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

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2,823 Holiday homes

(3) Excellent 

    22

    Holiday cottage in Montescudaio

    Province of Pisa / Montescudaio

    1 2 7 nights min

    • 1 bedroom
    • sleeps 2
    • 7 nights min
    • Nearest beach 12 km
    • Child friendly
    • Pet friendly

    from £64 / night

    £443 - £690 / week

    Book View

    from £64 / night

      18

      Holiday apartment rental

      Province of Pisa / Montescudaio

      1 5 3 nights min

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

      from £71 / night

      £494 / week

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      Responds fast!
      avg. 3 hours 15 minutes

      from £71 / night

      (4) Excellent 

        20

        Home letting in Montescudaio with swimming pool

        Province of Pisa / Montescudaio

        3 5 min stay varies

        • 3 bedrooms
        • sleeps 5
        • min stay varies
        • Swimming pool
        • Child friendly
        • Pet friendly

        from £79 / night

        £493 - £985 / week

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        from £79 / night

        (2) Excellent 

          16

          Holiday apartment in Montescudaio

          Province of Pisa / Montescudaio

          2 4 7 nights min

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

          from £59 / night

          £414 / week

          Book View

          from £59 / night

          (7) Very Good 

            33

            Home rental in Montescudaio

            Province of Pisa / Montescudaio

            1 4 7 nights min

            • 1 bedroom
            • sleeps 4
            • 7 nights min
            • Beach / lakeside relaxation
            • Nearest beach 10 km
            • Child friendly

            from £47 / night

            £328 / week

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            Responds fast!
            avg. 9 minutes

            from £47 / night

            (1) Excellent 

              39

              Montescudaio holiday townhouse rental

              Province of Pisa / Montescudaio

              2 4 7 nights min

              • 2 bedrooms
              • sleeps 4
              • 7 nights min
              • Beach / lakeside relaxation
              • Nearest beach 10 km
              • Swimming pool

              from £79 / night

              £552 / week

              Book View

              from £79 / night

              (11) Very Good 

                33

                Montescudaio holiday villa rental

                Province of Pisa / Montescudaio

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 10 km
                • Swimming pool

                from £211 / night

                £1,475 / week

                Book View

                from £211 / night

                (1) Excellent 

                  32

                  Holiday home in Montescudaio

                  Province of Pisa / Montescudaio

                  1 4 7 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Child friendly
                  • Pet friendly

                  from £47 / night

                  £328 / week

                  Book View

                  Responds fast!
                  avg. 9 minutes

                  from £47 / night

                    11

                    Holiday townhouse in Montescudaio

                    Province of Pisa / Montescudaio

                    1 3 7 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 7 nights min
                    • Beach / lakeside relaxation
                    • Child friendly
                    • Pet friendly

                    from £63 / night

                    £437 / week

                    Book View

                    Responds fast!
                    avg. 9 minutes

                    from £63 / night

                    (6) Very Good 

                      50

                      Villa rental in Montescudaio with swimming pool

                      Province of Pisa / Montescudaio

                      3 8 min stay varies

                      • 3 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Nearest beach 10 km
                      • Swimming pool

                      from £242 / night

                      £1,688 / week

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                      from £242 / night

                        27

                        Apartment rental in Montescudaio with shared pool

                        Province of Pisa / Montescudaio

                        1 3 min stay varies

                        • 1 bedroom
                        • sleeps 3
                        • min stay varies
                        • Nearest beach 10 km
                        • Swimming pool
                        • Child friendly

                        from £55 / night

                        £278 - £645 / week

                        Book View

                        from £55 / night

                        (1) Very Good 

                          12

                          Holiday townhouse rental

                          Province of Pisa / Montescudaio

                          3 5 7 nights min

                          • 3 bedrooms
                          • sleeps 5
                          • 7 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 12 km
                          • Child friendly

                          from £92 / night

                          £640 / week

                          Book View

                          from £92 / night

                            19

                            Holiday apartment rental

                            Province of Pisa / Montescudaio

                            2 4 7 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 7 nights min
                            • Child friendly
                            • Air conditioning
                            • Ask about pets

