Holiday Villas in Winter Haven

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8,111 Holiday homes

    24

    Central Florida / Winter Haven

    1 4 min stay varies

    • 1 bedroom
    • sleeps 4
    • min stay varies
    • Child friendly
    • Air conditioning

    from £95 / night

    £662 / week

    Book View

    from £95 / night

      31

      Central Florida / Winter Haven

      2 7 min stay varies

      • 2 bedrooms
      • sleeps 7
      • min stay varies
      • Child friendly
      • Air conditioning

      from £108 / night

      £757 / week

      Book View

      from £108 / night

      (3) Very Good 

        22

        Central Florida / Winter Haven

        3 6 4 nights min

        • 3 bedrooms
        • sleeps 6
        • 4 nights min
        • Nearest beach 126 km
        • Swimming pool
        • Child friendly

        from £112 / night

        £777 - £1,097 / week

        Book View

        Responds fast!
        avg. 3 hours 14 minutes

        from £112 / night

        (3) Excellent 

          20

          Central Florida / Winter Haven

          3 10 3 nights min

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

          from £203 / night

          £1,418 / week

          Book View

          from £203 / night

          (6) Excellent 

            28

            Central Florida / Winter Haven

            3 6 1 night min

            • 3 bedrooms
            • sleeps 6
            • 1 night min
            • Child friendly
            • Air conditioning
            • Private garden

            from £72 / night

            £449 / week

            Book View

            from £72 / night

              29

              Central Florida / Winter Haven

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Child friendly
              • Air conditioning

              from £95 / night

              £662 / week

              Book View

              from £95 / night

              (2) Average 

                12

                Central Florida / Winter Haven

                1 3 1 night min

                • 1 bedroom
                • sleeps 3
                • 1 night min
                • Child friendly
                • Air conditioning
                • Ask about pets

                from £59 / night

                £361 / week

                Book View

                Responds fast!
                avg. 3 hours 59 minutes

                from £59 / night

                  28

                  Central Florida / Winter Haven

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Child friendly
                  • Air conditioning

                  from £95 / night

                  £662 / week

                  Book View

                  from £95 / night

                    16

                    Central Florida / Winter Haven

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child friendly
                    • Air conditioning

                    from £99 / night

                    £687 / week

                    Book View

                    from £99 / night

                      34

                      Central Florida / Winter Haven

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child friendly
                      • Air conditioning

                      from £108 / night

                      £757 / week

                      Book View

                      from £108 / night

                        24

                        Central Florida / Winter Haven

                        3 10 min stay varies

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

                        from £90 / night

                        £631 / week

                        Book View

                        Responds fast!
                        avg. 56 minutes

                        from £90 / night

                          10

                          Central Florida / Winter Haven

                          2 5 120 nights min

                          • 2 bedrooms
                          • sleeps 5
                          • 120 nights min
                          • Air conditioning
                          • Pet friendly
                          • Private garden

                          from £55 / night

                          £386 / week

                          Book View

                          from £55 / night

                            33

                            Central Florida / Winter Haven

                            2 7 min stay varies

                            • 2 bedrooms
                            • sleeps 7
                            • min stay varies
                            • Child friendly
                            • Air conditioning

                            from £108 / night

                            £757 / week

                            Book View

                            from £108 / night

                            Great rentals within 20 miles that match your search

                            Distance approx 27.34 km from Winter Haven

                              11

                              Central Florida / Loughman

                              14 24 min stay varies

                              • 14 bedrooms
                              • sleeps 24
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £403 / night

                              £2,819 / week

                              Book View

                              from £403 / night

                              Distance approx 27.92 km from Winter Haven

                                60

                                Central Florida / ChampionsGate

                                8 16 min stay varies

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

                                from £295 / night

                                £2,061 / week

                                Book View

                                from £295 / night

                                Distance approx 31.01 km from Winter Haven

                                (1)  

                                  27

                                  Central Florida / Davenport

                                  5 10 5 nights min

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

                                  from £97 / night

                                  £676 / week

                                  Book View

                                  Responds fast!
                                  avg. 33 minutes

                                  from £97 / night

                                  Distance approx 27.45 km from Winter Haven

                                    56

                                    Central Florida / Loughman

                                    5 12 min stay varies

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

                                    from £131 / night

                                    £911 / week

                                    Book View

                                    from £131 / night

                                    Distance approx 28.24 km from Winter Haven

                                    (1) Excellent 

                                      15

                                      Central Florida / Davenport

                                      4 10 7 nights min

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

                                      from £102 / night

                                      £713 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 9 minutes

                                      from £102 / night

                                      Distance approx 30.62 km from Winter Haven

                                        12

                                        Central Florida / Davenport

                                        5 10 min stay varies

                                        • 5 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Car not necessary

                                        from £207 / night

                                        £1,444 - £2,256 / week

                                        Book View

                                        from £207 / night

                                        Distance approx 29.07 km from Winter Haven

                                        (19) Very Good 

                                        Certificate of Excellence

                                          31

                                          Central Florida / Davenport

                                          6 12 7 nights min

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

                                          Certificate of Excellence

                                          from £99 / night

                                          £687 - £916 / week

                                          Book View

                                          from £99 / night

                                          Distance approx 27.64 km from Winter Haven

                                            16

                                            Central Florida / ChampionsGate

                                            4 8 7 nights min

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

                                            from £169 / night

                                            £1,184 / week

                                            Book View

                                            from £169 / night

                                            Distance approx 27.5 km from Winter Haven

                                            (3) Excellent 

                                              33

                                              Central Florida / Davenport

                                              4 8 min stay varies

                                              • 4 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Nearest beach 100 km
                                              • Swimming pool
                                              • Child friendly

