Villas in Southport and Houses – Holiday Lettings - Holiday Rentals Southport

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12,554 Holiday homes

    24

    Holiday home in Southport

    Florida Panhandle / Southport

    3 8 2 nights min

    • 3 bedrooms
    • sleeps 8
    • 2 nights min
    • Child friendly
    • Air conditioning

    from £117 / night

    £817 / week

    Book View

    Responds fast!
    avg. 1 hour 15 minutes

    from £117 / night

      30

      Southport holiday studio rental

      Florida Panhandle / Southport

      Studio 4 1 night min

      • Studio
      • sleeps 4
      • 1 night min
      • Swimming pool
      • Child friendly
      • Air conditioning

      from £96 / night

      £668 / week

      Book View

      from £96 / night

        33

        Villa rental in Southport with swimming pool

        Florida Panhandle / Southport

        1 4 1 night min

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

        from £123 / night

        £857 / week

        Book View

        from £123 / night

          25

          Southport holiday villa rental

          Florida Panhandle / Southport

          6 12 min stay varies

          • 6 bedrooms
          • sleeps 12
          • min stay varies
          • Swimming pool
          • Ask owner if suitable for children
          • Air conditioning

          from £189 / night

          £1,318 / week

          Book View

          Responds fast!
          avg. 46 minutes

          from £189 / night

            35

            Villa rental in Southport with swimming pool

            Florida Panhandle / Southport

            2 8 1 night min

            • 2 bedrooms
            • sleeps 8
            • 1 night min
            • Swimming pool
            • Child friendly
            • Air conditioning

            from £169 / night

            £1,179 / week

            Book View

            from £169 / night

            Great rentals within 20 miles that match your search

            Distance approx 18.14 miles from Southport

              6

              Villa rental in Orlando with shared pool

              Central Florida / Orlando

              2 8 7 nights min

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

              from £240 / night

              £1,680 / week

              Book View

              from £240 / night

              Distance approx 17.01 miles from Southport

                29

                Apartment letting in Kissimmee

                Central Florida / Kissimmee

                2 6 min stay varies

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

                from £70 / night

                £486 - £739 / week

                Book View

                from £70 / night

                Distance approx 10.88 miles from Southport

                  5

                  Holiday villa in Orlando

                  Central Florida / Orlando

                  2 4 7 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 7 nights min
                  • Child friendly
                  • Air conditioning

                  from £107 / night

                  £749 / week

                  Book View

                  Responds fast!
                  avg. 35 minutes

                  from £107 / night

                  Distance approx 17.82 miles from Southport

                    44

                    Holiday condo with golf nearby in Four Corners

                    Central Florida / Four Corners

                    1 4 min stay varies

                    • 1 bedroom
                    • sleeps 4
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Car not necessary

                    from £88 / night

                    £611 / week

                    Book View

                    from £88 / night

                    Distance approx 12.59 miles from Southport

                    (16) Excellent 

                      68

                      Kissimmee holiday villa rental

                      Kissimmee / Terra Verde Resort

                      4 8 3 nights min

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

                      from £124 / night

                      £864 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 22 minutes

                      from £124 / night

                      Distance approx 8.51 miles from Southport

                        14

                        Holiday apartment in Orlando

                        Central Florida / Orlando

                        1 4 7 nights min

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

                        from £93 / night

                        £648 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 32 minutes

                        from £93 / night

                        Distance approx 17.13 miles from Southport

                          11

                          Hotel apartment rental in Four Corners

                          Central Florida / Four Corners

                          2 8 7 nights min

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

                          from £58 / night

                          £403 / week

                          Book View

                          from £58 / night

                          Distance approx 10.75 miles from Southport

                          (2) Excellent 

                            19

                            Holiday apartment rental

                            Central Florida / Orlando

                            1 6 min stay varies

                            • 1 bedroom
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £97 / night

                            £531 - £885 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 29 minutes

                            from £97 / night

                            Distance approx 17.52 miles from Southport

                            (2) Excellent 

                              33

                              Holiday villa rental

                              Kissimmee / Windsor Hills Resort

                              5 12 min stay varies

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

                              from £191 / night

                              £1,239 - £2,125 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 51 minutes

                              from £191 / night

                              Distance approx 11.06 miles from Southport

                              (2) Excellent 

                                12

                                Holiday apartment in Kissimmee

                                Central Florida / Kissimmee

                                2 6 7 nights min

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

                                from £58 / night

                                £403 / week

                                Book View

                                from £58 / night

                                Distance approx 18.39 miles from Southport

                                (59) Excellent 

                                  23

                                  Holiday condo with golf nearby in Kissimmee

                                  Central Florida / Kissimmee

                                  3 6 min stay varies

                                  • 3 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Nearest beach 106 km
                                  • Swimming pool
                                  • Child friendly

