Apartments in Province of Grosseto and Villas – Holiday Lettings - Holiday Rentals Province of Grosseto

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2,039 Holiday homes

    20

    Magliano in Toscana holiday home accommodation

    Province of Grosseto / Magliano in Toscana

    2 3 2 nights min

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

    from £80 / night

    £556 / week

    Book View

    Responds fast!
    avg. 3 hours 19 minutes

    from £80 / night

    (1) Very Good 

      21

      Holiday apartment in Buriano

      Province of Grosseto / Buriano

      2 4 3 nights min

      • 2 bedrooms
      • sleeps 4
      • 3 nights min
      • Beach / lakeside relaxation
      • Nearest beach 13 km
      • Child friendly

      from £70 / night

      £487 / week

      Book View

      from £70 / night

        15

        Ski farmhouse to rent in Civitella Paganico

        Province of Grosseto / Civitella Paganico

        2 5 7 nights min

        • 2 bedrooms
        • sleeps 5
        • 7 nights min
        • Nearest beach 40 km
        • Ski
        • Child friendly

        from £55 / night

        £382 / week

        Book View

        from £55 / night

        (3) Very Good 

          13

          Holiday apartment in Campese

          Isola Del Giglio / Campese

          1 4 min stay varies

          • 1 bedroom
          • sleeps 4
          • min stay varies
          • Child friendly
          • Air conditioning

          from £100 / night

          £1,191 / week

          Book View

          from £100 / night

            21

            Farmhouse rental in Poggioferro with swimming pool

            Scansano / Poggioferro

            4 12 min stay varies

            • 4 bedrooms
            • sleeps 12
            • min stay varies
            • Nearest beach 40 km
            • Swimming pool
            • Child friendly

            from £199 / night

            £1,191 - £2,183 / week

            Book View

            from £199 / night

            (4) Very Good 

            Certificate of Excellence

              14

              Holiday apartment rental

              Manciano / Saturnia

              1 3 2 nights min

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

              Certificate of Excellence

              from £80 / night

              £497 / week

              Book View

              Responds fast!
              avg. 1 hour 49 minutes

              from £80 / night

                43

                Holiday home in Montenero d'Orcia

                Castel Del Piano / Montenero d'Orcia

                3 6 2 nights min

                • 3 bedrooms
                • sleeps 6
                • 2 nights min
                • Nearest beach 50 km
                • Child friendly
                • Private garden

                from £35 / night

                £298 - £1,514 / week

                Book View

                from £35 / night

                  15

                  Holiday apartment in Massa Marittima

                  Province of Grosseto / Massa Marittima

                  2 4 7 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 7 nights min

                  from £110 / night

                  £640 / week

                  Book View

                  Responds fast!
                  avg. 44 minutes

                  from £110 / night

                  (1) Excellent 

                    15

                    Holiday home in Giannutri Island

                    Province of Grosseto / Giannutri Island

                    1 4 4 nights min

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

                    from £148 / night

                    £1,034 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 58 minutes

                    from £148 / night

                      9

                      Holiday apartment rental

                      Province of Grosseto / Castel Del Piano

                      1 4 3 nights min

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

                      from £93 / night

                      £637 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 59 minutes

                      from £93 / night

                      (3) Very Good 

                        18

                        Giannella holiday home rental

                        Orbetello / Giannella

                        1 3 min stay varies

                        • 1 bedroom
                        • sleeps 3
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Nearest beach 6 km
                        • Child friendly

                        from £80 / night

                        £497 - £844 / week

                        Book View

                        from £80 / night

                          14

                          Cottage accommodation in Monte Argentario

                          Province of Grosseto / Monte Argentario

                          1 4 7 nights min

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

                          from £220 / night

                          £1,534 - £2,041 / week

                          Enquire View

                          from £220 / night

                          (38) Excellent 

                            29

                            Holiday b&b in Vetulonia

                            Province of Grosseto / Vetulonia

                            1 2 min stay varies

                            • 1 bedroom
                            • sleeps 2
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 15 km
                            • Air conditioning

