Villas in Island Harbour and Apartments – Holiday Lettings - Holiday Rentals Island Harbour

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992 Holiday homes

    33

    Holiday villa in Island Harbour

    Anguilla / Island Harbour

    7 16 5 nights min

    • 7 bedrooms
    • sleeps 16
    • 5 nights min
    • Nearest beach 1 km
    • Swimming pool
    • Child friendly

    from £1,374 / night

    £9,618 / week

    Book View

    Responds fast!
    avg. 1 hour 49 minutes

    from £1,374 / night

    (1) Average 

      43

      Holiday villa with shared pool in Island Harbour

      Anguilla / Island Harbour

      2 5 4 nights min

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

      from £132 / night

      £1,545 / week

      Book View

      Responds fast!
      avg. 1 hour 49 minutes

      from £132 / night

      (13) Very Good 

        24

        Holiday apartment in Island Harbour

        Anguilla / Island Harbour

        1 2 1 night min

        • 1 bedroom
        • sleeps 2
        • 1 night min
        • Beach / lakeside relaxation
        • Nearest beach 8 km
        • Child friendly

        from £89 / night

        £754 / week

        Book View

        Responds fast!
        avg. 3 hours 42 minutes

        from £89 / night

        (8) Very Good 

          31

          Holiday apartment in Island Harbour

          Anguilla / Island Harbour

          2 4 3 nights min

          • 2 bedrooms
          • sleeps 4
          • 3 nights min
          • Nearest beach 3 km
          • Air conditioning
          • Private garden

          from £107 / night

          £745 / week

          Book View

          from £107 / night

            13

            Island Harbour holiday villa rental

            Anguilla / Island Harbour

            8 16 min stay varies

            • 8 bedrooms
            • sleeps 16
            • min stay varies
            • Child friendly

            from £3,097 / night

            £5,420 - £54,194 / week

            Enquire View

            from £3,097 / night

            (3) Excellent 

              32

              Holiday villa rental

              Anguilla / Island Harbour

              5 10 3 nights min

              • 5 bedrooms
              • sleeps 10
              • 3 nights min
              • Ask owner if suitable for children
              • Ask about pets

              from £1,936 / night

              £13,549 / week

              Book View

              Responds fast!
              avg. 1 hour 5 minutes

              from £1,936 / night

                32

                Island Harbour holiday villa rental

                Anguilla / Island Harbour

                3 6 3 nights min

                • 3 bedrooms
                • sleeps 6
                • 3 nights min
                • Ask owner if suitable for children
                • Ask about pets

                from £1,626 / night

                £11,381 / week

                Book View

                Responds fast!
                avg. 1 hour 5 minutes

                from £1,626 / night

                  32

                  Island Harbour holiday villa rental

                  Anguilla / Island Harbour

                  4 8 3 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 3 nights min
                  • Ask owner if suitable for children
                  • Ask about pets

                  from £1,781 / night

                  £12,465 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 5 minutes

                  from £1,781 / night

                    29

                    Villa rental in Island Harbour with shared pool

                    Anguilla / Island Harbour

                    5 10 min stay varies

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

                    from £1,936 / night

                    £13,549 - £27,097 / week

                    Book View

                    from £1,936 / night

                      37

                      Villa rental in Island Harbour

                      Anguilla / Island Harbour

                      7 14 min stay varies

                      • 7 bedrooms
                      • sleeps 14
                      • min stay varies
                      • Ask owner if suitable for children
                      • Ask about pets

                      from £1,452 / night

                      £10,162 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 5 minutes

                      from £1,452 / night

                        37

                        Villa rental in Island Harbour

                        Anguilla / Island Harbour

                        8 16 min stay varies

                        • 8 bedrooms
                        • sleeps 16
                        • min stay varies
                        • Ask owner if suitable for children
                        • Ask about pets

                        from £1,607 / night

                        £11,246 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 5 minutes

                        from £1,607 / night

                          37

                          Villa rental in Island Harbour

                          Anguilla / Island Harbour

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Ask owner if suitable for children
                          • Ask about pets

                          from £852 / night

                          £5,962 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 5 minutes

                          from £852 / night

                            37

                            Villa rental in Island Harbour

                            Anguilla / Island Harbour

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Ask owner if suitable for children
                            • Ask about pets

                            from £1,084 / night

                            £7,587 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 5 minutes

                            from £1,084 / night

                              37

                              Villa rental in Island Harbour

                              Anguilla / Island Harbour

                              6 12 min stay varies

                              • 6 bedrooms
                              • sleeps 12
                              • min stay varies
                              • Ask owner if suitable for children
                              • Ask about pets