                                  from £57 / night

                                  £264 - £418 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 3 minutes

                                  from £57 / night

                                  Distance approx 13.02 miles from Southport

                                  (3) Excellent 

                                    11

                                    Holiday villa in Orlando

                                    Central Florida / Orlando

                                    1 4 3 nights min

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

                                    from £177 / night

                                    £1,234 / week

                                    Book View

                                    Responds fast!
                                    avg. 27 minutes

                                    from £177 / night

                                    Distance approx 16.66 miles from Southport

                                    (57) Excellent 

                                    Certificate of Excellence

                                      51

                                      Holiday villa in Kissimmee

                                      Central Florida / Kissimmee

                                      6 16 3 nights min

                                      • 6 bedrooms
                                      • sleeps 16
                                      • 3 nights min
                                      • Nearest beach 0 km
                                      • Swimming pool
                                      • Child friendly

                                      Certificate of Excellence

                                      from £146 / night

                                      £987 / week

                                      Book View

                                      from £146 / night

                                      Distance approx 18.29 miles from Southport

                                        12

                                        Holiday villa with swimming pool in Davenport

                                        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 16.98 miles from Southport

                                          21

                                          Townhouse rental in Kissimmee

                                          Central Florida / Kissimmee

                                          3 8 2 nights min

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

                                          from £79 / night

                                          £552 - £614 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 33 minutes

                                          from £79 / night

                                          Distance approx 19.44 miles from Southport

                                          (19) Very Good 

                                          Certificate of Excellence

                                            31

                                            Holiday home in Davenport

                                            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 17.2 miles from Southport

                                              7

                                              Holiday hotel apartment with shared pool in Four Corners

                                              Central Florida / Four Corners

                                              1 4 7 nights min

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

                                              from £58 / night

                                              £403 / week

                                              Book View

                                              from £58 / night

                                              Distance approx 13.02 miles from Southport

                                              (2) Very Good 

                                                23

                                                Holiday condo with golf nearby in Celebration

                                                Central Florida / Celebration

                                                2 8 7 nights min

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

                                                from £215 / night

                                                £1,504 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 36 minutes

                                                from £215 / night

                                                Distance approx 16.88 miles from Southport

                                                (1)  

                                                  28

                                                  Holiday villa in Kissimmee

                                                  Central Florida / Kissimmee

                                                  5 10 min stay varies

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

                                                  from £129 / night

                                                  £899 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 9 minutes

                                                  from £129 / night

                                                  Distance approx 17.02 miles from Southport

                                                    23

                                                    Holiday home with shared pool, golf nearby in Kissimmee

                                                    Central Florida / Kissimmee

                                                    3 8 7 nights min

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

                                                    from £67 / night

                                                    £464 - £1,593 / week

                                                    Book View

                                                    from £67 / night

                                                    Distance approx 14.11 miles from Southport

                                                      28

                                                      Holiday home with swimming pool in Kissimmee

                                                      Central Florida / Kissimmee

                                                      4 9 7 nights min

                                                      • 4 bedrooms
                                                      • sleeps 9
                                                      • 7 nights min
                                                      • Nearest beach 100 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £115 / night

                                                      £802 / week

                                                      Book View

                                                      from £115 / night

                                                      Distance approx 17.31 miles from Southport

                                                      (57) Excellent 

                                                      Certificate of Excellence

                                                        20

                                                        Holiday villa in Kissimmee

                                                        Kissimmee / Doral Woods

                                                        4 8 min stay varies

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

                                                        Certificate of Excellence

                                                        from £166 / night

                                                        £1,140 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 30 minutes

                                                        from £166 / night

                                                        Distance approx 12.4 miles from Southport

                                                        (20) Very Good 

                                                          90

                                                          Holiday townhouse in Kissimmee

                                                          Kissimmee / Terra Verde Resort

                                                          4 8 3 nights min

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • 3 nights min
                                                          • Nearest beach 90 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £115 / night

