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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Villa #421433
    • 3 BR
    • 3 BA
    • Sleeps 6
    21

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      Villa #64607vb
      • 4 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 6
      9

      Confirmation within 24 hours

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

        Villa #1934854
        • 8 BR
        • 4 BA
        • Sleeps 16
        5

        Instant confirmation

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          Farmhouse #8461
          • 3 BR
          • 2 BA
          • Sleeps 6
          9

          Confirmation within 24 hours

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

            Multiple rentals Farmhouse #1140076
            • 4 BR
            • 2 BA
            • Sleeps 8
            12

            Confirmation within 24 hours

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

              Multiple rentals Farmhouse #1140076
              • 3 BR
              • 2 BA
              • Sleeps 6
              8

              Confirmation within 24 hours

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

                Multiple rentals Villa #1140076
                • 9 BR
                • 5 BA
                • Sleeps 18
                16

                Confirmation within 24 hours

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

                  Multiple rentals Farmhouse #1140076
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  8

                  Confirmation within 24 hours

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

                    Multiple rentals Farmhouse #1140076
                    • 7 BR
                    • 4 BA
                    • Sleeps 14
                    12

                    Confirmation within 24 hours

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

                      Multiple rentals Farmhouse #6638853
                      • 2 BR
                      • 1 BA
                      • Sleeps 6

                      Confirmation within 24 hours

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

                        Villa #1845034
                        • 4 BR
                        • 4 BA
                        • 1 HF BA
                        • Sleeps 8

                        Confirmation within 24 hours

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

                          Multiple rentals Farmhouse #6638853
                          • 2 BR
                          • 2 BA
                          • Sleeps 7
                            Multiple rentals Farmhouse #6638853
                            • 2 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 6
                              House #6235319
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              53

                              Confirmation within 24 hours

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

                                Villa #607748vb
                                • 4 BR
                                • 3 BA
                                • Sleeps 11
                                13

                                Confirmation within 24 hours

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

                                  Farmhouse #89525
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  13

                                  Confirmation within 24 hours

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

                                    Chateau / Country House #1601972
                                    • 1 BR
                                    • Sleeps 2
                                    3

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

                                      Multiple rentals Cottage #6029171
                                      • 2 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 5
                                      73

                                      Confirmation within 24 hours

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                                        House #282678vb
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        43

                                        Confirmation within 24 hours

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

                                          Multiple rentals Farmhouse #53674
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 9
                                          12

                                          Confirmation within 24 hours

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

                                            Farmhouse #391835vb
                                            • 6 BR
                                            • 5 BA
                                            • 1 HF BA
                                            • Sleeps 18
                                            13

                                            Confirmation within 24 hours

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

                                              Chateau / Country House #864792
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              8

                                              Confirmation within 24 hours

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

                                                Villa #3808832
                                                • 6 BR
                                                • 6 BA
                                                • 1 HF BA
                                                • Sleeps 13
                                                10

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

                                                  Chateau / Country House #1851746
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 7
                                                  8

                                                  Confirmation within 24 hours

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

                                                    Multiple rentals Farmhouse #53674
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    12

                                                    Confirmation within 24 hours

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

                                                      Multiple rentals Apartment #6029171
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      60

                                                      Confirmation within 24 hours

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

                                                        Villa #6842529
                                                        • 8 BR
                                                        • 7 BA
                                                        • Sleeps 16

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          Apartment #771909vb
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6

                                                          Confirmation within 24 hours

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                                                            Villa #773192vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4

                                                            Confirmation within 24 hours

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

                                                              Villa #6345041
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              9

                                                              Confirmation within 24 hours

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                                                                House #1216286
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6

                                                                Confirmation within 24 hours

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

                                                                  House #2448662
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 9

                                                                  Instant confirmation

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                                                                    Apartment #773208vb
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    2

                                                                    Confirmation within 24 hours

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                                                                      House #2475519
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8

                                                                      Confirmation within 24 hours

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                                                                        Apartment #6482182
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        3

                                                                        Confirmation within 24 hours

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                                                                          Villa #6847496
                                                                          • 2 BR
                                                                          • 3 BA
                                                                          • Sleeps 6

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.

                                                                            Apartment #6273570
                                                                            • 2 BR
                                                                            • Sleeps 6
                                                                            26

                                                                            Confirmation within 24 hours

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

                                                                              Apartment #771890vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4

                                                                              Confirmation within 24 hours

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

                                                                                Apartment #2218150
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                1

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Apartment #2499178
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6

                                                                                  Confirmation within 24 hours

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                                                                                    Multiple rentals Villa #8120549
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    1

                                                                                    Confirmation within 24 hours

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

                                                                                      Multiple rentals Apartment #8120549
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6

                                                                                      Confirmation within 24 hours

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

                                                                                        Apartment #1624956
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        8

                                                                                        Instant confirmation

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                                                                                          $90
                                                                                          avg/night
                                                                                          Apartment #2310613
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Apartment #2221049
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4

                                                                                            Instant confirmation

                                                                                            Your booking request will be confirmed immediately.

                                                                                              Apartment #2217922
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Apartment #2229116
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 9

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  Villa #1984292
                                                                                                  • 6 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 11

                                                                                                  Confirmation within 24 hours

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                                                                                                    Villa #6482553
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 7
                                                                                                    1

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Apartment #6561871
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4

                                                                                                      Confirmation within 24 hours

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                                                                                                      • 1 - 50 of 300+

                                                                                                      Castellina In Chianti Vacation Rentals (300+)