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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!

    House #6443673
    • 6 BR
    • 4 BA
    • Sleeps 16
    5
    Viewed 36 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 11 times in the last 48 hours

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        Exceptional! 5/5
        (17 reviews)
        avg/night
        Multiple rentals Bungalow #91933
        • 1 BR
        • 1 BA
        • Sleeps 2
        17
        Viewed 13 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 30 times in the last 48 hours

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            Multiple rentals Barn #91933
            • 1 BR
            • 1 BA
            • Sleeps 2
            9

            Confirmation within 24 hours

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

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                Farmhouse #424222
                • 5 BR
                • 6 BA
                • Sleeps 13
                Viewed 7 times in the last 48 hours

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                  Wonderful! 4.9/5
                  (121 reviews)
                  avg/night
                  Apartment #462238
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  121
                  Viewed 29 times in the last 48 hours

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                    Wonderful! 4.9/5
                    (55 reviews)
                    avg/night
                    Apartment #708969vb
                    • 2 BR
                    • 2 BA
                    • Sleeps 7
                    55
                    Viewed 43 times in the last 48 hours

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                      Wonderful! 4.9/5
                      (19 reviews)
                      avg/night
                      Apartment #706279vb
                      • 2 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 4
                      19
                      Viewed 8 times in the last 48 hours

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                        Wonderful! 4.9/5
                        (99 reviews)
                        avg/night
                        Multiple rentals Apartment #420459
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        99
                        Viewed 19 times in the last 48 hours

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                          Exceptional! 5/5
                          (53 reviews)
                          avg/night
                          Apartment #1621213
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          53
                          Viewed 42 times in the last 48 hours

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                            Wonderful! 4.8/5
                            (30 reviews)
                            avg/night
                            Apartment #683977vb
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            30
                            Viewed 15 times in the last 48 hours

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                              Exceptional! 5/5
                              (17 reviews)
                              avg/night
                              Apartment #6015654
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              17
                              Viewed 30 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 22 times in the last 48 hours

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                                  Exceptional! 5/5
                                  (22 reviews)
                                  avg/night
                                  House #1053585
                                  • 3 BR
                                  • 3 BA
                                  • Separate Toilet
                                  • Sleeps 8
                                  22
                                  Viewed 51 times in the last 48 hours

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                                    Wonderful! 4.8/5
                                    (68 reviews)
                                    avg/night
                                    Multiple rentals Apartment #420459
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    68
                                    Viewed 22 times in the last 48 hours

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                                      Exceptional! 5/5
                                      (13 reviews)
                                      avg/night
                                      Villa #602659vb
                                      • 4 BR
                                      • 4 BA
                                      • Sleeps 9
                                      13
                                      Viewed 20 times in the last 48 hours

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                                        Wonderful! 4.8/5
                                        (77 reviews)
                                        avg/night
                                        Apartment #392116
                                        • 3 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 10
                                        77
                                        Viewed 24 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Wonderful! 4.9/5
                                          (84 reviews)
                                          avg/night
                                          Apartment #308890
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          84
                                          Viewed 44 times in the last 48 hours

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                                            Wonderful! 4.9/5
                                            (8 reviews)
                                            avg/night
                                            Apartment #1322996
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            8
                                            Viewed 14 times in the last 48 hours

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                                              Exceptional! 5/5
                                              (47 reviews)
                                              avg/night
                                              Multiple rentals Apartment #1691215
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              47
                                              Viewed 26 times in the last 48 hours

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                                                Excellent! 4.5/5
                                                (31 reviews)
                                                avg/night
                                                Farmhouse #403313
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 7
                                                31
                                                Viewed 30 times in the last 48 hours

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                                                  Wonderful! 4.8/5
                                                  (39 reviews)
                                                  avg/night
                                                  Apartment #6594701
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  39
                                                  Viewed 12 times in the last 48 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 11 times in the last 48 hours

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                                                      Exceptional! 5/5
                                                      (29 reviews)
                                                      avg/night
                                                      Villa #21478vb
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 10
                                                      29
                                                      Viewed 47 times in the last 48 hours

