Villas in Anguilla and Houses - Holiday Lettings - Holiday Rentals Anguilla

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978 Holiday homes

    30

    Merrywing Bay holiday villa rental

    West End Village / Merrywing Bay

    4 8 3 nights min

    • 4 bedrooms
    • sleeps 8
    • 3 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0.3 km
    • Swimming pool

    from £1,699 / night

    £11,888 / week

    Book View

    from £1,699 / night

      37

      Holiday villa in Little Harbour

      Anguilla / Little Harbour

      4 10 2 nights min

      • 4 bedrooms
      • sleeps 10
      • 2 nights min
      • Beach / lakeside relaxation
      • Suitable for children age 5+
      • Air conditioning

      from £1,064 / night

      £7,447 / week

      Book View

      from £1,064 / night

        65

        Shoal Bay Village holiday villa rental

        Anguilla / Shoal Bay Village

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Nearest beach 0.25 km
        • Child friendly

        from £712 / night

        £4,983 / week

        Book View

        Responds fast!
        avg. 1 hour 51 minutes

        from £712 / night

        (4) Excellent 

          24

          Shoal Bay Village holiday villa rental

          Anguilla / Shoal Bay Village

          4 10 2 nights min

          • 4 bedrooms
          • sleeps 10
          • 2 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Suitable for children age 5+

          from £521 / night

          £3,436 / week

          Book View

          from £521 / 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 £130 / night

            £1,516 / week

            Book View

            from £130 / night

            (7) Very Good 

              15

              Anguilla holiday villa rental

              West End Village / Shoal Bay West

              2 5 3 nights min

              • 2 bedrooms
              • sleeps 5
              • 3 nights min
              • Beach / lakeside relaxation
              • Nearest beach 4 km
              • Child friendly

              from £131 / night

              £867 / week

              Book View

              from £131 / night

                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 £1,350 / night

                £9,450 / week

                Book View

                from £1,350 / night

                (2) Excellent 

                  20

                  Holiday villa with golf nearby in Anguilla

                  West End Village / Meads Bay Pond

                  3 6 7 nights min

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

                  from £736 / night

                  £5,153 / week

                  Book View

                  from £736 / night

                    25

                    Anguilla holiday villa rental

                    Anguilla / Blowing Point

                    3 9 1 night min

                    • 3 bedrooms
                    • sleeps 9
                    • 1 night min
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Suitable for children age 5+

                    from £677 / night

                    £4,737 / week

                    Book View

                    from £677 / night

                    (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 £2,700 / night

                      £18,899 / week

                      Book View

                      from £2,700 / night

                      (1) Excellent 

                        6

                        Holiday villa rental

                        Anguilla / The Valley

                        4 10 4 nights min

                        • 4 bedrooms
                        • sleeps 10
                        • 4 nights min
                        • Nearest beach 0.9 km
                        • Swimming pool
                        • Child friendly

                        from £958 / night

                        £6,706 / week

                        Book View

                        from £958 / night

                          18

                          Anguilla holiday villa rental

                          Anguilla / Sandy Hill Bay

                          6 12 min stay varies

                          • 6 bedrooms
                          • sleeps 12
                          • min stay varies
                          • Child friendly

                          from £1,064 / night

                          £5,026 - £15,953 / week

                          Enquire View

                          from £1,064 / night

                            26

                            Anguilla holiday villa rental

                            Anguilla / Long Bay Village

                            3 6 min stay varies

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

                            from £680 / night

                            £4,760 - £9,732 / week

                            Book View

                            from £680 / night

                              9

                              Holiday villa rental

                              Anguilla / Sandy Hill Bay

                              7 14 min stay varies

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

                              from £1,307 / night

                              £9,145 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 57 minutes

                              from £1,307 / night

                                19

                                Villa accommodation in Anguilla

                                Anguilla

                                6 12 7 nights min

                                • 6 bedrooms
                                • sleeps 12
                                • 7 nights min
                                • Child friendly

                                from £1,444 / night

                                £5,105 - £37,224 / week

                                Enquire View

                                from £1,444 / night

                                  0

                                  Holiday villa in Anguilla

                                  Anguilla

                                  10 20 min stay varies

                                  • 10 bedrooms
                                  • sleeps 20
                                  • min stay varies
                                  • Swimming pool
                                  • Ask owner if suitable for children
                                  • Air conditioning

                                  from £5,789 / night

                                  £40,521 - £94,958 / week

                                  Enquire View

                                  from £5,789 / night

                                  (2) Very Good 

                                    11

                                    Anguilla holiday villa rental

                                    Anguilla / Little Harbour

                                    4 8 min stay varies

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

                                    from £1,334 / night

                                    £9,333 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 49 minutes

                                    from £1,334 / night

                                      11

                                      Villa rental in Anguilla

                                      Anguilla

                                      4 8 7 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Beach / lakeside relaxation
                                      • Ask owner if suitable for children
                                      • Ask about pets

                                      from £1,738 / night

                                      £12,163 - £31,367 / week

                                      Book View

                                      from £1,738 / night

                                        48

                                        Anguilla holiday villa rental

                                        Anguilla

                                        6 12 min stay varies

                                        • 6 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Child friendly

                                        from £832 / night

                                        £5,823 - £18,585 / week

                                        Enquire View

                                        from £832 / night

                                          18

                                          Holiday villa in Anguilla

                                          Anguilla

                                          6 12 min stay varies

                                          • 6 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Child friendly

                                          from £2,127 / night

                                          £14,890 - £79,765 / week

                                          Enquire View

                                          from £2,127 / night

                                            30

                                            Holiday villa in Anguilla

                                            Anguilla

                                            10 20 min stay varies

                                            • 10 bedrooms
                                            • sleeps 20
                                            • min stay varies
                                            • Child friendly

