Vacation Rentals & Villas in Seasons Resort

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23,303 Houses

(3) Very Good 

    13

    Magnificent 5BR 4BA Villa in Seasons, Kissimmee

    Kissimmee / Seasons Resort

    Kissimmee villa

    5 10 7 nights min

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

    Price per night from

    $168

    Price per night from

    $168

      50

      Guaranteed! You Will Love This Special / Fantastic / A+Location / Classy Condo

      Kissimmee / Seasons Resort

      Kissimmee condo

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Nearest beach 97 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $98

      Price per night from

      $98

        20

        Cherry Blossom - Close to Disney - Excellent Value

        Kissimmee / Seasons Resort

        Kissimmee villa

        4 8 min stay varies

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

        Price per night from

        $138

        Price per night from

        $138

        (35) Very Good 

          17

          Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10

          Kissimmee / Seasons Resort

          Kissimmee villa

          5 10 3 nights min

          • 5 bedrooms
          • sleeps 10
          • 3 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “Family Disney Vacation!!” We had a wonderful visit staying here. The house was wonderful and just as the pictures showed. The kids loved the pool and the location was absolutely perfect!! We had some issues with "sugar/ghost" ants when we arrived at t
          …see more

          Price per night from

          $106

          Responds fast!
          avg. 2 hours 32 minutes

          Price per night from

          $106

          (8) Excellent 

          Certificate of Excellence

            33

            The Seasons Villa, lake view and 4 master bedrooms

            Kissimmee / Seasons Resort

            Kissimmee villa

            6 13 min stay varies

            • 6 bedrooms
            • sleeps 13
            • min stay varies
            • Nearest beach 70 mi
            • Swimming pool
            • Child Friendly
            “Beautiful home !!!” Everything was so beautiful in this home it was the perfect choice the bedroom all had their own bathroom with the exception of the kid rooms. Owner was very easy to reach and they give you step by step instructions for the home. I
            …see more

            Certificate of Excellence

            Price per night from

            $215

            Price per night from

            $215

            (8) Very Good 

              88

              Sunny Seasons Vacation Rental with Wireless Internet

              Kissimmee / Seasons Resort

              Kissimmee villa

              5 10 4 nights min

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

              Price per night from

              $167

              Responds fast!
              avg. 1 hour 0 minutes

              Price per night from

              $167

              (10) Very Good 

                98

                Huge 7 Bedroom Villa with a Big Pool and Private Y

                Kissimmee / Seasons Resort

                Kissimmee villa

                7 16 min stay varies

                • 7 bedrooms
                • sleeps 16
                • min stay varies
                • Nearest beach 81 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $172

                Responds fast!
                avg. 3 hours 44 minutes

                Price per night from

                $172

                Great rentals within 20 miles that match your search

                Distance approx 12.35 km from Seasons Resort Show on Map

                (1) Very Good 

                  21

                  Luxurious Townhome Minutes From Disney With Pool

                  Central Florida / Orlando

                  Orlando house

                  2 6 2 nights min

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

                  Price per night from

                  $102

                  Responds fast!
                  avg. 30 minutes

                  Price per night from

                  $102

                  Distance approx 11.07 km from Seasons Resort Show on Map

                    12

                    Solana Resort Villa

                    Central Florida / Davenport

                    Davenport villa

                    4 6 7 nights min

                    • 4 bedrooms
                    • sleeps 6
                    • 7 nights min
                    • Nearest beach 97 mi
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $166

                    Price per night from

                    $166

                    Distance approx 11.57 km from Seasons Resort Show on Map

                    (1) Excellent 

                      33

                      The Retreat - Champions Gate from $235/night

                      Central Florida / ChampionsGate

                      ChampionsGate house

                      7 16 4 nights min

                      • 7 bedrooms
                      • sleeps 16
                      • 4 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $344

                      Responds fast!
                      avg. 3 hours 48 minutes

                      Price per night from

                      $344

                      Distance approx 7.98 km from Seasons Resort Show on Map

                        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 5.05 km from Seasons Resort Show on Map

                          12

                          Sheraton Vistana Fountains 2 2 Bedroom Villa. 7 nights avalible. I'm and out on

                          Central Florida / Orlando

                          Orlando villa

                          2 8 7 nights min

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

                          Price per night from

                          $178

                          Price per night from

                          $178

                          Distance approx 6.22 km from Seasons Resort Show on Map

                            11

                            NEW YEARS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

                            Central Florida / Orlando

                            Orlando hotel apartment

                            2 8 3 nights min

                            • 2 bedrooms
                            • sleeps 8
                            • 3 nights min
                            • Nearest beach 64 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $246

