Holiday Rentals in Santa Maria, San Gimignano - Holiday Lettings - Villas

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40 Holiday homes

Great rentals within 20 miles that match your search

Distance approx 16.48 miles from Santa Maria, San Gimignano

    17

    Holiday home rental

    Impruneta / Falciani

    4 11 5 nights min

    • 4 bedrooms
    • sleeps 11
    • 5 nights min
    • Swimming pool
    • Child friendly
    • Pet friendly

    from £182 / night

    £1,007 / week

    Book View

    Responds fast!
    avg. 3 hours 34 minutes

    from £182 / night

    Distance approx 15.76 miles from Santa Maria, San Gimignano

    (4) Excellent 

      45

      Holiday villa rental

      Province of Florence / San Casciano in Val di Pesa

      8 16 1 night min

      • 8 bedrooms
      • sleeps 16
      • 1 night min
      • Nearest beach 90 km
      • Swimming pool
      • Child friendly

      from £1,144 / night

      £8,004 - £10,467 / week

      Book View

      from £1,144 / night

      Distance approx 15.94 miles from Santa Maria, San Gimignano

        12

        Apartment rental in Radicondoli with shared pool

        Province of Siena / Radicondoli

        1 2 3 nights min

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

        from £111 / night

        £776 / week

        Book View

        from £111 / night

        Distance approx 8.65 miles from Santa Maria, San Gimignano

        (2) Very Good 

          8

          Holiday townhouse with shared pool in Casicello

          Montaione / Casicello

          2 5 2 nights min

          • 2 bedrooms
          • sleeps 5
          • 2 nights min
          • Swimming pool
          • Child friendly
          • Air conditioning

          from £91 / night

          £635 / week

          Book View

          from £91 / night

          Distance approx 6.49 miles from Santa Maria, San Gimignano

          (20) Very Good 

          Certificate of Excellence

            19

            San Gimignano holiday villa accommodation

            Province of Siena / San Gimignano

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Nearest beach 30 km
            • Swimming pool
            • Child friendly

            Certificate of Excellence

            from £107 / night

            £745 - £1,088 / week

            Book View

            Responds fast!
            avg. 1 hour 56 minutes

            from £107 / night

            Distance approx 15.27 miles from Santa Maria, San Gimignano

            (12) Excellent 

              47

              Holiday villa with swimming pool in Greve in Chianti

              Province of Florence / Greve in Chianti

              9 18 1 night min

              • 9 bedrooms
              • sleeps 18
              • 1 night min
              • Nearest beach 130 km
              • Swimming pool
              • Child friendly

              from £612 / night

              £4,618 - £10,467 / week

              Book View

              from £612 / night

              Distance approx 17.63 miles from Santa Maria, San Gimignano

              (5) Excellent 

                24

                Holiday villa in Montelupo Fiorentino

                Province of Florence / Montelupo Fiorentino

                8 17 min stay varies

                • 8 bedrooms
                • sleeps 17
                • min stay varies
                • Nearest beach 55 km
                • Swimming pool
                • Child friendly

                from £262 / night

                £1,763 - £4,331 / week

                Book View

                from £262 / night

                Distance approx 17.12 miles from Santa Maria, San Gimignano

                (5) Excellent 

                  48

                  Holiday villa in Greve in Chianti

                  Province of Florence / Greve in Chianti

                  9 20 1 night min

                  • 9 bedrooms
                  • sleeps 20
                  • 1 night min
                  • Nearest beach 100 km
                  • Swimming pool
                  • Child friendly

                  from £817 / night

                  £5,718 - £13,018 / week

                  Book View

                  from £817 / night

                  Distance approx 10.58 miles from Santa Maria, San Gimignano

                  (9) Excellent 

                    25

                    Farmhouse rental in Tavarnelle Val di Pesa with swimming pool

                    Province of Florence / Tavarnelle Val di Pesa

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Nearest beach 90 km
                    • Swimming pool
                    • Child friendly

                    from £101 / night

                    £705 - £1,410 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 24 minutes

                    from £101 / night

                    Distance approx 10.73 miles from Santa Maria, San Gimignano

                      15

                      Holiday cottage rental

                      Province of Florence / Montespertoli

                      2 7 4 nights min

                      • 2 bedrooms
                      • sleeps 7
                      • 4 nights min
                      • Ask owner if suitable for children
                      • Ask about pets
                      • Private garden

