Villas in Pienza and Apartments - Holiday Lettings - Holiday Rentals Pienza

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3,114 Holiday homes

(4) Excellent 

    20

    Pienza holiday home rental

    Province of Siena / Pienza

    2 4 2 nights min

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

    from £101 / night

    £605 - £1,028 / week

    Book View

    from £101 / night

      14

      Ski apartment to rent in Pienza

      Province of Siena / Pienza

      1 2 2 nights min

      • 1 bedroom
      • sleeps 2
      • 2 nights min
      • Ski
      • Child friendly
      • Pet friendly

      from £71 / night

      £403 / week

      Book View

      from £71 / night

        12

        Holiday apartment rental

        Province of Siena / Pienza

        2 5 1 night min

        • 2 bedrooms
        • sleeps 5
        • 1 night min
        • Child friendly
        • Air conditioning
        • Pet friendly

        from £131 / night

        £705 / week

        Book View

        from £131 / night

        (1) Excellent 

          20

          Holiday home in Monticchiello

          Pienza / Monticchiello

          3 7 2 nights min

          • 3 bedrooms
          • sleeps 7
          • 2 nights min
          • Child friendly
          • Private garden

          from £202 / night

          £1,138 / week

          Book View

          from £202 / night

          (1) Excellent 

            16

            Apartment rental in Monticchiello

            Pienza / Monticchiello

            2 5 2 nights min

            • 2 bedrooms
            • sleeps 5
            • 2 nights min
            • Nearest beach 80 km
            • Child friendly
            • Air conditioning

            from £121 / night

            £846 / week

            Book View

            Responds fast!
            avg. 1 hour 22 minutes

            from £121 / night

            (7) Excellent 

              23

              Holiday apartment in Pienza

              Province of Siena / Pienza

              4 8 4 nights min

              • 4 bedrooms
              • sleeps 8
              • 4 nights min
              • Child friendly
              • Air conditioning

              from £151 / night

              £1,058 / week

              Book View

              from £151 / night

                19

                Holiday villa in Pienza

                Province of Siena / Pienza

                4 10 7 nights min

                • 4 bedrooms
                • sleeps 10
                • 7 nights min
                • Swimming pool
                • Child friendly
                • Pet friendly

                from £185 / night

                £1,289 - £2,417 / week

                Book View

                Responds fast!
                avg. 2 hours 49 minutes

                from £185 / night

                (7) Very Good 

                  16

                  Holiday apartment in Monticchiello

                  Pienza / Monticchiello

                  1 3 1 night min

                  • 1 bedroom
                  • sleeps 3
                  • 1 night min
                  • Nearest beach 80 km
                  • Child friendly
                  • Pet friendly

                  from £86 / night

                  £564 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 22 minutes

                  from £86 / night

                  (3) Very Good 

                    22

                    Holiday apartment in Monticchiello

                    Pienza / Monticchiello

                    1 4 3 nights min

                    • 1 bedroom
                    • sleeps 4
                    • 3 nights min
                    • Child friendly
                    • Pet friendly
                    • Private garden

                    from £51 / night

                    £343 - £484 / week

                    Book View

                    Responds fast!
                    avg. 47 minutes

                    from £51 / night

                      5

                      Pienza holiday apartment rental

                      Province of Siena / Pienza

                      1 3 1 night min

                      • 1 bedroom
                      • sleeps 3
                      • 1 night min

                      from £71 / night

                      £383 / week

                      Book View

                      from £71 / night

                      (3) Very Good 

                        16

                        Holiday guest house in Pienza

                        Province of Siena / Pienza

                        7 14 1 night min

                        • 7 bedrooms
                        • sleeps 14
                        • 1 night min
                        • Nearest beach 103 km
                        • Child friendly
                        • Pet friendly

                        from £81 / night

                        £605 / week

                        Book View

                        from £81 / night

                          21

                          Holiday home rental

                          Pienza / Monticchiello

                          4 8 7 nights min

                          • 4 bedrooms
                          • sleeps 8
                          • 7 nights min
                          • Swimming pool
                          • Child friendly
                          • Private garden

                          from £277 / night

                          £1,914 - £2,619 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 48 minutes

                          from £277 / night

                            7

                            B&b rental in Pienza

                            Province of Siena / Pienza

                            1 2 1 night min

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

                            from £66 / night

                            £353 / week

                            Book View

                            from £66 / night

                            (26) Excellent 

                              43

                              Holiday apartment in Monticchiello

                              Pienza / Monticchiello

                              2 6 4 nights min

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

                              from £88 / night

                              £524 - £956 / week

                              Book View

                              from £88 / night

                                12

                                B&b rental in Monticchiello

                                Pienza / Monticchiello

                                1 2 1 night min

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

                                from £106 / night

                                £705 / week

                                Book View

                                from £106 / night

                                  7

                                  B&b rental in Pienza

                                  Province of Siena / Pienza

                                  1 3 1 night min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 1 night min
                                  • Child friendly
                                  • Pet friendly
                                  • Private garden

