distance approx 8.45 km from Oak Island Cove

                                                                            18

                                                                            Luxury 2 Bedroom Condo in Resort

                                                                            Central Florida / Orlando

                                                                            Orlando condo

                                                                            2 8 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 8
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $223

                                                                            Price per night from

                                                                            $223

                                                                            Distance approx 4.79 km from Oak Island Cove

                                                                            (7) Very Good 

                                                                              17

                                                                              4 Bed 3 Bath Townhome at Seven Dwarfs a Resort Community 5 mi to Disney (VS081)

                                                                              Central Florida / Kissimmee

                                                                              Kissimmee house

                                                                              4 10 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • 2 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              “Memorable, Amazing, Fun with family and friends.” A last minute search for lodging left us plesantly surprised.The Villas at Seven Dwarfs was Extremely afforable, spacious and beautifully decorated. It felt like home away from home without the fuss. T

                                                                              Price per night from

                                                                              $314

                                                                              Price per night from

                                                                              $314