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

Just half an hour away from the popular resort of Funchal on the south coast of Madeira, holiday rental accommodation in Calheta will put you in an altogether more peaceful village with an atmosphere that is distinctly laid-back and carefree, and even though a traditional cottage rental in Calheta is sure to give you a truly authentic experience of rural life on the island, you'll still be within easy reach of some cosmopolitan vibrancy to add a touch of urban excitement to your holiday. Accommodation in Calheta can be found to suit whatever your requirements may be, particularly if you're planning a quietly romantic break for two, although when you realise how many opportunities there are for sport, leisure, entertainment and recreation right along the south coast of Madeira, villa rentals in Calheta make the ideal base from where your whole family can find something to appeal to their sense of adventure. Surrounded by wild and rugged landscapes that beg to be explored and overlooking a vast blue ocean that is perfect for scuba-diving and snorkelling, anyone with a love of nature and the great outdoors will find plenty to see and do beyond the doorstep of their holiday rental in Calheta, and when you can rely on fabulous weather virtually all year round in Madeira, holiday accommodation in Calheta will give you the perfect excuse to escape to the sun whenever you feel the need for a complete change of scenery.

    Wonderful! 4.9/5
    (22 reviews)
    avg/night
    Villa #1985482
    • 4 BR
    • 4 BA
    • Sleeps 8
    22
    Viewed 274 times in the last 48 hours

    Confirmation within 24 hours

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

      Wonderful! 4.9/5
      (18 reviews)
      avg/night
      House #3888514
      • 2 BR
      • 2 BA
      • Sleeps 5
      18
      Viewed 87 times in the last 48 hours

      Confirmation within 24 hours

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

        Exceptional! 5/5
        (61 reviews)
        avg/night
        Villa #1005641
        • 2 BR
        • 2 BA
        • Sleeps 4
        61
        Viewed 149 times in the last 48 hours

        Confirmation within 24 hours

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

          Excellent! 4.6/5
          (14 reviews)
          avg/night
          House #6805017
          • 1 BR
          • 1 BA
          • Sleeps 2
          14
          Viewed 36 times in the last 48 hours

          Confirmation within 24 hours

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

            Exceptional! 5/5
            (36 reviews)
            avg/night
            Villa #1504248
            • 3 BR
            • 2 BA
            • Sleeps 6
            36
            Viewed 62 times in the last 48 hours

            Confirmation within 24 hours

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

              Wonderful! 4.9/5
              (33 reviews)
              avg/night
              Villa #406393
              • 3 BR
              • 4 BA
              • Separate Toilet
              • Sleeps 6
              33
              Viewed 60 times in the last 48 hours

              Confirmation within 24 hours

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

                Wonderful! 4.8/5
                (20 reviews)
                avg/night
                House #860784
                • 1 BR
                • 1 BA
                • Sleeps 4
                20
                Viewed 50 times in the last 48 hours

                Confirmation within 24 hours

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

                  Wonderful! 4.8/5
                  (26 reviews)
                  avg/night
                  Cottage #1056047
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  26
                  Viewed 63 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Wonderful! 4.9/5
                    (59 reviews)
                    avg/night
                    Villa #426077
                    • 4 BR
                    • 3 BA
                    • Separate Toilet
                    • Sleeps 8
                    59
                    Viewed 71 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Excellent! 4.6/5
                      (31 reviews)
                      avg/night
                      Villa #1027388
                      • 2 BR
                      • 3 BA
                      • Sleeps 6
                      31
                      Viewed 29 times in the last 48 hours

                      Confirmation within 24 hours

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

                        Exceptional! 5/5
                        (8 reviews)
                        avg/night
                        House #2555798
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        8
                        Viewed 19 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Exceptional! 5/5
                          (33 reviews)
                          avg/night
                          Multiple rentals Apartment #50288
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          33
                          Viewed 42 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Wonderful! 4.8/5
                            (19 reviews)
                            avg/night
                            Cottage #1403309a
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            19
                            Viewed 9 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Wonderful! 4.9/5
                              (35 reviews)
                              avg/night
                              Villa #1000229
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              35
                              Viewed 22 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Wonderful! 4.8/5
                                (25 reviews)
                                avg/night
                                House #1100543
                                • 2 BR
                                • 1 BA
                                • Sleeps 5
                                25
                                Viewed 27 times in the last 48 hours

                                Confirmation within 24 hours

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

                                  Wonderful! 4.9/5
                                  (28 reviews)
                                  avg/night
                                  Villa #1000231
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  28
                                  Viewed 27 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Excellent! 4.6/5
                                    (26 reviews)
                                    avg/night
                                    House #868729
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    26
                                    Viewed 26 times in the last 48 hours