                            from £65 / night

                            £452 / week

                            Book View

                            Responds fast!
                            avg. 36 minutes

                            from £65 / night

                              30

                              Saturnia holiday cottage rental

                              Manciano / Saturnia

                              2 4 2 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 2 nights min
                              • Nearest beach 45 km
                              • Child friendly
                              • Pet friendly

                              from £149 / night

                              £993 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 0 minutes

                              from £149 / night

                                12

                                Castiglione Della Pescaia holiday apartment rental

                                Province of Grosseto / Castiglione Della Pescaia

                                1 2 1 night min

                                • 1 bedroom
                                • sleeps 2
                                • 1 night min
                                • Swimming pool
                                • Child friendly
                                • Pet friendly

                                from £119 / night

                                £827 / week

                                Book View

                                from £119 / night

                                (1) Excellent 

                                  15

                                  Holiday home in Pereta

                                  Province of Grosseto / Pereta

                                  2 4 6 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 6 nights min
                                  • Air conditioning
                                  • Pet friendly

                                  from £142 / night

                                  £993 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 20 minutes

                                  from £142 / night

                                  (2) Excellent 

                                    30

                                    Holiday home with shared pool in Cala Piccola

                                    Monte Argentario / Cala Piccola

                                    2 6 7 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Pet friendly

                                    from £113 / night

                                    £788 - £1,620 / week

                                    Book View

                                    from £113 / night

                                      5

                                      Holiday home letting

                                      Province of Grosseto / Seggiano

                                      2 5 1 night min

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

                                      from £70 / night

                                      £477 / week

                                      Book View

                                      from £70 / night

                                      (2) Excellent 

                                        40

                                        Holiday hotel apartment in Puntone

                                        Scarlino / Puntone

                                        2 5 1 night min

                                        • 2 bedrooms
                                        • sleeps 5
                                        • 1 night min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.1 km
                                        • Child friendly

                                        from £80 / night

                                        £334 / week

                                        Book View

                                        from £80 / night

                                        (2) Excellent 

                                          12

                                          Montemassi holiday townhouse rental

                                          Province of Grosseto / Montemassi

                                          2 5 min stay varies

                                          • 2 bedrooms
                                          • sleeps 5
                                          • min stay varies
                                          • Nearest beach 20 km
                                          • Swimming pool
                                          • Child friendly

                                          from £90 / night

                                          £626 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 50 minutes

                                          from £90 / night

                                            11

                                            Holiday apartment in Castiglione Della Pescaia

                                            Province of Grosseto / Castiglione Della Pescaia

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min
                                            • Swimming pool
                                            • Child friendly
                                            • Pet friendly

                                            from £119 / night

                                            £834 / week

                                            Book View

                                            from £119 / night

                                            (2) Very Good 

                                              20

                                              Magliano in Toscana holiday townhouse rental

                                              Province of Grosseto / Magliano in Toscana

                                              4 10 min stay varies

                                              • 4 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 12 km
                                              • Swimming pool

                                              from £169 / night

                                              £1,181 / week

                                              Book View

                                              from £169 / night

                                              (3) Excellent 

                                                16

                                                Holiday villa with golf nearby in Punta Ala

                                                Castiglione Della Pescaia / Punta Ala

                                                2 4 5 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 5 nights min
                                                • Beach / lakeside relaxation
                                                • Child friendly
                                                • Private garden

                                                from £134 / night

                                                £794 - £1,003 / week

                                                Book View

                                                from £134 / night

                                                (1) Excellent 

                                                  22

                                                  Holiday home with shared pool in Roccalbegna

                                                  Province of Grosseto / Roccalbegna

                                                  2 4 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 45 km
                                                  • Swimming pool

                                                  from £118 / night

                                                  £823 / week

                                                  Book View

                                                  from £118 / night

                                                  (3) Excellent 

                                                    25

                                                    Holiday apartment with shared pool in Cinigiano

                                                    Province of Grosseto / Cinigiano

                                                    1 6 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £65 / night

                                                    £492 - £794 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 31 minutes

                                                    from £65 / night

                                                      43

                                                      Montemassi holiday home rental

                                                      Province of Grosseto / Montemassi

                                                      2 4 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 3 nights min
                                                      • Nearest beach 30 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £100 / night

