Apartments in Poggibonsi and Villas – Holiday Lettings - Holiday Rentals Poggibonsi

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5,869 Holiday homes

    28

    Holiday villa in Staggia

    Poggibonsi / Staggia

    6 11 3 nights min

    • 6 bedrooms
    • sleeps 11
    • 3 nights min
    • Child friendly
    • Air conditioning
    • Pet friendly

    from £252 / night

    £1,612 - £2,105 / week

    Book View

    from £252 / night

    (22) Excellent 

      43

      Holiday villa in Staggia

      Poggibonsi / Staggia

      6 14 min stay varies

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

      from £509 / night

      £3,560 / week

      Book View

      Responds fast!
      avg. 2 hours 47 minutes

      from £509 / night

      (3) Excellent 

        24

        Holiday apartment in Staggia Senese

        Poggibonsi / Staggia Senese

        1 5 2 nights min

        • 1 bedroom
        • sleeps 5
        • 2 nights min
        • Child friendly
        • Pet friendly

        from £36 / night

        £205 - £346 / week

        Book View

        from £36 / night

        (5) Very Good 

          13

          Holiday apartment in Staggia Senese

          Poggibonsi / Staggia Senese

          2 3 1 night min

          • 2 bedrooms
          • sleeps 3
          • 1 night min
          • Nearest beach 74 km
          • Child friendly
          • Pet friendly

          from £71 / night

          £474 / week

          Book View

          from £71 / night

          (1) Excellent 

            20

            Poggibonsi holiday villa rental

            Province of Siena / Poggibonsi

            3 10 3 nights min

            • 3 bedrooms
            • sleeps 10
            • 3 nights min
            • Child friendly

            from £192 / night

            £1,108 / week

            Enquire View

            from £192 / night

              24

              Holiday villa in Staggia

              Poggibonsi / Staggia

              1 5 2 nights min

              • 1 bedroom
              • sleeps 5
              • 2 nights min
              • Child friendly
              • Pet friendly

              from £61 / night

              £423 / week

              Book View

              from £61 / night

                23

                Holiday apartment in Poggibonsi

                Province of Siena / Poggibonsi

                2 4 1 night min

                • 2 bedrooms
                • sleeps 4
                • 1 night min
                • Swimming pool
                • Child friendly
                • Pet friendly

                from £61 / night

                £423 / week

                Book View

                from £61 / night

                (2) Very Good 

                  23

                  Poggibonsi holiday apartment let

                  Province of Siena / Poggibonsi

                  3 5 min stay varies

                  • 3 bedrooms
                  • sleeps 5
                  • min stay varies
                  • Nearest beach 100 km
                  • Swimming pool
                  • Child friendly

                  from £182 / night

                  £903 - £1,702 / week

                  Book View

                  from £182 / night

                    14

                    Holiday townhouse with indoor pool in Poggibonsi

                    Province of Siena / Poggibonsi

                    2 4 1 night min

                    • 2 bedrooms
                    • sleeps 4
                    • 1 night min
                    • Swimming pool
                    • Child friendly
                    • Pet friendly

                    from £51 / night

                    £353 / week

                    Book View

                    from £51 / night

                      15

                      Holiday apartment rental

                      Province of Siena / Poggibonsi

                      2 4 1 night min

                      • 2 bedrooms
                      • sleeps 4
                      • 1 night min
                      • Swimming pool
                      • Child friendly
                      • Pet friendly

                      from £61 / night

                      £423 / week

                      Book View

                      from £61 / night

                        11

                        Holiday apartment in Staggia Senese

                        Poggibonsi / Staggia Senese

                        2 4 2 nights min

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

                        from £96 / night

                        £454 / week

                        Book View

                        from £96 / night

                          23

                          Holiday apartment letting

                          Province of Siena / Poggibonsi

                          1 3 min stay varies

                          • 1 bedroom
                          • sleeps 3
                          • min stay varies
                          • Nearest beach 110 km
                          • Swimming pool
                          • Child friendly

                          from £91 / night

                          £522 - £917 / week

                          Book View

                          from £91 / night

                          (4) Very Good 

                            14

                            Poggibonsi holiday apartment rental

                            Province of Siena / Poggibonsi

                            1 3 5 nights min

                            • 1 bedroom
                            • sleeps 3
                            • 5 nights min
                            • Nearest beach 80 km
                            • Swimming pool
                            • Child friendly

                            from £61 / night

                            £423 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 9 minutes

                            from £61 / night

                            (2) Excellent 

                              39

                              Holiday villa with swimming pool in Poggibonsi

                              Province of Siena / Poggibonsi

                              7 18 7 nights min

                              • 7 bedrooms
                              • sleeps 18
                              • 7 nights min
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £278 / night

                              £1,944 - £4,683 / week

                              Book View

                              from £278 / night

                                22

                                Holiday farmhouse in Poggibonsi

                                Province of Siena / Poggibonsi

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Nearest beach 80 km
                                • Swimming pool
                                • Child friendly

