Houses in Monteriggioni and Apartments – Holiday Lettings - Holiday Rentals Monteriggioni

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5,516 Holiday homes

(3) Excellent 

    6

    Apartment rental in Monteriggioni

    Province of Siena / Monteriggioni

    3 4 1 night min

    • 3 bedrooms
    • sleeps 4
    • 1 night min

    from £102 / night

    £688 / week

    Book View

    from £102 / night

    (10) Excellent 

      41

      Holiday villa with shared pool in Monteriggioni

      Province of Siena / Monteriggioni

      6 18 min stay varies

      • 6 bedrooms
      • sleeps 18
      • min stay varies
      • Nearest beach 76 km
      • Swimming pool
      • Child friendly

      from £133 / night

      £928 / week

      Book View

      Responds fast!
      avg. 25 minutes

      from £133 / night

      (5) Excellent 

        34

        Holiday farmhouse with swimming pool in Monteriggioni

        Province of Siena / Monteriggioni

        1 2 2 nights min

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

        from £92 / night

        £642 / week

        Book View

        from £92 / night

          6

          Holiday home with swimming pool in Monteriggioni

          Province of Siena / Monteriggioni

          1 4 7 nights min

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

          from £255 / night

          £1,783 / week

          Book View

          Responds fast!
          avg. 27 minutes

          from £255 / night

            20

            Monteriggioni holiday apartment rental

            Province of Siena / Monteriggioni

            1 2 7 nights min

            • 1 bedroom
            • sleeps 2
            • 7 nights min
            • Air conditioning

            from £44 / night

            £306 / week

            Book View

            from £44 / night

            (2) Excellent 

              14

              Monteriggioni holiday b&b rental

              Province of Siena / Monteriggioni

              2 4 3 nights min

              • 2 bedrooms
              • sleeps 4
              • 3 nights min
              • Ask owner if suitable for children
              • Air conditioning
              • Pet friendly

              from £72 / night

              £459 - £958 / week

              Book View

              from £72 / night

                46

                Monteriggioni holiday apartment rental

                Province of Siena / Monteriggioni

                2 6 1 night min

                • 2 bedrooms
                • sleeps 6
                • 1 night min
                • Nearest beach 84 km
                • Swimming pool
                • Child friendly

                from £204 / night

                £1,427 / week

                Book View

                Responds fast!
                avg. 2 hours 29 minutes

                from £204 / night

                  6

                  Holiday b&b in Monteriggioni

                  Province of Siena / Monteriggioni

                  3 6 1 night min

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

                  from £153 / night

                  £1,019 / week

                  Book View

                  from £153 / night

                  (9) Very Good 

                    28

                    Holiday apartment in Monteriggioni

                    Province of Siena / Monteriggioni

                    1 3 min stay varies

                    • 1 bedroom
                    • sleeps 3
                    • min stay varies
                    • Nearest beach 60 km
                    • Child friendly
                    • Pet friendly

                    from £51 / night

                    £357 / week

                    Book View

                    Responds fast!
                    avg. 42 minutes

                    from £51 / night

                    (2) Very Good 

                      27

                      Holiday barn with swimming pool in Quercegrossa

                      Monteriggioni / Quercegrossa

                      1 3 min stay varies

                      • 1 bedroom
                      • sleeps 3
                      • min stay varies
                      • Nearest beach 80 km
                      • Swimming pool
                      • Child friendly

                      from £87 / night

                      £602 - £1,035 / week

                      Book View

                      from £87 / night

                      (1) Excellent 

                        43

                        Monteriggioni holiday apartment accommodation

                        Province of Siena / Monteriggioni

                        3 8 1 night min

                        • 3 bedrooms
                        • sleeps 8
                        • 1 night min
                        • Nearest beach 84 km
                        • Swimming pool
                        • Child friendly