                                                      £695 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 23 minutes

                                                      from £100 / night

                                                        18

                                                        Holiday cottage in Montieri

                                                        Province of Grosseto / Montieri

                                                        2 3 nights min

                                                        • sleeps 2
                                                        • 3 nights min
                                                        • Nearest beach 43 km
                                                        • Pet friendly

                                                        from £57 / night

                                                        £392 / week

                                                        Book View

                                                        from £57 / night

                                                        (3) Very Good 

                                                          17

                                                          Holiday manor house accommodation

                                                          Province of Grosseto / Arcidosso

                                                          4 4 7 nights min

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

                                                          from £119 / night

                                                          £794 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 23 minutes

                                                          from £119 / night

                                                          (2) Excellent 

                                                            44

                                                            Holiday villa with swimming pool in Capalbio

                                                            Province of Grosseto / Capalbio

                                                            4 8 1 night min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 1 night min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 7 km
                                                            • Swimming pool

                                                            from £313 / night

                                                            £2,188 / week

                                                            Book View

                                                            from £313 / night

                                                            (5) Excellent 

                                                              19

                                                              Holiday home in Sticciano Scalo

                                                              Province of Grosseto / Sticciano Scalo

                                                              1 4 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 30 km
                                                              • Child friendly

                                                              from £60 / night

                                                              £417 - £487 / week

                                                              Book View

                                                              from £60 / night

                                                                17

                                                                Holiday apartment in Campese

                                                                Isola Del Giglio / Campese

                                                                1 4 min stay varies

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

                                                                from £99 / night

                                                                £1,182 / week

                                                                Book View

                                                                from £99 / night

                                                                (6) Very Good 

                                                                  12

                                                                  Holiday condo in Principina a Mare

                                                                  Province of Grosseto / Principina a Mare

                                                                  2 5 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £80 / night

                                                                  £382 - £1,081 / week

                                                                  Book View

                                                                  from £80 / night

                                                                  (6) Excellent 

                                                                    17

                                                                    Holiday apartment rental

                                                                    Gavorrano / Bivio di Ravi

                                                                    2 5 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • 7 nights min
                                                                    • Nearest beach 20 km
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £119 / night

                                                                    £834 / week

                                                                    Book View

                                                                    from £119 / night

                                                                    (2) Excellent 

                                                                      12

                                                                      Holiday condo in Capalbio

                                                                      Province of Grosseto / Capalbio

                                                                      1 3 6 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 3
                                                                      • 6 nights min
                                                                      • Child friendly

                                                                      from £80 / night

                                                                      £447 / week

                                                                      Book View

                                                                      from £80 / night

                                                                      (3) Excellent 

                                                                        27

                                                                        Holiday apartment in Talamone

                                                                        Orbetello / Talamone

                                                                        3 8 3 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 3 nights min
                                                                        • Nearest beach 2 km
                                                                        • Child friendly
                                                                        • Private garden

                                                                        from £85 / night

                                                                        £591 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 38 minutes

                                                                        from £85 / night

                                                                        (3) Excellent 

                                                                          14

                                                                          Holiday apartment accommodation

                                                                          Province of Grosseto / Arcidosso

                                                                          4 8 1 night min

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • 1 night min
                                                                          • Nearest beach 63 km
                                                                          • Child friendly

                                                                          from £184 / night

                                                                          £973 / week

                                                                          Book View

                                                                          from £184 / night

                                                                          (10) Very Good 

                                                                            18

                                                                            Seggiano holiday villa rental

                                                                            Province of Grosseto / Seggiano

                                                                            3 6 7 nights min

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

                                                                            from £115 / night

                                                                            £802 - £1,374 / week

                                                                            Book View

                                                                            from £115 / night

                                                                              13

                                                                              Holiday private room in Rispescia

                                                                              Grosseto / Rispescia

                                                                              1 3 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 3
                                                                              • 2 nights min
                                                                              • Child friendly

