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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
    (13 reviews)
    avg/night
    Villa #430466
    • 1 BR
    • 1 BA
    • Sleeps 4
    13
    Viewed 203 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 #1985482
      • 4 BR
      • 4 BA
      • Sleeps 8
      15
      Viewed 241 times in the last 48 hours

      Confirmation within 24 hours

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

        Exceptional! 5/5
        (51 reviews)
        avg/night
        Villa #1005641
        • 2 BR
        • 2 BA
        • Sleeps 4
        51
        Viewed 155 times in the last 48 hours

        Confirmation within 24 hours

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

          Exceptional! 5/5
          (53 reviews)
          avg/night
          Villa #426077
          • 4 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 8
          53
          Viewed 93 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
            (30 reviews)
            avg/night
            Villa #1000229
            • 3 BR
            • 2 BA
            • Sleeps 6
            30
            Viewed 74 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
              (27 reviews)
              avg/night
              Multiple rentals Apartment #803954
              • 1 BR
              • 1 BA
              • Sleeps 3
              27
              Viewed 59 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 100 times in the last 48 hours

                Confirmation within 24 hours

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

                  Exceptional! 5/5
                  (29 reviews)
                  avg/night
                  Villa #1504248
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  29
                  Viewed 60 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Wonderful! 4.9/5
                    (8 reviews)
                    avg/night
                    House #1168381
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    8
                    Viewed 93 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
                      (27 reviews)
                      avg/night
                      Villa #406393
                      • 3 BR
                      • 4 BA
                      • Separate Toilet
                      • Sleeps 6
                      27
                      Viewed 88 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 94 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
                          (26 reviews)
                          avg/night
                          Villa #1027388
                          • 2 BR
                          • 3 BA
                          • Sleeps 6
                          26
                          Viewed 45 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
                            Villa #1000231
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            16
                            Viewed 52 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Wonderful! 4.8/5
                              (19 reviews)
                              avg/night
                              House #1100543
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              19
                              Viewed 83 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
                                Villa #6102522
                                • 3 BR
                                • 3 BA
                                • Sleeps 6
                                10
                                Viewed 78 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 50 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 60 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
                                      (18 reviews)
                                      avg/night
                                      Villa #1704052
                                      • 3 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 9
                                      18
                                      Viewed 39 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 33 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
                                          (27 reviews)
                                          avg/night
                                          House #1172809
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          27
                                          Viewed 46 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
                                            Multiple rentals Apartment #803954
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                            20
                                            Viewed 35 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
                                              (60 reviews)
                                              avg/night
                                              Cottage #898940
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              60
                                              Viewed 32 times in the last 48 hours

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                Exceptional! 5/5
                                                (22 reviews)
                                                avg/night
                                                Villa #869794
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 5
                                                22
                                                Viewed 41 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
                                                  (5 reviews)
                                                  avg/night
                                                  House #8041405
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  5
                                                  Viewed 28 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    Wonderful! 4.8/5
                                                    (18 reviews)
                                                    avg/night
                                                    House #860784
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    18
                                                    Viewed 42 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 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
                                                        (29 reviews)
                                                        avg/night
                                                        Multiple rentals Apartment #50288
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        29
                                                        Viewed 56 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
                                                          (22 reviews)
                                                          avg/night
                                                          Villa #811414
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          22
                                                          Viewed 24 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 25 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              avg/night
                                                              Villa #1950517
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              3
                                                              Viewed 45 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 17 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
                                                                  (9 reviews)
                                                                  avg/night
                                                                  Villa #1763494
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 5
                                                                  9
                                                                  Viewed 28 times in the last 48 hours

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Wonderful! 4.8/5
                                                                    (68 reviews)
                                                                    avg/night
                                                                    House #412585
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 5
                                                                    68
                                                                    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
                                                                      (50 reviews)
                                                                      avg/night
                                                                      House #875412
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      50
                                                                      Viewed 14 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        Villa #1077451
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        13
                                                                        Viewed 21 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 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
                                                                            (10 reviews)
                                                                            avg/night
                                                                            Villa #1776053
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            10
                                                                            Viewed 33 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
                                                                              (7 reviews)
                                                                              avg/night
                                                                              Apartment #1114394
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              7
                                                                              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
                                                                                (33 reviews)
                                                                                avg/night
                                                                                Apartment #1009441
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                33
                                                                                Viewed 27 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 26 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Villa #1994728
                                                                                    • 6 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 12
                                                                                    3
                                                                                    Viewed 39 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Excellent! 4.6/5
                                                                                      (18 reviews)
                                                                                      avg/night
                                                                                      Apartment #854857
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      18
                                                                                      Viewed 24 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Wonderful! 4.9/5
                                                                                        (63 reviews)
                                                                                        avg/night
                                                                                        Multiple rentals House #405913
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        63
                                                                                        Viewed 39 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
                                                                                          (12 reviews)
                                                                                          avg/night
                                                                                          Villa #478602
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 6
                                                                                          12
                                                                                          Viewed 21 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Excellent! 4.4/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            House #86346
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            20
                                                                                            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
                                                                                              (4 reviews)
                                                                                              avg/night
                                                                                              House #875336
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 6
                                                                                              4
                                                                                              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
                                                                                                (4 reviews)
                                                                                                avg/night
                                                                                                Villa #1503072
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                4
                                                                                                Viewed 40 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  avg/night
                                                                                                  House #6472774
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 6
                                                                                                  1
                                                                                                  Viewed 10 times in the last 48 hours

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    Exceptional! 5/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    Apartment #750444
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    12
                                                                                                    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
                                                                                                      (11 reviews)
                                                                                                      avg/night
                                                                                                      Villa #426441
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 7
                                                                                                      11
                                                                                                      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+)