                              from £1,278 / night

                              £8,942 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 5 minutes

                              from £1,278 / night

                              Great rentals within 20 miles that match your search

                              Distance approx 15.31 miles from Island Harbour

                              (2) Excellent 

                                32

                                Holiday apartment with shared pool in Baie Nettle

                                Saint-Martin / Baie Nettle

                                1 4 5 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 5 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0.1 km
                                • Swimming pool

                                from £86 / night

                                £600 / week

                                Book View

                                from £86 / night

                                Distance approx 13.98 miles from Island Harbour

                                  9

                                  Holiday apartment in Oyster Pond

                                  Sint Maarten / Oyster Pond

                                  3 8 7 nights min

                                  • 3 bedrooms
                                  • sleeps 8
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child friendly

                                  from £432 / night

                                  £3,022 / week

                                  Book View

                                  from £432 / night

                                  Distance approx 15.52 miles from Island Harbour

                                    10

                                    Terres Basses holiday villa rental

                                    Saint-Martin / Terres Basses

                                    3 6 3 nights min

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

                                    from £635 / night

                                    £4,443 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 1 minutes

                                    from £635 / night

                                    Distance approx 9.52 miles from Island Harbour

                                    (1) Excellent 

                                      19

                                      Holiday villa rental

                                      West End Village / Merrywing Bay

                                      5 10 3 nights min

                                      • 5 bedrooms
                                      • sleeps 10
                                      • 3 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.2 km
                                      • Swimming pool

                                      from £2,748 / night

                                      £19,236 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 49 minutes

                                      from £2,748 / night

                                      Distance approx 13.32 miles from Island Harbour

                                        5

                                        Holiday villa in Terres Basses

                                        Saint-Martin / Terres Basses

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Air conditioning

                                        Pricing unknown

                                        Book View

                                        Pricing unknown

                                        Distance approx 14.14 miles from Island Harbour

                                        (1)  

                                          11

                                          Holiday villa with swimming pool in Marigot, Saint Martin

                                          Saint-Martin / Marigot, Saint Martin

                                          6 12 5 nights min

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

                                          from £1,419 / night

                                          £9,929 / week

                                          Book View

                                          from £1,419 / night

                                          Distance approx 12.36 miles from Island Harbour

                                            13

                                            Holiday home in La Savane

                                            Saint-Martin / La Savane

                                            2 6 1 night min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 1 night min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 3 km
                                            • Child friendly

                                            from £147 / night

                                            £1,030 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 10 minutes

                                            from £147 / night

                                            Distance approx 14.21 miles from Island Harbour

                                              19

                                              Holiday apartment in Philipsburg

                                              Sint Maarten / Philipsburg

                                              3 8 7 nights min

                                              • 3 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Nearest beach 2 km
                                              • Swimming pool
                                              • Child friendly

                                              from £431 / night

                                              £3,022 / week

                                              Book View

                                              from £431 / night

                                              Distance approx 12.36 miles from Island Harbour

                                                12

                                                Holiday apartment in La Savane

                                                Saint-Martin / La Savane

                                                1 4 1 night min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 1 night min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 3 km
                                                • Child friendly

                                                from £126 / night

                                                £766 - £877 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 6 minutes

                                                from £126 / night

                                                Distance approx 16.04 miles from Island Harbour

                                                  42

                                                  Holiday villa with swimming pool, golf nearby in Terres Basses

                                                  Saint-Martin / Terres Basses

                                                  3 6 min stay varies

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

                                                  from £766 / night

                                                  £6,901 - £12,839 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 6 minutes

                                                  from £766 / night

                                                  Distance approx 10.74 miles from Island Harbour

                                                  (2) Excellent 

                                                    20

                                                    Holiday villa in Cul de Sac

                                                    Saint-Martin / Cul de Sac

                                                    3 7 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 7
                                                    • 3 nights min
                                                    • Nearest beach 1 km
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £380 / night

                                                    £2,660 / week

                                                    Book View

                                                    from £380 / night

                                                    Distance approx 14.53 miles from Island Harbour

                                                    (3) Very Good 

                                                      31

                                                      Philipsburg holiday apartment rental

                                                      Sint Maarten / Philipsburg

                                                      3 8 7 nights min

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

                                                      from £507 / night

                                                      £3,546 / week

                                                      Book View

                                                      from £507 / night

                                                      Distance approx 16.69 miles from Island Harbour

                                                      (2) Excellent 

                                                        13

                                                        Holiday private room in Cupecoy Bay

                                                        Sint Maarten / Cupecoy Bay

                                                        1 4 3 nights min

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

                                                        from £133 / night

                                                        £953 - £1,241 / week

                                                        Book View

                                                        from £133 / night

                                                        Distance approx 11.81 miles from Island Harbour

                                                          29

                                                          Villa rental in Orient Bay with swimming pool

                                                          Saint-Martin / Orient Bay

                                                          2 4 4 nights min

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

                                                          from £292 / night

                                                          £1,692 / week

                                                          Book View

                                                          from £292 / night

                                                          Distance approx 16.64 miles from Island Harbour

                                                            7

                                                            Holiday studio in Cupecoy Bay

                                                            Sint Maarten / Cupecoy Bay

                                                            Studio 2 7 nights min

                                                            • Studio
                                                            • sleeps 2
                                                            • 7 nights min
                                                            • Nearest beach 0 km
                                                            • Swimming pool
                                                            • Child friendly

