Villas in Seasons Resort and Condos – Holiday Lettings - Holiday Rentals Seasons Resort

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21,531 Holiday homes

(35) Very Good 

    17

    Holiday villa in Kissimmee

    Kissimmee / Seasons Resort

    5 10 3 nights min

    • 5 bedrooms
    • sleeps 10
    • 3 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child friendly

    from £81 / night

    £458 - £802 / week

    Book View

    Responds fast!
    avg. 2 hours 32 minutes

    from £81 / night

    (8) Excellent 

    Certificate of Excellence

      33

      Holiday villa in Seasons Resort

      Kissimmee / Seasons Resort

      6 13 min stay varies

      • 6 bedrooms
      • sleeps 13
      • min stay varies
      • Nearest beach 70 km
      • Swimming pool
      • Child friendly

      Certificate of Excellence

      from £163 / night

      £982 - £1,938 / week

      Book View

      from £163 / night

      (8) Very Good 

        88

        Holiday villa in Seasons Resort

        Kissimmee / Seasons Resort

        5 10 4 nights min

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

        from £126 / night

        £796 / week

        Book View

        Responds fast!
        avg. 1 hour 0 minutes

        from £126 / night

        (3) Very Good 

          13

          Seasons Resort holiday villa let

          Kissimmee / Seasons Resort

          5 10 7 nights min

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

          from £128 / night

          £892 / week

          Book View

          from £128 / night

            50

            Condo rental in Seasons Resort

            Kissimmee / Seasons Resort

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Nearest beach 97 km
            • Swimming pool
            • Child friendly

            from £74 / night

            £522 / week

            Book View

            from £74 / night

              20

              Villa rental in Kissimmee

              Kissimmee / Seasons Resort

              4 8 min stay varies

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

              from £105 / night

              £692 - £848 / week

              Book View

              from £105 / night

              Great rentals within 20 miles that match your search

              Distance approx 7.27 miles from Seasons Resort Show on Map

              (17) Excellent 

                25

                Holiday villa in Davenport

                Davenport / Lake Wilson Preserve

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Nearest beach 90 km
                • Swimming pool
                • Child friendly

                from £103 / night

                £722 - £962 / week

                Book View

                Responds fast!
                avg. 53 minutes

                from £103 / night

                Distance approx 12.06 miles from Seasons Resort Show on Map

                (20) Very Good 

                  22

                  Holiday villa accommodation

                  Central Florida / Orlando

                  5 10 4 nights min

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

                  from £235 / night

                  £1,008 / week

                  Book View

                  from £235 / night

                  Distance approx 12.88 miles from Seasons Resort

                  (5) Excellent 

                    46

                    Davenport holiday home rental

                    Central Florida / Davenport

                    5 10 7 nights min

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

                    from £124 / night

                    £864 / week

                    Book View

                    Responds fast!
                    avg. 51 minutes

                    from £124 / night

                    Distance approx 1.83 miles from Seasons Resort Show on Map

                    (18) Excellent 

                    Certificate of Excellence

                      48

                      Kissimmee holiday villa rental

                      Kissimmee / The Hamlets

                      5 10 min stay varies

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

                      Certificate of Excellence

                      from £109 / night

                      £756 - £882 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 24 minutes

                      from £109 / night

                      Distance approx 12.97 miles from Seasons Resort

                      (7) Very Good 

                        23

                        Davenport holiday villa rental

                        Davenport / Marbella Resort

                        5 10 7 nights min

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

                        from £124 / night

                        £802 - £859 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 21 minutes

                        from £124 / night

                        Distance approx 6.53 miles from Seasons Resort Show on Map

                          12

                          Holiday villa with indoor pool, golf nearby in Davenport

                          Central Florida / Davenport

                          4 10 90 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 90 nights min
                          • Nearest beach 90 km
                          • Swimming pool
                          • Child friendly

                          from £77 / night

                          £535 / week

                          Book View

                          from £77 / night

                          Distance approx 8.21 miles from Seasons Resort Show on Map

                          (4) Excellent 

                            25

                            Holiday villa in Davenport

                            Davenport / Watersong Resort

                            5 10 min stay varies

                            • 5 bedrooms
                            • sleeps 10
                            • min stay varies
                            • Nearest beach 80 km
                            • Swimming pool
                            • Child friendly

