Villas in Val d'Orcia and Apartments - Holiday Lettings - Holiday Rentals Val d'Orcia

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2,224 Holiday homes

(31) Excellent 

    26

    Holiday farmhouse with swimming pool in Val d'Orcia

    Montalcino / Val d'Orcia

    2 5 2 nights min

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

    from £121 / night

    £846 / week

    Book View

    from £121 / night

    (1) Excellent 

      18

      Holiday villa with shared pool in Val d'Orcia

      Montalcino / Val d'Orcia

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Nearest beach 25 km
      • Swimming pool
      • Child friendly

      from £101 / night

      £650 - £1,355 / week

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      Responds fast!
      avg. 2 hours 6 minutes

      from £101 / night

        15

        Holiday b&b in Val d'Orcia

        Montalcino / Val d'Orcia

        2 4 3 nights min

        • 2 bedrooms
        • sleeps 4
        • 3 nights min
        • Nearest beach 80 km

        from £91 / night

        £635 / week

        Book View

        from £91 / night

          12

          Holiday b&b rental

          Montalcino / Val d'Orcia

          1 2 2 nights min

          • 1 bedroom
          • sleeps 2
          • 2 nights min
          • Nearest beach 80 km
          • Swimming pool
          • Child friendly

          from £121 / night

          £806 / week

          Book View

          from £121 / night

            24

            Holiday apartment in Val d'Orcia

            Montalcino / Val d'Orcia

            2 6 1 night min

            • 2 bedrooms
            • sleeps 6
            • 1 night min
            • Child friendly
            • Air conditioning
            • Private garden

            from £232 / night

            £1,622 / week

            Book View

            from £232 / night

              15

              Val d'Orcia holiday apartment rental

              Montalcino / Val d'Orcia

              1 2 3 nights min

              • 1 bedroom
              • sleeps 2
              • 3 nights min
              • Nearest beach 80 km

              from £101 / night

              £705 / week

              Book View

              from £101 / night

                24

                Holiday apartment in Val d'Orcia

                Montalcino / Val d'Orcia

                1 4 1 night min

                • 1 bedroom
                • sleeps 4
                • 1 night min
                • Child friendly
                • Air conditioning
                • Private garden

                from £202 / night

                £1,410 / week

                Book View

                from £202 / night

                  84

                  Villa rental in Val d'Orcia with swimming pool

                  Montalcino / Val d'Orcia

                  4 8 min stay varies

                  • 4 bedrooms
                  • sleeps 8
                  • min stay varies
                  • Nearest beach 95 km
                  • Swimming pool
                  • Child friendly

                  from £475 / night

                  £3,325 / week

                  Enquire View

                  from £475 / night

                    16

                    Val d'Orcia holiday b&b rental

                    Montalcino / Val d'Orcia

                    3 6 2 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Nearest beach 48 km
                    • Child friendly
                    • Air conditioning

                    from £157 / night

                    £1,093 / week

                    Book View

                    from £157 / night

                      18

                      Val d'Orcia holiday apartment rental

                      Montalcino / Val d'Orcia

                      3 7 7 nights min

                      • 3 bedrooms
                      • sleeps 7
                      • 7 nights min
                      • Nearest beach 76 km
                      • Private garden

                      from £94 / night

                      £655 - £937 / week

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                      from £94 / night

                      Great rentals within 20 miles that match your search

                      Distance approx 14.82 miles from Val 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

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                        from £423 / night

                        Distance approx 7.84 miles from Val d'Orcia Show on Map

                        (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 £76 / night

                          £383 - £680 / week

                          Book View

                          from £76 / night

                          Distance approx 17.04 miles from Val d'Orcia

                          (2) Very Good 

                            15

                            Apartment rental in Lucignano with swimming pool

                            Province of Arezzo / Lucignano

                            1 4 1 night min

                            • 1 bedroom
                            • sleeps 4
                            • 1 night min
                            • Swimming pool
                            • Child friendly
                            • Ask about pets

                            from £66 / night

                            £403 / week

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                            Responds fast!
                            avg. 3 hours 2 minutes

                            from £66 / night

                            Distance approx 14.89 miles from Val d'Orcia

                              29

                              Monticiano holiday townhouse rental

                              Province of Siena / Monticiano

                              1 2 min stay varies

                              • 1 bedroom
                              • sleeps 2
                              • min stay varies
                              • Nearest beach 50 km
                              • Ask owner if suitable for children
                              • Pet friendly

                              from £71 / night

                              £423 - £454 / week

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                              from £71 / night

                              Distance approx 17.85 miles from Val d'Orcia

                                24

                                Holiday villa with shared pool in Lucignano

                                Province of Arezzo / Lucignano

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Nearest beach 135 km
                                • Swimming pool
                                • Child friendly

                                from £87 / night

                                £607 - £1,100 / week

                                Enquire View

                                from £87 / night

                                Distance approx 13.82 miles from Val d'Orcia

                                  38

                                  Holiday b&b in Rapolano Terme

                                  Province of Siena / Rapolano Terme

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Child friendly
                                  • Air conditioning

