Villas in Castiglione D'Orcia and Apartments – Holiday Lettings - Holiday Rentals Castiglione D'Orcia

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2,196 Holiday homes

    61

    Castiglione D'Orcia holiday villa rental

    Province of Siena / Castiglione D'Orcia

    3 8 3 nights min

    • 3 bedrooms
    • sleeps 8
    • 3 nights min
    • Child friendly
    • Pet friendly
    • Private garden

    from £69 / night

    £394 / week

    Book View

    from £69 / night

    (4) Excellent 

      26

      Castiglione D'Orcia holiday apartment rental

      Province of Siena / Castiglione D'Orcia

      2 4 2 nights min

      • 2 bedrooms
      • sleeps 4
      • 2 nights min
      • Child friendly
      • Pet friendly
      • Private garden

      from £110 / night

      £348 / week

      Book View

      from £110 / night

      (7) Excellent 

        11

        Castiglione D'Orcia holiday apartment accommodation

        Province of Siena / Castiglione D'Orcia

        2 4 3 nights min

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

        from £62 / night

        £432 / week

        Book View

        from £62 / night

        (2) Excellent 

          18

          Holiday apartment in Castiglione D'Orcia

          Castiglione D'Orcia / Gallina

          1 4 min stay varies

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

          from £74 / night

          £373 - £662 / week

          Book View

          Responds fast!
          avg. 2 hours 21 minutes

          from £74 / night

          (8) Excellent 

            43

            Holiday apartment in Castiglione D'Orcia

            Province of Siena / Castiglione D'Orcia

            1 2 min stay varies

            • 1 bedroom
            • sleeps 2
            • min stay varies
            • Nearest beach 60 km
            • Child friendly
            • Pet friendly

            from £68 / night

            £427 - £546 / week

            Book View

            Responds fast!
            avg. 3 hours 34 minutes

            from £68 / night

            (3) Excellent 

              30

              Holiday farmhouse in Castiglione D'Orcia

              Province of Siena / Castiglione D'Orcia

              2 4 min stay varies

              • 2 bedrooms
              • sleeps 4
              • min stay varies
              • Nearest beach 90 km
              • Child friendly
              • Pet friendly

              from £64 / night

              £449 - £621 / week

              Book View

              from £64 / night

              (1) Excellent 

                41

                Apartment rental in Castiglione D'Orcia with swimming pool

                Province of Siena / Castiglione D'Orcia

                2 6 1 night min

                • 2 bedrooms
                • sleeps 6
                • 1 night min
                • Nearest beach 99 km
                • Swimming pool
                • Child friendly

                from £177 / night

                £1,235 / week

                Book View

                from £177 / night

                  16

                  Castiglione D'Orcia holiday b&b rental

                  Province of Siena / Castiglione D'Orcia

                  3 5 3 nights min

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

                  from £59 / night

                  £823 - £2,469 / week

                  Book View

                  from £59 / night

                    33

                    Castiglione D'Orcia holiday farmhouse rental

                    Castiglione D'Orcia / Gallina

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Nearest beach 90 km
                    • Child friendly
                    • Pet friendly

                    from £128 / night

                    £897 - £1,242 / week

                    Book View

                    from £128 / night

                      15

                      Holiday apartment in Gallina

                      Castiglione D'Orcia / Gallina

                      1 4 min stay varies

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

                      from £79 / night

                      £404 - £665 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 21 minutes

                      from £79 / night

                        20

                        Villa rental in Gallina with swimming pool

                        Castiglione D'Orcia / Gallina

                        6 12 7 nights min

                        • 6 bedrooms
                        • sleeps 12
                        • 7 nights min
                        • Swimming pool
                        • Child friendly
                        • Pet friendly

                        from £147 / night

                        £1,029 - £2,351 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 48 minutes

                        from £147 / night

                          20

                          Holiday apartment in Castiglione D'Orcia

                          Castiglione D'Orcia / Gallina

                          2 6 min stay varies

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

                          from £98 / night

                          £529 - £833 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 21 minutes

                          from £98 / night

                          (1) Excellent 

                            6

                            Ski townhouse to rent in Castiglione D'Orcia

                            Province of Siena / Castiglione D'Orcia

                            2 5 1 night min

                            • 2 bedrooms
                            • sleeps 5
                            • 1 night min
                            • Beach / lakeside relaxation
                            • Nearest beach 100 km
                            • Ski

                            from £50 / night

                            £348 / week

                            Book View

                            from £50 / night

                              19

                              Castiglione D'Orcia holiday home rental

                              Province of Siena / Castiglione D'Orcia

                              3 6 2 nights min

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

                              from £163 / night

                              £542 - £976 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 19 minutes

                              from £163 / night

                              (14) Excellent 

                                43

                                Castiglione D'Orcia holiday apartment rental

                                Province of Siena / Castiglione D'Orcia

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Nearest beach 70 km
                                • Child friendly
                                • Pet friendly