                            from £161 / night

                            £974 - £1,260 / week

                            Book View

                            from £161 / night

                            Distance approx 0.1 miles from Seasons Resort Show on Map

                              20

                              Holiday villa rental

                              Central Florida / Kissimmee

                              3 6 3 nights min

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

                              from £85 / night

                              £591 / week

                              Book View

                              from £85 / night

                              Distance approx 8.25 miles from Seasons Resort

                              (1) Excellent 

                                20

                                Holiday villa in Buena Ventura Lakes

                                Florida / Buena Ventura Lakes

                                4 8 3 nights min

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

                                from £103 / night

                                £722 / week

                                Book View

                                from £103 / night

                                Distance approx 9.7 miles from Seasons Resort Show on Map

                                  28

                                  Holiday villa with golf nearby in Kissimmee

                                  Central Florida / Kissimmee

                                  5 12 4 nights min

                                  • 5 bedrooms
                                  • sleeps 12
                                  • 4 nights min
                                  • Nearest beach 10 km
                                  • Swimming pool
                                  • Child friendly

                                  from £155 / night

                                  £1,084 / week

                                  Enquire View

                                  from £155 / night

                                  Distance approx 8.56 miles from Seasons Resort Show on Map

                                  (28) Excellent 

                                  Certificate of Excellence

                                    33

                                    Home rental in Davenport with swimming pool

                                    Central Florida / Davenport

                                    6 14 7 nights min

                                    • 6 bedrooms
                                    • sleeps 14
                                    • 7 nights min
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child friendly

                                    Certificate of Excellence

                                    from £116 / night

                                    £869 - £2,079 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 55 minutes

                                    from £116 / night

                                    Distance approx 13.18 miles from Seasons Resort

                                    (4) Excellent 

                                      10

                                      Villa rental in Orlando

                                      Central Florida / Orlando

                                      4 8 7 nights min

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

                                      from £140 / night

                                      £975 - £1,595 / week

                                      Book View

                                      from £140 / night

                                      Distance approx 12 miles from Seasons Resort Show on Map

                                      (54) Excellent 

                                        33

                                        Holiday villa in Orlando

                                        Central Florida / Orlando

                                        5 10 min stay varies

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

                                        from £115 / night

                                        £1,015 - £1,108 / week

                                        Book View

                                        from £115 / night

                                        Distance approx 12.08 miles from Seasons Resort Show on Map

                                        (2) Very Good 

                                          15

                                          Apartment rental in Clermont with shared pool

                                          Lake County / Clermont

                                          2 6 7 nights min

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

                                          from £62 / night

                                          £435 / week

                                          Book View

                                          from £62 / night

                                          Distance approx 12.09 miles from Seasons Resort Show on Map

                                          (3) Excellent 

                                            18

                                            Holiday villa in Orlando

                                            Central Florida / Orlando

                                            4 8 7 nights min

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

                                            from £127 / night

                                            £886 - £1,506 / week

                                            Book View

                                            from £127 / night

                                            Distance approx 1.58 miles from Seasons Resort Show on Map

                                            (2) Average 

                                              39

                                              Holiday home rental

                                              Central Florida / Kissimmee

                                              4 10 2 nights min

                                              • 4 bedrooms
                                              • sleeps 10
                                              • 2 nights min
                                              • Nearest beach 72 km
                                              • Swimming pool
                                              • Child friendly

                                              from £130 / night

                                              £691 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 50 minutes

                                              from £130 / night

                                              Distance approx 11.95 miles from Seasons Resort Show on Map

                                              (6) Excellent 

                                                13

                                                Holiday home in Davenport

                                                Central Florida / Davenport

                                                4 8 3 nights min

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

                                                from £79 / night

                                                £553 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 3 minutes

                                                from £79 / night

                                                Distance approx 7.98 miles from Seasons Resort Show on Map

                                                  5

                                                  Kissimmee holiday villa rental

                                                  Central Florida / Kissimmee

                                                  1 4 7 nights min

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

                                                  from £254 / night

                                                  £1,773 / week

                                                  Book View

                                                  from £254 / night

                                                  Distance approx 15.47 miles from Seasons Resort

                                                    18

                                                    Holiday villa in Haines City

                                                    Haines City / Southern Dunes

                                                    3 6 4 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 4 nights min
                                                    • Nearest beach 144 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £108 / night

                                                    £648 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 51 minutes

                                                    from £108 / night

                                                    Distance approx 2.33 miles from Seasons Resort Show on Map

                                                    (6) Very Good 

                                                      13

                                                      Holiday apartment in Kissimmee

                                                      Central Florida / Kissimmee

                                                      3 10 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 10
                                                      • 3 nights min
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £107 / night

                                                      £621 / week

                                                      Book View

                                                      from £107 / night

                                                      Distance approx 5.9 miles from Seasons Resort Show on Map

                                                        4

                                                        Orlando holiday condo rental

                                                        Central Florida / Orlando

                                                        2 6 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Child friendly

                                                        from £241 / night

                                                        £1,685 / week

                                                        Book View

                                                        from £241 / night

                                                        Distance approx 5.05 miles from Seasons Resort Show on Map

                                                        (1) Excellent 

                                                          15

                                                          Holiday home in Orlando

                                                          Central Florida / Orlando

                                                          1 4 7 nights min

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • 7 nights min
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £93 / night

