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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!

    Very Good! 4.2/5
    (5 reviews)
    avg/night
    Multiple rentals Apartment #479580
    • 1 BR
    • 1 BA
    • Sleeps 2
    5
    Viewed 39 times in the last 48 hours

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      Wonderful! 4.9/5
      (65 reviews)
      avg/night
      Apartment #708969vb
      • 2 BR
      • 2 BA
      • Sleeps 7
      65
      Viewed 23 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
        (62 reviews)
        avg/night
        Multiple rentals Cottage #6049089
        • 1 BR
        • 1 BA
        • Sleeps 4
        62
        Viewed 45 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 23 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
            (88 reviews)
            avg/night
            Apartment #308890
            • 1 BR
            • 1 BA
            • Sleeps 4
            88
            Viewed 30 times in the last 48 hours

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (51 reviews)
              avg/night
              Multiple rentals Apartment #1691215
              • 2 BR
              • 2 BA
              • Sleeps 6
              51
              Viewed 13 times in the last 48 hours

              Confirmation within 24 hours

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

                Exceptional! 5/5
                (25 reviews)
                avg/night
                Apartment #6015654
                • 2 BR
                • 2 BA
                • Sleeps 4
                25
                Viewed 6 times in the last 48 hours

                Confirmation within 24 hours

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                  Wonderful! 4.8/5
                  (40 reviews)
                  avg/night
                  Apartment #683977vb
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  40
                  Viewed 42 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Wonderful! 4.9/5
                    (109 reviews)
                    avg/night
                    Multiple rentals Apartment #420459
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    109
                    Viewed 15 times in the last 48 hours

                    Instant confirmation

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                      Wonderful! 4.9/5
                      (130 reviews)
                      avg/night
                      Apartment #462238
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      130
                      Viewed 20 times in the last 48 hours

                      Instant confirmation

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                        Wonderful! 4.9/5
                        (26 reviews)
                        avg/night
                        Apartment #706279vb
                        • 2 BR
                        • 1 BA
                        • Separate Toilet
                        • Sleeps 4
                        26
                        Viewed 9 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Exceptional! 5/5
                          (7 reviews)
                          avg/night
                          Apartment #4250389
                          • 4 BR
                          • 4 BA
                          • Sleeps 11
                          7
                          Viewed 35 times in the last 48 hours

                          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 49 times in the last 48 hours

                            Confirmation within 24 hours

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                              Exceptional! 5/5
                              (19 reviews)
                              avg/night
                              Villa #602659vb
                              • 4 BR
                              • 4 BA
                              • Sleeps 9
                              19
                              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

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

                                  Wonderful! 4.9/5
                                  (47 reviews)
                                  avg/night
                                  Chateau / Country House #6333093
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  47
                                  Viewed 15 times in the last 48 hours

                                  Confirmation within 24 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 11 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 10 times in the last 48 hours

                                      Instant confirmation

                                      Your booking request will be confirmed immediately.

                                        Excellent! 4.7/5
                                        (13 reviews)
                                        avg/night
                                        Villa #566222vb
                                        • 7 BR
                                        • 4 BA
                                        • Separate Toilets
                                        • Sleeps 14
                                        13
                                        Viewed 22 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
                                          (13 reviews)
                                          avg/night
                                          Villa #735533vb
                                          • 4 BR
                                          • 3 BA
                                          • Separate Toilet
                                          • Sleeps 9
                                          13
                                          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
                                            (60 reviews)
                                            avg/night
                                            Apartment #128031vb
                                            • 3 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 8
                                            60
                                            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
                                              (78 reviews)
                                              avg/night
                                              Apartment #842807
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              78
                                              Viewed 16 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Wonderful! 4.9/5
                                                (9 reviews)
                                                avg/night
                                                Apartment #1322996
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                9
                                                Viewed 11 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Very Good! 4.2/5
                                                  (13 reviews)
                                                  avg/night
                                                  Apartment #743755vb
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  13
                                                  Viewed 12 times in the last 48 hours

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    Wonderful! 4.9/5
                                                    (35 reviews)
                                                    avg/night
                                                    Villa #21478vb
                                                    • 5 BR
                                                    • 5 BA
                                                    • Sleeps 10
                                                    35
                                                    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
                                                      (44 reviews)
                                                      avg/night
                                                      Apartment #1484677
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      44
                                                      Viewed 6 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 #1819352
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        5
                                                        Viewed 9 times in the last 48 hours

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          Wonderful! 4.9/5
                                                          (24 reviews)
                                                          avg/night
                                                          House #403492
                                                          • 3 BR
                                                          • 2 BA
                                                          • Separate Toilet
                                                          • Sleeps 7
                                                          24
                                                          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
                                                            (29 reviews)
                                                            avg/night
                                                            Multiple rentals Apartment #1691215
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            29
                                                            Viewed 11 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
                                                              (35 reviews)
                                                              avg/night
                                                              Farmhouse #403313
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              35
                                                              Viewed 22 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Wonderful! 4.8/5
                                                                (74 reviews)
                                                                avg/night
                                                                Multiple rentals Apartment #420459
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 5
                                                                74
                                                                Viewed 15 times in the last 48 hours

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  Wonderful! 4.9/5
                                                                  (47 reviews)
                                                                  avg/night
                                                                  Apartment #295869vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 5
                                                                  47

                                                                  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 27 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Apartment #392116
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 10
                                                                      81

                                                                      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 9 times in the last 48 hours

                                                                          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 6 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 11 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
                                                                                (16 reviews)
                                                                                avg/night
                                                                                Apartment #6738764
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 4
                                                                                16
                                                                                Viewed 6 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Exceptional! 5/5
                                                                                  (28 reviews)
                                                                                  avg/night
                                                                                  Apartment #896240vb
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  28
                                                                                  Viewed 13 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 19 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 9 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Wonderful! 4.8/5
                                                                                        (83 reviews)
                                                                                        avg/night
                                                                                        Apartment #895839
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                        83
                                                                                        Viewed 17 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Wonderful! 4.9/5
                                                                                          (35 reviews)
                                                                                          avg/night
                                                                                          Multiple rentals Chateau / Country House #6153067
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          35
                                                                                          Viewed 15 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Excellent! 4.7/5
                                                                                            (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
                                                                                              (11 reviews)
                                                                                              avg/night
                                                                                              Apartment #6613284
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              11
                                                                                              Viewed 10 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 14 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 9 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Exceptional! 5/5
                                                                                                    (80 reviews)
                                                                                                    avg/night
                                                                                                    Apartment #827413
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    80
                                                                                                    Viewed 10 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      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.

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