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2,856 Holiday homes

(6) Excellent 

    29

    Holiday apartment with shared pool in Gaiole in Chianti

    Province of Siena / Gaiole in Chianti

    2 6 7 nights min

    • 2 bedrooms
    • sleeps 6
    • 7 nights min
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £108 / night

    £754 - £1,100 / week

    Book View

    Responds fast!
    avg. 1 hour 40 minutes

    from £108 / night

    (7) Very Good 

      43

      Montefienali holiday home accommodation

      Gaiole in Chianti / Montefienali

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Swimming pool
      • Child friendly
      • Pet friendly

      from £55 / night

      £314 / week

      Book View

      Responds fast!
      avg. 1 hour 19 minutes

      from £55 / night

      (3) Excellent 

        28

        Gaiole in Chianti holiday barn let

        Province of Siena / Gaiole in Chianti

        2 4 2 nights min

        • 2 bedrooms
        • sleeps 4
        • 2 nights min
        • Swimming pool
        • Child friendly
        • Pet friendly

        from £111 / night

        £702 / week

        Book View

        from £111 / night

        (14) Excellent 

          34

          Holiday apartment with shared pool in Gaiole in Chianti

          Province of Siena / Gaiole in Chianti

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Swimming pool
          • Child friendly
          • Air conditioning

          from £200 / night

          £1,200 - £1,600 / week

          Book View

          from £200 / night

          (13) Excellent 

            69

            Holiday villa with swimming pool, tennis court in Gaiole in Chianti

            Province of Siena / Gaiole in Chianti

            4 10 min stay varies

            • 4 bedrooms
            • sleeps 10
            • min stay varies
            • Nearest beach 110 km
            • Swimming pool
            • Child friendly
            “Excellent, spacious accommodation with a fantastic pool and view.” Very good, clear communication with the owner. Spacious, clean property Wonderful pool About 2 miles from villa to nearest village with bar, restaurant and small store Character property with high ceilings and lots of room Keeps cool indoors

            from £523 / night

            £3,441 - £5,625 / week

            Book View

            Responds fast!
            avg. 3 hours 56 minutes

            from £523 / night

            (14) Very Good 

              39

              Holiday villa with swimming pool, tennis court in Gaiole in Chianti

              Province of Siena / Gaiole in Chianti

              2 5 min stay varies

              • 2 bedrooms
              • sleeps 5
              • min stay varies
              • Nearest beach 110 km
              • Swimming pool
              • Child friendly

              from £205 / night

              £1,440 - £2,400 / week

              Book View

              Responds fast!
              avg. 3 hours 56 minutes

              from £205 / night

              (18) Excellent 

                33

                Holiday apartment with shared pool in Gaiole in Chianti

                Province of Siena / Gaiole in Chianti

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Nearest beach 80 km
                • Swimming pool
                • Child friendly
                “Comfort and relaxation in Chianti” We enjoyed everything about Casacorvo. The view from the terrace is still in our minds weeks after we returned. Those beautiful rolling hills and the view over to Barbischio. Great pool which, in September was very quiet. We visited Siena, Florence, San Gimignano, Arezzo andthe wine festival at Greve in Chianti. Nice local wine left by Phil was much appreciated. The facilities in the Borgo were great. Gaiole is lovely and friendly and you don't have to go far to find nice meals and bars.

                from £125 / night

                £575 - £775 / week

                Book View

                from £125 / night

                  33

                  Apartment rental in Gaiole in Chianti with shared pool

                  Province of Siena / Gaiole in Chianti

                  2 5 7 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 7 nights min
                  • Nearest beach 107 km
                  • Swimming pool
                  • Child friendly

                  from £52 / night

                  £360 - £781 / week

                  Enquire View

                  from £52 / night

                    29

                    Gaiole in Chianti holiday home rental

                    Province of Siena / Gaiole in Chianti

                    1 2 7 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 7 nights min
                    • Swimming pool
                    • Child friendly
                    • Private garden

                    from £78 / night

                    £542 / week

                    Book View

                    from £78 / night

                      24

                      Holiday apartment with shared pool in Gaiole in Chianti

                      Province of Siena / Gaiole in Chianti

                      2 6 7 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 7 nights min
                      • Nearest beach 105 km
                      • Swimming pool
                      • Suitable for children age 5+

                      from £50 / night

                      £350 - £806 / week

                      Enquire View

                      from £50 / night

                        21

                        Holiday guest house in Montefienali

                        Gaiole in Chianti / Montefienali

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Child friendly
                        • Ask about pets
                        • Private garden

                        from £55 / night

                        £352 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 19 minutes

                        from £55 / night

                          18

                          Gaiole in Chianti holiday condo rental

                          Province of Siena / Gaiole in Chianti

                          3 5 1 night min

                          • 3 bedrooms
                          • sleeps 5
                          • 1 night min
                          • Child friendly
                          • Pet friendly
                          • Private garden