                            from £90 / night

                            £624 - £1,024 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 41 minutes

                            from £90 / night

                              19

                              Holiday apartment in Montescudaio

                              Province of Pisa / Montescudaio

                              2 4 7 nights min

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

                              from £92 / night

                              £638 - £1,050 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 41 minutes

                              from £92 / night

                                19

                                Holiday villa in Montescudaio

                                Province of Pisa / Montescudaio

                                2 4 7 nights min

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

                                from £128 / night

                                £891 - £1,325 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 41 minutes

                                from £128 / night

                                  18

                                  Holiday villa accommodation

                                  Province of Pisa / Montescudaio

                                  1 4 7 nights min

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

                                  from £86 / night

                                  £598 - £1,016 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 41 minutes

                                  from £86 / night

                                    18

                                    Holiday villa in Montescudaio

                                    Province of Pisa / Montescudaio

                                    1 4 7 nights min

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

                                    from £84 / night

                                    £584 - £989 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 41 minutes

                                    from £84 / night

                                      17

                                      Holiday apartment in Montescudaio

                                      Province of Pisa / Montescudaio

                                      2 4 7 nights min

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

                                      from £101 / night

                                      £706 - £989 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 41 minutes

                                      from £101 / night

                                        17

                                        Montescudaio holiday apartment rental

                                        Province of Pisa / Montescudaio

                                        2 4 7 nights min

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

                                        from £97 / night

                                        £676 - £945 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 41 minutes

                                        from £97 / night

                                          13

                                          Holiday apartment in Montescudaio

                                          Province of Pisa / Montescudaio

                                          1 4 3 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Child friendly
                                          • Pet friendly

                                          from £81 / night

                                          £504 - £1,561 / week

                                          Book View

                                          from £81 / night

                                            16

                                            Holiday villa with swimming pool in Montescudaio

                                            Province of Pisa / Montescudaio

                                            3 8 7 nights min

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

                                            from £157 / night

                                            £1,095 - £2,682 / week

                                            Enquire View

                                            from £157 / night

                                              20

                                              Holiday villa with swimming pool in Montescudaio

                                              Province of Pisa / Montescudaio

                                              3 8 7 nights min

                                              • 3 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Pet friendly

                                              from £166 / night

                                              £1,156 - £2,833 / week

                                              Enquire View

                                              from £166 / night

                                                10

                                                Montescudaio holiday villa rental

                                                Province of Pisa / Montescudaio

                                                2 4 7 nights min

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

                                                from £87 / night

                                                £603 - £2,871 / week

                                                Enquire View

                                                from £87 / night

                                                Great rentals within 20 miles that match your search

                                                Distance approx 11.6 miles from Montescudaio

                                                (3) Excellent 

                                                  21

                                                  Apartment rental in Castiglioncello

                                                  Rosignano Marittimo / Castiglioncello

                                                  2 7 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 7
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Child friendly
                                                  • Car not necessary

                                                  from £182 / night

                                                  £806 - £1,410 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 57 minutes

                                                  from £182 / night

                                                  Distance approx 18.69 miles from Montescudaio

                                                    13

                                                    Holiday apartment with shared pool in Forcoli

                                                    Province of Pisa / Forcoli

                                                    1 3 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 3 nights min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Ask about pets

                                                    from £86 / night

                                                    £600 / week

                                                    Book View

                                                    from £86 / night

                                                    Distance approx 2.08 miles from Montescudaio Show on Map

                                                    (3) Very Good 

                                                      9

                                                      Holiday apartment in Casale Marittimo

                                                      Province of Pisa / Casale Marittimo

                                                      1 5 1 night min

                                                      • 1 bedroom
                                                      • sleeps 5
                                                      • 1 night min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 5 km
                                                      • Child friendly

                                                      from £91 / night

                                                      £635 / week

                                                      Book View

                                                      from £91 / night

                                                      Distance approx 17.38 miles from Montescudaio

                                                      (1) Excellent 

                                                        21

                                                        Holiday apartment with swimming pool in Suvereto

                                                        Province of Livorno / Suvereto

                                                        11 25 min stay varies

                                                        • 11 bedrooms
                                                        • sleeps 25
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        Pricing unknown

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                                                        Pricing unknown

                                                        Distance approx 17.25 miles from Montescudaio

                                                          20

                                                          Holiday villa in San Vincenzo

                                                          Province of Livorno / San Vincenzo

                                                          3 7 7 nights min

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

                                                          from £81 / night

                                                          £635 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 9 minutes

                                                          from £81 / night

                                                          Distance approx 16.01 miles from Montescudaio

                                                            20

                                                            Apartment rental in Peccioli with golf nearby

                                                            Province of Pisa / Peccioli

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 40 km
                                                            • Child friendly

                                                            Pricing unknown

                                                            Book View

                                                            Pricing unknown

                                                            Distance approx 6.22 miles from Montescudaio

                                                              22

                                                              Marina di Cecina holiday apartment rental

                                                              Cecina / Marina di Cecina

                                                              2 4 min stay varies

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

                                                              from £31 / night

                                                              £212 - £1,023 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 4 minutes

                                                              from £31 / night

                                                              Distance approx 15.21 miles from Montescudaio

                                                                16

                                                                Holiday farmhouse with shared pool, tennis court in Lorenzana

                                                                Province of Pisa / Lorenzana

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Nearest beach 25 km
                                                                • Swimming pool
                                                                • Child friendly

