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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!

  • Showing 1-50 of 300+
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    Multiple rentals Bungalow #91933
    • 1 BR
    • 1 BA
    • Sleeps 2
    17

    Confirmation within 24 hours

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      Multiple rentals Villa #91933
      • 2 BR
      • 2 BA
      • Sleeps 4
      17

      Confirmation within 24 hours

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

        Multiple rentals Apartment #91933
        • Studio
        • 1 BA
        • Sleeps 2
        6

        Confirmation within 24 hours

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

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

          Confirmation within 24 hours

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

            Multiple rentals Apartment #91933
            • 3 BR
            • 2 BA
            • Sleeps 5
            8

            Confirmation within 24 hours

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

              Farmhouse #424222
              • 5 BR
              • 6 BA
              • Sleeps 10

              Confirmation within 24 hours

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

                Villa #6111992
                • 8 BR
                • 5 BA
                • Sleeps 16
                3

                Instant confirmation

                Your booking request will be confirmed immediately.

                  Apartment #8035722
                  • 2 BR
                  • 1 BA
                  • Separate Toilet
                  • Sleeps 4
                  14

                  Confirmation within 24 hours

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

                    Multiple rentals Apartment #420459
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    94

                    Confirmation within 24 hours

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

                      House #1053585
                      • 3 BR
                      • 3 BA
                      • Separate Toilet
                      • Sleeps 8
                      20

                      Confirmation within 24 hours

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

                        Apartment #683977vb
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        29

                        Confirmation within 24 hours

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                          Apartment #462238
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          116

                          Confirmation within 24 hours

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

                            Multiple rentals Apartment #420459
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            66

                            Confirmation within 24 hours

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

                              Villa #602659vb
                              • 4 BR
                              • 4 BA
                              • Sleeps 9
                              12

                              Confirmation within 24 hours

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

                                Apartment #869430
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                48

                                Confirmation within 24 hours

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

                                  Apartment #1621213
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  49

                                  Confirmation within 24 hours

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

                                    Farmhouse #403313
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    30

                                    Confirmation within 24 hours

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

                                      Apartment #1849503
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      19

                                      Confirmation within 24 hours

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

                                        Villa #1137514
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 10
                                        37

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Apartment #1686314
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          24

                                          Confirmation within 24 hours

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

                                            Apartment #8114
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            35

                                            Confirmation within 24 hours

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

                                              Multiple rentals Farmhouse #5588
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              12

                                              Confirmation within 24 hours

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

                                                Apartment #1581477
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                45

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

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

                                                  Confirmation within 24 hours

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

                                                    Apartment #324072vb
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    51

                                                    Confirmation within 24 hours

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

                                                      Apartment #425100
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      32

                                                      Confirmation within 24 hours

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

                                                        Apartment #438293
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        45

                                                        Confirmation within 24 hours

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

                                                          House #442656
                                                          • 5 BR
                                                          • 4 BA
                                                          • Separate Toilet
                                                          • Sleeps 12
                                                          17

                                                          Confirmation within 24 hours

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

                                                            Apartment #437934
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            52

                                                            Confirmation within 24 hours

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

                                                              Apartment #1995230
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              5

                                                              Confirmation within 24 hours

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

                                                                Castle #825856
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                20

                                                                Confirmation within 24 hours

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

                                                                  Apartment #699409vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 4
                                                                  21

                                                                  Confirmation within 24 hours

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

                                                                    Multiple rentals Apartment #71745
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 5
                                                                    12

                                                                    Confirmation within 24 hours

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

                                                                      Apartment #6196463
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      46

                                                                      Confirmation within 24 hours

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

                                                                        Apartment #658053vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        20

                                                                        Confirmation within 24 hours

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

                                                                          Villa #15258
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          51

                                                                          Confirmation within 24 hours

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

                                                                            Apartment #145257vb
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            54

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Multiple rentals Farmhouse #5588
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              14

                                                                              Confirmation within 24 hours

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

                                                                                Multiple rentals Farmhouse #5588
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                15

                                                                                Confirmation within 24 hours

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

                                                                                  House #38
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  24

                                                                                  Confirmation within 24 hours

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

                                                                                    Farmhouse #3592356
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8

                                                                                    Confirmation within 24 hours

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

                                                                                      Apartment #1534981
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      23

                                                                                      Confirmation within 24 hours

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

                                                                                        Multiple rentals Farmhouse #5588
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        6

                                                                                        Confirmation within 24 hours

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

                                                                                          Villa #1725169
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 6
                                                                                          9

                                                                                          Confirmation within 24 hours

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

                                                                                            Multiple rentals Villa #71745
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            20

                                                                                            Confirmation within 24 hours

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

                                                                                              Apartment #6738764
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 4
                                                                                              7

                                                                                              Confirmation within 24 hours

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

                                                                                                Apartment #1107364
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 3
                                                                                                3

                                                                                                Confirmation within 24 hours

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

                                                                                                  Apartment #430252
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  78

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Apartment #1191585
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    21

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Cottage #1949277
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 4
                                                                                                      1

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Pontassieve (300+)