                      from £157 / night

                      £957 - £1,274 / week

                      Book View

                      from £157 / night

                      Distance approx 11.79 miles from Santa Maria, San Gimignano

                      (3) Excellent 

                        15

                        San Casciano in Val di Pesa holiday villa rental

                        Province of Florence / San Casciano in Val di Pesa

                        5 11 7 nights min

                        • 5 bedrooms
                        • sleeps 11
                        • 7 nights min
                        • Swimming pool
                        • Child friendly
                        • Private garden

                        from £576 / night

                        £4,029 / week

                        Book View

                        from £576 / night

                        Distance approx 12.25 miles from Santa Maria, San Gimignano

                        (3) Excellent 

                          24

                          Holiday apartment with shared pool in Tavarnelle Val di Pesa

                          Province of Florence / Tavarnelle Val di Pesa

                          2 7 5 nights min

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

                          from £141 / night

                          £957 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 45 minutes

                          from £141 / night

                          Distance approx 17.56 miles from Santa Maria, San Gimignano

                          (18) Very Good 

                          Certificate of Excellence

                            18

                            Apartment rental in Siena

                            Province of Siena / Siena

                            1 4 min stay varies

                            • 1 bedroom
                            • sleeps 4
                            • min stay varies
                            • Nearest beach 105 km
                            • Swimming pool
                            • Car not necessary

                            Certificate of Excellence

                            from £101 / night

                            £1,128 / week

                            Book View

                            from £101 / night

                            Distance approx 15.63 miles from Santa Maria, San Gimignano

                            (15) Excellent 

                            Certificate of Excellence

                              10

                              Holiday townhouse with swimming pool in Sovicille

                              Province of Siena / Sovicille

                              2 5 2 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 2 nights min
                              • Nearest beach 72 km
                              • Swimming pool
                              • Child friendly

                              Certificate of Excellence

                              from £111 / night

                              £776 / week

                              Book View

                              from £111 / night

                              Distance approx 5.85 miles from Santa Maria, San Gimignano

                              (5) Excellent 

                                85

                                Holiday apartment rental

                                Province of Florence / Barberino Val d'Elsa

                                3 5 4 nights min

                                • 3 bedrooms
                                • sleeps 5
                                • 4 nights min
                                • Nearest beach 100 km
                                • Swimming pool
                                • Child friendly

                                from £81 / night

                                £564 - £1,093 / week

                                Book View

                                from £81 / night

                                Distance approx 13.61 miles from Santa Maria, San Gimignano

                                  17

                                  Campoli in Chianti holiday apartment rental

                                  San Casciano in Val di Pesa / Campoli in Chianti

                                  1 3 3 nights min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 3 nights min
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning

                                  from £91 / night

                                  £504 / week

                                  Book View

                                  from £91 / night

                                  Distance approx 14.87 miles from Santa Maria, San Gimignano

                                  (1) Excellent 

                                    145

                                    Holiday apartment with shared pool in Lajatico

                                    Province of Pisa / Lajatico

                                    8 50 2 nights min

                                    • 8 bedrooms
                                    • sleeps 50
                                    • 2 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £242 / night

                                    £1,692 / week

                                    Book View

                                    from £242 / night

                                    Distance approx 8.94 miles from Santa Maria, San Gimignano

                                    (2) Excellent 

                                      20

                                      Holiday farmhouse in San Gimignano

                                      Province of Siena / San Gimignano

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Nearest beach 45 km
                                      • Swimming pool
                                      • Child friendly

                                      from £72 / night

                                      £499 - £931 / week

                                      Book View

                                      from £72 / night

                                      Distance approx 16.77 miles from Santa Maria, San Gimignano

                                        20

                                        Holiday farmhouse rental

                                        Province of Pisa / Palaia

                                        1 6 3 nights min

                                        • 1 bedroom
                                        • sleeps 6
                                        • 3 nights min
                                        • Nearest beach 35 km
                                        • Child friendly
                                        • Air conditioning

