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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Location type

Interior Amenities

Exterior Amenities

Activities

Special options

Listing Type

Clear Filters
Use filters to find your perfect holiday home.
Favorite
    Viewed 19 times in the last 48 hours
    Exceptional! 5/5
    (9 reviews)
    svg-lightning
    avg/night
    Villa #6706884
    9
    Favorite
      Viewed 5 times in the last 48 hours
      Premier Partner
      Wonderful! 4.8/5
      (56 reviews)
      svg-lightning
      avg/night
      (7 nights minimum)
      Villa #1005941
      56
      Favorite
        Excellent! 4.7/5
        (11 reviews)
        svg-lightning
        avg/night
        Villa #6815208
        11
        Favorite
          Viewed 20 times in the last 48 hours
          Wonderful! 4.9/5
          (29 reviews)
          avg/night
          (5 nights minimum)
          Villa #73144
          29
          Favorite
            Viewed 21 times in the last 48 hours
            Wonderful! 4.9/5
            (25 reviews)
            avg/night
            (7 nights minimum)
            Villa #1985482
            25
            Favorite
              Viewed 8 times in the last 48 hours
              Premier Partner
              Wonderful! 4.9/5
              (21 reviews)
              avg/night
              (5 nights minimum)
              Villa #1776053
              21
              Favorite
                Viewed 8 times in the last 48 hours
                Exceptional! 5/5
                (10 reviews)
                svg-lightning
                avg/night
                (5 nights minimum)
                Villa #1623078
                10
                Favorite
                  Viewed 9 times in the last 48 hours
                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  (6 nights minimum)
                  House #1455784a
                  15
                  Favorite
                    Viewed 10 times in the last 48 hours
                    Exceptional! 5/5
                    (30 reviews)
                    svg-lightning
                    avg/night
                    (6 nights minimum)
                    Villa #869794
                    30
                    Favorite
                      Viewed 27 times in the last 48 hours
                      Wonderful! 4.8/5
                      (52 reviews)
                      svg-lightning
                      avg/night
                      (4 nights minimum)
                      Cottage #868500
                      52
                      Favorite
                        Viewed 7 times in the last 48 hours
                        Premier Partner
                        Wonderful! 4.9/5
                        (20 reviews)
                        avg/night
                        (2 nights minimum)
                        Cottage #1913136
                        20
                        Favorite
                          Wonderful! 4.8/5
                          (23 reviews)
                          View details for price
                          (5 nights minimum)
                          House #3888514
                          23
                          Favorite
                            Wonderful! 4.9/5
                            (35 reviews)
                            avg/night
                            (5 nights minimum)
                            Villa #1000231
                            35
                            Favorite
                              Viewed 6 times in the last 48 hours
                              Premier Partner
                              Excellent! 4.7/5
                              (26 reviews)
                              svg-lightning
                              avg/night
                              (2 nights minimum)
                              Apartment #854857
                              26
                              Favorite
                                Viewed 15 times in the last 48 hours
                                Premier Partner
                                Exceptional! 5/5
                                (68 reviews)
                                avg/night
                                (5 nights minimum)
                                Villa #1005641
                                68
                                Favorite
                                  Wonderful! 4.8/5
                                  (6 reviews)
                                  avg/night
                                  (7 nights minimum)
                                  Villa #1662119
                                  6
                                  Favorite
                                    Premier Partner
                                    Excellent! 4.7/5
                                    (17 reviews)
                                    svg-lightning
                                    avg/night
                                    (6 nights minimum)
                                    Villa #8166194
                                    17
                                    Favorite
                                      Viewed 10 times in the last 48 hours
                                      Exceptional! 5/5
                                      (16 reviews)
                                      svg-lightning
                                      avg/night
                                      (5 nights minimum)
                                      Villa #1782655
                                      16
                                      Favorite
                                        Viewed 5 times in the last 48 hours
                                        Premier Partner
                                        Excellent! 4.6/5
                                        (17 reviews)
                                        svg-lightning
                                        avg/night
                                        (5 nights minimum)
                                        Villa #1763494
                                        17
                                        Favorite
                                          Excellent! 4.4/5
                                          (25 reviews)
                                          avg/night
                                          (7 nights minimum)
                                          Villa #1704052
                                          25
                                          Favorite
                                            Wonderful! 4.8/5
                                            (12 reviews)
                                            avg/night
                                            (4 nights minimum)
                                            Cottage #1457110a
                                            12
                                            Favorite
                                              Viewed 15 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (20 reviews)
                                              avg/night
                                              (7 nights minimum)
                                              House #6805017
                                              20
                                              Favorite
                                                Viewed 5 times in the last 48 hours
                                                Exceptional! 5/5
                                                (37 reviews)
                                                avg/night
                                                (7 nights minimum)
                                                Apartment #50288
                                                37
                                                Favorite
                                                  Viewed 10 times in the last 48 hours
                                                  Premier Partner
                                                  Exceptional! 5/5
                                                  (5 reviews)
                                                  avg/night
                                                  (5 nights minimum)
                                                  Villa #8188823
                                                  5
                                                  Favorite
                                                    avg/night
                                                    (4 nights minimum)
                                                    House #1674349
                                                    3
                                                    Favorite
                                                      Wonderful! 4.9/5
                                                      (27 reviews)
                                                      svg-lightning
                                                      avg/night
                                                      (5 nights minimum)
                                                      Villa #811414
                                                      27
                                                      Favorite
                                                        Viewed 8 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (22 reviews)
                                                        avg/night
                                                        (4 nights minimum)
                                                        Villa #1077451
                                                        22
                                                        Favorite
                                                          avg/night
                                                          (5 nights minimum)
                                                          Villa #4315430
                                                          3
                                                          Favorite
                                                            Viewed 8 times in the last 48 hours
                                                            svg-lightning
                                                            avg/night
                                                            Villa #8421349
                                                            1
                                                            Favorite
                                                              Viewed 30 times in the last 48 hours
                                                              svg-lightning
                                                              avg/night
                                                              (4 nights minimum)
                                                              House #8073744
                                                              2
                                                              Favorite
                                                                Viewed 5 times in the last 48 hours
                                                                Premier Partner
                                                                Excellent! 4.3/5
                                                                (7 reviews)
                                                                svg-lightning
                                                                avg/night
                                                                (6 nights minimum)
                                                                Villa #1782637
                                                                7
                                                                Favorite
                                                                  Viewed 6 times in the last 48 hours
                                                                  Premier Partner
                                                                  svg-lightning
                                                                  avg/night
                                                                  (4 nights minimum)