                          from £56 / night

                          £361 / week

                          Book View

                          from £56 / night

                            44

                            Holiday home with shared pool in Gaiole in Chianti

                            Province of Siena / Gaiole in Chianti

                            3 7 7 nights min

                            • 3 bedrooms
                            • sleeps 7
                            • 7 nights min
                            • Swimming pool
                            • Child friendly
                            • Private garden

                            from £112 / night

                            £782 / week

                            Book View

                            from £112 / night

                              24

                              Holiday apartment with shared pool in Gaiole in Chianti

                              Province of Siena / Gaiole in Chianti

                              1 3 7 nights min

                              • 1 bedroom
                              • sleeps 3
                              • 7 nights min
                              • Nearest beach 105 km
                              • Swimming pool
                              • Child friendly

                              from £38 / night

                              £267 - £634 / week

                              Enquire View

                              from £38 / night

                              (3) Average 

                                12

                                Holiday apartment with shared pool in Gaiole in Chianti

                                Province of Siena / Gaiole in Chianti

                                1 2 7 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 7 nights min
                                • Swimming pool
                                • Child friendly
                                • Pet friendly

                                from £85 / night

                                £593 / week

                                Book View

                                from £85 / night

                                (1) Excellent 

                                  20

                                  Gaiole in Chianti holiday apartment rental

                                  Province of Siena / Gaiole in Chianti

                                  1 3 7 nights min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 7 nights min
                                  • Nearest beach 105 km
                                  • Swimming pool
                                  • Child friendly

                                  from £44 / night

                                  £307 - £649 / week

                                  Enquire View

                                  from £44 / night

                                    32

                                    Holiday apartment with shared pool in Gaiole in Chianti

                                    Province of Siena / Gaiole in Chianti

                                    1 4 7 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 7 nights min
                                    • Nearest beach 105 km
                                    • Swimming pool
                                    • Child friendly

                                    from £49 / night

                                    £343 - £869 / week

                                    Enquire View

                                    from £49 / night

                                      25

                                      Apartment rental in Gaiole in Chianti with shared pool, golf nearby

                                      Province of Siena / Gaiole in Chianti

                                      2 5 7 nights min

                                      • 2 bedrooms
                                      • sleeps 5
                                      • 7 nights min
                                      • Nearest beach 107 km
                                      • Swimming pool
                                      • Child friendly

                                      from £52 / night

                                      £360 - £781 / week

                                      Enquire View

                                      from £52 / night

                                      (41) Excellent 

                                        24

                                        Gaiole in Chianti holiday apartment accommodation

                                        Province of Siena / Gaiole in Chianti

                                        1 2 min stay varies

                                        • 1 bedroom
                                        • sleeps 2
                                        • min stay varies
                                        • Swimming pool
                                        • Air conditioning
                                        • Private garden
                                        “Fantastic stay in a beautiful setting” Have just returned from a week stay in Gaiole in Chianti following l'eroica and everything you hear and read about the region is true - it really is idyllic and a perfect place to relax, visit local villages, cycle or walk around. Siena, which is equally stunning, is also barely 30 minutes away. The apartment is perfectly located with stunning views overlooking the village - it was great to sit out in the private garden in the morning and at sunset and just relax. However this wasn't at the expense of being away from the centre of the village and the amenities - it was not even a 5 minute walk to the deli, butcher etc. (and only 3 minutes to the local takeaway pizza - I timed it!). The apartment itself is very well appointed with seemingly everything thought of - there were even umbrellas that we could use when there was rain one morning. The 'borgo' also has a swimming pool and gym as well as plenty of parking nearby. From the initial booking, John and Tracy made everything very easy and the service was simple and hassle free. - we'd definitely go again!

                                        from £103 / night

                                        £722 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 15 minutes

                                        from £103 / night

                                          18

                                          Gaiole in Chianti holiday apartment rental

                                          Province of Siena / Gaiole in Chianti

                                          2 5 7 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 7 nights min
                                          • Nearest beach 107 km
                                          • Swimming pool
                                          • Child friendly

                                          from £52 / night

                                          £360 - £781 / week

                                          Enquire View

                                          from £52 / night

                                            33

                                            Gaiole in Chianti holiday apartment rental

                                            Province of Siena / Gaiole in Chianti

                                            2 5 7 nights min

                                            • 2 bedrooms
                                            • sleeps 5
                                            • 7 nights min
                                            • Nearest beach 107 km
                                            • Swimming pool
                                            • Child friendly

                                            from £52 / night

                                            £359 - £780 / week

                                            Enquire View

                                            from £52 / night

                                            (2) Very Good 

                                              13

                                              Holiday apartment with swimming pool in Gaiole in Chianti

                                              Province of Siena / Gaiole in Chianti

                                              2 4 2 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 2 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £56 / night

                                              £351 - £913 / week

                                              Book View

                                              from £56 / night

                                              (1) Excellent 

                                                62

                                                Holiday villa in Gaiole in Chianti

                                                Province of Siena / Gaiole in Chianti

                                                5 10 7 nights min

                                                • 5 bedrooms
                                                • sleeps 10
                                                • 7 nights min
                                                • Child friendly
                                                • Pet friendly

