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

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8,985 Holiday homes

    15

    Holiday cottage rental

    Province of Florence / Montespertoli

    2 7 4 nights min

    • 2 bedrooms
    • sleeps 7
    • 4 nights min
    • Ask owner if suitable for children
    • Ask about pets
    • Private garden

    from £157 / night

    £957 - £1,274 / week

    Book View

    from £157 / night

    (1) Excellent 

      16

      Holiday apartment with shared pool in Montespertoli

      Province of Florence / Montespertoli

      2 4 min stay varies

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

      from £101 / night

      £363 - £811 / week

      Book View

      Responds fast!
      avg. 2 hours 4 minutes

      from £101 / night

        23

        Holiday villa with swimming pool in Montespertoli

        Province of Florence / Montespertoli

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Nearest beach 60 km
        • Swimming pool
        • Child friendly

        from £91 / night

        £645 - £1,028 / week

        Book View

        from £91 / night

        (9) Excellent 

          20

          Holiday villa with swimming pool in Montespertoli

          Province of Florence / Montespertoli

          1 2 min stay varies

          • 1 bedroom
          • sleeps 2
          • min stay varies
          • Nearest beach 50 km
          • Swimming pool
          • Child friendly

          from £76 / night

          £499 - £746 / week

          Book View

          from £76 / night

            17

            Holiday apartment with shared pool in Montespertoli

            Province of Florence / Montespertoli

            1 2 min stay varies

            • 1 bedroom
            • sleeps 2
            • min stay varies
            • Swimming pool
            • Ask owner if suitable for children
            • Pet friendly

            from £81 / night

            £323 - £610 / week

            Book View

            Responds fast!
            avg. 2 hours 4 minutes

            from £81 / night

              24

              Holiday apartment in Montagnana Val di Pesa

              Montespertoli / Montagnana Val di Pesa

              2 6 3 nights min

              • 2 bedrooms
              • sleeps 6
              • 3 nights min
              • Swimming pool
              • Child friendly

              from £151 / night

              £1,007 / week

              Book View

              from £151 / night

                23

                Holiday apartment with shared pool in Montespertoli

                Province of Florence / Montespertoli

                2 4 min stay varies

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

                from £121 / night

                £433 - £872 / week

                Book View

                Responds fast!
                avg. 2 hours 4 minutes

                from £121 / night

                (1) Excellent 

                  24

                  Holiday townhouse in Montespertoli

                  Province of Florence / Montespertoli

                  1 2 3 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 3 nights min
                  • Nearest beach 76 km

                  from £56 / night

                  £388 / week

                  Book View

                  from £56 / night

                  (31) Very Good 

                    27

                    Farmhouse rental in Montespertoli with swimming pool

                    Province of Florence / Montespertoli

                    7 13 1 night min

                    • 7 bedrooms
                    • sleeps 13
                    • 1 night min
                    • Nearest beach 40 km
                    • Swimming pool
                    • Child friendly

                    from £403 / night

                    £1,914 / week

                    Book View

                    from £403 / night

                      25

                      Holiday apartment with shared pool in Montespertoli

                      Province of Florence / Montespertoli

                      2 4 min stay varies

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

                      from £121 / night

                      £413 - £806 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 4 minutes

                      from £121 / night

                        10

                        Montespertoli holiday home rental

                        Province of Florence / Montespertoli

                        3 12 1 night min

                        • 3 bedrooms
                        • sleeps 12
                        • 1 night min
                        • Child friendly
                        • Pet friendly
                        • Private garden

                        from £353 / night

                        £2,468 / week

                        Book View

                        from £353 / night

                        (2) Very Good 

                          76

                          Holiday farmhouse rental

                          Province of Florence / Montespertoli

                          3 8 min stay varies

                          • 3 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Nearest beach 60 km
                          • Swimming pool
                          • Child friendly

                          from £182 / night

                          £1,310 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 8 minutes

                          from £182 / night

                            28

                            Holiday apartment with shared pool in Montespertoli

                            Province of Florence / Montespertoli

                            1 4 2 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 2 nights min
                            • Nearest beach 120 km
                            • Swimming pool
                            • Child friendly

                            from £121 / night

                            £846 / week

                            Book View

                            from £121 / night

                            (1) Excellent 

                              21

                              Holiday apartment with shared pool in Montespertoli

                              Province of Florence / Montespertoli

                              3 5 min stay varies

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

                              from £141 / night

                              £484 - £957 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 4 minutes

                              from £141 / night

                              (1) Excellent 

                                17

                                Apartment rental in Montespertoli

                                Province of Florence / Montespertoli

                                3 6 2 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Child friendly
                                • Ask about pets
                                • Private garden

                                from £136 / night

                                £957 / week

                                Book View

                                from £136 / night

                                (1) Excellent 

                                  23

                                  Holiday apartment with shared pool in Polvereto

                                  Montespertoli / Polvereto

                                  1 4 3 nights min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 67 km
                                  • Swimming pool

