Holiday rentals in Long Island and Apartments - Holiday Lettings - Holiday Rentals Long Island

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433 Holiday homes

    19

    Home rental in Long Island

    Fire Island / Ocean Beach

    5 10 min stay varies

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

    from £710 / night

    £4,965 / week

    Book View

    from £710 / night

      17

      Cottage rental in Long Island

      Hamptons / Sag Harbor

      3 8 2 nights min

      • 3 bedrooms
      • sleeps 8
      • 2 nights min
      • Beach / lakeside relaxation
      • Child friendly
      • Air conditioning

      from £798 / night

      £5,319 / week

      Book View

      from £798 / night

        29

        Holiday home with swimming pool in Hampton Bays

        Southampton / Hampton Bays

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Beach / lakeside relaxation
        • Swimming pool
        • Child friendly

        from £532 / night

        £3,546 - £5,490 / week

        Book View

        from £532 / night

          15

          East Marion holiday home rental

          North Fork / East Marion

          3 6 14 nights min

          • 3 bedrooms
          • sleeps 6
          • 14 nights min
          • Air conditioning
          • Pet friendly
          • Private garden

          from £417 / night

          £2,917 / week

          Book View

          from £417 / night

            21

            Long Island holiday cottage rental

            Fire Island / Fair Harbor

            3 6 6 nights min

            • 3 bedrooms
            • sleeps 6
            • 6 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0.1 km
            • Child friendly

            from £754 / night

            £4,433 / week

            Book View

            from £754 / night

              14

              Long Island holiday cottage rental

              Long Island / Fire Island

              3 6 30 nights min

              • 3 bedrooms
              • sleeps 6
              • 30 nights min
              • Beach / lakeside relaxation
              • Suitable for children age 5+
              • Car not necessary

              from £583 / night

              £4,078 / week

              Book View

              from £583 / night

                5

                Holiday studio in Ridge

                Long Island / Ridge

                Studio 2 75 nights min

                • Studio
                • sleeps 2
                • 75 nights min
                • Child friendly
                • Air conditioning

                from £67 / night

                £244 / week

                Book View

                from £67 / night

                  35

                  Holiday home in Mastic Beach

                  Long Island / Mastic Beach

                  2 4 1 night min

                  • 2 bedrooms
                  • sleeps 4
                  • 1 night min
                  • Nearest beach 0 km
                  • Child friendly

                  from £266 / night

                  £1,773 - £3,169 / week

                  Book View

                  from £266 / night

                    13

                    Holiday home in Long Island

                    Hamptons / East Hampton

                    5 12 30 nights min

                    • 5 bedrooms
                    • sleeps 12
                    • 30 nights min
                    • Child friendly
                    • Air conditioning
                    • Pet friendly

                    from £887 / night

                    £6,206 / week

                    Book View

                    from £887 / night

                      18

                      Holiday cottage in Long Island

                      Hamptons / Montauk

                      2 4 30 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 30 nights min
                      • Child friendly
                      • Pet friendly

                      from £296 / night

                      £2,069 / week

                      Book View

                      from £296 / night

                        7

                        Long Island holiday studio rental

                        Long Island / Brentwood

                        Studio 2 1 night min

                        • Studio
                        • sleeps 2
                        • 1 night min
                        • Air conditioning

                        from £98 / night

                        £683 / week

                        Book View

                        from £98 / night

                          9

                          Hampton Bays holiday home rental

                          Southampton / Hampton Bays

                          3 4 13 nights min

                          • 3 bedrooms
                          • sleeps 4
                          • 13 nights min
                          • Child friendly
                          • Air conditioning
                          • Private garden

                          from £399 / night

                          £2,482 / week

                          Book View

                          from £399 / night

                          (9) Excellent 

                            18

                            Holiday cottage in Cutchogue

                            North Fork / Cutchogue

                            2 6 14 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 14 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.1 km
                            • Child friendly

                            from £133 / night

                            £865 - £1,889 / week

                            Book View

                            from £133 / night

                              21

                              Holiday home with swimming pool, golf nearby in Long Island

                              Long Island / Bellport

                              3 10 4 nights min

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

                              from £532 / night

                              £3,723 / week

                              Book View

                              from £532 / night

                                24

                                Long Island holiday home let

                                Hamptons / Montauk

                                4 10 5 nights min

                                • 4 bedrooms
                                • sleeps 10
                                • 5 nights min
                                • Child friendly
                                • Air conditioning
                                • Private garden

                                from £887 / night

                                £6,206 / week

                                Book View

                                from £887 / night

                                  20

                                  Holiday home with golf nearby in Long Island

                                  Hamptons / Wainscott

                                  4 8 21 nights min

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

                                  from £1,596 / night

                                  £7,978 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 48 minutes

                                  from £1,596 / night

                                    24

                                    Holiday studio rental

                                    Fire Island / Ocean Beach

                                    Studio 2 min stay varies

                                    • Studio
                                    • sleeps 2
                                    • min stay varies
                                    • Child friendly
                                    • Air conditioning

                                    from £102 / night

                                    £714 / week

                                    Book View

                                    Responds fast!
                                    avg. 29 minutes

                                    from £102 / night

                                      16

                                      Holiday cottage in Long Island

                                      Long Island / Baiting Hollow

                                      3 8 2 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.5 km
                                      • Child friendly

                                      from £133 / night

                                      £710 - £1,640 / week

                                      Book View

                                      from £133 / night

                                        28

                                        Water Mill holiday home rental

                                        Hamptons / Water Mill

                                        6 12 30 nights min

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

                                        from £739 / night

                                        £5,171 / week

                                        Book View

                                        from £739 / night

                                          12

                                          Holiday home rental

                                          Hamptons / Bridgehampton

                                          4 8 7 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Air conditioning
                                          • Private garden