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                                                        Wonderful! 4.9/5
                                                        (39 reviews)
                                                        avg/night
                                                        Multiple rentals Apartment #632967a
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        39
                                                        Viewed 16 times in the last 48 hours

                                                        Confirmation within 24 hours

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                                                          Multiple rentals Apartment #895839
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 7
                                                          74
                                                          Viewed 16 times in the last 48 hours

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                                                            Exceptional! 5/5
                                                            (50 reviews)
                                                            avg/night
                                                            Apartment #6698612
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            50
                                                            Viewed 17 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Wonderful! 4.9/5
                                                              (57 reviews)
                                                              avg/night
                                                              Apartment #1692200
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 7
                                                              57
                                                              Viewed 25 times in the last 48 hours

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                                                                Excellent! 4.6/5
                                                                (11 reviews)
                                                                avg/night
                                                                Villa #566222vb
                                                                • 7 BR
                                                                • 4 BA
                                                                • Separate Toilets
                                                                • Sleeps 14
                                                                11
                                                                Viewed 58 times in the last 48 hours

                                                                Confirmation within 24 hours

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                                                                  Exceptional! 5/5
                                                                  (20 reviews)
                                                                  avg/night
                                                                  House #403492
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 7
                                                                  20
                                                                  Viewed 28 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (48 reviews)
                                                                    avg/night
                                                                    Multiple rentals Apartment #6055204
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    48
                                                                    Viewed 36 times in the last 48 hours

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

                                                                      Exceptional! 5/5
                                                                      (25 reviews)
                                                                      avg/night
                                                                      Multiple rentals Apartment #1691215
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 3
                                                                      25
                                                                      Viewed 16 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (9 reviews)
                                                                        avg/night
                                                                        Apartment #6484964
                                                                        • 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.

                                                                          Exceptional! 5/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          House #467388vb
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 3
                                                                          7
                                                                          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
                                                                            (31 reviews)
                                                                            avg/night
                                                                            Multiple rentals Chateau / Country House #6153067
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            31
                                                                            Viewed 25 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
                                                                              (48 reviews)
                                                                              avg/night
                                                                              Apartment #1688687
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              48
                                                                              Viewed 34 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Excellent! 4.6/5
                                                                                (25 reviews)
                                                                                avg/night
                                                                                Apartment #1686314
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                25
                                                                                Viewed 13 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
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  Apartment #6738764
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 4
                                                                                  8
                                                                                  Viewed 21 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
                                                                                    (39 reviews)
                                                                                    avg/night
                                                                                    Apartment #295869vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 5
                                                                                    39
                                                                                    Viewed 16 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
                                                                                      (36 reviews)
                                                                                      avg/night
                                                                                      Apartment #8114
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      36
                                                                                      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
                                                                                        (39 reviews)
                                                                                        avg/night
                                                                                        Multiple rentals Chateau / Country House #6153067
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        39
                                                                                        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
                                                                                          (21 reviews)
                                                                                          avg/night
                                                                                          Apartment #699409vb
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 4
                                                                                          21
                                                                                          Viewed 60 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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                                                                                            Wonderful! 4.9/5
                                                                                            (18 reviews)
                                                                                            avg/night
                                                                                            House #442656
                                                                                            • 5 BR
                                                                                            • 4 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 12
                                                                                            18
                                                                                            Viewed 8 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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                                                                                              Exceptional! 5/5
                                                                                              (56 reviews)
                                                                                              avg/night
                                                                                              Apartment #869430
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              56
                                                                                              Viewed 41 times in the last 48 hours

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Wonderful! 4.9/5
                                                                                                (15 reviews)
                                                                                                avg/night
                                                                                                Apartment #687508vb
                                                                                                • 1 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                15
                                                                                                Viewed 17 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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                                                                                                  Wonderful! 4.9/5
                                                                                                  (18 reviews)
                                                                                                  avg/night
                                                                                                  Villa #90810
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  18
                                                                                                  Viewed 12 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    House #1644010
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    7

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Exceptional! 5/5
                                                                                                      (31 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #709883vb
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 16
                                                                                                      31
                                                                                                      Viewed 14 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

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