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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!

    Wonderful! 4.9/5
    (65 reviews)
    avg/night
    Apartment #708969vb
    • 2 BR
    • 2 BA
    • Sleeps 7
    65
    Viewed 32 times in the last 48 hours

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      Very Good! 4.2/5
      (5 reviews)
      avg/night
      Multiple rentals Apartment #479580
      • 1 BR
      • 1 BA
      • Sleeps 2
      5
      Viewed 30 times in the last 48 hours

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        Wonderful! 4.9/5
        (60 reviews)
        avg/night
        Multiple rentals Cottage #6049089
        • 1 BR
        • 1 BA
        • Sleeps 4
        60
        Viewed 76 times in the last 48 hours

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          Exceptional! 5/5
          (60 reviews)
          avg/night
          Apartment #1621213
          • 2 BR
          • 1 BA
          • Sleeps 4
          60
          Viewed 44 times in the last 48 hours

          Confirmation within 24 hours

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

            Apartment #706279vb
            • 2 BR
            • 1 BA
            • Separate Toilet
            • Sleeps 4
            26

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (50 reviews)
              avg/night
              Multiple rentals Apartment #1691215
              • 2 BR
              • 2 BA
              • Sleeps 6
              50
              Viewed 20 times in the last 48 hours

              Confirmation within 24 hours

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                Exceptional! 5/5
                (24 reviews)
                avg/night
                Apartment #6015654
                • 2 BR
                • 2 BA
                • Sleeps 4
                24
                Viewed 11 times in the last 48 hours

                Confirmation within 24 hours

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                  Wonderful! 4.9/5
                  (88 reviews)
                  avg/night
                  Apartment #308890
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  88
                  Viewed 32 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
                    (130 reviews)
                    avg/night
                    Apartment #462238
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    130
                    Viewed 13 times in the last 48 hours

                    Instant confirmation

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                      Wonderful! 4.9/5
                      (109 reviews)
                      avg/night
                      Multiple rentals Apartment #420459
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      109
                      Viewed 21 times in the last 48 hours

                      Instant confirmation

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                        Exceptional! 5/5
                        (7 reviews)
                        avg/night
                        Apartment #4250389
                        • 4 BR
                        • 4 BA
                        • Sleeps 11
                        7
                        Viewed 44 times in the last 48 hours

                        Confirmation within 24 hours

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                          Wonderful! 4.8/5
                          (39 reviews)
                          avg/night
                          Apartment #683977vb
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          39
                          Viewed 46 times in the last 48 hours

                          Confirmation within 24 hours

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                            Exceptional! 5/5
                            (18 reviews)
                            avg/night
                            Villa #602659vb
                            • 4 BR
                            • 4 BA
                            • Sleeps 9
                            18
                            Viewed 38 times in the last 48 hours

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                              Apartment #1348016
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              17

                              Confirmation within 24 hours

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                                Exceptional! 5/5
                                (25 reviews)
                                avg/night
                                House #1053585
                                • 3 BR
                                • 3 BA
                                • Separate Toilet
                                • Sleeps 8
                                25
                                Viewed 51 times in the last 48 hours

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                                  Excellent! 4.7/5
                                  (18 reviews)
                                  avg/night
                                  Apartment #8035722
                                  • 2 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 4
                                  18
                                  Viewed 13 times in the last 48 hours

                                  Confirmation within 24 hours

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                                    Exceptional! 5/5
                                    (99 reviews)
                                    avg/night
                                    Apartment #343064
                                    • 2 BR
                                    • 3 BA
                                    • Sleeps 5
                                    99
                                    Viewed 7 times in the last 48 hours

                                    Instant confirmation

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                                      Excellent! 4.7/5
                                      (13 reviews)
                                      avg/night
                                      Villa #566222vb
                                      • 7 BR
                                      • 4 BA
                                      • Separate Toilets
                                      • Sleeps 14
                                      13
                                      Viewed 31 times in the last 48 hours

                                      Confirmation within 24 hours

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                                        Exceptional! 5/5
                                        (60 reviews)
                                        avg/night
                                        Apartment #128031vb
                                        • 3 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        60
                                        Viewed 32 times in the last 48 hours

                                        Confirmation within 24 hours

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                                          Wonderful! 4.9/5
                                          (47 reviews)
                                          avg/night
                                          Chateau / Country House #6333093
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          47
                                          Viewed 28 times in the last 48 hours

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                                            Excellent! 4.6/5
                                            (13 reviews)
                                            avg/night
                                            Villa #735533vb
                                            • 4 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 9
                                            13
                                            Viewed 16 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Wonderful! 4.8/5
                                              (78 reviews)
                                              avg/night
                                              Apartment #842807
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              78
                                              Viewed 15 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Wonderful! 4.8/5
                                                (74 reviews)
                                                avg/night
                                                Multiple rentals Apartment #420459
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 5
                                                74
                                                Viewed 31 times in the last 48 hours