                                from £98 / night

                                £566 - £844 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 34 minutes

                                from £98 / night

                                (3) Excellent 

                                  70

                                  Villa rental in Castiglione D'Orcia with swimming pool

                                  Province of Siena / Castiglione D'Orcia

                                  6 15 1 night min

                                  • 6 bedrooms
                                  • sleeps 15
                                  • 1 night min
                                  • Nearest beach 99 km
                                  • Swimming pool
                                  • Child friendly

                                  from £588 / night

                                  £4,115 / week

                                  Book View

                                  from £588 / night

                                    20

                                    Villa rental in Castiglione D'Orcia with swimming pool

                                    Province of Siena / Castiglione D'Orcia

                                    1 21 7 nights min

                                    • 1 bedroom
                                    • sleeps 21
                                    • 7 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £977 / night

                                    £6,840 / week

                                    Enquire View

                                    from £977 / night

                                    (3) Excellent 

                                      29

                                      Holiday farmhouse in Castiglione D'Orcia

                                      Province of Siena / Castiglione D'Orcia

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Nearest beach 90 km
                                      • Child friendly
                                      • Pet friendly

                                      from £64 / night

                                      £449 - £621 / week

                                      Book View

                                      from £64 / night

                                        68

                                        Holiday villa with swimming pool in Castiglione D'Orcia

                                        Province of Siena / Castiglione D'Orcia

                                        6 15 min stay varies

                                        • 6 bedrooms
                                        • sleeps 15
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Pet friendly

                                        from £493 / night

                                        £1,872 - £4,108 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 21 minutes

                                        from £493 / night

                                          47

                                          Castiglione D'Orcia holiday farmhouse rental

                                          Province of Siena / Castiglione D'Orcia

                                          2 6 1 night min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 1 night min
                                          • Nearest beach 99 km
                                          • Swimming pool
                                          • Child friendly

                                          from £196 / night

                                          £1,372 / week

                                          Book View

                                          from £196 / night

                                            17

                                            Holiday apartment in Gallina

                                            Castiglione D'Orcia / Gallina

                                            1 4 min stay varies

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

                                            from £79 / night

                                            £404 - £665 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 21 minutes

                                            from £79 / night

                                              21

                                              Holiday villa in Gallina

                                              Castiglione D'Orcia / Gallina

                                              5 12 21 nights min

                                              • 5 bedrooms
                                              • sleeps 12
                                              • 21 nights min
                                              • Child friendly
                                              • Ask about pets
                                              • Private garden

                                              from £239 / night

                                              £1,667 / week

                                              Book View

                                              from £239 / night

                                                14

                                                Castiglione D'Orcia holiday villa rental

                                                Province of Siena / Castiglione D'Orcia

                                                4 7 5 nights min

                                                • 4 bedrooms
                                                • sleeps 7
                                                • 5 nights min
                                                • Child friendly
                                                • Private garden

                                                from £222 / night

                                                £1,552 / week

                                                Book View

                                                from £222 / night

                                                  25

                                                  Holiday villa with swimming pool in Castiglione D'Orcia

                                                  Province of Siena / Castiglione D'Orcia

                                                  2 4 7 nights min

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

                                                  from £135 / night

                                                  £945 - £1,251 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 44 minutes

                                                  from £135 / night

                                                    37

                                                    Holiday apartment with swimming pool in Castiglione D'Orcia

                                                    Province of Siena / Castiglione D'Orcia

                                                    2 3 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 3
                                                    • 1 night min
                                                    • Nearest beach 99 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £138 / night

                                                    £960 / week

                                                    Book View

                                                    from £138 / night

                                                      15

                                                      Castiglione D'Orcia holiday villa rental

                                                      Province of Siena / Castiglione D'Orcia

                                                      2 8 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Pet friendly

                                                      from £84 / night

                                                      £587 - £655 / week

                                                      Book View

                                                      from £84 / night

                                                        53

                                                        Holiday home in Castiglione D'Orcia

                                                        Province of Siena / Castiglione D'Orcia

                                                        4 10 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £152 / night

                                                        £714 - £4,280 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 3 minutes

                                                        from £152 / night

                                                          10

                                                          Holiday apartment rental

                                                          Province of Siena / Castiglione D'Orcia

                                                          5 9 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 9
                                                          • min stay varies
                                                          • Nearest beach 95 km
                                                          • Child friendly
                                                          • Ask about pets

                                                          Pricing unknown

                                                          Book View

                                                          Pricing unknown

                                                            32

                                                            Castiglione D'Orcia holiday villa rental

                                                            Province of Siena / Castiglione D'Orcia

                                                            3 8 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Air conditioning

                                                            from £183 / night

                                                            £1,281 - £1,774 / week

                                                            Book View

                                                            from £183 / night

                                                            (2) Excellent 

                                                              50

                                                              Villa rental in Castiglione D'Orcia

                                                              Province of Siena / Castiglione D'Orcia

                                                              8 17 7 nights min

                                                              • 8 bedrooms
                                                              • sleeps 17
                                                              • 7 nights min
                                                              • Ask owner if suitable for children
                                                              • Ask about pets