                        from £204 / night

                        £1,427 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 29 minutes

                        from £204 / night

                        (1) Excellent 

                          19

                          Holiday apartment in Monteriggioni

                          Province of Siena / Monteriggioni

                          1 4 3 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 3 nights min
                          • Nearest beach 100 km
                          • Child friendly
                          • Private garden

                          from £87 / night

                          £607 / week

                          Book View

                          from £87 / night

                          (6) Excellent 

                            22

                            Apartment rental in Monteriggioni with swimming pool

                            Province of Siena / Monteriggioni

                            2 5 1 night min

                            • 2 bedrooms
                            • sleeps 5
                            • 1 night min
                            • Nearest beach 100 km
                            • Swimming pool
                            • Child friendly

                            from £72 / night

                            £459 - £566 / week

                            Book View

                            from £72 / night

                              24

                              Holiday farmhouse rental

                              Province of Siena / Monteriggioni

                              2 8 3 nights min

                              • 2 bedrooms
                              • sleeps 8
                              • 3 nights min
                              • Nearest beach 80 km
                              • Child friendly
                              • Pet friendly

                              from £67 / night

                              £464 / week

                              Book View

                              from £67 / night

                                34

                                Holiday villa in Monteriggioni

                                Province of Siena / Monteriggioni

                                3 5 7 nights min

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

                                from £101 / night

                                £703 - £1,142 / week

                                Book View

                                from £101 / night

                                  23

                                  Holiday farmhouse with swimming pool in Monteriggioni

                                  Province of Siena / Monteriggioni

                                  1 24 2 nights min

                                  • 1 bedroom
                                  • sleeps 24
                                  • 2 nights min
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning

                                  from £133 / night

                                  £928 / week

                                  Book View

                                  from £133 / night

                                  (4) Excellent 

                                    30

                                    Holiday farmhouse with swimming pool in Monteriggioni

                                    Province of Siena / Monteriggioni

                                    1 2 3 nights min

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

                                    from £92 / night

                                    £642 / week

                                    Book View

                                    from £92 / night

                                    (8) Excellent 

                                      22

                                      Holiday home letting

                                      Province of Siena / Monteriggioni

                                      2 5 2 nights min

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

                                      from £92 / night

                                      £612 - £1,244 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 41 minutes

                                      from £92 / night

                                      (5) Excellent 

                                        53

                                        Monteriggioni holiday villa rental

                                        Province of Siena / Monteriggioni

                                        2 6 7 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Nearest beach 80 km
                                        • Swimming pool
                                        • Child friendly

                                        from £110 / night

                                        £765 - £2,109 / week

                                        Book View

                                        from £110 / night

                                          20

                                          Apartment rental in Quercegrossa with shared pool

                                          Monteriggioni / Quercegrossa

                                          2 4 7 nights min

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

                                          from £125 / night

                                          £875 - £1,562 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 40 minutes

                                          from £125 / night

                                            14

                                            Apartment rental in Monteriggioni with shared pool

                                            Province of Siena / Monteriggioni

                                            2 4 7 nights min

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

                                            from £70 / night

                                            £489 - £885 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 40 minutes

                                            from £70 / night

                                              23

                                              Quercegrossa holiday apartment rental

                                              Monteriggioni / Quercegrossa

                                              2 4 7 nights min

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

                                              from £120 / night

                                              £841 - £1,523 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 40 minutes

                                              from £120 / night

                                              (1) Excellent 

                                                13

                                                Monteriggioni holiday villa rental

                                                Province of Siena / Monteriggioni

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Nearest beach 100 km
                                                • Swimming pool
                                                • Private garden

