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Ideally situated for a truly comprehensive experience of the natural and cultural heritage of Tuscany, holiday rental accommodation in Pontasseive will put you in an elevated position looking out over the breathtaking landscapes of the Rufina Valley, where sun-drenched Chianti vineyards and olive groves spread out from your doorstep and an atmosphere of tranquillity is a permanent fixture, yet a journey of less than an hour will let you enjoy the contrasting cosmopolitan vibrancy of the magnificant city of Florence. Apartments and cottage rentals in Pontasseive provide all the rustic character and charm you could wish for in a region renowned for having an abundance of beautiful countryside scattered with traditional rural towns and villages, so anyone hoping to escape from their usual hectic daily routine will find the perfect haven of peace in which to relax by heading out into the Chianti hills of Florence Province. Holiday rental accommodation in Pontasseive makes the ideal base for anything from a quietly romantic break for two to an outdoor activity vacation the whole family will enjoy, as this is a destination whose scenic beauty deserves further investigation, whether that means a leisurely stroll through nearby woods or an energetic hike across the surrounding hills and valleys, and once you've sampled the superb local cuisine and tasted the fine wine of this famous area of Tuscany, holiday apartments and cottages in Pontasseive could easily become a vacation habit that will prove impossible to break!

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    Exceptional! 5/5
    (17 reviews)
    avg/night
    Multiple rentals Bungalow #91933
    • 1 BR
    • 1 BA
    • Sleeps 2
    17
    Viewed 23 times in the last 48 hours

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      Exceptional! 5/5
      (17 reviews)
      avg/night
      Multiple rentals Villa #91933
      • 2 BR
      • 2 BA
      • Sleeps 4
      17
      Viewed 8 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
        Multiple rentals Apartment #91933
        • Studio
        • 1 BA
        • Sleeps 2
        6
        Viewed 16 times in the last 48 hours

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          Exceptional! 5/5
          (8 reviews)
          avg/night
          Multiple rentals Apartment #91933
          • 3 BR
          • 2 BA
          • Sleeps 5
          8
          Viewed 13 times in the last 48 hours

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            Multiple rentals Barn #91933
            • 1 BR
            • 1 BA
            • Sleeps 2
            8

            Confirmation within 24 hours

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              Farmhouse #424222
              • 5 BR
              • 6 BA
              • Sleeps 13
              Viewed 11 times in the last 48 hours

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                Excellent! 4.7/5
                (15 reviews)
                avg/night
                Apartment #8035722
                • 2 BR
                • 1 BA
                • Separate Toilet
                • Sleeps 4
                15
                Viewed 134 times in the last 48 hours

                Confirmation within 24 hours

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                  Wonderful! 4.9/5
                  (117 reviews)
                  avg/night
                  Apartment #462238
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  117
                  Viewed 61 times in the last 48 hours

                  Instant confirmation

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                    Wonderful! 4.9/5
                    (46 reviews)
                    avg/night
                    Apartment #1688687
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    46
                    Viewed 68 times in the last 48 hours

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                      Wonderful! 4.9/5
                      (96 reviews)
                      avg/night
                      Multiple rentals Apartment #420459
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      96
                      Viewed 39 times in the last 48 hours

                      Confirmation within 24 hours

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                        Wonderful! 4.9/5
                        (29 reviews)
                        avg/night
                        Apartment #683977vb
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        29
                        Viewed 73 times in the last 48 hours

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                          Wonderful! 4.8/5
                          (67 reviews)
                          avg/night
                          Multiple rentals Apartment #420459
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          67
                          Viewed 38 times in the last 48 hours

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                            Exceptional! 5/5
                            (20 reviews)
                            avg/night
                            House #1053585
                            • 3 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 8
                            20
                            Viewed 101 times in the last 48 hours

                            Confirmation within 24 hours

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                              Exceptional! 5/5
                              (49 reviews)
                              avg/night
                              Apartment #1621213
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              49
                              Viewed 58 times in the last 48 hours

                              Confirmation within 24 hours

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                                Exceptional! 5/5
                                (44 reviews)
                                avg/night
                                Multiple rentals Apartment #1691215
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                44
                                Viewed 57 times in the last 48 hours

                                Confirmation within 24 hours

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                                  Exceptional! 5/5
                                  (12 reviews)
                                  avg/night
                                  Villa #602659vb
                                  • 4 BR
                                  • 4 BA
                                  • Sleeps 9
                                  12
                                  Viewed 74 times in the last 48 hours

                                  Confirmation within 24 hours

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                                    Exceptional! 5/5
                                    (48 reviews)
                                    avg/night
                                    Apartment #869430
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    48
                                    Viewed 59 times in the last 48 hours

                                    Confirmation within 24 hours

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                                      Excellent! 4.5/5
                                      (30 reviews)
                                      avg/night
                                      Farmhouse #403313
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 7
                                      30
                                      Viewed 77 times in the last 48 hours

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                                        Wonderful! 4.9/5
                                        (81 reviews)
                                        avg/night
                                        Apartment #308890
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        81
                                        Viewed 52 times in the last 48 hours

