Villas in Gaiole in Chianti: Rent luxury villas in Gaiole in Chianti

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1,414 villas

(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 £206 / night

    £1,447 - £2,411 / week

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    Responds fast!
    avg. 3 hours 56 minutes

    from £206 / 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

      £3,445 - £5,631 / week

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      Responds fast!
      avg. 3 hours 56 minutes

      from £523 / 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

        £452 - £1,004 / week

        Book View

        Responds fast!
        avg. 27 minutes

        from £91 / 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

          £3,313 / week

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          from £474 / 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 21 minutes

            from £82 / night

              26

              Holiday villa with swimming pool in Gaiole in Chianti

              Province of Siena / Gaiole in Chianti

              4 12 min stay varies

              • 4 bedrooms
              • sleeps 12
              • min stay varies
              • Swimming pool
              • Child friendly
              • Pet friendly

              from £302 / night

              £2,110 / week

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              Responds fast!
              avg. 11 minutes

              from £302 / 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 21 minutes

                from £126 / night

                  14

                  Holiday villa 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 21 minutes

                  from £116 / 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 21 minutes

                    from £116 / night

                      26

                      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 21 minutes

                      from £82 / night

                        23

                        Villa rental in Castagnoli with shared pool

                        Gaiole in Chianti / Castagnoli

                        2 4 7 nights min

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

                        from £157 / night

                        £1,094 - £1,538 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 21 minutes

                        from £157 / 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 21 minutes

                          from £126 / 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 21 minutes

                            from £82 / night

                              27

                              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 21 minutes

                              from £82 / night

                              (3) Very Good 

                                33

                                Holiday villa with shared pool in Gaiole in Chianti

                                Province of Siena / Gaiole in Chianti

                                3 8 7 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Nearest beach 107 km
                                • Swimming pool
                                • Child friendly

                                from £94 / night

                                £658 - £1,322 / week

                                Enquire View

                                from £94 / 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 21 minutes

                                  from £126 / 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

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 21 minutes

                                    from £116 / night

                                      26

                                      Villa rental in Gaiole in Chianti with shared pool

                                      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

                                      £235 - £1,052 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 21 minutes

                                      from £82 / night

                                        33

                                        Holiday villa with swimming pool in Gaiole in Chianti

                                        Province of Siena / Gaiole in Chianti

                                        4 8 7 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 7 nights min
                                        • Nearest beach 115 km
                                        • Swimming pool
                                        • Child friendly

                                        from £678 / night

                                        £4,742 - £6,314 / week

                                        Book View

                                        from £678 / night

                                          21

                                          Holiday villa with shared pool in Gaiole in Chianti

                                          Province of Siena / Gaiole in Chianti

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Nearest beach 105 km
                                          • Swimming pool
                                          • Child friendly

                                          from £428 / night

                                          £2,993 - £4,818 / week

                                          Book View

                                          from £428 / night

                                          (1) Excellent 

                                            30

                                            Villa rental in Gaiole in Chianti with swimming pool

                                            Province of Siena / Gaiole in Chianti

                                            7 14 7 nights min

                                            • 7 bedrooms
                                            • sleeps 14
                                            • 7 nights min
                                            • Nearest beach 100 km
                                            • Swimming pool
                                            • Child friendly

                                            from £605 / night

                                            £4,231 / week

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                                            from £605 / night

                                              12

                                              Holiday villa in Nusenna

                                              Gaiole in Chianti / Nusenna

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Child friendly

                                              from £162 / night

                                              £1,130 - £1,411 / week

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                                              from £162 / night

                                              (2) Excellent 

                                                27

                                                Gaiole in Chianti holiday villa accommodation

                                                Province of Siena / Gaiole in Chianti

                                                2 5 2 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 2 nights min
                                                • Child friendly
                                                • Pet friendly

                                                from £176 / night

                                                £904 / week

                                                Book View

                                                from £176 / night

                                                (1) Excellent 

                                                  74

                                                  Holiday villa in Barbischio

                                                  Gaiole in Chianti / Barbischio

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Ask owner if suitable for children
                                                  • Air conditioning
                                                  • Ask about pets

                                                  from £380 / night

                                                  £2,655 - £3,900 / week

                                                  Book View

                                                  from £380 / night

                                                    26

                                                    Villa accommodation in Gaiole in Chianti with shared pool

                                                    Province of Siena / Gaiole in Chianti

                                                    3 6 7 nights min

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

                                                    from £146 / night

                                                    £1,021 - £1,827 / week

                                                    Enquire View

                                                    from £146 / night

                                                      27

                                                      Villa rental in Gaiole in Chianti with shared pool

                                                      Province of Siena / Gaiole in Chianti

                                                      3 6 7 nights min

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

                                                      from £146 / night

                                                      £1,021 - £1,827 / week

                                                      Enquire View

                                                      from £146 / night

                                                        47

                                                        Holiday villa with swimming pool in Gaiole in Chianti

                                                        Province of Siena / Gaiole in Chianti

                                                        4 8 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £496 / night

                                                        £3,472 - £5,100 / week

                                                        Enquire View

                                                        from £496 / night

                                                          75

                                                          Villa rental in Gaiole in Chianti with swimming pool

                                                          Province of Siena / Gaiole in Chianti

                                                          31 50 7 nights min

                                                          • 31 bedrooms
                                                          • sleeps 50
                                                          • 7 nights min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Pet friendly