                            Price per night from

                            $246

                            Distance approx 5.85 km from Seasons Resort Show on Map

                            (2) Very Good 

                              23

                              Wyndham Bonnet Creek Resort. Closest to Disney

                              Central Florida / Celebration

                              Celebration condo

                              2 8 7 nights min

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

                              Price per night from

                              $278

                              Responds fast!
                              avg. 2 hours 36 minutes

                              Price per night from

                              $278

                              Distance approx 12.83 km from Seasons Resort

                                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 7.31 km from Seasons Resort Show on Map

                                  20

                                  Carole's Thousand Oaks Villa #244512

                                  Central Florida / Loughman

                                  Loughman house

                                  4 9 min stay varies

                                  • 4 bedrooms
                                  • sleeps 9
                                  • min stay varies
                                  • Swimming pool
                                  • Car not necessary
                                  • Air conditioning

                                  Price per night from

                                  $183

                                  Price per night from

                                  $183

                                  Distance approx 12.08 km from Seasons Resort Show on Map

                                    12

                                    Summer Bay Resort 1 BR, Sleeps 4, FRIDAY Check-In

                                    Central Florida / Kissimmee

                                    Kissimmee hotel apartment

                                    1 4 7 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 7 nights min
                                    • Child Friendly

                                    Price per night from

                                    $69

                                    Price per night from

                                    $69

                                    Distance approx 12.75 km from Seasons Resort

                                      16

                                      Davenport Holiday Villa 27633

                                      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

                                      $242

                                      Price per night from

                                      $242

                                      Distance approx 7.87 km from Seasons Resort Show on Map

                                        40

                                        2 BDRM~ SLEEPS 6~ ORBIT ONE RESORT~ NEAR DISNEY~ POOLS~ HOT TUB~ SLIDES~ TENNIS

                                        Central Florida / Kissimmee

                                        Kissimmee condo

                                        2 6 1 night min

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

                                        Price per night from

                                        $161

                                        Responds fast!
                                        avg. 3 hours 36 minutes

                                        Price per night from

                                        $161

                                        Distance approx 10.96 km from Seasons Resort Show on Map

                                          42

                                          Near Disney Brand New Luxury 6BD/4.5BA Villa - Solara Resort

                                          Central Florida / Kissimmee

                                          Kissimmee house

                                          6 13 5 nights min

                                          • 6 bedrooms
                                          • sleeps 13
                                          • 5 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $361

                                          Price per night from

                                          $361

                                          Distance approx 11.59 km from Seasons Resort Show on Map

                                            16

                                            Davenport Holiday Villa 27834

                                            Central Florida / ChampionsGate

                                            ChampionsGate villa

                                            6 12 7 nights min

                                            • 6 bedrooms
                                            • sleeps 12
                                            • 7 nights min
                                            • Swimming pool
                                            • Air conditioning

                                            Price per night from

                                            $331

                                            Price per night from

                                            $331

                                            Distance approx 12.71 km from Seasons Resort

                                              16

                                              Davenport Holiday Villa 27870

                                              Central Florida / Four Corners

                                              Four Corners villa

                                              5 10 7 nights min

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

                                              Price per night from

                                              $242

                                              Price per night from

                                              $242

                                              Distance approx 7.27 km from Seasons Resort Show on Map

                                              (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 10.51 km from Seasons Resort

                                                  19

                                                  Cozy 3BR 2Bth Home with Private Pool, Spa and Gameroom 20 Minutes to Legoland

                                                  Central Florida / Orlando

                                                  Orlando house

                                                  3 6 5 nights min

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

                                                  Price per night from

                                                  $138

                                                  Responds fast!
                                                  avg. 1 hour 30 minutes

                                                  Price per night from

                                                  $138

                                                  Distance approx 3.79 km from Seasons Resort Show on Map

                                                    9

                                                    Grand Opening-6BR/5bt Villa with Pool/Spa/Gas Bbq

                                                    Central Florida / 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

                                                    $286

                                                    Price per night from

                                                    $286

                                                    Distance approx 6.6 km from Seasons Resort Show on Map

                                                    (10) Very Good 

                                                      28

                                                      Mickeys Place (near Disney)