                                  from £81 / night

                                  £539 / week

                                  Book View

                                  from £81 / night

                                    4

                                    Montespertoli holiday hotel apartment rental

                                    Province of Florence / Montespertoli

                                    21 2 1 night min

                                    • 21 bedrooms
                                    • sleeps 2
                                    • 1 night min
                                    • Nearest beach 70 km
                                    • Swimming pool
                                    • Air conditioning

                                    from £67 / night

                                    £423 / week

                                    Book View

                                    from £67 / night

                                      23

                                      Holiday apartment with shared pool in Montespertoli

                                      Province of Florence / Montespertoli

                                      2 3 min stay varies

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

                                      from £111 / night

                                      £373 - £715 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 4 minutes

                                      from £111 / night

                                      (2) Very Good 

                                        24

                                        Trecento holiday townhouse rental

                                        Montespertoli / Trecento

                                        4 8 3 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 3 nights min
                                        • Child friendly
                                        • Pet friendly
                                        • Private garden

                                        from £101 / night

                                        £705 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 29 minutes

                                        from £101 / night

                                          12

                                          Holiday apartment with shared pool in Montespertoli

                                          Province of Florence / Montespertoli

                                          2 6 1 night min

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

                                          from £101 / night

                                          £605 / week

                                          Book View

                                          from £101 / night

                                            19

                                            Holiday home rental

                                            Province of Florence / Montespertoli

                                            4 10 7 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Child friendly
                                            • Pet friendly
                                            • Private garden

                                            from £115 / night

                                            £806 - £1,159 / week

                                            Book View

                                            from £115 / night

                                            (4) Excellent 

                                              38

                                              Holiday villa with swimming pool in Polvereto

                                              Montespertoli / Polvereto

                                              13 29 min stay varies

                                              • 13 bedrooms
                                              • sleeps 29
                                              • min stay varies
                                              • Nearest beach 100 km
                                              • Swimming pool
                                              • Child friendly

                                              from £907 / night

                                              £6,043 - £12,019 / week

                                              Book View

                                              from £907 / night

                                                26

                                                Holiday chalet with shared pool in Montespertoli

                                                Province of Florence / Montespertoli

                                                1 3 2 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 2 nights min
                                                • Nearest beach 65 km
                                                • Swimming pool
                                                • Child friendly

                                                from £56 / night

                                                £323 / week

                                                Book View

                                                from £56 / night

                                                  11

                                                  Holiday apartment with shared pool in Montespertoli

                                                  Province of Florence / Montespertoli

                                                  1 4 2 nights min

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

                                                  from £81 / night

                                                  £564 / week

                                                  Book View

                                                  from £81 / night

                                                  (5) Very Good 

                                                    16

                                                    Montespertoli holiday apartment rental

                                                    Province of Florence / Montespertoli

                                                    3 6 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Child friendly
                                                    • Air conditioning
                                                    • Ask about pets

                                                    from £151 / night

                                                    £1,199 / week

                                                    Book View

                                                    from £151 / night

                                                      22

                                                      Holiday apartment with shared pool in Montespertoli

                                                      Province of Florence / Montespertoli

                                                      2 6 min stay varies

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

                                                      from £141 / night

                                                      £504 - £977 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 4 minutes

                                                      from £141 / night

                                                        113

                                                        Trecento holiday apartment rental

                                                        Montespertoli / Trecento

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 50 km
                                                        • Swimming pool

                                                        from £212 / night

                                                        £2,216 - £2,569 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 8 minutes

                                                        from £212 / night

                                                          14

                                                          Holiday apartment with shared pool in Montespertoli

                                                          Province of Florence / Montespertoli

                                                          2 4 min stay varies

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

                                                          from £136 / night

                                                          £1,006 - £1,692 / week

                                                          Book View

                                                          from £136 / night

                                                            36

                                                            Holiday villa rental

                                                            Province of Florence / Montespertoli

                                                            5 12 7 nights min

                                                            • 5 bedrooms
                                                            • sleeps 12
                                                            • 7 nights min
                                                            • Nearest beach 75 km
                                                            • Swimming pool
                                                            • Private garden

                                                            from £338 / night

                                                            £2,362 / week

                                                            Book View

                                                            from £338 / night

                                                            (2) Excellent 

                                                              15

                                                              Holiday cottage in Montespertoli

                                                              Province of Florence / Montespertoli

                                                              4 7 3 nights min

                                                              • 4 bedrooms
                                                              • sleeps 7
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              from £303 / night

                                                              £2,115 / week

                                                              Book View

                                                              from £303 / night

                                                                49

                                                                Montespertoli holiday apartment rental

                                                                Province of Florence / Montespertoli

                                                                2 5 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • 2 nights min
                                                                • Nearest beach 120 km
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £121 / night