                                            from £6,252 / night

                                            £41,919 - £107,872 / week

                                            Enquire View

                                            from £6,252 / night

                                              37

                                              Holiday villa in Anguilla

                                              Anguilla / Rendezvous Bay

                                              5 10 min stay varies

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

                                              from £1,672 / night

                                              £11,699 - £58,494 / week

                                              Enquire View

                                              from £1,672 / night

                                                24

                                                Anguilla holiday villa rental

                                                Anguilla / South Hill

                                                4 8 4 nights min

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

                                                from £327 / night

                                                £2,287 / week

                                                Book View

                                                from £327 / night

                                                  25

                                                  Holiday villa in Anguilla

                                                  Anguilla / Long Bay Village

                                                  4 8 min stay varies

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

                                                  from £593 / night

                                                  £4,148 - £19,782 / week

                                                  Enquire View

                                                  from £593 / night

                                                    44

                                                    Holiday villa in Anguilla

                                                    Anguilla

                                                    10 20 min stay varies

                                                    • 10 bedrooms
                                                    • sleeps 20
                                                    • min stay varies
                                                    • Ask owner if suitable for children
                                                    • Ask about pets

                                                    from £5,789 / night

                                                    £40,521 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 49 minutes

                                                    from £5,789 / night

                                                    (8) Very Good 

                                                      12

                                                      Home rental in Anguilla

                                                      Anguilla / East End Village

                                                      4 10 min stay varies

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0.8 km
                                                      • Child friendly

                                                      from £436 / night

                                                      £3,049 / week

                                                      Book View

                                                      from £436 / night

                                                        4

                                                        Holiday villa in Anguilla

                                                        Anguilla / The Valley

                                                        2 5 4 nights min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 4 nights min
                                                        • Nearest beach 0.9 km
                                                        • Child friendly
                                                        • Pet friendly

                                                        from £336 / night

                                                        £2,348 / week

                                                        Book View

                                                        from £336 / night

                                                          11

                                                          Villa rental in Anguilla

                                                          Anguilla

                                                          3 6 min stay varies

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

                                                          from £1,106 / night

                                                          £7,738 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 49 minutes

                                                          from £1,106 / night

                                                            42

                                                            Little Harbour holiday villa rental

                                                            Anguilla / Little Harbour

                                                            3 6 4 nights min

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

                                                            from £392 / night

                                                            £2,744 / week

                                                            Book View

                                                            from £392 / night

                                                              32

                                                              Holiday villa in Anguilla

                                                              Anguilla

                                                              10 20 min stay varies

                                                              • 10 bedrooms
                                                              • sleeps 20
                                                              • min stay varies
                                                              • Child friendly

                                                              from £5,698 / night

                                                              £39,883 - £90,400 / week

                                                              Enquire View

                                                              from £5,698 / night

                                                                18

                                                                Villa letting in Anguilla

                                                                Anguilla / Little Harbour

                                                                4 8 min stay varies

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

                                                                from £1,698 / night

                                                                £11,885 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 49 minutes

                                                                from £1,698 / night

                                                                  27

                                                                  Holiday villa in West End Village

                                                                  Anguilla / West End Village

                                                                  9 18 min stay varies

                                                                  • 9 bedrooms
                                                                  • sleeps 18
                                                                  • min stay varies
                                                                  • Child friendly

                                                                  from £16,279 / night

                                                                  £113,949 - £159,529 / week

                                                                  Enquire View

                                                                  from £16,279 / night

                                                                  (13) Excellent 

                                                                    29

                                                                    Holiday villa with swimming pool in Anguilla

                                                                    Anguilla

                                                                    3 7 2 nights min

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

                                                                    from £479 / night

                                                                    £3,353 / week

                                                                    Book View

                                                                    from £479 / night

                                                                    (2) Very Good 

                                                                      15

                                                                      Holiday villa accommodation

                                                                      Anguilla / Long Bay Village

                                                                      6 12 min stay varies

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

                                                                      from £1,064 / night

                                                                      £7,445 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 49 minutes

                                                                      from £1,064 / night

                                                                      (5) Excellent 

                                                                        17

                                                                        Holiday villa in Sandy Hill Bay

                                                                        Anguilla / Sandy Hill Bay

                                                                        3 6 min stay varies

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

                                                                        from £863 / night

                                                                        £6,036 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 24 minutes

                                                                        from £863 / night

                                                                          32

                                                                          Holiday villa in Anguilla

                                                                          Anguilla / Little Harbour

                                                                          5 10 5 nights min

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

                                                                          from £863 / night

                                                                          £6,040 / week

                                                                          Book View

                                                                          from £863 / night

                                                                            29

                                                                            Holiday villa letting

                                                                            Anguilla

                                                                            4 10 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 10
                                                                            • min stay varies
                                                                            • Child friendly

                                                                            from £1,444 / night

                                                                            £8,509 - £22,792 / week

                                                                            Enquire View

                                                                            from £1,444 / night

                                                                              26

                                                                              Villa rental in Anguilla

                                                                              Anguilla / Rendezvous Bay

                                                                              2 4 min stay varies

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

                                                                              from £593 / night

                                                                              £4,148 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 49 minutes

                                                                              from £593 / night

                                                                              (13) Very Good 

                                                                                24

                                                                                Holiday apartment in Anguilla

                                                                                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 £87 / night

                                                                                £737 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 16 minutes

                                                                                from £87 / night

                                                                                (6) Excellent 

                                                                                  45

                                                                                  Holiday villa with swimming pool in Anguilla

                                                                                  Anguilla / Long Bay Village

                                                                                  3 6 min stay varies

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

                                                                                  from £693 / night

                                                                                  £4,847 - £10,060 / week

                                                                                  Book View

                                                                                  from £693 / night

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