                                  from £76 / night

                                  £454 / week

                                  Book View

                                  from £76 / night

                                  (5) Excellent 

                                    36

                                    Holiday apartment in Pienza

                                    Province of Siena / Pienza

                                    2 7 3 nights min

                                    • 2 bedrooms
                                    • sleeps 7
                                    • 3 nights min
                                    • Nearest beach 100 km
                                    • Ask owner if suitable for children
                                    • Pet friendly

                                    from £66 / night

                                    £459 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 49 minutes

                                    from £66 / night

                                    (3) Excellent 

                                      30

                                      Home rental in Monticchiello

                                      Pienza / Monticchiello

                                      2 5 5 nights min

                                      • 2 bedrooms
                                      • sleeps 5
                                      • 5 nights min
                                      • Child friendly
                                      • Private garden

                                      from £202 / night

                                      £856 / week

                                      Book View

                                      from £202 / night

                                        6

                                        Pienza holiday apartment rental

                                        Province of Siena / Pienza

                                        1 2 2 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 2 nights min
                                        • Ask owner if suitable for children
                                        • Private garden

                                        from £71 / night

                                        £353 / week

                                        Book View

                                        from £71 / night

                                          5

                                          Holiday apartment in Pienza

                                          Province of Siena / Pienza

                                          1 5 1 night min

                                          • 1 bedroom
                                          • sleeps 5
                                          • 1 night min

                                          from £86 / night

                                          £403 / week

                                          Book View

                                          from £86 / night

                                            9

                                            Holiday guest house in Pienza

                                            Province of Siena / Pienza

                                            1 2 1 night min

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

                                            from £86 / night

                                            £554 / week

                                            Book View

                                            from £86 / night

                                            (1) Excellent 

                                              6

                                              Apartment letting in Monticchiello

                                              Pienza / Monticchiello

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min
                                              • Nearest beach 100 km
                                              • Child friendly

                                              from £128 / night

                                              £826 / week

                                              Book View

                                              from £128 / night

                                                6

                                                Holiday apartment in Pienza

                                                Province of Siena / Pienza

                                                1 2 1 night min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 1 night min

                                                from £71 / night

                                                £303 / week

                                                Book View

                                                Responds fast!
                                                avg. 38 minutes

                                                from £71 / night

                                                  6

                                                  Holiday farmhouse in Pienza

                                                  Province of Siena / Pienza

                                                  2 5 1 night min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 1 night min
                                                  • Child friendly
                                                  • Pet friendly

                                                  from £146 / night

                                                  £554 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 38 minutes

                                                  from £146 / night

                                                    4

                                                    Holiday apartment in Pienza

                                                    Province of Siena / Pienza

                                                    1 3 1 night min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 1 night min
                                                    • Child friendly
                                                    • Ask about pets

                                                    from £71 / night

                                                    £383 / week

                                                    Book View

                                                    from £71 / night

                                                    (1) Excellent 

                                                      21

                                                      Ski apartment to rent in Pienza

                                                      Province of Siena / Pienza

                                                      2 4 1 night min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 1 night min
                                                      • Ski
                                                      • Child friendly
                                                      • Pet friendly

                                                      from £141 / night

                                                      £655 / week

                                                      Book View

                                                      from £141 / night

                                                      (1) Very Good 

                                                        24

                                                        Holiday b&b in Monticchiello

                                                        Pienza / Monticchiello

                                                        4 8 1 night min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 1 night min
                                                        • Child friendly
                                                        • Air conditioning
                                                        • Pet friendly

                                                        from £91 / night

                                                        £605 - £2,720 / week

                                                        Book View

                                                        from £91 / night

                                                          22

                                                          B&b rental in Pienza

                                                          Province of Siena / Pienza

                                                          3 6 1 night min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 1 night min
                                                          • Child friendly
                                                          • Air conditioning
                                                          • Pet friendly

                                                          from £106 / night

                                                          £635 / week

                                                          Book View

                                                          from £106 / night

                                                            34

                                                            Holiday villa in Pienza

                                                            Province of Siena / Pienza

                                                            7 13 min stay varies

                                                            • 7 bedrooms
                                                            • sleeps 13
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £249 / night

                                                            £1,742 - £2,820 / week

                                                            Book View

                                                            from £249 / night

                                                              30

                                                              Holiday apartment with indoor pool in Pienza

                                                              Province of Siena / Pienza

                                                              8 14 7 nights min

                                                              • 8 bedrooms
                                                              • sleeps 14
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £832 / night

