OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

One of the most northerly of the Leeward Islands in the Caribbean, holiday rentals in Anguilla can also give you the opportunity to visit the neighbouring island of St Martin, although once you step onto the soft white sand that is likely to be just a few moments away from your villa rental in Anguilla, you won't feel inclined to go anywhere else but the nearest beach, and especially not home again! Where a tropical climate prevails throughout the Caribbean, holiday rental accommodation in Anguilla can guarantee heat and sunshine at any time of the year, giving you the perfect excuse to escape from the cold and gloomy winter weather back at home, even though most people choose an apartment or villa rental in Anguilla for that once-in-a-lifetime holiday or a particular occasion or celebration, like a honeymoon or anniversary. Being a Caribbean Island that is only 16 miles long by 3 miles wide, endless sun-drenched beaches are almost definitely going to be just beyond the garden gate of the apartment and villa rentals in Anguilla, and when you'll be within walking distance of all the shops you could need, a number of prestigious restaurants, and some excellent facilities for sport and leisure, including golfing, holiday rental accommodation in Anguilla really can't be outdone in terms of convenience and quality anywhere else in the Caribbean.

  • Showing 1-50 of 124
  View Map Map
Additional service fee may apply.
    Excellent! 4.7/5
    (13 reviews)
    avg/night
    Villa #759941vb
    • 2 BR
    • 2 BA
    • Sleeps 6
    13

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Condo #171886
      • 2 BR
      • 1 BA
      • Sleeps 4
      16

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Exceptional! 5/5
        (29 reviews)
        avg/night
        Villa #352006vb
        • 2 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 5
        29

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Wonderful! 4.8/5
          (5 reviews)
          avg/night
          Villa #3922911
          • 4 BR
          • 5 BA
          • Sleeps 12
          5

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            Wonderful! 4.8/5
            (17 reviews)
            avg/night
            House #314423vb
            • 2 BR
            • 2 BA
            • Sleeps 6
            17

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Wonderful! 4.8/5
              (19 reviews)
              avg/night
              Apartment #347828vb
              • 1 BR
              • 1 BA
              • Sleeps 2
              19

              Instant confirmation

              Your booking request will be confirmed immediately.

                Exceptional! 5/5
                (6 reviews)
                avg/night
                Villa #739230vb
                • 2 BR
                • 2 BA
                • Sleeps 6
                6

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Villa #602181vb
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  11

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    House #445864vb
                    • 6 BR
                    • 5 BA
                    • Sleeps 12

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Apartment #650924vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      3

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        Exceptional! 5/5
                        (8 reviews)
                        avg/night
                        Condo #486627vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        8

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Villa #860938vb
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          1

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            House #4066826
                            • 3 BR
                            • 3 BA
                            • Sleeps 6
                            1

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Villa #482714vb
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              15

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Villa #326681
                                • 4 BR
                                • 4 BA
                                • Separate Toilet
                                • Sleeps 14
                                20

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Villa #253977
                                  • 1 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 2
                                  12

                                  Instant confirmation

                                  Your booking request will be confirmed immediately.

                                    Apartment #772475vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    1

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Villa #4483031
                                      • 5 BR
                                      • 6 BA
                                      • Sleeps 12
                                      3

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Villa #407792vb
                                        • 2 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 5
                                        8

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Villa #906376vb
                                          • 3 BR
                                          • 2 BA
                                          • Separate Toilet
                                          • Sleeps 8
                                          3

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            Villa #3925298
                                            • 3 BR
                                            • 4 BA
                                            • Sleeps 8
                                            1

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Condo #809714vb
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              3

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Villa #4503524
                                                • 3 BR
                                                • 3 BA
                                                • Separate Toilet
                                                • Sleeps 8
                                                2

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

                                                  Villa #784159vb
                                                  • 2 BR
                                                  • 3 BA
                                                  • Sleeps 4
                                                  3

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Condo #4537264
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Condo #817644vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      2

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Villa #89850vb
                                                        • 5 BR
                                                        • 4 BA
                                                        • Separate Toilet
                                                        • Sleeps 12
                                                        15

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Castle #167080
                                                          • 4 BR
                                                          • 4 BA
                                                          • Separate Toilet
                                                          • Sleeps 10
                                                          128

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            Exceptional! 5/5
                                                            (5 reviews)
                                                            avg/night
                                                            Villa #389160vb
                                                            • 4 BR
                                                            • 4 BA
                                                            • Separate Toilet
                                                            • Sleeps 8
                                                            5

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Villa #4267275
                                                              • 4 BR
                                                              • 1 BA
                                                              • Sleeps 12

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                Villa #933518vb
                                                                • 5 BR
                                                                • 5 BA
                                                                • Sleeps 14
                                                                1

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Condo #4537248
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Condo #4537247
                                                                    • 1 BR
                                                                    • Separate Toilet
                                                                    • Sleeps 3

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Villa #305446
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      1

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Exceptional! 5/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        Villa #400022vb
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 6
                                                                        5

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Villa #197066vb
                                                                          • 1 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 2
                                                                          12

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Villa #207374vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            2

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Apartment #907888vb
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 3
                                                                              2

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Villa #981900vb
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Studio #4537256
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2

                                                                                  Instant confirmation

                                                                                  Your booking request will be confirmed immediately.

                                                                                    Villa #4503567
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 10
                                                                                    1

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Villa #976172
                                                                                      • 4 BR
                                                                                      • 4 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 10
                                                                                      1

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Villa #4266412
                                                                                        • 5 BR
                                                                                        • 5 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 12
                                                                                        4

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Villa #4266410
                                                                                          • 7 BR
                                                                                          • 8 BA
                                                                                          • Sleeps 18
                                                                                          5

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Exceptional! 5/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            Villa #510587vb
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 8
                                                                                            20

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Studio #4537268
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Villa #3997885
                                                                                                • 6 BR
                                                                                                • 7 BA
                                                                                                • Sleeps 12
                                                                                                3

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Villa #3517137
                                                                                                  • 7 BR
                                                                                                  • 7 BA
                                                                                                  • Sleeps 14
                                                                                                  3

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Villa #305210vb
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Separate Toilets
                                                                                                    • Sleeps 10
                                                                                                    2

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Villa #4266413
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      3

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 124

                                                                                                      Holiday Rentals Anguilla (124)