                                                                              from £40 / night

                                                                              £275 / week

                                                                              Book View

                                                                              from £40 / night

                                                                              (7) Excellent 

                                                                                16

                                                                                Castiglione Della Pescaia holiday apartment rental

                                                                                Province of Grosseto / Castiglione Della Pescaia

                                                                                1 6 min stay varies

                                                                                • 1 bedroom
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Nearest beach 0.6 km
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £100 / night

                                                                                £447 - £943 / week

                                                                                Book View

                                                                                from £100 / night

                                                                                (9) Excellent 

                                                                                  25

                                                                                  Castiglione Della Pescaia holiday farmhouse rental

                                                                                  Province of Grosseto / Castiglione Della Pescaia

                                                                                  2 5 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 5
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Nearest beach 15 km
                                                                                  • Swimming pool

                                                                                  from £100 / night

                                                                                  £695 - £983 / week

                                                                                  Book View

                                                                                  from £100 / night

                                                                                  Top Destination reviews

                                                                                  Self Catering in Stribugliano House for 4 people
                                                                                  Thank you for a wonderful holiday

                                                                                  Fantastic, quiet place, exactly what we wanted to have. Around nature, silence and a little town where everything you need can be bought. It is necessary to go to th bar and eat the best pizzas in the world. We can recommend this place to anyone who wants to be in Tuscany without the people. Brilliant and helpful owner. Walter thank Yousee more
                                                                                  Recently restored farmhouse in Southern Tuscany, private garden and outdoor pool
                                                                                  Great place, shame about the agent

                                                                                  As it looks in the pictures, the setting is idyllic. The pool and grounds are fabulous - perfect for lazy days in the sunshine. Pamela and Cesare were helpful and the pool was cleaned every other day with bed linen and towels being changed over the weekend (we stayed for two weeks). A few additional 'comforts' would be welcome such as cushions for the sunbeds. Locally, Pitigliano is a beautiful town with a great atmosphere at night. Sorano is closer but smaller - still a good place to spend an afternoon or evening. Slightly further afield, Saturnia is worth a visit - hot springs and beautiful pools so long as you are prepared to share them with several hundred Italians! Still further afield, Orvieto is the perfect Tuscan town and a must visit whilst in this area. However, we did have issues with the agent. The extension as advertised was not made available to us even though our search criteria for property stipulated 3 bedrooms (the house only has two). Also, the communication with the agent before the trip was very poor to the point that I had to contact Holiday Lettings who then contacted the agent in order to get a response. This happened several times. In addition, we were not given directions to the property (never happened before at any other property which we have booked either in UK or abroad). This did add a level of stress at the start of the holiday which could easily be avoided. So, pool and grounds 9/10, area 9/10, agent 2/10.see more
                                                                                  VIOLA HOUSE
                                                                                  A lovely oasis

                                                                                  Our apartment was perfectly clean, newly decorated and full of nice touches including toys and books for our young daughter. The outside space was just as good, with toys and loungers a plenty. Parking was directly outside and free. The beach is glorious and only a short walk away, though come with deep pockets if you want to use the sun loungers. A final note is what lovely people Letizia and Carlos are, full of smiles with our daughter was particularly taken with them.see more
                                                                                  Restful Tuscan retreat, lovely garden, private terrace, great views, free wifi
                                                                                  Off the beaten track Tuscany

                                                                                  Our apartment, Capitorio, was well equipped and finished to a high standard, well above average. Our apartment had no oven but did have a BBQ which was perfect for the evenings. We enjoyed sitting on our apartment's patio with views of the rolling hills listening to the many birds. We particulary liked the apartment's spacious, airy bedroom with high ceiling and the insect screens on the windows. Graham was a charming host who recommended the local wine and cheese producers which we visited. Roccalbegna had an excellent and friendly butcher's. We did lots of driving on the very winding local roads to visit Etruscan sites around Pitlgliano.see more
                                                                                  Borgo Case Bardi
                                                                                  Perfect holidays

                                                                                  We spent a lovely holidays with friends and we all appreciated very much the house's furniture and amanities. case bardi is reaaly a stunning place. … see more
                                                                                  Country villa surrounded by stunning Tuscan landsc (safe area)
                                                                                  Great place

                                                                                  We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended. … see more

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