                                                Pricing unknown

                                                Book View

                                                Pricing unknown

                                                  25

                                                  Holiday apartment with shared pool in Castellina Scalo

                                                  Monteriggioni / Castellina Scalo

                                                  2 4 7 nights min

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

                                                  from £99 / night

                                                  £690 - £1,283 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 40 minutes

                                                  from £99 / night

                                                    14

                                                    Holiday home in Monteriggioni

                                                    Province of Siena / Monteriggioni

                                                    2 4 min stay varies

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

                                                    from £53 / night

                                                    £336 - £685 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 30 minutes

                                                    from £53 / night

                                                      18

                                                      Home rental in Monteriggioni

                                                      Province of Siena / Monteriggioni

                                                      2 6 min stay varies

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

                                                      from £52 / night

                                                      £364 - £692 / week

                                                      Book View

                                                      from £52 / night

                                                        17

                                                        Holiday apartment in Monteriggioni

                                                        Province of Siena / Monteriggioni

                                                        2 4 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 1 night min
                                                        • Child friendly
                                                        • Pet friendly
                                                        • Private garden

                                                        from £46 / night

                                                        £321 / week

                                                        Book View

                                                        from £46 / night

                                                          24

                                                          Home rental in Quercegrossa

                                                          Monteriggioni / Quercegrossa

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £121 / night

                                                          £842 - £1,620 / week

                                                          Book View

                                                          from £121 / night

                                                            35

                                                            Holiday home in Quercegrossa

                                                            Monteriggioni / Quercegrossa

                                                            5 10 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Child friendly

                                                            from £241 / night

                                                            £1,684 - £3,702 / week

                                                            Book View

                                                            from £241 / night

                                                              8

                                                              Holiday farmhouse rental

                                                              Province of Siena / Monteriggioni

                                                              6 12 min stay varies

                                                              • 6 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Ask about pets

                                                              Pricing unknown

                                                              Book View

                                                              Pricing unknown

                                                                13

                                                                Holiday home in Monteriggioni

                                                                Province of Siena / Monteriggioni

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child friendly
                                                                • Pet friendly

                                                                from £54 / night

                                                                £350 - £671 / week

                                                                Book View

                                                                from £54 / night

                                                                  23

                                                                  Holiday home in Quercegrossa

                                                                  Monteriggioni / Quercegrossa

                                                                  2 4 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £101 / night

                                                                  £706 - £1,462 / week

                                                                  Book View

                                                                  from £101 / night

                                                                    20

                                                                    Holiday villa with shared pool in Castellina Scalo

                                                                    Monteriggioni / Castellina Scalo

                                                                    2 4 7 nights min

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

                                                                    from £105 / night

                                                                    £735 - £1,345 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 40 minutes

                                                                    from £105 / night

                                                                      25

                                                                      Holiday apartment with shared pool in Castellina Scalo

                                                                      Monteriggioni / Castellina Scalo

                                                                      2 4 min stay varies

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

                                                                      from £75 / night

                                                                      £521 - £1,116 / week

                                                                      Book View

                                                                      from £75 / night

                                                                        20

                                                                        Holiday home in Quercegrossa

                                                                        Monteriggioni / Quercegrossa

                                                                        2 4 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £101 / night

                                                                        £706 - £1,427 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 30 minutes

                                                                        from £101 / night

                                                                          36

                                                                          Holiday apartment in Monteriggioni

                                                                          Province of Siena / Monteriggioni

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Nearest beach 84 km
                                                                          • Swimming pool
                                                                          • Child friendly

                                                                          Pricing unknown

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 29 minutes

                                                                          Pricing unknown

                                                                            15

                                                                            Holiday apartment with shared pool in Monteriggioni

                                                                            Province of Siena / Monteriggioni

                                                                            2 5 7 nights min

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

                                                                            from £78 / night

                                                                            £541 - £985 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 1 hour 40 minutes

