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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 152
Additional fees apply. Taxes may be added.
    Excellent! 4.5/5
    (26 reviews)
    $84
    avg/night
    • 2 BR
    • 3 BA
    • Sleeps 6
    Villa #1027388
    26
    Viewed 10 times in the last 48 hours
      Wonderful! 4.9/5
      (14 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      Villa #1000231
      14
      Viewed 51 times in the last 48 hours
        • 4 BR
        • 5 BA
        • Sleeps 8
        Villa #1982674
          Exceptional! 5.0/5
          (48 reviews)
          $67
          avg/night
          • 2 BR
          • Sleeps 4
          Villa #1005641
          48
          Viewed 15 times in the last 48 hours
            Exceptional! 5.0/5
            (6 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • 1 HF BA
            • Sleeps 5
            Villa #1851426
            6
            Viewed 35 times in the last 48 hours
              Wonderful! 4.9/5
              (27 reviews)
              avg/night
              • 3 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 6
              Villa #406393
              27
              Viewed 18 times in the last 48 hours
                Excellent! 4.5/5
                (25 reviews)
                avg/night
                • 5 BR
                • 3 BA
                • 2 HF BA
                • Sleeps 14
                Villa #416555
                25
                Viewed 20 times in the last 48 hours
                  Wonderful! 4.8/5
                  (13 reviews)
                  $84
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  Villa #851822
                  13
                  Viewed 12 times in the last 48 hours
                    Exceptional! 5.0/5
                    (10 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Villa #430466
                    10
                    Viewed 49 times in the last 48 hours
                      $93
                      avg/night
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      Villa #6492863
                      2
                      Viewed 16 times in the last 48 hours
                        Exceptional! 5.0/5
                        (21 reviews)
                        $81
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        Villa #869794
                        21
                        Viewed 7 times in the last 48 hours
                          Exceptional! 5.0/5
                          (27 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Villa #1504248
                          27
                          Viewed 12 times in the last 48 hours
                            Wonderful! 4.9/5
                            (8 reviews)
                            avg/night
                            • 5 BR
                            • 6 BA
                            • Sleeps 14
                            Villa #447329
                            8
                            Viewed 11 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 7
                              Villa #426441
                              11
                                • Studio
                                • 1 BA
                                • Sleeps 2
                                Multiple rentals Villa #2064489
                                2
                                Viewed 10 times in the last 48 hours
                                  Excellent! 4.4/5
                                  (18 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 9
                                  Villa #1704052
                                  18
                                  Viewed 17 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (51 reviews)
                                    $79
                                    avg/night
                                    • 3 BR
                                    • 1 HF BA
                                    • Sleeps 6
                                    Villa #1045160
                                    51
                                    Viewed 16 times in the last 48 hours
                                      Good! 3.8/5
                                      (6 reviews)
                                      $87
                                      avg/night
                                      • 3 BR
                                      • 4 BA
                                      • Sleeps 6
                                      Villa #1080512
                                      6
                                      Viewed 8 times in the last 48 hours
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 9
                                        Multiple rentals Villa #1114391
                                        5
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          Villa #6867263
                                            Wonderful! 4.9/5
                                            (20 reviews)
                                            $74
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Villa #811414
                                            20
                                            Viewed 7 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (5 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 12
                                              Villa #1411008a
                                              5
                                              Viewed 27 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (24 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                Villa #406317
                                                24
                                                Viewed 11 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (50 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Villa #426077
                                                  50
                                                  Viewed 15 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (25 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    Villa #2122627
                                                    25
                                                    Viewed 33 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (29 reviews)
                                                      $60
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Villa #1000229
                                                      29
                                                      Viewed 16 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (6 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        Villa #1782655
                                                        6
                                                        Viewed 25 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Villa #1740259
                                                          6
                                                          Viewed 10 times in the last 48 hours
                                                            • 2 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 4
                                                            Villa #1782637
                                                            3
                                                            Viewed 8 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (7 reviews)
                                                              $60
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Villa #1004779
                                                              7
                                                              Viewed 22 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (14 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Villa #1091785
                                                                14
                                                                Viewed 7 times in the last 48 hours
                                                                  avg/night
                                                                  • 6 BR
                                                                  • 6 BA
                                                                  • Sleeps 12
                                                                  Villa #1963443
                                                                  Viewed 16 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    Villa #6880594
                                                                      Excellent! 4.6/5
                                                                      (7 reviews)
                                                                      $99
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 5
                                                                      Villa #1763494
                                                                      7
                                                                      Viewed 23 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 8
                                                                        Villa #1985482
                                                                        13
                                                                        Viewed 50 times in the last 48 hours
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Villa #1503072
                                                                          4
                                                                          Viewed 29 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 7
                                                                            Villa #1894913
                                                                            Viewed 5 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • Sleeps 2
                                                                              Villa #8122980
                                                                              14
                                                                              Viewed 8 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (44 reviews)
                                                                                $72
                                                                                avg/night
                                                                                • 2 BR
                                                                                • Sleeps 6
                                                                                Villa #1005941
                                                                                44
                                                                                Viewed 6 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (20 reviews)
                                                                                  $79
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Villa #684838vb
                                                                                  20
                                                                                  Viewed 27 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (9 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Villa #6102522
                                                                                    9
                                                                                    Viewed 22 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 7
                                                                                      Villa #4230906
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Villa #6845739
                                                                                          Exceptional! 5.0/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          Villa #6048059
                                                                                          5
                                                                                          Viewed 26 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            Villa #6846068
                                                                                            Viewed 9 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (9 reviews)
                                                                                              $89
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              Villa #8043081
                                                                                              9
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Villa #1773865
                                                                                                8
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (27 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  Villa #30397
                                                                                                  27
                                                                                                  Viewed 46 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (7 reviews)
                                                                                                    $96
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    Villa #8166194
                                                                                                    7
                                                                                                    Viewed 15 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #1950517
                                                                                                      2
                                                                                                      Viewed 16 times in the last 48 hours
                                                                                                      • 1 - 50 of 152