                                  from £63 / night

                                  £437 / week

                                  Book View

                                  from £63 / night

                                  Distance approx 18.57 miles from Val d'Orcia

                                  (14) Excellent 

                                    38

                                    Holiday villa with swimming pool in Cortona

                                    Province of Arezzo / Cortona

                                    9 24 3 nights min

                                    • 9 bedrooms
                                    • sleeps 24
                                    • 3 nights min
                                    • Nearest beach 250 km
                                    • Swimming pool
                                    • Child friendly

                                    from £572 / night

                                    £4,002 / week

                                    Book View

                                    from £572 / night

                                    Distance approx 19.42 miles from Val d'Orcia

                                    (10) Excellent 

                                      8

                                      Holiday farmhouse in Roccastrada

                                      Province of Grosseto / Roccastrada

                                      1 2 2 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 2 nights min
                                      • Nearest beach 35 km
                                      • Child friendly
                                      • Air conditioning

                                      from £91 / night

                                      £635 / week

                                      Book View

                                      from £91 / night

                                      Distance approx 12.04 miles from Val d'Orcia

                                        40

                                        Pienza holiday farmhouse rental

                                        Province of Siena / Pienza

                                        9 17 7 nights min

                                        • 9 bedrooms
                                        • sleeps 17
                                        • 7 nights min
                                        • Child friendly
                                        • Pet friendly

                                        from £74 / night

                                        £515 / week

                                        Book View

                                        from £74 / night

                                        Distance approx 12.12 miles from Val d'Orcia

                                        (1) Excellent 

                                          6

                                          Apartment letting in Montepulciano

                                          Province of Siena / Montepulciano

                                          2 4 4 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 4 nights min
                                          • Air conditioning

                                          from £131 / night

                                          £1,007 - £1,571 / week

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                                          from £131 / night

                                          Distance approx 19.41 miles from Val d'Orcia

                                            12

                                            Chiusi holiday villa let

                                            Province of Siena / Chiusi

                                            1 3 1 night min

                                            • 1 bedroom
                                            • sleeps 3
                                            • 1 night min
                                            • Swimming pool
                                            • Child friendly
                                            • Pet friendly

                                            from £91 / night

                                            £635 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 11 minutes

                                            from £91 / night

                                            Distance approx 12.93 miles from Val d'Orcia

                                              22

                                              Murlo holiday apartment rental

                                              Province of Siena / Murlo

                                              2 6 min stay varies

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

                                              from £134 / night

                                              £705 - £1,148 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 7 minutes

                                              from £134 / night

                                              Distance approx 12.26 miles from Val d'Orcia

                                                11

                                                Holiday apartment in Montepulciano

                                                Province of Siena / Montepulciano

                                                2 6 min stay varies

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

                                                Pricing unknown

                                                Book View

                                                Pricing unknown

                                                Distance approx 11.96 miles from Val d'Orcia Show on Map

                                                  22

                                                  Holiday apartment with shared pool in Crete Senesi

                                                  Asciano / Crete Senesi

                                                  1 4 min stay varies

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

                                                  from £101 / night

                                                  £363 - £897 / week

                                                  Book View

                                                  from £101 / night

                                                  Distance approx 18.99 miles from Val d'Orcia

                                                    16

                                                    Holiday apartment in Cetona

                                                    Province of Siena / Cetona

                                                    2 5 7 nights min

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • 7 nights min
                                                    • Suitable for children age 5+
                                                    • Ask about pets
                                                    • Private garden

                                                    from £72 / night

                                                    £504 - £585 / week

                                                    Book View

                                                    from £72 / night

                                                    Distance approx 8.51 miles from Val d'Orcia Show on Map

                                                      82

                                                      Villa rental in Monticchiello with swimming pool

                                                      Pienza / Monticchiello

                                                      6 12 min stay varies

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

                                                      from £484 / night

                                                      £2,997 - £4,935 / week

                                                      Book View

                                                      from £484 / night

                                                      Distance approx 19.54 miles from Val d'Orcia

                                                        18

                                                        Holiday farmhouse in Roccastrada

                                                        Province of Grosseto / Roccastrada

                                                        8 30 min stay varies

                                                        • 8 bedrooms
                                                        • sleeps 30
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child friendly

                                                        Pricing unknown

                                                        Book View

                                                        Pricing unknown

                                                        Distance approx 13.31 miles from Val d'Orcia

                                                        (1) Excellent 

                                                          83

                                                          Holiday farmhouse with shared pool in Montepulciano

                                                          Province of Siena / Montepulciano

                                                          3 6 1 night min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 1 night min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Ask about pets

                                                          from £373 / night

                                                          £2,266 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 28 minutes

                                                          from £373 / night

                                                          Distance approx 13.99 miles from Val d'Orcia

                                                          (1) Very Good 

                                                            13

                                                            Holiday b&b in Santarello

                                                            Sinalunga / Santarello

                                                            1 2 2 nights min

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

                                                            from £70 / night

                                                            £487 / week

                                                            Book View

                                                            from £70 / night

                                                            Distance approx 10.1 miles from Val d'Orcia Show on Map

                                                              20

                                                              Home rental in Trequanda with shared pool

                                                              Province of Siena / Trequanda

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Nearest beach 100 km
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £131 / night

