Villas with a pool Gaiole in Chianti | Apartments to rent with swimming facilities | Holiday Lettings

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4,226 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) 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

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          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

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            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

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              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

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                from £113 / 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

                      12

                      Nusenna holiday home rental

                      Gaiole in Chianti / Nusenna

                      1 2 1 night min

                      • 1 bedroom
                      • sleeps 2
                      • 1 night min
                      • Swimming pool
                      • Child friendly
                      • Pet friendly

                      from £86 / night

                      £597 / week

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                      from £86 / 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

                        £475 - £707 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 55 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

                            Book View

                            from £125 / 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

                              £308 - £651 / week

                              Enquire View

                              from £44 / 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

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                                      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

                                                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

                                                    (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

                                                          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 £39 / night

                                                          £269 - £640 / week

                                                          Enquire View

                                                          from £39 / 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

                                                            £362 - £785 / 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

                                                                      £556 - £1,151 / week

                                                                      Enquire View

                                                                      from £80 / night

                                                                        14

                                                                        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

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                                                                        Responds fast!
                                                                        avg. 1 hour 27 minutes

                                                                        from £116 / 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. 3 hours 43 minutes

                                                                            from £57 / night

                                                                              21

                                                                              Holiday home with shared pool in Nusenna

                                                                              Gaiole in Chianti / Nusenna

                                                                              2 5 3 nights min

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

                                                                              from £133 / night

                                                                              £794 - £1,153 / week

                                                                              Book View

                                                                              from £133 / night

                                                                                14

                                                                                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

                                                                                £877 - £1,363 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 27 minutes

                                                                                from £126 / 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 - £664 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 43 minutes

                                                                                  from £42 / night

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