                                                          from £3,203 / night

                                                          £22,419 - £32,423 / week

                                                          Enquire View

                                                          from £3,203 / night

                                                            26

                                                            Holiday villa in Gaiole in Chianti

                                                            Province of Siena / Gaiole in Chianti

                                                            6 18 7 nights min

                                                            • 6 bedrooms
                                                            • sleeps 18
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £234 / night

                                                            £1,635 - £3,356 / week

                                                            Enquire View

                                                            from £234 / night

                                                              30

                                                              Holiday villa with swimming pool in Gaiole in Chianti

                                                              Province of Siena / Gaiole in Chianti

                                                              6 12 4 nights min

                                                              • 6 bedrooms
                                                              • sleeps 12
                                                              • 4 nights min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £453 / night

                                                              £2,862 - £3,816 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 38 minutes

                                                              from £453 / night

                                                                24

                                                                Holiday villa with swimming pool in Gaiole in Chianti

                                                                Province of Siena / Gaiole in Chianti

                                                                4 2 7 nights min

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

                                                                from £318 / night

                                                                £2,223 - £3,899 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 38 minutes

                                                                from £318 / night

                                                                  36

                                                                  Holiday villa with swimming pool in Gaiole in Chianti

                                                                  Province of Siena / Gaiole in Chianti

                                                                  4 8 7 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £496 / night

                                                                  £3,472 - £5,100 / week

                                                                  Enquire View

                                                                  from £496 / night

                                                                  (30) Excellent 

                                                                    71

                                                                    Holiday villa in Gaiole in Chianti

                                                                    Province of Siena / Gaiole in Chianti

                                                                    5 13 min stay varies

                                                                    • 5 bedrooms
                                                                    • sleeps 13
                                                                    • min stay varies
                                                                    • Nearest beach 40 km
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    “Idyllic stay in very comfortable, beautifully furnished house” Driving up to La Pratola you get a great view of the house as you climb the hill to it, but nothing could have prepared us for the amazing view back down the hill and across the valley from the infinity pool. Breathtaking. We were supplied with amazing food and service by a really sweet lady who looked after us well, whilst also discretely blending in, never making us feel self-conscious, and the maid service was excellent. Nearby Gaiole has all you could need, and is pretty, but Florence and Siena are wonderfully close by for a day trip. There are good walks and bike rides ( or runs) straight out from the house, but we just wanted to chill out by the pool or in the lovely courtyard most of the time. The Interior is very comfortably furnished to a high standard, with plenty of places for people to relax, so if you are in a big group it works well to go off and do you own thing for a while - the upstairs living room is great- huge squishy leather sofas and a big screen TV. We particularly enjoyed the pool table too. We weren't disappointed by La Pratola and would happily go back there again.

                                                                    from £1,254 / night

                                                                    £7,730 - £12,305 / week

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                                                                    from £1,254 / night

                                                                      21

                                                                      Holiday villa rental

                                                                      Province of Siena / Gaiole in Chianti

                                                                      5 10 7 nights min

                                                                      • 5 bedrooms
                                                                      • sleeps 10
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Ask about pets

                                                                      from £348 / night

                                                                      £2,434 - £3,863 / week

                                                                      Enquire View

                                                                      from £348 / night

                                                                        33

                                                                        Holiday villa with swimming pool in Gaiole in Chianti

                                                                        Province of Siena / Gaiole in Chianti

                                                                        4 8 7 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £308 / night

                                                                        £2,153 - £4,150 / week

                                                                        Enquire View

                                                                        from £308 / night

                                                                          21

                                                                          Holiday villa 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
                                                                          • Air conditioning

                                                                          from £175 / night

                                                                          £1,224 - £2,131 / week

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                                                                          from £175 / night

                                                                            28

                                                                            Holiday villa rental

                                                                            Province of Siena / Gaiole in Chianti

                                                                            2 12 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 12
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £876 / night

                                                                            £6,130 - £7,690 / week

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                                                                            from £876 / night

                                                                              32

                                                                              Gaiole in Chianti holiday villa rental

                                                                              Province of Siena / Gaiole in Chianti

                                                                              7 14 3 nights min

                                                                              • 7 bedrooms
                                                                              • sleeps 14
                                                                              • 3 nights min
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £1,240 / night

                                                                              £8,106 - £9,537 / week

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                                                                              Responds fast!
                                                                              avg. 3 hours 38 minutes

                                                                              from £1,240 / night

                                                                                11

                                                                                Barbischio holiday villa rental

                                                                                Gaiole in Chianti / Barbischio

                                                                                3 6 7 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 7 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Ask about pets

                                                                                from £349 / night

                                                                                £2,443 - £3,975 / week

                                                                                Enquire View

                                                                                from £349 / night

                                                                                  28

                                                                                  Villa letting in Gaiole in Chianti with swimming pool

                                                                                  Province of Siena / Gaiole in Chianti

                                                                                  4 8 7 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 7 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £538 / night

                                                                                  £3,762 - £5,085 / week

                                                                                  Enquire View

                                                                                  from £538 / night

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