                                                              from £346 / night

                                                              £2,422 - £4,457 / week

                                                              Enquire View

                                                              from £346 / night

                                                                53

                                                                Holiday villa in Castiglione D'Orcia

                                                                Province of Siena / Castiglione D'Orcia

                                                                4 10 7 nights min

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

                                                                from £149 / night

                                                                £1,042 - £4,274 / week

                                                                Enquire View

                                                                from £149 / night

                                                                  23

                                                                  Holiday villa with swimming pool in Castiglione D'Orcia

                                                                  Province of Siena / Castiglione D'Orcia

                                                                  3 6 7 nights min

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

                                                                  from £227 / night

                                                                  £1,587 - £2,353 / week

                                                                  Enquire View

                                                                  from £227 / night

                                                                    31

                                                                    Holiday home rental

                                                                    Province of Siena / Castiglione D'Orcia

                                                                    8 15 7 nights min

                                                                    • 8 bedrooms
                                                                    • sleeps 15
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £320 / night

                                                                    £2,236 - £4,122 / week

                                                                    Book View

                                                                    from £320 / night

                                                                      23

                                                                      Holiday villa rental

                                                                      Province of Siena / Castiglione D'Orcia

                                                                      11 18 7 nights min

                                                                      • 11 bedrooms
                                                                      • sleeps 18
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Ask about pets

                                                                      from £357 / night

                                                                      £2,493 - £4,032 / week

                                                                      Enquire View

                                                                      from £357 / night

                                                                      Great rentals within 20 miles that match your search

                                                                      Distance approx 10.76 miles from Castiglione D'Orcia

                                                                        7

                                                                        Sarteano holiday farmhouse rental

                                                                        Province of Siena / Sarteano

                                                                        4 9 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 9
                                                                        • 3 nights min
                                                                        • Child friendly

                                                                        from £423 / night

                                                                        £2,961 / week

                                                                        Book View

                                                                        from £423 / night

                                                                        Distance approx 17.4 miles from Castiglione D'Orcia

                                                                          39

                                                                          Rapolano Terme holiday b&b rental

                                                                          Province of Siena / Rapolano Terme

                                                                          1 3 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 3
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £80 / night

                                                                          £557 / week

                                                                          Book View

                                                                          from £80 / night

                                                                          Distance approx 9.59 miles from Castiglione D'Orcia

                                                                            15

                                                                            Holiday townhouse in Pienza

                                                                            Province of Siena / Pienza

                                                                            2 5 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 5
                                                                            • 7 nights min
                                                                            • Nearest beach 100 km
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £110 / night

                                                                            £770 - £990 / week

                                                                            Enquire View

                                                                            from £110 / night

                                                                            Distance approx 16.1 miles from Castiglione D'Orcia

                                                                              10

                                                                              Holiday private room in San Casciano dei Bagni

                                                                              Province of Siena / San Casciano dei Bagni

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              • Pet friendly

                                                                              from £69 / night

                                                                              £403 / week

                                                                              Book View

                                                                              from £69 / night

                                                                              Distance approx 8.29 miles from Castiglione D'Orcia Show on Map

                                                                                22

                                                                                Home rental in Bivio di San Biagio

                                                                                Montepulciano / Bivio di San Biagio

                                                                                2 4 3 nights min

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

                                                                                from £57 / night

                                                                                £284 - £364 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 13 minutes

                                                                                from £57 / night

                                                                                Distance approx 5.79 miles from Castiglione D'Orcia Show on Map

                                                                                  4

                                                                                  Holiday apartment in Pienza

                                                                                  Province of Siena / Pienza

                                                                                  2 2 3 nights min

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

                                                                                  from £151 / night

                                                                                  £1,058 / week

                                                                                  Book View

                                                                                  from £151 / night

                                                                                  Top Destination reviews

                                                                                  The ROGHETA c. Claudia in the parco della Val d'Orcia
                                                                                  Amazing place!

                                                                                  This was our 6th visit to Le Rogheta and we stayed 3 times in Casa Letizia and 3 times in Casa Claudia. Both houses are really well equipped and from the moment you arrive you really feel at home. Always a warm wellcome from Letizia and Giorgio. The garden and the rest of the grounds are amazing; you can have a walk to the olive trees or sit near the house with a stunning view. At night underneath the stars you can see the the lights of Pienza and Montepulciano. The house is situated in a more quiet part of Tuscany, but with lots of interesting places nearby. Shops in walking distance (Campiglia d'Orcia). Also ideal for walking.see more

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