                                                              £756 - £1,058 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 19 minutes

                                                              from £131 / night

                                                              Distance approx 12.52 miles from Val d'Orcia Show on Map

                                                                20

                                                                Holiday apartment with shared pool in Asciano

                                                                Province of Siena / Asciano

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £222 / night

                                                                £957 - £1,289 / week

                                                                Book View

                                                                from £222 / night

                                                                Distance approx 9.88 miles from Val d'Orcia

                                                                (39) Excellent 

                                                                  24

                                                                  Castel Del Piano holiday villa rental

                                                                  Province of Grosseto / Castel Del Piano

                                                                  2 4 4 nights min

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

                                                                  from £257 / night

                                                                  £1,662 / week

                                                                  Book View

                                                                  from £257 / night

                                                                  Distance approx 19.5 miles from Val d'Orcia

                                                                    8

                                                                    Holiday villa in Montepulciano

                                                                    Province of Siena / Montepulciano

                                                                    3 8 14 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 14 nights min
                                                                    • Swimming pool
                                                                    • Ask owner if suitable for children
                                                                    • Air conditioning

                                                                    from £454 / night

                                                                    £3,173 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 29 minutes

                                                                    from £454 / night

                                                                    Distance approx 11.86 miles from Val d'Orcia

                                                                    (4) Excellent 

                                                                      38

                                                                      Montepulciano holiday home rental

                                                                      Province of Siena / Montepulciano

                                                                      4 10 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 2 nights min
                                                                      • Nearest beach 41 km
                                                                      • Child friendly
                                                                      • Private garden

                                                                      from £156 / night

                                                                      £1,153 - £1,935 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 45 minutes

                                                                      from £156 / night

                                                                      Distance approx 10.41 miles from Val d'Orcia Show on Map

                                                                        26

                                                                        Holiday apartment with shared pool in Trequanda

                                                                        Province of Siena / Trequanda

                                                                        1 2 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £222 / night

                                                                        £1,551 / week

                                                                        Book View

                                                                        from £222 / night

                                                                        Distance approx 15.56 miles from Val d'Orcia

                                                                        (1) Very Good 

                                                                          42

                                                                          Holiday apartment with shared pool in Acquaviva di Montepulciano

                                                                          Montepulciano / Acquaviva di Montepulciano

                                                                          2 6 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Nearest beach 120 km
                                                                          • Swimming pool
                                                                          • Child friendly

                                                                          from £151 / night

                                                                          £947 - £1,461 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 1 hour 58 minutes

                                                                          from £151 / night

                                                                          Distance approx 19.64 miles from Val d'Orcia

                                                                            11

                                                                            Valiano holiday apartment rental

                                                                            Montepulciano / Valiano

                                                                            3 5 2 nights min

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

                                                                            from £172 / night

                                                                            £987 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 11 minutes

                                                                            from £172 / night

                                                                            Distance approx 13.63 miles from Val d'Orcia

                                                                            (3) Excellent 

                                                                              25

                                                                              Holiday apartment with shared pool in Montepulciano

                                                                              Province of Siena / Montepulciano

                                                                              2 6 3 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 3 nights min
                                                                              • Swimming pool
                                                                              • Pet friendly

                                                                              from £106 / night

                                                                              £748 / week

                                                                              Enquire View

                                                                              from £106 / night

                                                                              Distance approx 6.75 miles from Val d'Orcia Show on Map

                                                                                20

                                                                                Holiday home accommodation

                                                                                Province of Siena / Pienza

                                                                                8 14 7 nights min

                                                                                • 8 bedrooms
                                                                                • sleeps 14
                                                                                • 7 nights min
                                                                                • Ask owner if suitable for children
                                                                                • Air conditioning
                                                                                • Pet friendly

                                                                                from £835 / night

                                                                                £5,843 - £9,611 / week

                                                                                Enquire View

                                                                                from £835 / night

                                                                                Distance approx 17.46 miles from Val d'Orcia

                                                                                  39

                                                                                  Villa rental in Campagnatico

                                                                                  Province of Grosseto / Campagnatico

                                                                                  8 16 7 nights min

                                                                                  • 8 bedrooms
                                                                                  • sleeps 16
                                                                                  • 7 nights min
                                                                                  • Ask owner if suitable for children
                                                                                  • Ask about pets

                                                                                  from £1,071 / night

                                                                                  £7,500 - £9,100 / week

                                                                                  Enquire View

                                                                                  from £1,071 / night

                                                                                  Top Destination reviews

                                                                                  Fonte Aulente Montalcino
                                                                                  Perfect cottage for two

                                                                                  Loved everything about our stay here. Alexandra was so helpful, with directions, shopping, restaurants and her love of the wine industry. She met us on the road when we got lost. Lives next door but the property is so big you never see them. Apartment is so cosy and has all you would need, lovely decor and so clean. The area is great for exploring and the town has some awesome restaurants, just ask Alexandra and she will give you the local ones, they are the best.. Our only disappointment was that we only stayed 2 nights.. We will stay again in the future.see more

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