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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.

  • Showing 1-50 of 300+
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    Exceptional! 5/5
    (16 reviews)
    avg/night
    Villa #1985482
    • 4 BR
    • 4 BA
    • Sleeps 8
    16
    Viewed 317 times in the last 48 hours

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

      Exceptional! 5/5
      (16 reviews)
      avg/night
      Villa #430466
      • 1 BR
      • 1 BA
      • Sleeps 4
      16
      Viewed 98 times in the last 48 hours

      Confirmation within 24 hours

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

        Exceptional! 5/5
        (52 reviews)
        avg/night
        Villa #1005641
        • 2 BR
        • 2 BA
        • Sleeps 4
        52
        Viewed 69 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 #406393
          • 3 BR
          • 4 BA
          • Separate Toilet
          • Sleeps 6
          28
          Viewed 57 times in the last 48 hours

          Confirmation within 24 hours

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

            Exceptional! 5/5
            (31 reviews)
            avg/night
            Villa #1504248
            • 3 BR
            • 2 BA
            • Sleeps 6
            31
            Viewed 43 times in the last 48 hours

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (54 reviews)
              avg/night
              Villa #426077
              • 4 BR
              • 3 BA
              • Separate Toilet
              • Sleeps 8
              54
              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
                (5 reviews)
                avg/night
                House #6805017
                • 1 BR
                • 1 BA
                • Sleeps 2
                5
                Viewed 71 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
                  House #1006863
                  • 2 BR
                  • 1 BA
                  • Separate Toilet
                  • Sleeps 4
                  12
                  Viewed 57 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
                    (28 reviews)
                    avg/night
                    Multiple rentals Apartment #803954
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    28
                    Viewed 19 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
                      (16 reviews)
                      avg/night
                      House #3888514
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      16
                      Viewed 36 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
                        (13 reviews)
                        avg/night
                        Cottage #1403309a
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        13
                        Viewed 40 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 #1669046
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          12
                          Viewed 38 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
                            (32 reviews)
                            avg/night
                            Villa #1000229
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            32
                            Viewed 27 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Wonderful! 4.8/5
                              (25 reviews)
                              avg/night
                              Cottage #1056047
                              • 2 BR
                              • 2 BA
                              • Sleeps 5
                              25
                              Viewed 31 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
                                (27 reviews)
                                avg/night
                                Villa #1027388
                                • 2 BR
                                • 3 BA
                                • Sleeps 6
                                27
                                Viewed 20 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
                                  Villa #6102522
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  12
                                  Viewed 31 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
                                    House #868729
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    20
                                    Viewed 26 times in the last 48 hours

                                    Confirmation within 24 hours

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

                                      Wonderful! 4.8/5
                                      (21 reviews)
                                      avg/night
                                      House #1100543
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      21
                                      Viewed 52 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
                                        Villa #1000231
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        18
                                        Viewed 13 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Excellent! 4.4/5
                                          (19 reviews)
                                          avg/night
                                          Villa #1704052
                                          • 3 BR
                                          • 2 BA
                                          • Separate Toilet
                                          • Sleeps 9
                                          19
                                          Viewed 28 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
                                            (13 reviews)
                                            avg/night
                                            Cottage #1403172a
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            13
                                            Viewed 34 times in the last 48 hours

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Excellent! 4.4/5
                                              (17 reviews)
                                              avg/night
                                              Cottage #6583031
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              17
                                              Viewed 31 times in the last 48 hours

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                Wonderful! 4.9/5
                                                (8 reviews)
                                                avg/night
                                                House #1168381
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                8
                                                Viewed 37 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Exceptional! 5/5
                                                  (6 reviews)
                                                  avg/night
                                                  Villa #1851426
                                                  • 2 BR
                                                  • 2 BA
                                                  • Separate Toilet
                                                  • Sleeps 5
                                                  6
                                                  Viewed 29 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
                                                    (62 reviews)
                                                    avg/night
                                                    Cottage #898940
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    62
                                                    Viewed 12 times in the last 48 hours

                                                    Instant confirmation

                                                    Your booking request will be confirmed immediately.

                                                      Excellent! 4.7/5
                                                      (19 reviews)
                                                      avg/night
                                                      House #860784
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      19
                                                      Viewed 30 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
                                                        (8 reviews)
                                                        avg/night
                                                        Villa #1004779
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        8
                                                        Viewed 15 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Excellent! 4.3/5
                                                          (4 reviews)
                                                          avg/night
                                                          Villa #6492863
                                                          • 3 BR
                                                          • 2 BA
                                                          • Separate Toilet
                                                          • Sleeps 6
                                                          4
                                                          Viewed 6 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Multiple rentals Apartment #50288
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            30

                                                            Confirmation within 24 hours

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

                                                              Wonderful! 4.8/5
                                                              (20 reviews)
                                                              avg/night
                                                              Multiple rentals Apartment #803954
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 5
                                                              20
                                                              Viewed 24 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Exceptional! 5/5
                                                                (23 reviews)
                                                                avg/night
                                                                Villa #869794
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 5
                                                                23
                                                                Viewed 35 times in the last 48 hours

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  Excellent! 4.3/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  House #8041405
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  6
                                                                  Viewed 16 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
                                                                    (24 reviews)
                                                                    avg/night
                                                                    Villa #811414
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    24
                                                                    Viewed 30 times in the last 48 hours

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Excellent! 4.3/5
                                                                      (27 reviews)
                                                                      avg/night
                                                                      House #1172809
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      27
                                                                      Viewed 18 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Cottage #6558497
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        3
                                                                        Viewed 8 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Wonderful! 4.8/5
                                                                          (46 reviews)
                                                                          avg/night
                                                                          Villa #1005941
                                                                          • 2 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                          46
                                                                          Viewed 12 times in the last 48 hours

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.

                                                                            Excellent! 4.4/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            House #86750
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            12
                                                                            Viewed 19 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
                                                                              (50 reviews)
                                                                              avg/night
                                                                              House #875412
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              50
                                                                              Viewed 5 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
                                                                                (7 reviews)
                                                                                avg/night
                                                                                Cottage #1625351
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                7
                                                                                Viewed 27 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Wonderful! 4.8/5
                                                                                  (69 reviews)
                                                                                  avg/night
                                                                                  House #412585
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  69
                                                                                  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
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    House #6725124
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    5
                                                                                    Viewed 6 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 #8166194
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 6
                                                                                      7
                                                                                      Viewed 19 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Excellent! 4.4/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        Villa #1763494
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 5
                                                                                        10
                                                                                        Viewed 20 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          Wonderful! 4.8/5
                                                                                          (12 reviews)
                                                                                          avg/night
                                                                                          Villa #478602
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 6
                                                                                          12
                                                                                          Viewed 5 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
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            House #86346
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            20
                                                                                            Viewed 15 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Exceptional! 5/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              Villa #1091785
                                                                                              • 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! 4.9/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                Apartment #1114394
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                8
                                                                                                Viewed 11 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Exceptional! 5/5
                                                                                                  (9 reviews)
                                                                                                  avg/night
                                                                                                  Cottage #1725056
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 6
                                                                                                  9
                                                                                                  Viewed 25 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 14 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
                                                                                                      (28 reviews)
                                                                                                      avg/night
                                                                                                      House #2043168
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      28
                                                                                                      Viewed 9 times in the last 48 hours

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Calheta (300+)