                                from £106 / night

                                £664 - £1,002 / week

                                Book View

                                from £106 / night

                                (4) Very Good 

                                  24

                                  Holiday farmhouse with shared pool in Cedda

                                  Poggibonsi / Cedda

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Nearest beach 80 km
                                  • Swimming pool
                                  • Child friendly

                                  from £96 / night

                                  £594 - £906 / week

                                  Book View

                                  from £96 / night

                                  (1) Excellent 

                                    27

                                    Townhouse rental in Poggibonsi with shared pool

                                    Province of Siena / Poggibonsi

                                    1 4 4 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 4 nights min
                                    • Nearest beach 80 km
                                    • Swimming pool
                                    • Child friendly

                                    from £111 / night

                                    £695 / week

                                    Book View

                                    from £111 / night

                                    (2) Excellent 

                                      28

                                      Poggibonsi holiday villa rental

                                      Province of Siena / Poggibonsi

                                      1 2 3 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 3 nights min
                                      • Child friendly
                                      • Ask about pets
                                      • Private garden

                                      from £71 / night

                                      £454 / week

                                      Book View

                                      from £71 / night

                                      (25) Excellent 

                                      Certificate of Excellence

                                        40

                                        Holiday apartment in Poggibonsi

                                        Province of Siena / Poggibonsi

                                        2 10 3 nights min

                                        • 2 bedrooms
                                        • sleeps 10
                                        • 3 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Pet friendly

                                        Certificate of Excellence

                                        from £136 / night

                                        £952 - £1,798 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 49 minutes

                                        from £136 / night

                                          21

                                          Holiday studio in Staggia

                                          Poggibonsi / Staggia

                                          Studio 10 7 nights min

                                          • Studio
                                          • sleeps 10
                                          • 7 nights min
                                          • Ask owner if suitable for children
                                          • Ask about pets

                                          from £192 / night

                                          £1,340 / week

                                          Book View

                                          from £192 / night

                                            16

                                            Holiday cottage with shared pool in Poggibonsi

                                            Province of Siena / Poggibonsi

                                            2 4 5 nights min

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

                                            from £121 / night

                                            £806 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 9 minutes

                                            from £121 / night

                                              52

                                              Holiday villa rental

                                              Poggibonsi / Staggia Senese

                                              6 14 min stay varies

                                              • 6 bedrooms
                                              • sleeps 14
                                              • min stay varies
                                              • Nearest beach 110 km
                                              • Swimming pool
                                              • Child friendly

                                              from £475 / night

                                              £3,325 / week

                                              Enquire View

                                              from £475 / night

                                                4

                                                Holiday b&b in Poggibonsi

                                                Province of Siena / Poggibonsi

                                                1 2 1 night min

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

                                                from £60 / night

                                                £392 / week

                                                Book View

                                                from £60 / night

                                                (4) Excellent 

                                                  17

                                                  Holiday apartment in Poggibonsi

                                                  Province of Siena / Poggibonsi

                                                  2 3 2 nights min

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

                                                  from £66 / night

                                                  £459 / week

                                                  Book View

                                                  from £66 / night

                                                    9

                                                    Poggibonsi holiday apartment rental

                                                    Province of Siena / Poggibonsi

                                                    2 5 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • 3 nights min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Private garden

                                                    from £93 / night

                                                    £605 / week

                                                    Book View

                                                    from £93 / night

                                                      5

                                                      Holiday apartment in Poggibonsi

                                                      Province of Siena / Poggibonsi

                                                      2 4 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Child friendly
                                                      • Car not necessary

                                                      Pricing unknown

                                                      Book View

                                                      Pricing unknown

                                                        20

                                                        Poggibonsi holiday apartment rental

                                                        Province of Siena / Poggibonsi

                                                        1 2 7 nights min

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

                                                        from £126 / night

                                                        £879 - £1,326 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 6 minutes

                                                        from £126 / night

                                                          24

                                                          Holiday apartment in Poggibonsi

                                                          Province of Siena / Poggibonsi

                                                          1 4 7 nights min

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

                                                          from £61 / night

                                                          £572 - £1,149 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 hours 6 minutes

                                                          from £61 / night

                                                            18

                                                            Holiday apartment with shared pool in Poggibonsi

                                                            Province of Siena / Poggibonsi

                                                            1 4 7 nights min

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

                                                            from £89 / night

                                                            £622 - £1,253 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 6 minutes

                                                            from £89 / night

                                                              19

                                                              Poggibonsi holiday apartment rental

                                                              Province of Siena / Poggibonsi

                                                              2 6 min stay varies

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

                                                              from £71 / night

                                                              £422 - £1,132 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 35 minutes

                                                              from £71 / night

                                                                18

                                                                Poggibonsi holiday apartment rental

                                                                Province of Siena / Poggibonsi

                                                                2 6 7 nights min

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

                                                                from £101 / night

                                                                £708 - £1,355 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 2 hours 6 minutes