                                                          £687 / week

                                                          Book View

                                                          from £115 / night

                                                          Distance approx 18.62 miles from Southport

                                                          (3) Excellent 

                                                            23

                                                            Kissimmee holiday home rental

                                                            Central Florida / Kissimmee

                                                            3 8 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Child friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            from £131 / night

                                                            £916 - £1,237 / week

                                                            Book View

                                                            from £131 / night

                                                            Distance approx 17.04 miles from Southport

                                                              16

                                                              Orlando holiday apartment accommodation

                                                              Central Florida / Orlando

                                                              1 4 7 nights min

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

                                                              from £192 / night

                                                              £1,342 / week

                                                              Book View

                                                              from £192 / night

                                                              Distance approx 18.97 miles from Southport

                                                              (7) Excellent 

                                                              Certificate of Excellence

                                                                19

                                                                Kissimmee holiday villa accommodation

                                                                Kissimmee / Emerald Isle Kissimmee

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 90 km
                                                                • Swimming pool

                                                                Certificate of Excellence

                                                                from £165 / night

                                                                £1,152 - £1,494 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 1 minutes

                                                                from £165 / night

                                                                Distance approx 17.14 miles from Southport

                                                                  18

                                                                  Kissimmee holiday condo let

                                                                  Kissimmee / Windsor Hills Resort

                                                                  3 8 5 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 5 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 89 km
                                                                  • Swimming pool

                                                                  from £88 / night

                                                                  £616 / week

                                                                  Book View

                                                                  from £88 / night

                                                                  Distance approx 12.93 miles from Southport

                                                                    64

                                                                    Holiday apartment with golf nearby in Celebration

                                                                    Central Florida / Celebration

                                                                    4 10 min stay varies

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

                                                                    from £189 / night

                                                                    £1,320 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 43 minutes

                                                                    from £189 / night

                                                                    Distance approx 18.75 miles from Southport

                                                                    (7) Excellent 

                                                                      15

                                                                      Davenport holiday villa rental

                                                                      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 13.19 miles from Southport

                                                                        27

                                                                        Intercession City holiday home rental

                                                                        Florida / Intercession City

                                                                        4 9 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 9
                                                                        • 3 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £97 / night

                                                                        £679 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 10 minutes

                                                                        from £97 / night

                                                                        Distance approx 11.76 miles from Southport

                                                                        (1) Excellent 

                                                                          19

                                                                          Holiday villa rental

                                                                          Central Florida / Kissimmee

                                                                          3 8 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Nearest beach 92 km
                                                                          • Swimming pool
                                                                          • Child friendly

                                                                          from £112 / night

                                                                          £780 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 47 minutes

                                                                          from £112 / night

                                                                          Distance approx 6.47 miles from Southport Show on Map

                                                                          (16) Excellent 

                                                                            51

                                                                            Penthouse rental in Orlando with golf nearby

                                                                            Orlando / Vista Cay

                                                                            3 8 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 8
                                                                            • 3 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 60 km
                                                                            • Swimming pool

                                                                            from £85 / night

                                                                            £990 / week

                                                                            Book View

                                                                            from £85 / night

                                                                            Distance approx 13.19 miles from Southport

                                                                              28

                                                                              Kissimmee holiday villa rental

                                                                              Central Florida / Kissimmee

                                                                              4 8 5 nights min

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

                                                                              from £85 / night

                                                                              £587 - £649 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 30 minutes

                                                                              from £85 / night

                                                                              Distance approx 19.46 miles from Southport

                                                                                24

                                                                                Holiday home in Davenport

                                                                                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 10.88 miles from Southport

                                                                                  35

                                                                                  Holiday apartment in Miami

                                                                                  Florida / Miami

                                                                                  2 8 min stay varies

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

                                                                                  from £67 / night

                                                                                  £467 / week

                                                                                  Book View

                                                                                  from £67 / night

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