                                                              £5,821 - £9,064 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 49 minutes

                                                              from £832 / night

                                                                24

                                                                Monticchiello holiday b&b rental

                                                                Pienza / Monticchiello

                                                                1 2 1 night min

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

                                                                from £81 / night

                                                                £504 / week

                                                                Book View

                                                                from £81 / night

                                                                (7) Excellent 

                                                                  28

                                                                  Tower rental in Monticchiello

                                                                  Pienza / Monticchiello

                                                                  1 2 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 3 nights min
                                                                  • Ask owner if suitable for children
                                                                  • Private garden

                                                                  from £151 / night

                                                                  £1,058 / week

                                                                  Book View

                                                                  from £151 / night

                                                                  (1) Excellent 

                                                                    12

                                                                    Monticchiello holiday b&b rental

                                                                    Pienza / Monticchiello

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Child friendly
                                                                    • Ask about pets

                                                                    from £91 / night

                                                                    £504 / week

                                                                    Book View

                                                                    from £91 / night

                                                                    (3) Very Good 

                                                                      24

                                                                      Holiday apartment rental

                                                                      Pienza / Monticchiello

                                                                      3 6 3 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 3 nights min
                                                                      • Ask owner if suitable for children
                                                                      • Private garden

                                                                      from £202 / night

                                                                      £1,209 / week

                                                                      Book View

                                                                      from £202 / night

                                                                      (10) Excellent 

                                                                        57

                                                                        Holiday lodge in Pienza

                                                                        Province of Siena / Pienza

                                                                        3 8 4 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 4 nights min
                                                                        • Nearest beach 100 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £292 / night

                                                                        £2,085 - £3,243 / week

                                                                        Book View

                                                                        from £292 / night

                                                                        (1) Excellent 

                                                                          6

                                                                          Farmhouse rental in Pienza

                                                                          Province of Siena / Pienza

                                                                          2 4 1 night min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Child friendly
                                                                          • Air conditioning
                                                                          • Pet friendly

                                                                          from £141 / night

                                                                          £554 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 38 minutes

                                                                          from £141 / night

                                                                            15

                                                                            Apartment rental in Pienza with shared pool

                                                                            Province of Siena / Pienza

                                                                            1 2 7 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Private garden

                                                                            from £101 / night

                                                                            £705 / week

                                                                            Book View

                                                                            from £101 / night

                                                                            (4) Excellent 

                                                                              51

                                                                              Monticchiello holiday villa accommodation

                                                                              Pienza / Monticchiello

                                                                              8 16 min stay varies

                                                                              • 8 bedrooms
                                                                              • sleeps 16
                                                                              • min stay varies
                                                                              • Nearest beach 130 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £1,006 / night

                                                                              £5,942 - £8,460 / week

                                                                              Book View

                                                                              from £1,006 / night

                                                                                35

                                                                                Holiday apartment rental

                                                                                Pienza / Monticchiello

                                                                                3 12 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 12
                                                                                • min stay varies
                                                                                • Nearest beach 105 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £635 / night

                                                                                £3,626 - £4,432 / week

                                                                                Book View

                                                                                from £635 / night

                                                                                  18

                                                                                  Holiday apartment with shared pool in Pienza

                                                                                  Province of Siena / Pienza

                                                                                  3 6 1 night min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • 1 night min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £242 / night

                                                                                  £1,692 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 5 minutes

                                                                                  from £242 / night

                                                                                  Top Destination reviews

                                                                                  Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S
                                                                                  Fantastic place - great selection of restaurants

                                                                                  Truly a maginificent apartment exceeding our expectations - really nice to cool down in the jacuzzi overlooking Montalcino when the weather was at its hottest ! Also very convenient with regards to location - loads of interesting villages nearby like Pienza, Montepulciano, Bagno Vignoni etc … see more
                                                                                  Medioeval apartment
                                                                                  Great base while staying in a Tuscan Hill Town.

                                                                                  When we arrived we were warmly greeted by the owner Barbara who showed us around the apartment. Everything was catered for and the place was very cosy and confortable, just what we needed! The small town of Monticchiello is a medieval hill top town and is more or less unchanged for 500 years. If you want to pass a week just in this town then you can and absorb the ancient italian atmosphere. There are a few really good restaurants plus a bar in the town and the scenery is fabulous. The apartment is good for travelling around to towns more further afield like, Pienza, Montepulciano, Montalcino even Siena is only 40 minutes away (by car). Barbara said she was available to organise any tours we wanted and was really helpful when i wanted to know the best places to go. I would say a perfectly positioned, very comfortable apartment. I would highly recommend.see more

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