                                          from £507 / night

                                          £3,546 / week

                                          Book View

                                          from £507 / night

                                          (3) Very Good 

                                            21

                                            Holiday home in Remsenburg

                                            Hamptons / Remsenburg

                                            3 6 min stay varies

                                            • 3 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child friendly

                                            from £368 / night

                                            £2,571 / week

                                            Book View

                                            from £368 / night

                                              25

                                              Home rental in Long Island

                                              Long Island / Rocky Point

                                              3 8 min stay varies

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

                                              from £244 / night

                                              £1,707 / week

                                              Book View

                                              Responds fast!
                                              avg. 50 minutes

                                              from £244 / night

                                                24

                                                Home rental in Amagansett with swimming pool

                                                Hamptons / Amagansett

                                                6 12 7 nights min

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

                                                from £656 / night

                                                £4,592 / week

                                                Book View

                                                Responds fast!
                                                avg. 10 minutes

                                                from £656 / night

                                                  11

                                                  Home rental in East Quogue

                                                  Hamptons / East Quogue

                                                  4 10 6 nights min

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • 6 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £444 / night

                                                  £3,103 / week

                                                  Book View

                                                  from £444 / night

                                                  (1) Excellent 

                                                    17

                                                    Holiday home in Greenport

                                                    North Fork / Greenport

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Air conditioning
                                                    • Private garden

                                                    from £355 / night

                                                    £2,660 - £4,433 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 16 minutes

                                                    from £355 / night

                                                      27

                                                      Long Island holiday apartment rental

                                                      Long Island / East Patchogue

                                                      1 2 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 3 nights min
                                                      • Air conditioning
                                                      • Private garden

                                                      from £129 / night

                                                      £843 / week

                                                      Book View

                                                      from £129 / night

                                                        11

                                                        Amagansett holiday home rental

                                                        Hamptons / Amagansett

                                                        4 8 21 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 21 nights min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Air conditioning

                                                        from £1,013 / night

                                                        £7,092 / week

                                                        Book View

                                                        from £1,013 / night

                                                          11

                                                          Home rental in East Hampton with swimming pool

                                                          Hamptons / East Hampton

                                                          5 12 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Private garden

                                                          from £665 / night

                                                          £4,654 / week

                                                          Book View

                                                          from £665 / night

                                                          (1) Excellent 

                                                            19

                                                            Holiday home rental

                                                            Hamptons / East Hampton

                                                            3 6 min stay varies

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

                                                            from £311 / night

                                                            £1,330 - £5,762 / week

                                                            Book View

                                                            from £311 / night

                                                            (2) Very Good 

                                                              24

                                                              Home rental in Greenport

                                                              North Fork / Greenport

                                                              3 8 3 nights min

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

                                                              from £231 / night

                                                              £1,614 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 29 minutes

                                                              from £231 / night

                                                                29

                                                                Holiday home in Long Island

                                                                Hamptons / Sag Harbor

                                                                4 8 2 nights min

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

                                                                from £665 / night

                                                                £4,654 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 29 minutes

                                                                from £665 / night

                                                                (1) Excellent 

                                                                  6

                                                                  East Hampton holiday home rental

                                                                  Hamptons / East Hampton

                                                                  2 4 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Nearest beach 4 km
                                                                  • Swimming pool
                                                                  • Air conditioning

                                                                  from £222 / night

                                                                  £1,552 - £4,433 / week

                                                                  Book View

                                                                  from £222 / night

                                                                    11

                                                                    Holiday home in Long Island

                                                                    Hamptons / Westhampton

                                                                    3 8 3 nights min

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

                                                                    from £399 / night

                                                                    £2,482 / week

                                                                    Book View

                                                                    from £399 / night

                                                                      24

                                                                      Holiday home rental

                                                                      Long Island / Fire Island

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Pet friendly

                                                                      from £133 / night

                                                                      £931 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 29 minutes

                                                                      from £133 / night

                                                                        24

                                                                        Holiday cottage with swimming pool in Long Island

                                                                        Shelter Island / Shelter Island Heights

                                                                        1 6 min stay varies

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

                                                                        from £342 / night

                                                                        £2,389 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 8 minutes

                                                                        from £342 / night

                                                                        (1) Excellent 

                                                                          23

                                                                          East Hampton holiday home rental

                                                                          Hamptons / East Hampton

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 5 km
                                                                          • Child friendly

                                                                          from £311 / night

                                                                          £1,951 - £3,635 / week

                                                                          Book View

                                                                          from £311 / night

                                                                            41

                                                                            Holiday home in Long Island

                                                                            Hamptons / Montauk

                                                                            3 6 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 3 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Child friendly

                                                                            from £532 / night

                                                                            £3,723 / week

                                                                            Book View

                                                                            from £532 / night

                                                                              27

                                                                              Long Island holiday home rental

                                                                              Southampton / Hampton Bays

                                                                              3 12 3 nights min

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

                                                                              from £538 / night

                                                                              £3,767 / week

                                                                              Book View

                                                                              from £538 / night

                                                                              (3) Excellent 

                                                                                24

                                                                                Holiday home in Long Island

                                                                                Hamptons / Westhampton Beach

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 0 km
                                                                                • Child friendly

                                                                                from £159 / night

                                                                                £865 - £1,680 / week

                                                                                Book View

                                                                                from £159 / night

                                                                                (1) Excellent 

                                                                                  28

                                                                                  Southampton holiday home rental

                                                                                  Hamptons / Southampton

                                                                                  5 10 min stay varies

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

                                                                                  from £1,507 / night

                                                                                  £10,549 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 45 minutes

                                                                                  from £1,507 / night

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