Vacation Rentals & Villas in Windsor Palms

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23,687 Houses

(38) Excellent 

    77

    Chris and Sue's Disney Condo

    Kissimmee / Windsor Palms

    Kissimmee condo

    3 7 min stay varies

    • 3 bedrooms
    • sleeps 7
    • min stay varies
    • Nearest beach 117 mi
    • Swimming pool
    • Child Friendly

    Price per night from

    $104

    Responds fast!
    avg. 1 hour 25 minutes

    Price per night from

    $104

    (25) Excellent 

      28

      Sun Palm - 5 star Disney executive villa.

      Kissimmee / Windsor Palms

      Kissimmee villa

      4 8 min stay varies

      • 4 bedrooms
      • sleeps 8
      • min stay varies
      • Nearest beach 68 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $207

      Price per night from

      $207

      (5) Excellent 

        27

        Mickey's Magical Manor at Windsor Palms Resort

        Kissimmee / Windsor Palms

        Kissimmee villa

        4 10 3 nights min

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

        Price per night from

        $179

        Price per night from

        $179

        (1) Excellent 

          13

          Wish upon a Mouse

          Kissimmee / Windsor Palms

          Kissimmee apartment

          3 6 5 nights min

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

          Price per night from

          $102

          Price per night from

          $102

          (16) Excellent 

            15

            Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

            Kissimmee / Windsor Palms

            Kissimmee house

            4 8 7 nights min

            • 4 bedrooms
            • sleeps 8
            • 7 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly

            Price per night from

            $171

            Responds fast!
            avg. 3 hours 40 minutes

            Price per night from

            $171

              24

              Sunburst Villa

              Kissimmee / Windsor Palms

              Kissimmee villa

              5 10 3 nights min

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

              Price per night from

              $258

              Price per night from

              $258

              (21) Excellent 

                28

                Sundown Palm

                Kissimmee / Windsor Palms

                Kissimmee villa

                6 13 min stay varies

                • 6 bedrooms
                • sleeps 13
                • min stay varies
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly

                Price per night from

                $283

                Responds fast!
                avg. 3 hours 27 minutes

                Price per night from

                $283

                Great rentals within 20 miles that match your search

                Distance approx 7.4 km from Windsor Palms

                  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 8.82 km from Windsor Palms

                  (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 3.41 km from Windsor Palms

                    (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 4.09 km from Windsor Palms

                        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 6.45 km from Windsor Palms

                        (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 1.95 km from Windsor Palms

                            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 7.67 km from Windsor Palms

                              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 7.33 km from Windsor Palms

                                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 2.43 km from Windsor Palms

                                  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 12.68 km from Windsor Palms

                                  (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 7.9 km from Windsor Palms

                                      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 7.74 km from Windsor Palms

                                      (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 3.49 km from Windsor Palms

                                        (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 2.28 km from Windsor Palms

                                            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 4.55 km from Windsor Palms

                                            (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 3.96 km from Windsor Palms

                                              (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 4.82 km from Windsor Palms

                                                (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 1.29 km from Windsor Palms

                                                    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 9.21 km from Windsor Palms

                                                    (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 4.63 km from Windsor Palms

                                                        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 10.32 km from Windsor Palms

                                                          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 8.37 km from Windsor Palms

                                                            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 8.5 km from Windsor Palms

                                                              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 13.19 km from Windsor Palms

                                                                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 4.97 km from Windsor Palms

                                                                  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 9.1 km from Windsor Palms

                                                                    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 13.19 km from Windsor Palms

                                                                      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 3.88 km from Windsor Palms

                                                                      (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 6.51 km from Windsor Palms

                                                                          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 0.1 km from Windsor Palms

                                                                            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 17.24 km from Windsor Palms

                                                                              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