                                                          £648 / week

                                                          Book View

                                                          from £93 / night

                                                          Distance approx 11.69 miles from Seasons Resort Show on Map

                                                            26

                                                            Holiday condo in Davenport

                                                            Central Florida / Davenport

                                                            2 6 1 night min

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

                                                            from £76 / night

                                                            £528 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 15 minutes

                                                            from £76 / night

                                                            Distance approx 0.1 miles from Seasons Resort Show on Map

                                                              33

                                                              Holiday villa in Kissimmee

                                                              Central Florida / Kissimmee

                                                              4 8 min stay varies

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

                                                              from £113 / night

                                                              £712 - £945 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 5 minutes

                                                              from £113 / night

                                                              Distance approx 1.52 miles from Seasons Resort Show on Map

                                                              (7) Very Good 

                                                                17

                                                                Home rental in Kissimmee with shared pool

                                                                Central Florida / Kissimmee

                                                                4 10 2 nights min

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

                                                                from £243 / night

                                                                £1,701 / week

                                                                Book View

                                                                from £243 / night

                                                                Distance approx 7.55 miles from Seasons Resort Show on Map

                                                                  27

                                                                  Townhouse rental in Kissimmee

                                                                  Central Florida / Kissimmee

                                                                  3 8 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £77 / night

                                                                  £538 - £713 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 1 hour 18 minutes

                                                                  from £77 / night

                                                                  Distance approx 12.83 miles from Seasons Resort

                                                                    33

                                                                    Holiday home rental

                                                                    Central Florida / Davenport

                                                                    5 10 min stay varies

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

                                                                    from £146 / night

                                                                    £1,021 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 12 minutes

                                                                    from £146 / night

                                                                    Distance approx 7.31 miles from Seasons Resort Show on Map

                                                                      20

                                                                      Home letting in Loughman with swimming pool

                                                                      Central Florida / Loughman

                                                                      4 9 min stay varies

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

                                                                      from £138 / night

                                                                      £967 - £1,534 / week

                                                                      Book View

                                                                      from £138 / night

                                                                      Distance approx 7.48 miles from Seasons Resort Show on Map

                                                                        10

                                                                        Holiday villa rental

                                                                        Central Florida / Celebration

                                                                        2 8 7 nights min

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

                                                                        from £62 / night

                                                                        £435 / week

                                                                        Book View

                                                                        from £62 / night

                                                                        Distance approx 9.77 miles from Seasons Resort Show on Map

                                                                        (1) Excellent 

                                                                          14

                                                                          Holiday home in Kissimmee

                                                                          Central Florida / Kissimmee

                                                                          4 8 7 nights min

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

                                                                          from £133 / night

                                                                          £931 / week

                                                                          Book View

                                                                          from £133 / night

                                                                          Distance approx 12.84 miles from Seasons Resort

                                                                            16

                                                                            Four Corners holiday villa rental

                                                                            Central Florida / Four Corners

                                                                            4 8 7 nights min

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

                                                                            from £141 / night

                                                                            £985 / week

                                                                            Book View

                                                                            from £141 / night

                                                                            Distance approx 6.64 miles from Seasons Resort Show on Map

                                                                              16

                                                                              Holiday villa in Loughman

                                                                              Central Florida / Loughman

                                                                              4 8 7 nights min

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

                                                                              from £229 / night

                                                                              £1,601 / week

                                                                              Book View

                                                                              from £229 / night

                                                                              Distance approx 14.64 miles from Seasons Resort

                                                                                20

                                                                                Holiday home in Clermont

                                                                                Lake County / Clermont

                                                                                4 8 4 nights min

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

                                                                                from £140 / night

                                                                                £981 / week

                                                                                Book View

                                                                                from £140 / night

                                                                                Distance approx 11.33 miles from Seasons Resort Show on Map

                                                                                  16

                                                                                  Holiday villa with swimming pool in ChampionsGate

                                                                                  Central Florida / ChampionsGate

                                                                                  8 16 7 nights min

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

                                                                                  from £403 / night

                                                                                  £2,818 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 58 minutes

                                                                                  from £403 / night

                                                                                  Top Destination reviews

                                                                                  Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
                                                                                  Beautiful villa, great location, perfect for families

                                                                                  Another great stay at seasons villa, just as we remembered! Ideal location for Disney and International Drive. We started to pay the toll to take a slightly quicker and less busy route to Disney each day which was much better than sitting in lots of traffic lights too. Our children had great fun in the pool everyday which was cleaned weekly by a lovely maintenance guy! We ate in quite often and would have welcomed slightly more crockery and cooking utensils but we definitely managed.see more

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