                                                                                                      Calheta: Villa Rentals (152)

                                                                                                       

                                                                                                      Recent Calheta Reviews

                                                                                                      Fantastic - the perfect house in Madeira

                                                                                                      5 of 5
                                                                                                      Even looking back almost 1 year after our stay, I can only write the absolute best about Casa do Pilrao, Fernanda and her Family. We have been searching very thoroughly for our house to rent: we wanted it to have a fantastic view and a good atmosphere, be in a quiet yet not off-the-grid area, and offer complete privacy. The photos and description here are absolutely accurate, I even checked the property on different satellite services before booking - so we pretty much knew what we were getting into. But reality surpassed by far every expectation we had: - Fernanda and her Family were very helpful, quick to reply to any questions we had, and generally nice people to have interesting conversations with about life in Madeira (we’ve met her husband and son). - The house is built in traditional Madeira style with a very good taste (so it's not overdone) - it has soul, you feel part of the island. We have looked at many minimalistic, uber-luxury houses with fantastic photos before booking this one - we’ve had a peek in some of them during our stay, and they were all a letdown compared to their photos and to Pilrao (they seemed out of place, could have been anywhere on the planet). - The villa is above and next to a banana plantation, way above the public street, neighboring houses are conveniently far, the mountain it’s built on is very steep. So the only ones who might have any sort of view at the pool and grounds are those who visit the one and only house "directly" (20+ m) above Pilrao - but they don’t rent out theirs and are rarely there (only for 1 night during our 10 night stay). - WiFi and all appliances worked fine throughout the grounds, the bed in the master bedroom is very comfy, house and pool was immaculately clean. - Price/value ratio of Casa do Pilrao is exceptional. Do keep it like that :) - Do NOT worry about potential noises from the hotel down the valley by the ocean - there are none (and we’re very sensitive). The construction is complete (as of summer 2015), sounds from the rooftop bars and pools do not reach the house. Complete silence. - DO rent a car (small and fast)! You WILL need it to get your groceries (5 mins in Calheta down by the ocean) and basically to get to ANYWHERE on the island :) It IS a must. - Madeira is fantastic. People generally are friendly and relaxed, food is good, nature is simply BREATHTAKING almost anywhere you go Probably our best vacation so far. Thank you again, Fernanda & Family! :)
                                                                                                      • Submitted: Aug 10, 2016
                                                                                                      • Stayed: Sep 2015

                                                                                                      Tranquility and fantastic views

                                                                                                      5 of 5
                                                                                                      Villa Clementina is perfectly positioned in a very quiet area with great views over the Atlantic Ocean as well as the countryside. We spent 13 days there and enjoyed every second. Here are the reasons why: - The quietness and the views are second to none - The kitchen is modern, well functioning and well equipped - The three bedrooms all have beds with fairly firm matresses and pillows with memory foam, which we liked, for a good - and very quiet - night's sleep - No less than four bathrooms, all with toilets and showers (a bathroom for each of the three bedrooms and a common) as well as a bathroom outdoors if you are wet. In addition, there is an outdoor shower for use after a dip in the pool. - The pool is big allowing you to actually swim. During our stay in July the water temperature was around 30°C - without heating. But if 30°C is too cold for you, you have the option to get the pool heated for an additional fee. - Well-functioning Wi-Fi and TV with a DVD player. But due to the thick walls of the solidly built house the Wi-Fi cannot penetrate to the upper floor bedrooms. Of local restaurants we also recommend Casa Grelhados Prazeres Rurais and Chico as previous reviewers. Good local food and friendly service. The supermarket in Prazeres is OK, but the one in Calheta is a lot better. You will find a bigger supermarket in Ribeira Brava (Continente) and of course several in Funchal. As mentioned in the previous review, we also recommend the use of a GPS device to locate the villa, otherwise you will have a tough time finding it. Joana provides these coordinates in a email after your final payment. Also, Joana responds promptly to questions you may have prior to booking and prior to your arrival. All in all highly recommended. Obrigado Jooana
                                                                                                      • Submitted: Aug 3, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Calheta

                                                                                                      5 of 5
                                                                                                      Eight of us arrived to a fine welcome with barbeque and wine which I had pre arranged with the Owner (Charlie). The accommodation was well designed, comfortable and clean. We had a great holiday the highlight of which being the landing of a 70lb game fish on Charlie's boat (!) The "den" by the pool is perect for bbq's and chilling out watching the sunset over this beautiful island. Would we come back?. In an instant.
                                                                                                      • Submitted: Nov 2, 2009
                                                                                                      • Stayed: Oct 2009