                                        Confirmation within 24 hours

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                                          Wonderful! 4.8/5
                                          (6 reviews)
                                          avg/night
                                          House #1973366
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          6
                                          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
                                            (21 reviews)
                                            avg/night
                                            Multiple rentals Apartment #1691215
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 3
                                            21
                                            Viewed 64 times in the last 48 hours

                                            Confirmation within 24 hours

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                                              Wonderful! 4.9/5
                                              (12 reviews)
                                              avg/night
                                              Multiple rentals Farmhouse #5588
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              12
                                              Viewed 20 times in the last 48 hours

                                              Confirmation within 24 hours

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                                                Excellent! 4.7/5
                                                (24 reviews)
                                                avg/night
                                                Apartment #1686314
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                24
                                                Viewed 29 times in the last 48 hours

                                                Confirmation within 24 hours

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                                                  Excellent! 4.6/5
                                                  (11 reviews)
                                                  View details for price
                                                  Apartment #6023090
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  11
                                                  Viewed 7 times in the last 48 hours

                                                  Confirmation within 24 hours

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                                                    Exceptional! 5/5
                                                    (37 reviews)
                                                    avg/night
                                                    Villa #1137514
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    37
                                                    Viewed 56 times in the last 48 hours

                                                    Instant confirmation

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                                                      Wonderful! 4.8/5
                                                      (19 reviews)
                                                      avg/night
                                                      Apartment #3929069
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      19
                                                      Viewed 46 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Excellent! 4.4/5
                                                        (36 reviews)
                                                        avg/night
                                                        Apartment #8114
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        36
                                                        Viewed 22 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Wonderful! 4.9/5
                                                          (7 reviews)
                                                          avg/night
                                                          House #1644010
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          7
                                                          Viewed 15 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Wonderful! 4.9/5
                                                            (18 reviews)
                                                            avg/night
                                                            Apartment #6468924
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            18
                                                            Viewed 26 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              Wonderful! 4.9/5
                                                              (17 reviews)
                                                              avg/night
                                                              House #442656
                                                              • 5 BR
                                                              • 4 BA
                                                              • Separate Toilet
                                                              • Sleeps 12
                                                              17
                                                              Viewed 49 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
                                                                (53 reviews)
                                                                avg/night
                                                                Apartment #437934
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                53
                                                                Viewed 40 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Wonderful! 4.8/5
                                                                  (4 reviews)
                                                                  avg/night
                                                                  House #614491vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  4
                                                                  Viewed 70 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
                                                                    (73 reviews)
                                                                    avg/night
                                                                    Apartment #371829
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    73
                                                                    Viewed 38 times in the last 48 hours

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Apartment #6868467
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (51 reviews)
                                                                        avg/night
                                                                        Villa #15258
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • Sleeps 12
                                                                        51
                                                                        Viewed 44 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
                                                                          (45 reviews)
                                                                          avg/night
                                                                          Apartment #1581477
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          45
                                                                          Viewed 53 times in the last 48 hours

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.

                                                                            Exceptional! 5/5
                                                                            (21 reviews)
                                                                            avg/night
                                                                            Apartment #699409vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 4
                                                                            21
                                                                            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
                                                                              (46 reviews)
                                                                              avg/night
                                                                              Apartment #6196463
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              46
                                                                              Viewed 17 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
                                                                                (15 reviews)
                                                                                avg/night
                                                                                Apartment #1698917
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                15
                                                                                Viewed 26 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Wonderful! 4.8/5
                                                                                  (5 reviews)
                                                                                  avg/night
                                                                                  Apartment #1995230
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  5
                                                                                  Viewed 46 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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                                                                                    Wonderful! 4.8/5
                                                                                    (20 reviews)
                                                                                    avg/night
                                                                                    Castle #825856
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    20
                                                                                    Viewed 74 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
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      Apartment #827364vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      15
                                                                                      Viewed 23 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Excellent! 4.6/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        Apartment #1333088
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        7
                                                                                        Viewed 20 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
                                                                                          Apartment #680568vb
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          12
                                                                                          Viewed 19 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Wonderful! 4.9/5
                                                                                            (10 reviews)
                                                                                            avg/night
                                                                                            Apartment #1409521
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            10
                                                                                            Viewed 7 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
                                                                                              (21 reviews)
                                                                                              avg/night
                                                                                              Apartment #658053vb
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              21
                                                                                              Viewed 53 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
                                                                                                Multiple rentals Farmhouse #5588
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                6
                                                                                                Viewed 24 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Wonderful! 4.8/5
                                                                                                  (46 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #438293
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  46
                                                                                                  Viewed 10 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Wonderful! 4.9/5
                                                                                                    (28 reviews)
                                                                                                    avg/night
                                                                                                    Chateau / Country House #1687872
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 11
                                                                                                    28
                                                                                                    Viewed 25 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Very Good! 4.1/5
                                                                                                      (20 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #1849503
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      20
                                                                                                      Viewed 53 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 Pontassieve (300+)