                                                      Davenport / Sandy Ridge

                                                      Davenport villa

                                                      4 10 5 nights min

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • 5 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 127 mi
                                                      • Swimming pool

                                                      Price per night from

                                                      $152

                                                      Responds fast!
                                                      avg. 1 hour 5 minutes

                                                      Price per night from

                                                      $152

                                                      Distance approx 12.88 km from Seasons Resort

                                                      (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 6.53 km from Seasons Resort Show on Map

                                                          12

                                                          SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

                                                          Central Florida / Davenport

                                                          Davenport villa

                                                          4 10 90 nights min

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • 90 nights min
                                                          • Nearest beach 90 mi
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $102

                                                          Price per night from

                                                          $102

                                                          Distance approx 13.51 km from Seasons Resort

                                                          (5) Excellent 

                                                            38

                                                            Villa for Family Fun In Orlando

                                                            Lake County / Clermont

                                                            Clermont house

                                                            4 10 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • 3 nights min
                                                            • Nearest beach 126 mi
                                                            • Swimming pool
                                                            • Child Friendly
                                                            “Great base for Florida Holiday” The house and location were great. The heated pool was perfect for our children who would have spent the entire holiday in it if we had let them. The service was great and communication from the owner just right. We
                                                            …see more

                                                            Price per night from

                                                            $138

                                                            Price per night from

                                                            $138

                                                            Distance approx 12.97 km from Seasons Resort

                                                            (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 0.1 km from Seasons Resort Show on Map

                                                                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

                                                                Distance approx 10.16 km from Seasons Resort Show on Map

                                                                (10) Excellent 

                                                                  44

                                                                  Gorgeous Vacation Home with WiFi, on Yellow Lantana Ln

                                                                  Kissimmee / Encantada Resort

                                                                  Kissimmee townhouse

                                                                  4 10 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 119 mi
                                                                  • Swimming pool

                                                                  Price per night from

                                                                  $138

                                                                  Responds fast!
                                                                  avg. 58 minutes

                                                                  Price per night from

                                                                  $138

                                                                  Distance approx 14.87 km from Seasons Resort

                                                                  (5) Excellent 

                                                                    21

                                                                    `The Palms` at Orange Tree

                                                                    Orlando / Orange Tree

                                                                    Orlando villa

                                                                    4 8 7 nights min

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

                                                                    Price per night from

                                                                    $182

                                                                    Responds fast!
                                                                    avg. 3 hours 54 minutes

                                                                    Price per night from

                                                                    $182

                                                                    Distance approx 16.51 km from Seasons Resort

                                                                    (3) Excellent 

                                                                      25

                                                                      Villa 6 BR/4BA South Pool/Spa Near Disney

                                                                      Central Florida / Orlando

                                                                      Orlando villa

                                                                      6 12 3 nights min

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

                                                                      Price per night from

                                                                      $148

                                                                      Price per night from

                                                                      $148

                                                                      Distance approx 10.52 km from Seasons Resort

                                                                        48

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

                                                                        Central Florida / Orlando

                                                                        Orlando house

                                                                        9 16 min stay varies

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

                                                                        Price per night from

                                                                        $301

                                                                        Responds fast!
                                                                        avg. 1 hour 30 minutes

                                                                        Price per night from

                                                                        $301

                                                                        Distance approx 10.57 km from Seasons Resort Show on Map

                                                                          9

                                                                          Good Quality 3 bedroom private pool home

                                                                          Central Florida / Four Corners

                                                                          Four Corners house

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $114

                                                                          Responds fast!
                                                                          avg. 3 hours 44 minutes

                                                                          Price per night from

                                                                          $114

                                                                          Distance approx 8.68 km from Seasons Resort Show on Map

                                                                            4

                                                                            The best place to Orlando

                                                                            Central Florida / Orlando

                                                                            Orlando apartment

                                                                            1 4 7 nights min

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

                                                                            Price per night from

                                                                            $183

                                                                            Price per night from

                                                                            $183

                                                                            Distance approx 2.11 km from Seasons Resort Show on Map

                                                                              11

                                                                              Poinciana

                                                                              Central Florida / Celebration

                                                                              Celebration apartment

                                                                              2 6 2 nights min

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

                                                                              Price per night from

                                                                              $233

                                                                              Responds fast!
                                                                              avg. 2 hours 5 minutes

                                                                              Price per night from

                                                                              $233