                                        from £66 / night

                                        £403 / week

                                        Book View

                                        from £66 / night

                                        Distance approx 7.25 miles from Santa Maria, San Gimignano

                                          35

                                          Farmhouse accommodation in Barberino Val d'Elsa with shared pool

                                          Province of Florence / Barberino Val d'Elsa

                                          2 4 4 nights min

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

                                          from £191 / night

                                          £1,333 / week

                                          Book View

                                          from £191 / night

                                          Distance approx 12.86 miles from Santa Maria, San Gimignano

                                            23

                                            Holiday villa with swimming pool in Montespertoli

                                            Province of Florence / Montespertoli

                                            2 4 min stay varies

                                            • 2 bedrooms
                                            • sleeps 4
                                            • min stay varies
                                            • Nearest beach 60 km
                                            • Swimming pool
                                            • Child friendly

                                            from £91 / night

                                            £645 - £1,028 / week

                                            Book View

                                            from £91 / night

                                            Distance approx 19.48 miles from Santa Maria, San Gimignano

                                            (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 £94 / night

                                              £655 - £1,103 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 40 minutes

                                              from £94 / night

                                              Distance approx 8.5 miles from Santa Maria, San Gimignano

                                              (1) Excellent 

                                                20

                                                Marcialla holiday apartment rental

                                                Certaldo / Marcialla

                                                2 5 2 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 2 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £81 / night

                                                £564 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 18 minutes

                                                from £81 / night

                                                Distance approx 3.62 miles from Santa Maria, San Gimignano

                                                  43

                                                  San Gimignano holiday b&b accommodation

                                                  Province of Siena / San Gimignano

                                                  1 2 1 night min

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

                                                  from £56 / night

                                                  £388 / week

                                                  Book View

                                                  from £56 / night

                                                  Distance approx 14.63 miles from Santa Maria, San Gimignano

                                                  (1) Excellent 

                                                    10

                                                    Peccioli holiday apartment rental

                                                    Province of Pisa / Peccioli

                                                    2 6 7 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Nearest beach 50 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £160 / night

                                                    £1,114 / week

                                                    Book View

                                                    from £160 / night

                                                    Distance approx 10.29 miles from Santa Maria, San Gimignano

                                                    (9) Excellent 

                                                      23

                                                      Castelfiorentino holiday apartment rental

                                                      Province of Florence / Castelfiorentino

                                                      2 7 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 7
                                                      • min stay varies
                                                      • Nearest beach 70 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £116 / night

                                                      £499 - £1,467 / week

                                                      Book View

                                                      from £116 / night

                                                      Distance approx 7.57 miles from Santa Maria, San Gimignano

                                                      (14) Excellent 

                                                        55

                                                        Holiday villa with swimming pool in Ulignano

                                                        Volterra / Ulignano

                                                        9 22 min stay varies

                                                        • 9 bedrooms
                                                        • sleeps 22
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 50 km
                                                        • Swimming pool

                                                        from £1,209 / night

                                                        £5,539 - £9,568 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 20 minutes

                                                        from £1,209 / night

                                                        Distance approx 19.52 miles from Santa Maria, San Gimignano

                                                        (2) Excellent 

                                                          40

                                                          Strada in Chianti holiday farmhouse rental

                                                          Greve in Chianti / Strada in Chianti

                                                          2 5 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 110 km
                                                          • Swimming pool

                                                          from £88 / night

                                                          £584 - £1,007 / week

                                                          Book View

                                                          from £88 / night

                                                          Distance approx 13.27 miles from Santa Maria, San Gimignano

                                                            14

                                                            Corazzano holiday apartment rental

                                                            San Miniato / Corazzano

                                                            3 6 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min

                                                            from £130 / night

                                                            £907 / week

                                                            Book View

                                                            from £130 / night

                                                            Distance approx 15.98 miles from Santa Maria, San Gimignano

                                                            (3) Excellent 

                                                              22

                                                              Villa rental in Radicondoli with swimming pool

                                                              Province of Siena / Radicondoli

                                                              5 10 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £252 / night

                                                              £1,763 - £3,122 / week

                                                              Book View

                                                              from £252 / night

                                                              Distance approx 14.06 miles from Santa Maria, San Gimignano

                                                              (3) Very Good 

                                                                20

                                                                Holiday farmhouse with swimming pool in Greve in Chianti

                                                                Province of Florence / Greve in Chianti

                                                                3 8 2 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 2 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Ask about pets