                                                                  House #8174563
                                                                  4
                                                                  Favorite
                                                                    Viewed 17 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (24 reviews)
                                                                    avg/night
                                                                    (5 nights minimum)
                                                                    Apartment #1040129
                                                                    24
                                                                    Favorite
                                                                      Viewed 10 times in the last 48 hours
                                                                      avg/night
                                                                      (4 nights minimum)
                                                                      Villa #8237803
                                                                      2
                                                                      Favorite
                                                                        svg-lightning
                                                                        avg/night
                                                                        (5 nights minimum)
                                                                        House #8382117
                                                                        2
                                                                        Favorite
                                                                          Wonderful! 4.8/5
                                                                          (16 reviews)
                                                                          svg-lightning
                                                                          avg/night
                                                                          (4 nights minimum)
                                                                          House #1602505
                                                                          16
                                                                          Favorite
                                                                            Viewed 13 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (60 reviews)
                                                                            avg/night
                                                                            (5 nights minimum)
                                                                            Apartment #2652365
                                                                            60
                                                                            Favorite
                                                                              Exceptional! 5/5
                                                                              (15 reviews)
                                                                              avg/night
                                                                              (7 nights minimum)
                                                                              Cottage #6897891
                                                                              15
                                                                              Favorite
                                                                                Excellent! 4.3/5
                                                                                (24 reviews)
                                                                                avg/night
                                                                                (3 nights minimum)
                                                                                House #86346
                                                                                24
                                                                                Favorite
                                                                                  Viewed 5 times in the last 48 hours
                                                                                  Excellent! 4.6/5
                                                                                  (5 reviews)
                                                                                  avg/night
                                                                                  (7 nights minimum)
                                                                                  Bungalow #2596802
                                                                                  5
                                                                                  Favorite
                                                                                    Viewed 23 times in the last 48 hours
                                                                                    Premier Partner
                                                                                    Exceptional! 5/5
                                                                                    (41 reviews)
                                                                                    avg/night
                                                                                    (7 nights minimum)
                                                                                    Villa #406393
                                                                                    41
                                                                                    Favorite
                                                                                      Viewed 10 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (29 reviews)
                                                                                      avg/night
                                                                                      (5 nights minimum)
                                                                                      Cottage #1056047
                                                                                      29
                                                                                      Favorite
                                                                                        Wonderful! 4.9/5
                                                                                        (20 reviews)
                                                                                        avg/night
                                                                                        (5 nights minimum)
                                                                                        House #1947710
                                                                                        20
                                                                                        Favorite
                                                                                          Viewed 8 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (36 reviews)
                                                                                          svg-lightning
                                                                                          avg/night
                                                                                          (7 nights minimum)
                                                                                          House #1151900
                                                                                          36
                                                                                          Favorite
                                                                                            Viewed 9 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (18 reviews)
                                                                                            avg/night
                                                                                            (5 nights minimum)
                                                                                            House #1168381
                                                                                            18
                                                                                            Favorite
                                                                                              Exceptional! 5/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              (7 nights minimum)
                                                                                              Apartment #2595431
                                                                                              5
                                                                                              Favorite
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                svg-lightning
                                                                                                avg/night
                                                                                                Villa #8282460
                                                                                                3
                                                                                                Favorite
                                                                                                  Excellent! 4.7/5
                                                                                                  (6 reviews)
                                                                                                  svg-lightning
                                                                                                  avg/night
                                                                                                  Villa #1729469
                                                                                                  6
                                                                                                  Favorite
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                    Premier Partner
                                                                                                    Exceptional! 5/5
                                                                                                    (63 reviews)
                                                                                                    avg/night
                                                                                                    (5 nights minimum)
                                                                                                    Villa #426077
                                                                                                    63
                                                                                                    Favorite
                                                                                                      Viewed 9 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (35 reviews)
                                                                                                      svg-lightning
                                                                                                      avg/night
                                                                                                      (6 nights minimum)
                                                                                                      House #405913
                                                                                                      35

                                                                                                      Holiday Accommodation Calheta (300+)