                                              from £121 / night

                                              £842 / week

                                              Book View

                                              from £121 / night

                                              Distance approx 31.39 km from Winter Haven

                                                19

                                                Central Florida / Davenport

                                                3 6 5 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 5 nights min
                                                • Swimming pool
                                                • Car not necessary
                                                • Air conditioning

                                                from £166 / night

                                                £1,159 / week

                                                Book View

                                                from £166 / night

                                                Distance approx 19.73 km from Winter Haven

                                                  43

                                                  Central Florida / Davenport

                                                  13 26 2 nights min

                                                  • 13 bedrooms
                                                  • sleeps 26
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £354 / night

                                                  £2,473 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 38 minutes

                                                  from £354 / night

                                                  Distance approx 19.73 km from Winter Haven

                                                  (3) Very Good 

                                                    87

                                                    Central Florida / Davenport

                                                    4 8 3 nights min

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

                                                    from £132 / night

                                                    £785 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 55 minutes

                                                    from £132 / night

                                                    Distance approx 27.89 km from Winter Haven

                                                      40

                                                      Central Florida / ChampionsGate

                                                      5 11 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 11
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £160 / night

                                                      £1,116 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 8 minutes

                                                      from £160 / night

                                                      Distance approx 30.52 km from Winter Haven

                                                      (3) Excellent 

                                                        15

                                                        Davenport / The Manors North at Westridge

                                                        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

                                                        Responds fast!
                                                        avg. 1 hour 36 minutes

                                                        from £103 / night

                                                        Distance approx 14.96 km from Winter Haven Show on Map

                                                        (12) Very Good 

                                                          23

                                                          Central Florida / Orlando

                                                          4 9 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 9
                                                          • min stay varies
                                                          • Nearest beach 50 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £80 / night

                                                          £533 - £1,488 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 30 minutes

                                                          from £80 / night

                                                          Distance approx 30.4 km from Winter Haven

                                                          (7) Excellent 

                                                            15

                                                            Central Florida / Davenport

                                                            4 8 7 nights min

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

                                                            from £129 / night

                                                            £903 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 1 hour 24 minutes

                                                            from £129 / night

                                                            Distance approx 28.7 km from Winter Haven

                                                              24

                                                              Central Florida / Davenport

                                                              5 10 7 nights min

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

                                                              from £112 / night

                                                              £778 / week

                                                              Book View

                                                              from £112 / night

                                                              Distance approx 28.93 km from Winter Haven

                                                              (2) Average 

                                                                60

                                                                Central Florida / Davenport

                                                                4 8 min stay varies

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

                                                                from £107 / night

                                                                £685 - £872 / week

                                                                Book View

                                                                from £107 / night

                                                                Distance approx 30.13 km from Winter Haven

                                                                  26

                                                                  Central Florida / Reunion

                                                                  5 10 min stay varies

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

                                                                  from £190 / night

                                                                  £1,326 / week

                                                                  Book View

                                                                  from £190 / night

                                                                  Distance approx 30.3 km from Winter Haven

                                                                  (5) Excellent 

                                                                    18

                                                                    Central Florida / Davenport

                                                                    4 8 5 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 5 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £103 / night

                                                                    £716 / week

                                                                    Book View

                                                                    from £103 / night

                                                                    Distance approx 19.02 km from Winter Haven

                                                                      18

                                                                      Central Florida / Davenport

                                                                      5 10 min stay varies

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

                                                                      from £125 / night

                                                                      £872 / week

                                                                      Book View

                                                                      from £125 / night

                                                                      Distance approx 19.73 km from Winter Haven

                                                                        24

                                                                        Central Florida / Davenport

                                                                        4 8 3 nights min

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

                                                                        from £88 / night

                                                                        £610 / week

                                                                        Book View

                                                                        from £88 / night

                                                                        Distance approx 28.53 km from Winter Haven

                                                                        (6) Excellent 

                                                                          38

                                                                          Central Florida / Davenport

                                                                          4 7 5 nights min

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

                                                                          from £106 / night

                                                                          £803 / week

                                                                          Book View

                                                                          from £106 / night

                                                                          Distance approx 31.01 km from Winter Haven

                                                                            9

                                                                            Central Florida / Reunion

                                                                            3 8 7 nights min

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

                                                                            from £58 / night

                                                                            £405 / week

                                                                            Book View

                                                                            from £58 / night

                                                                            Distance approx 31.12 km from Winter Haven

                                                                              26

                                                                              Davenport / Highlands Reserve Golf Course

                                                                              4 10 3 nights min

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

                                                                              from £142 / night

                                                                              £848 / week

                                                                              Book View

                                                                              from £142 / night

                                                                              Distance approx 28.8 km from Winter Haven

                                                                                49

                                                                                Central Florida / Davenport

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Nearest beach 100 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £98 / night

                                                                                £667 / week

                                                                                Book View

                                                                                from £98 / night

                                                                                Distance approx 29.36 km from Winter Haven

                                                                                (3) Very Good 

                                                                                  93

                                                                                  Central Florida / Davenport

                                                                                  5 8 3 nights min

                                                                                  • 5 bedrooms
                                                                                  • sleeps 8
                                                                                  • 3 nights min
                                                                                  • Child friendly

                                                                                  from £116 / night

                                                                                  £800 / week

                                                                                  Book View

                                                                                  from £116 / night