                                                Instant confirmation

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                                                  Excellent! 4.3/5
                                                  (12 reviews)
                                                  avg/night
                                                  Apartment #743755vb
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  12

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    Exceptional! 5/5
                                                    (44 reviews)
                                                    avg/night
                                                    Apartment #1484677
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    44
                                                    Viewed 16 times in the last 48 hours

                                                    Confirmation within 24 hours

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                                                      Wonderful! 4.8/5
                                                      (5 reviews)
                                                      avg/night
                                                      Apartment #1819352
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      5
                                                      Viewed 9 times in the last 48 hours

                                                      Instant confirmation

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                                                        Wonderful! 4.9/5
                                                        (34 reviews)
                                                        avg/night
                                                        Villa #21478vb
                                                        • 5 BR
                                                        • 5 BA
                                                        • Sleeps 10
                                                        34
                                                        Viewed 35 times in the last 48 hours

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

                                                          Excellent! 4.6/5
                                                          (35 reviews)
                                                          avg/night
                                                          Farmhouse #403313
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 7
                                                          35
                                                          Viewed 30 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Wonderful! 4.9/5
                                                            (45 reviews)
                                                            avg/night
                                                            Apartment #295869vb
                                                            • 3 BR
                                                            • 2 BA
                                                            • Separate Toilet
                                                            • Sleeps 5
                                                            45
                                                            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
                                                              (53 reviews)
                                                              avg/night
                                                              Multiple rentals Apartment #6055204
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              53
                                                              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
                                                                (24 reviews)
                                                                avg/night
                                                                House #403492
                                                                • 3 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 7
                                                                24
                                                                Viewed 10 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Wonderful! 4.8/5
                                                                  (80 reviews)
                                                                  avg/night
                                                                  Apartment #392116
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 10
                                                                  80
                                                                  Viewed 16 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Apartment #6503037
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3

                                                                    Confirmation within 24 hours

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

                                                                      Wonderful! 4.9/5
                                                                      (83 reviews)
                                                                      avg/night
                                                                      Apartment #6252117
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      83
                                                                      Viewed 20 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (29 reviews)
                                                                        avg/night
                                                                        Multiple rentals Apartment #1691215
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        29
                                                                        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
                                                                          (9 reviews)
                                                                          avg/night
                                                                          Apartment #1322996
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          9
                                                                          Viewed 18 times in the last 48 hours

                                                                          Confirmation within 24 hours

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                                                                            Excellent! 4.7/5
                                                                            (43 reviews)
                                                                            avg/night
                                                                            Apartment #136801vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            43

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (41 reviews)
                                                                              avg/night
                                                                              Multiple rentals Apartment #6055204
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              41
                                                                              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
                                                                                (13 reviews)
                                                                                avg/night
                                                                                Villa #741306vb
                                                                                • 6 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 11
                                                                                13
                                                                                Viewed 20 times in the last 48 hours

                                                                                Confirmation within 24 hours

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                                                                                  Excellent! 4.6/5
                                                                                  (16 reviews)
                                                                                  avg/night
                                                                                  Apartment #6738764
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 4
                                                                                  16
                                                                                  Viewed 18 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Exceptional! 5/5
                                                                                    (27 reviews)
                                                                                    avg/night
                                                                                    Apartment #896240vb
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    27
                                                                                    Viewed 20 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Wonderful! 4.9/5
                                                                                      (44 reviews)
                                                                                      avg/night
                                                                                      Multiple rentals Apartment #632967a
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      44
                                                                                      Viewed 36 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Wonderful! 4.8/5
                                                                                        (61 reviews)
                                                                                        avg/night
                                                                                        Apartment #437934
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        61
                                                                                        Viewed 14 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Wonderful! 4.9/5
                                                                                          (35 reviews)
                                                                                          avg/night
                                                                                          Multiple rentals Chateau / Country House #6153067
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          35
                                                                                          Viewed 20 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Excellent! 4.6/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            Villa #721562vb
                                                                                            • 6 BR
                                                                                            • 5 BA
                                                                                            • Sleeps 11
                                                                                            14
                                                                                            Viewed 23 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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                                                                                              Wonderful! 4.8/5
                                                                                              (82 reviews)
                                                                                              avg/night
                                                                                              Apartment #895839
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              82
                                                                                              Viewed 32 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Exceptional! 5/5
                                                                                                (42 reviews)
                                                                                                avg/night
                                                                                                Apartment #3550715
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                42
                                                                                                Viewed 11 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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                                                                                                  House #467388vb
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 3
                                                                                                  7

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Wonderful! 4.9/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    Multiple rentals Farmhouse #5588
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    14
                                                                                                    Viewed 13 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Apartment #6484964
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      12

                                                                                                      Confirmation within 24 hours

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

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