                                                            from £108 / night

                                                            £754 / week

                                                            Book View

                                                            from £108 / night

                                                            Distance approx 15.15 miles from Island Harbour

                                                              6

                                                              Holiday condo in Marigot

                                                              Marigot / Nettle Bay Beach Club

                                                              1 4 1 night min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 1 night min
                                                              • Beach / lakeside relaxation
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £178 / night

                                                              £1,241 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 29 minutes

                                                              from £178 / night

                                                              Distance approx 14.68 miles from Island Harbour

                                                                22

                                                                Oyster Pond holiday condo rental

                                                                Sint Maarten / Oyster Pond

                                                                3 6 4 nights min

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

                                                                from £191 / night

                                                                £1,330 - £1,951 / week

                                                                Book View

                                                                from £191 / night

                                                                Distance approx 16.26 miles from Island Harbour

                                                                  4

                                                                  Simpson Bay holiday condo rental

                                                                  Sint Maarten / Simpson Bay

                                                                  1 4 7 nights min

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

                                                                  from £140 / night

                                                                  £975 / week

                                                                  Book View

                                                                  from £140 / night

                                                                  Distance approx 16.34 miles from Island Harbour

                                                                  (3) Excellent 

                                                                    13

                                                                    Holiday apartment with shared pool in Simpson Bay

                                                                    Sint Maarten / Simpson Bay

                                                                    2 4 4 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 4 nights min
                                                                    • Nearest beach 0 km
                                                                    • Swimming pool
                                                                    • Air conditioning

                                                                    from £355 / night

                                                                    £2,482 / week

                                                                    Book View

                                                                    from £355 / night

                                                                    Distance approx 16.6 miles from Island Harbour

                                                                      9

                                                                      Cupecoy Bay holiday villa rental

                                                                      Sint Maarten / Cupecoy Bay

                                                                      3 8 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Air conditioning

                                                                      from £456 / night

                                                                      £3,192 / week

                                                                      Book View

                                                                      from £456 / night

                                                                      Distance approx 16.87 miles from Island Harbour

                                                                      (9) Excellent 

                                                                        65

                                                                        Holiday villa rental

                                                                        Sint Maarten / Simpson Bay

                                                                        3 7 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £355 / night

                                                                        £2,482 - £4,034 / week

                                                                        Book View

                                                                        from £355 / night

                                                                        Distance approx 11.78 miles from Island Harbour

                                                                          12

                                                                          Holiday villa in Orient Bay

                                                                          Saint-Martin / Orient Bay

                                                                          4 8 4 nights min

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

                                                                          from £665 / night

                                                                          £4,654 / week

                                                                          Book View

                                                                          from £665 / night

                                                                          Distance approx 15.67 miles from Island Harbour

                                                                            60

                                                                            Philipsburg holiday villa rental

                                                                            Sint Maarten / Philipsburg

                                                                            6 12 min stay varies

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

                                                                            from £1,647 / night

                                                                            £11,524 - £18,616 / week

                                                                            Book View

                                                                            from £1,647 / night

                                                                            Distance approx 14.68 miles from Island Harbour

                                                                              9

                                                                              Holiday condo in Oyster Pond

                                                                              Sint Maarten / Oyster Pond

                                                                              3 6 4 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 4 nights min
                                                                              • Child friendly

                                                                              from £191 / night

                                                                              £1,330 - £1,951 / week

                                                                              Book View

                                                                              from £191 / night

                                                                              Distance approx 16.71 miles from Island Harbour

                                                                                22

                                                                                Condo rental in Cupecoy Bay with shared pool

                                                                                Sint Maarten / Cupecoy Bay

                                                                                2 6 3 nights min

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

                                                                                from £266 / night

                                                                                £2,660 / week

                                                                                Book View

                                                                                from £266 / night

                                                                                Distance approx 15.5 miles from Island Harbour

                                                                                  10

                                                                                  Holiday villa in Terres Basses

                                                                                  Saint-Martin / Terres Basses

                                                                                  12 22 3 nights min

                                                                                  • 12 bedrooms
                                                                                  • sleeps 22
                                                                                  • 3 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £4,600 / night

                                                                                  £32,199 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 6 minutes

                                                                                  from £4,600 / night

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