                                                                            from £78 / night

                                                                              4

                                                                              Holiday farmhouse with shared pool, golf nearby in Monteriggioni

                                                                              Province of Siena / Monteriggioni

                                                                              1 2 min stay varies

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

                                                                              Pricing unknown

                                                                              Book View

                                                                              Pricing unknown

                                                                                20

                                                                                Castellina Scalo holiday villa rental

                                                                                Monteriggioni / Castellina Scalo

                                                                                2 4 7 nights min

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

                                                                                from £98 / night

                                                                                £683 - £1,283 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 40 minutes

                                                                                from £98 / night

                                                                                (2) Very Good 

                                                                                  12

                                                                                  Holiday townhouse in Monteriggioni

                                                                                  Province of Siena / Monteriggioni

                                                                                  1 4 1 night min

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

                                                                                  from £82 / night

                                                                                  £459 - £673 / week

                                                                                  Book View

                                                                                  from £82 / night

                                                                                  Top Destination reviews

                                                                                  Farmhouse in old mill in the Chianti hills
                                                                                  A fantastic Tuscany retreat

                                                                                  We spent 2 weeks in the guest residence and found the location ideal to visit all of the wonders Tuscany has to offer with even a train station that will take you to Siena in 15 minutes within walking distance if you prefer not to drive. Monteriggioni is a short walk away along footpaths and the whole area is beautiful. The property had everything we as a family of 4 needed plus the added Tuscany charm of a traditional building. My children used the pool every day we were there and we couldn't fault the pool area and gardens for appearance and facilities. The owners are very friendly, available when you need them and can offer a lot of help with deciding where to go or on practical matters such as which supermarket to go to. We were also helped out by the owners with a wine tour booking while we were there which we enjoyed thoroughly. We left with a lot of fond memories of our stay and a camera full of beautiful photographs.see more
                                                                                  Agriturismo Sammonti
                                                                                  Beautiful apartment in glorious country setting in easy reach of Florence, Sienna and other picturesque Tuscan towns

                                                                                  Our host, Grazia, was spot on, really lovely. We were able to communicate in a hilarious mixture of English and Italian. She was friendly, enthusiastic about the region giving lots of top tips and local knowledge about places to visit, bus routes, best places to park etc. Grazia provided a good selection of useful English brochures for the surrounding area and some town/city maps. She was very welcoming but left us to it otherwise and didn't interfere. The apartment felt very private. The apartment was spacious and cool with everything you could possibly need. If it was, by a miracle, missing something rest assured that Grazia could find it! It was supplied with basic condiments, homemade olive oil and fresh fruit from the garden. Every so often other fresh treats appeared on the terrace (grapes, honey etc). The wifi was strongest in the lounge and on the terrace, a little weak in the bedroom. The view from the terrace was breathtaking with a great panorama of Tuscan countryside, including the towers of San Gimignano. The pool was lovely and clean and a great afternoon sun trap. Watch out for mosquitoes at dusk. Fruit trees surround the pool (pomegranates, figs, olive trees) and make it quite special. The car was essential here to enable trips to the local town (Colle di Val d'Elsa) for supplies and for days out (Volterra, San Gimignano etc). It's also possible to drive and park in Sienna in about 40 minutes. On Grazia's recommendation we took the bus to Florence. It was cheap and easy. On our last night we ate at Antico Borgo Poggiarello (which is basically the end of Grazia's road). The food was a set menu of 4 courses and was amazing. Walkable in 15 mins or 5 mins in a car. We loved our stay and would definitely recommend to others. It's a great apartment to relax in or to use as a base for exploring.see more
                                                                                  Beatifull villa with private pool
                                                                                  Peaceful oasis

                                                                                  A beautiful villa situated in a well designed and cared for large lush garden. We loved the sprinklers that automatically came on at about 6.30am each morning! The house is perfectly formed. The large veranda perfect for taking shade. The swimming pool is deep enough to play lots of diving games as well as cool down. Spectacular views in all directions. We all returned feeling relaxed and rested. Carlo is a fabulous host with great restaurant recommendations!see more
                                                                                  Agriturismo Sammonti
                                                                                  Perfect week in Tuscany

                                                                                  All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool and garden. Thank you to Grazia and her husband for the great care and attention they have put into the apartment and the kindness they showed our daughter.see more

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