                                                                from £504 / night

                                                                £3,022 / week

                                                                Book View

                                                                from £504 / night

                                                                Distance approx 15.65 miles from Santa Maria, San Gimignano

                                                                (1) Excellent 

                                                                  16

                                                                  Holiday apartment with shared pool in Montespertoli

                                                                  Province of Florence / Montespertoli

                                                                  2 4 min stay varies

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

                                                                  from £101 / night

                                                                  £363 - £811 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 49 minutes

                                                                  from £101 / night

                                                                  Distance approx 13.31 miles from Santa Maria, San Gimignano

                                                                  (5) Excellent 

                                                                    20

                                                                    Tavarnelle Val di Pesa holiday farmhouse rental

                                                                    Province of Florence / Tavarnelle Val di Pesa

                                                                    2 6 min stay varies

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

                                                                    from £86 / night

                                                                    £585 - £977 / week

                                                                    Book View

                                                                    from £86 / night

                                                                    Distance approx 13.71 miles from Santa Maria, San Gimignano

                                                                      9

                                                                      Montaione holiday apartment rental

                                                                      Province of Florence / Montaione

                                                                      1 4 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £104 / night

                                                                      £726 / week

                                                                      Book View

                                                                      from £104 / night

                                                                      Distance approx 16.97 miles from Santa Maria, San Gimignano

                                                                      (2) Excellent 

                                                                        32

                                                                        Holiday villa with swimming pool in Romola

                                                                        Province of Florence / Romola

                                                                        6 14 min stay varies

                                                                        • 6 bedrooms
                                                                        • sleeps 14
                                                                        • min stay varies
                                                                        • Nearest beach 70 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £259 / night

                                                                        £1,944 - £2,891 / week

                                                                        Book View

                                                                        from £259 / night

                                                                        Distance approx 4.2 miles from Santa Maria, San Gimignano

                                                                        (31) Excellent 

                                                                        Certificate of Excellence

                                                                          127

                                                                          Cottage rental in Pancole

                                                                          San Gimignano / Pancole

                                                                          1 3 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 3
                                                                          • min stay varies
                                                                          • Nearest beach 90 km
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          Certificate of Excellence

                                                                          from £51 / night

                                                                          £338 - £489 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 18 minutes

                                                                          from £51 / night

                                                                          Distance approx 13.99 miles from Santa Maria, San Gimignano

                                                                          (10) Excellent 

                                                                            32

                                                                            Holiday home with swimming pool in Radicondoli

                                                                            Province of Siena / Radicondoli

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Nearest beach 50 km
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £115 / night

                                                                            £806 - £1,360 / week

                                                                            Book View

                                                                            from £115 / night

                                                                            Distance approx 14.77 miles from Santa Maria, San Gimignano

                                                                              21

                                                                              Holiday farmhouse with swimming pool in San Casciano in Val di Pesa

                                                                              Province of Florence / San Casciano in Val di Pesa

                                                                              4 8 4 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 4 nights min
                                                                              • Nearest beach 80 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £339 / night

                                                                              £2,370 / week

                                                                              Book View

                                                                              from £339 / night

                                                                              Distance approx 12.96 miles from Santa Maria, San Gimignano

                                                                                44

                                                                                Holiday villa with swimming pool in Castellina In Chianti

                                                                                Province of Siena / Castellina In Chianti

                                                                                6 13 1 night min

                                                                                • 6 bedrooms
                                                                                • sleeps 13
                                                                                • 1 night min
                                                                                • Nearest beach 110 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £490 / night

                                                                                £3,430 - £5,542 / week

                                                                                Book View

                                                                                from £490 / night

                                                                                Distance approx 10.71 miles from Santa Maria, San Gimignano

                                                                                  19

                                                                                  San Donato in Poggio holiday apartment rental

                                                                                  Tavarnelle Val di Pesa / San Donato in Poggio

                                                                                  2 4 4 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • 4 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £96 / night

                                                                                  £670 / week

                                                                                  Book View

                                                                                  from £96 / night

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