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2,933 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

    £756 - £1,104 / week

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    Responds fast!
    avg. 1 hour 40 minutes

    from £108 / 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

      £707 / week

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      from £111 / night

        7

        Holiday apartment in Gaiole in Chianti

        Province of Siena / Gaiole in Chianti

        2 6 3 nights min

        • 2 bedrooms
        • sleeps 6
        • 3 nights min
        • Child friendly
        • Pet friendly
        • Private garden

        from £136 / night

        £933 / week

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        from £136 / 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

          £315 / week

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          Responds fast!
          avg. 1 hour 19 minutes

          from £55 / night

          (8) Excellent 

            20

            Apartment accommodation in Gaiole in Chianti with shared pool

            Province of Siena / Gaiole in Chianti

            2 6 2 nights min

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

            from £81 / night

            £573 / week

            Book View

            from £81 / 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

              (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 £207 / night

                £1,455 - £2,424 / week

                Book View

                Responds fast!
                avg. 3 hours 56 minutes

                from £207 / 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 £113 / night

                  £788 / week

                  Book View

                  from £113 / night

                  (1) Excellent 

                    4

                    Holiday b&b in Gaiole in Chianti

                    Province of Siena / Gaiole in Chianti

                    1 2 1 night min

                    • 1 bedroom
                    • sleeps 2
                    • 1 night min
                    • Child friendly
                    • Pet friendly
                    • Private garden

                    from £89 / night

                    £606 / week

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                    from £89 / night

                    (4) Excellent 

                      21

                      Holiday villa rental

                      Province of Siena / Gaiole in Chianti

                      2 7 min stay varies

                      • 2 bedrooms
                      • sleeps 7
                      • min stay varies
                      • Nearest beach 110 km
                      • Swimming pool
                      • Child friendly

                      from £91 / night

                      £455 - £1,010 / week

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                      Responds fast!
                      avg. 27 minutes

                      from £91 / 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 £527 / night

                        £3,466 - £5,666 / week

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                        Responds fast!
                        avg. 3 hours 56 minutes

                        from £527 / night

                        (2) Average 

                          23

                          Lecchi holiday apartment rental

                          Gaiole in Chianti / Lecchi

                          2 5 min stay varies

                          • 2 bedrooms
                          • sleeps 5
                          • min stay varies
                          • Swimming pool
                          • Suitable for children age 5+
                          • Pet friendly

                          from £81 / night

                          £474 - £706 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 19 minutes

                          from £81 / 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

                            £543 / week

                            Book View

                            from £78 / 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

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                              from £125 / 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 £51 / night

                                £352 - £810 / week

                                Enquire View

                                from £51 / night

                                  21

                                  Holiday apartment with shared pool in Gaiole in Chianti

                                  Province of Siena / Gaiole in Chianti

                                  2 5 3 nights min

                                  • 2 bedrooms
                                  • sleeps 5
                                  • 3 nights min
                                  • Swimming pool
                                  • Child friendly
                                  • Pet friendly

                                  from £106 / night

                                  £627 - £899 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 19 minutes

                                  from £106 / 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

                                    £362 - £785 / week

                                    Enquire View

                                    from £52 / night

                                      17

                                      Nusenna holiday apartment rental

                                      Gaiole in Chianti / Nusenna

                                      2 5 min stay varies

                                      • 2 bedrooms
                                      • sleeps 5
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Pet friendly

                                      from £81 / night

                                      £563 / week

                                      Book View

                                      from £81 / night

                                        29

                                        Gaiole in Chianti holiday apartment rental

                                        Province of Siena / Gaiole in Chianti

                                        4 8 3 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 3 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Pet friendly

                                        from £182 / night

                                        £1,142 - £1,384 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 19 minutes

                                        from £182 / 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

                                          £362 - £785 / week

                                          Enquire View

                                          from £52 / 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 £50 / night

                                            £344 - £874 / week

                                            Enquire View

                                            from £50 / 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

                                              £595 / week

                                              Book View

                                              from £85 / night

                                                6

                                                Gaiole in Chianti holiday farmhouse rental

                                                Province of Siena / Gaiole in Chianti

                                                2 2 3 nights min

                                                • 2 bedrooms
                                                • sleeps 2
                                                • 3 nights min
                                                • Nearest beach 127 km
                                                • Child friendly
                                                • Pet friendly

                                                from £86 / night

                                                £576 / week

                                                Book View

                                                from £86 / night

                                                  16

                                                  Holiday b&b rental

                                                  Gaiole in Chianti / Lecchi

                                                  1 2 1 night min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 1 night min
                                                  • Nearest beach 95 km
                                                  • Swimming pool
                                                  • Car not necessary

                                                  from £111 / night

                                                  £606 / week

                                                  Book View

                                                  from £111 / night

                                                    23

                                                    Holiday apartment with shared pool in Gaiole in Chianti

                                                    Province of Siena / Gaiole in Chianti

                                                    2 5 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £127 / night

                                                    £627 - £899 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 19 minutes

                                                    from £127 / 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 19 minutes

                                                      from £103 / 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

                                                        £353 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 19 minutes

                                                        from £55 / 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

                                                          £354 - £919 / week

                                                          Book View

                                                          from £56 / night

                                                          (1) Average 

                                                            25

                                                            Lecchi holiday apartment rental

                                                            Gaiole in Chianti / Lecchi

                                                            2 5 3 nights min

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • 3 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £91 / night

                                                            £555 - £787 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 19 minutes

                                                            from £91 / 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

                                                              £361 - £784 / week

                                                              Enquire View

                                                              from £52 / night

                                                                16

                                                                Holiday apartment with shared pool in Nusenna

                                                                Gaiole in Chianti / Nusenna

                                                                2 4 min stay varies

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

                                                                from £71 / night

                                                                £495 / week

                                                                Book View

                                                                from £71 / 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

                                                                  £362 - £785 / week

                                                                  Enquire View

                                                                  from £52 / night

                                                                    13

                                                                    Nusenna holiday apartment rental

                                                                    Gaiole in Chianti / Nusenna

                                                                    2 5 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £91 / night

                                                                    £637 / week

                                                                    Book View

                                                                    from £91 / 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

                                                                        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 £80 / night

                                                                        £555 - £1,149 / week

                                                                        Enquire View

                                                                        from £80 / night

                                                                          47

                                                                          Gaiole in Chianti holiday apartment rental

                                                                          Province of Siena / Gaiole in Chianti

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Nearest beach 100 km
                                                                          • Child friendly
                                                                          • Private garden

                                                                          from £142 / night

                                                                          £988 / week

                                                                          Book View

                                                                          from £142 / night

                                                                            34

                                                                            Holiday apartment with shared pool in Nusenna

                                                                            Gaiole in Chianti / Nusenna

                                                                            2 4 min stay varies

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

                                                                            from £130 / night

                                                                            £844 - £2,038 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 41 minutes

                                                                            from £130 / night

                                                                              27

                                                                              Gaiole in Chianti holiday home rental

                                                                              Province of Siena / Gaiole in Chianti

                                                                              2 6 min stay varies

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

                                                                              from £57 / night

                                                                              £398 - £797 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 30 minutes

                                                                              from £57 / night

                                                                                13

                                                                                Home rental in Castagnoli

                                                                                Gaiole in Chianti / Castagnoli

                                                                                2 6 min stay varies

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

                                                                                from £91 / night

                                                                                £588 - £1,112 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 45 minutes

                                                                                from £91 / night

                                                                                  27

                                                                                  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
                                                                                  • Air conditioning

                                                                                  from £42 / night

                                                                                  £295 - £663 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 41 minutes

                                                                                  from £42 / night

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