                                                                from £101 / night

                                                                  21

                                                                  Holiday apartment rental

                                                                  Province of Siena / Poggibonsi

                                                                  2 6 7 nights min

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

                                                                  from £66 / night

                                                                  £604 - £1,243 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 6 minutes

                                                                  from £66 / night

                                                                    17

                                                                    Poggibonsi holiday apartment rental

                                                                    Province of Siena / Poggibonsi

                                                                    3 7 7 nights min

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

                                                                    from £161 / night

                                                                    £1,124 - £1,550 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 6 minutes

                                                                    from £161 / night

                                                                      24

                                                                      Poggibonsi holiday apartment rental

                                                                      Province of Siena / Poggibonsi

                                                                      2 7 7 nights min

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

                                                                      from £139 / night

                                                                      £1,116 - £1,855 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 6 minutes

                                                                      from £139 / night

                                                                        15

                                                                        Staggia holiday apartment rental

                                                                        Poggibonsi / Staggia

                                                                        2 4 7 nights min

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

                                                                        from £106 / night

                                                                        £739 - £1,219 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 6 minutes

                                                                        from £106 / night

                                                                          24

                                                                          Poggibonsi holiday apartment rental

                                                                          Province of Siena / Poggibonsi

                                                                          2 4 7 nights min

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

                                                                          from £126 / night

                                                                          £881 - £1,507 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 6 minutes

                                                                          from £126 / night

                                                                            23

                                                                            Holiday apartment in Staggia Senese

                                                                            Poggibonsi / Staggia Senese

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Nearest beach 74 km
                                                                            • Child friendly
                                                                            • Ask about pets

                                                                            Pricing unknown

                                                                            Book View

                                                                            Pricing unknown

                                                                              14

                                                                              Poggibonsi holiday apartment rental

                                                                              Province of Siena / Poggibonsi

                                                                              1 4 7 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Pet friendly

                                                                              from £114 / night

                                                                              £796 - £1,180 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 6 minutes

                                                                              from £114 / night

                                                                                20

                                                                                Holiday apartment in Poggibonsi

                                                                                Province of Siena / Poggibonsi

                                                                                2 4 7 nights min

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

                                                                                from £69 / night

                                                                                £622 - £990 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 6 minutes

                                                                                from £69 / night

                                                                                  20

                                                                                  Apartment rental in Poggibonsi with shared pool

                                                                                  Province of Siena / Poggibonsi

                                                                                  1 2 7 nights min

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

                                                                                  from £122 / night

                                                                                  £852 - £1,307 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 6 minutes

                                                                                  from £122 / night

                                                                                  Top Destination reviews

                                                                                  Vernianello Type A
                                                                                  Quiet and beautiful

                                                                                  We spent a week in an apartment on this property. The place is very quiet and relaxing and the view is stunning. The apartment has a private patio overlooking a small valley and this patio was our living room: every night we settled there with a glass of chianti and a plate of antipasti and we watched the sun set. There were families ther with children, who seemed to enjoy lots of room to play. The apartment is comfortable, with a basic kitchen. We did very well ther for breakfast and simple home cooked suppers.see more
                                                                                  Villa Vianci
                                                                                  Best vacation ever!

                                                                                  Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara were the best, any questions, they were there to answer. They were extremely accommodating & phenomenal cooks! I actually took some recipes back to the U.S. By the time we left we considered Tommaso & Chiara part of our family.see more
                                                                                  Pink Holiday-apartment with pool in Chianti
                                                                                  Wanderful stayin

                                                                                  The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa and Arezzo, since the highway is 5 minutes away bay car and the Train Station located in Poggibonsi 10 minutes by car. There is a wonderful garden with a swimming pool only for you and the owners, where you can rest after a touristic day in the most beautiful touristic places in Tuscany. The houses is fully equipped with a well-furnished equipment, and the land family is available to help guests in any manner they can. If you don’t want to cook, there is plenty of nice little and characteristic restaurants: we asked the land-lady for advice.see more
                                                                                  VILLA TALCIONA
                                                                                  Trust the reviews .... You won't be disappointed

                                                                                  We were a family group of 5 with children ages of 12, 16 and 18. The hosts Francesco and Eleanor make you feel at home from the minute you arrive to the time you sadly have to leave. They are around if you need anything but will give you their wonderful garden with the fantastic pool, lounging area, table tennis, hammocks and dining area for your exclusive use during your visit. The pool is great. It is a salt water pool rather than chlorine and has a shallow and deep end which is great for diving. It is a large pool which is heated so no sharp intakes of breath when you get in and it even has a music system built into the surrounding wall ! The Villa which is located in fantastic rolling Tuscan countryside is only a few minutes away from Poggibonsi with its supermarkets and within easy driving distance of Florence and Sienna. San Gimignano is also another must see medieval village with two great ice cream shops and a number of excellent restaurants. Make sure you have Eleanor cook for you at least one night during your stay. She is a fantastic cook and with Francesco as the perfect host (and the wine included !) you will not be disappointed .... but you will be full ! We have no hesitation in recommending this excellent Villa and we will definitely try to return again in the near future.see more

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