                                    Confirmation within 24 hours

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

                                      Excellent! 4.5/5
                                      (11 reviews)
                                      avg/night
                                      Villa #1004779
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      11
                                      Viewed 11 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Wonderful! 4.9/5
                                        (14 reviews)
                                        avg/night
                                        House #1669046
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 7
                                        14
                                        Viewed 15 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Excellent! 4.4/5
                                          (30 reviews)
                                          avg/night
                                          Multiple rentals Apartment #803954
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 3
                                          30
                                          Viewed 27 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            Excellent! 4.4/5
                                            (21 reviews)
                                            avg/night
                                            Villa #1704052
                                            • 3 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 9
                                            21
                                            Viewed 21 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Excellent! 4.6/5
                                              (9 reviews)
                                              avg/night
                                              Villa #1411008a
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 12
                                              9
                                              Viewed 34 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Wonderful! 4.9/5
                                                (12 reviews)
                                                avg/night
                                                House #1168381
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                12
                                                Viewed 46 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Exceptional! 5/5
                                                  (22 reviews)
                                                  avg/night
                                                  Villa #430466
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  22
                                                  Viewed 13 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    Exceptional! 5/5
                                                    (18 reviews)
                                                    avg/night
                                                    House #1006863
                                                    • 2 BR
                                                    • 1 BA
                                                    • Separate Toilet
                                                    • Sleeps 4
                                                    18
                                                    Viewed 15 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Excellent! 4.6/5
                                                      (9 reviews)
                                                      avg/night
                                                      House #8041405
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      9
                                                      Viewed 19 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Cottage #1403172a
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        14

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          Wonderful! 4.9/5
                                                          (67 reviews)
                                                          avg/night
                                                          Cottage #898940
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          67
                                                          Viewed 13 times in the last 48 hours

                                                          Instant confirmation

                                                          Your booking request will be confirmed immediately.

                                                            Wonderful! 4.8/5
                                                            (20 reviews)
                                                            avg/night
                                                            Multiple rentals Apartment #803954
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5
                                                            20
                                                            Viewed 16 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Wonderful! 4.9/5
                                                              (15 reviews)
                                                              avg/night
                                                              Apartment #754251
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              15
                                                              Viewed 18 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Wonderful! 4.8/5
                                                                (14 reviews)
                                                                avg/night
                                                                Villa #478602
                                                                • 3 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 6
                                                                14
                                                                Viewed 23 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Wonderful! 4.8/5
                                                                  (11 reviews)
                                                                  avg/night
                                                                  House #6452304
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  11
                                                                  Viewed 7 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    Cottage #868430
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    12
                                                                    Viewed 5 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Exceptional! 5/5
                                                                      (27 reviews)
                                                                      avg/night
                                                                      Villa #869794
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      27
                                                                      Viewed 12 times in the last 48 hours

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.

                                                                        Excellent! 4.3/5
                                                                        (29 reviews)
                                                                        avg/night
                                                                        House #1172809
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        29
                                                                        Viewed 18 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Exceptional! 5/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          Villa #1851426
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 5
                                                                          7
                                                                          Viewed 9 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Exceptional! 5/5
                                                                            (28 reviews)
                                                                            avg/night
                                                                            Villa #2122627
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            28
                                                                            Viewed 36 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              Cottage #1725056
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 6
                                                                              10
                                                                              Viewed 22 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                Exceptional! 5/5
                                                                                (15 reviews)
                                                                                avg/night
                                                                                Villa #1317328
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                15
                                                                                Viewed 29 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Excellent! 4.4/5
                                                                                  (12 reviews)
                                                                                  avg/night
                                                                                  House #86750
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  12
                                                                                  Viewed 9 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Exceptional! 5/5
                                                                                    (17 reviews)
                                                                                    avg/night
                                                                                    Villa #6102522
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    17
                                                                                    Viewed 19 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Excellent! 4.7/5
                                                                                      (20 reviews)
                                                                                      avg/night
                                                                                      Apartment #1040129
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      20
                                                                                      Viewed 30 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Excellent! 4.7/5
                                                                                        (36 reviews)
                                                                                        avg/night
                                                                                        Apartment #1009441
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        36
                                                                                        Viewed 8 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Wonderful! 4.9/5
                                                                                          (52 reviews)
                                                                                          avg/night
                                                                                          House #875412
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 6
                                                                                          52
                                                                                          Viewed 25 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Wonderful! 4.9/5
                                                                                            (29 reviews)
                                                                                            avg/night
                                                                                            Multiple rentals Cottage #6602602
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            29
                                                                                            Viewed 26 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Wonderful! 4.9/5
                                                                                              (11 reviews)
                                                                                              avg/night
                                                                                              House #1382240
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              11

                                                                                              Confirmation within 24 hours

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

                                                                                                Excellent! 4.3/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                Villa #6492863
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                7
                                                                                                Viewed 6 times in the last 48 hours

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  Excellent! 4.4/5
                                                                                                  (27 reviews)
                                                                                                  avg/night
                                                                                                  Villa #416555
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Separate Toilets
                                                                                                  • Sleeps 14
                                                                                                  27
                                                                                                  Viewed 30 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Exceptional! 5/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    Villa #1091785
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 6
                                                                                                    16
                                                                                                    Viewed 13 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Excellent! 4.6/5
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      Cottage #6558497
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      5
                                                                                                      Viewed 12 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Calheta (300+)