                                                from £474 / night

                                                £3,315 / week

                                                Book View

                                                from £474 / night

                                                  24

                                                  Holiday apartment with shared pool in Gaiole in Chianti

                                                  Province of Siena / Gaiole in Chianti

                                                  2 4 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Nearest beach 125 km
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £79 / night

                                                  £552 - £1,143 / week

                                                  Enquire View

                                                  from £79 / night

                                                  (1) Very Good 

                                                    15

                                                    Gaiole in Chianti holiday home rental

                                                    Province of Siena / Gaiole in Chianti

                                                    2 6 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Child friendly

                                                    from £76 / night

                                                    £483 - £651 / week

                                                    Book View

                                                    from £76 / night

                                                    (1) Excellent 

                                                      24

                                                      Holiday apartment with shared pool in Gaiole in Chianti

                                                      Province of Siena / Gaiole in Chianti

                                                      4 10 min stay varies

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • min stay varies
                                                      • Nearest beach 80 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £350 / night

                                                      £2,000 - £2,400 / week

                                                      Book View

                                                      from £350 / night

                                                        13

                                                        Holiday villa with shared pool in Castagnoli

                                                        Gaiole in Chianti / Castagnoli

                                                        2 6 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Pet friendly

                                                        from £126 / night

                                                        £880 - £1,368 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 29 minutes

                                                        from £126 / night

                                                          23

                                                          Holiday apartment with shared pool in Gaiole in Chianti

                                                          Province of Siena / Gaiole in Chianti

                                                          1 3 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Pet friendly

                                                          from £42 / night

                                                          £293 - £696 / week

                                                          Book View

                                                          from £42 / night

                                                            26

                                                            Apartment rental in Gaiole in Chianti with shared pool

                                                            Province of Siena / Gaiole in Chianti

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £52 / night

                                                            £359 - £769 / week

                                                            Book View

                                                            from £52 / night

                                                              28

                                                              Holiday apartment in Gaiole in Chianti

                                                              Province of Siena / Gaiole in Chianti

                                                              2 4 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £77 / night

                                                              £535 - £1,024 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 29 minutes

                                                              from £77 / night

                                                                13

                                                                Holiday villa with shared pool in Castagnoli

                                                                Gaiole in Chianti / Castagnoli

                                                                2 6 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Pet friendly

                                                                from £116 / night

                                                                £296 - £1,294 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 29 minutes

                                                                from £116 / night

                                                                  23

                                                                  Holiday apartment with shared pool in Gaiole in Chianti

                                                                  Province of Siena / Gaiole in Chianti

                                                                  1 3 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £41 / night

                                                                  £292 - £694 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 41 minutes

                                                                  from £41 / night

                                                                    25

                                                                    Holiday apartment with shared pool in Gaiole in Chianti

                                                                    Province of Siena / Gaiole in Chianti

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Air conditioning

                                                                    from £52 / night

                                                                    £359 - £769 / week

                                                                    Book View

                                                                    from £52 / night

                                                                      25

                                                                      Holiday apartment with shared pool in Gaiole in Chianti

                                                                      Province of Siena / Gaiole in Chianti

                                                                      1 4 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £42 / night

                                                                      £293 - £659 / week

                                                                      Book View

                                                                      from £42 / night

                                                                        25

                                                                        Gaiole in Chianti holiday villa rental

                                                                        Province of Siena / Gaiole in Chianti

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Pet friendly

                                                                        from £82 / night

                                                                        £572 - £1,052 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 29 minutes

                                                                        from £82 / night

                                                                          14

                                                                          Villa rental in Castagnoli with shared pool

                                                                          Gaiole in Chianti / Castagnoli

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £126 / night

                                                                          £880 - £1,368 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 1 hour 29 minutes

                                                                          from £126 / night

                                                                            17

                                                                            Gaiole in Chianti holiday apartment rental

                                                                            Province of Siena / Gaiole in Chianti

                                                                            1 3 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 3
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £42 / night

                                                                            £293 - £696 / week

                                                                            Book View

                                                                            from £42 / night

                                                                              26

                                                                              Home rental in Castagnoli

                                                                              Gaiole in Chianti / Castagnoli

                                                                              6 18 min stay varies

                                                                              • 6 bedrooms
                                                                              • sleeps 18
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              • Pet friendly

                                                                              from £240 / night

                                                                              £1,606 - £3,130 / week

                                                                              Book View

                                                                              from £240 / night

                                                                                25

                                                                                Holiday apartment with shared pool in Gaiole in Chianti

                                                                                Province of Siena / Gaiole in Chianti

                                                                                1 4 7 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 4
                                                                                • 7 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £67 / night

                                                                                £469 - £906 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 29 minutes

                                                                                from £67 / night

                                                                                  17

                                                                                  Holiday apartment with shared pool in Gaiole in Chianti

                                                                                  Province of Siena / Gaiole in Chianti

                                                                                  1 3 7 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 3
                                                                                  • 7 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £67 / night

                                                                                  £469 - £876 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 29 minutes

                                                                                  from £67 / night

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