                                                                Pricing unknown

                                                                Book View

                                                                Pricing unknown

                                                                Distance approx 12.68 miles from Montescudaio

                                                                  14

                                                                  Lajatico holiday apartment rental

                                                                  Province of Pisa / Lajatico

                                                                  1 4 7 nights min

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

                                                                  from £62 / night

                                                                  £435 - £650 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 57 minutes

                                                                  from £62 / night

                                                                  Distance approx 15.38 miles from Montescudaio

                                                                    7

                                                                    Lorenzana holiday chalet rental

                                                                    Province of Pisa / Lorenzana

                                                                    3 8 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Pricing unknown

                                                                    Book View

                                                                    Pricing unknown

                                                                    Distance approx 7.45 miles from Montescudaio

                                                                      13

                                                                      Holiday studio in Castellina Marittima

                                                                      Province of Pisa / Castellina Marittima

                                                                      Studio 3 2 nights min

                                                                      • Studio
                                                                      • sleeps 3
                                                                      • 2 nights min
                                                                      • Nearest beach 10 km
                                                                      • Child friendly
                                                                      • Pet friendly

                                                                      from £51 / night

                                                                      £353 / week

                                                                      Book View

                                                                      from £51 / night

                                                                      Distance approx 11.6 miles from Montescudaio

                                                                        23

                                                                        Holiday villa with swimming pool in Monteverdi Marittimo

                                                                        Province of Pisa / Monteverdi Marittimo

                                                                        6 14 7 nights min

                                                                        • 6 bedrooms
                                                                        • sleeps 14
                                                                        • 7 nights min
                                                                        • Nearest beach 18 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £180 / night

                                                                        £1,259 - £3,475 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 49 minutes

                                                                        from £180 / night

                                                                        Distance approx 7.99 miles from Montescudaio

                                                                          24

                                                                          Holiday apartment with shared pool in Pomaia

                                                                          Santa Luce / Pomaia

                                                                          2 6 min stay varies

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

                                                                          from £81 / night

                                                                          £413 - £937 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 49 minutes

                                                                          from £81 / night

                                                                          Distance approx 10 miles from Montescudaio

                                                                            26

                                                                            Holiday apartment with shared pool in Lajatico

                                                                            Province of Pisa / Lajatico

                                                                            1 4 3 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £80 / night

                                                                            £557 / week

                                                                            Book View

                                                                            from £80 / night

                                                                            Distance approx 12.71 miles from Montescudaio

                                                                              10

                                                                              Casciana Terme holiday home rental

                                                                              Casciana Terme Lari / Casciana Terme

                                                                              2 6 3 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 3 nights min
                                                                              • Suitable for children age 5+

                                                                              from £252 / night

                                                                              £1,511 / week

                                                                              Book View

                                                                              from £252 / night

                                                                              Distance approx 8.57 miles from Montescudaio

                                                                              (5) Excellent 

                                                                                19

                                                                                Holiday apartment with shared pool in Montecatini Val di Cecina

                                                                                Province of Pisa / Montecatini Val di Cecina

                                                                                1 4 min stay varies

                                                                                • 1 bedroom
                                                                                • sleeps 4
                                                                                • min stay varies
                                                                                • Nearest beach 35 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £89 / night

                                                                                £615 - £1,103 / week

                                                                                Book View

                                                                                from £89 / night

                                                                                Distance approx 19.86 miles from Montescudaio

                                                                                  37

                                                                                  Holiday apartment with shared pool in Montaione

                                                                                  Province of Florence / Montaione

                                                                                  3 7 min stay varies

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

                                                                                  from £111 / night

                                                                                  £786 - £1,410 / week

                                                                                  Book View

                                                                                  from £111 / night

                                                                                  Top Destination reviews

                                                                                  TUSCANY FOREVER PRIVATE VILLA ACQUAVIVA
                                                                                  Absolutely gorgeous place !

                                                                                  I stayed in the villa in June with my friend and small children. The place is luxurious and exquisitely furnished .The villa is beautifully located in the vineyards yet very near the tiny town of Montescudaio. It is a perfect place to stay to feel the beauty of Tuscany. Absolutely amazing ! … see more
                                                                                  La Quercia
                                                                                  Nice but missing a few basics.

                                                                                  Nice house but missing a few necessities: Could do with an iron and ironing board, a kettle and any wardrobes or drawers in two of the three bedrooms, the kids lived out of their suitcases for 10 days. Also the mezzanine room is only about 5' high at its peak, I couldn't stand at all in this twin room. Good points were nice fridge freezer, dishwasher, shower and washing machine. Great balcony. Bear in mind property is not very private. Is connected to two or three other rentals. Guests had dogs. The large garden shown on the website was not part of our house, but another rental. Our garden was small and was overlooked. Overall a great holiday was had, the owner was friendly and helpful. Just bring your own kettle if you want a cuppa! see more

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