                                                                £846 / week

                                                                Book View

                                                                from £121 / night

                                                                  22

                                                                  Holiday apartment with shared pool in Montespertoli

                                                                  Province of Florence / Montespertoli

                                                                  1 2 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £96 / night

                                                                  £353 - £615 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 4 minutes

                                                                  from £96 / night

                                                                    15

                                                                    Holiday home rental

                                                                    Province of Florence / Montespertoli

                                                                    3 8 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    • Ask about pets

                                                                    from £121 / night

                                                                    £846 / week

                                                                    Book View

                                                                    from £121 / night

                                                                    (1) Very Good 

                                                                      26

                                                                      Holiday apartment with shared pool in Montespertoli

                                                                      Province of Florence / Montespertoli

                                                                      3 5 min stay varies

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

                                                                      from £141 / night

                                                                      £474 - £977 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 4 minutes

                                                                      from £141 / night

                                                                        13

                                                                        Holiday farmhouse in Montespertoli

                                                                        Province of Florence / Montespertoli

                                                                        3 6 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Private garden

                                                                        from £136 / night

                                                                        £806 / week

                                                                        Book View

                                                                        from £136 / night

                                                                        (5) Excellent 

                                                                          27

                                                                          Holiday farmhouse rental

                                                                          Province of Florence / Montespertoli

                                                                          8 8 2 nights min

                                                                          • 8 bedrooms
                                                                          • sleeps 8
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 70 km
                                                                          • Swimming pool

                                                                          from £1,007 / night

                                                                          £7,050 / week

                                                                          Book View

                                                                          from £1,007 / night

                                                                            11

                                                                            Holiday cottage in Polvereto

                                                                            Montespertoli / Polvereto

                                                                            1 2 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 2 nights min
                                                                            • Nearest beach 70 km
                                                                            • Swimming pool

                                                                            from £81 / night

                                                                            £554 / week

                                                                            Book View

                                                                            from £81 / night

                                                                            (4) Excellent 

                                                                              34

                                                                              Holiday villa with swimming pool in Montespertoli

                                                                              Province of Florence / Montespertoli

                                                                              6 12 min stay varies

                                                                              • 6 bedrooms
                                                                              • sleeps 12
                                                                              • min stay varies
                                                                              • Nearest beach 100 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £484 / night

                                                                              £3,374 - £4,301 / week

                                                                              Book View

                                                                              from £484 / night

                                                                              (1) Excellent 

                                                                                15

                                                                                Apartment rental in Montagnana Val di Pesa with shared pool, golf nearby

                                                                                Montespertoli / Montagnana Val di Pesa

                                                                                1 2 3 nights min

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

                                                                                from £121 / night

                                                                                £856 / week

                                                                                Book View

                                                                                from £121 / night

                                                                                  4

                                                                                  Montespertoli holiday apartment rental

                                                                                  Province of Florence / Montespertoli

                                                                                  1 4 1 night min

                                                                                  • 1 bedroom
                                                                                  • sleeps 4
                                                                                  • 1 night min

                                                                                  from £61 / night

                                                                                  £423 / week

                                                                                  Book View

                                                                                  from £61 / night

                                                                                  Top Destination reviews

                                                                                  Glicine - panoramic 1 bedroom apartment in tuscan Villa with terrace and pool
                                                                                  A wonderfull place

                                                                                  We werehier for 1 week and it was a excellent holiday. The winebar was great and the room were verry clean. Patrizio was a wonderfull guide and we could feel like at home. We will spend our holiday here definitly again. … see more
                                                                                  Poggio Rosemary - luxury farmhouse
                                                                                  Outstanding!

                                                                                  My husband and I love traveling in Italy and have stayed in Tuscany several times. Poggio Rosemary is one of the nicest places we have ever stayed. Location is perfect--middle of Tuscan countryside, but convenient to Florence and other towns like San Gimignano (which is beautiful!!). The furnishings were very high quality--nicer than what you usually see in rental properties. There was plenty of room for my husband and me, our two daughters and my parents. The kitchen has everything you need for cooking in, but I have to admit we ate out most nights because of the terrific restaurants in the area. Would definitely recommend C'Era Una Volta on the road to San Gimignano. There is also great gelato shop in the nearby town of Montespertoli called Gelateria Fiorentina. I would really love to go back when we can use the pool which is beautiful. The owners were very nice and helpful and made our stay very pleasant.see more
                                                                                  Tuscany Travel Raffiacane Base
                                                                                  Paradisical Setting

                                                                                  My husband and I have known Paul and Linda since 1978 and we've followed along with their careers and lives all this time. The innovation of the holiday apartment rental was a brilliant idea and they followed it up with great style and class. The apartment is incredibly comfortable with all the necessary details in perfect condition. There is even a thermostat unique to the apartment, so even off-season rentals appeal to those, like us, that like their creature comforts. The situation of the property is splendid and accessible from Florence's airport in 30 minutes. And of course, there are buses from Florence's center. Cerbaia is a great location to do a lot of jaunts in Tuscany and still be back home for a cozy and relaxing evening. Anyone who visits Paul and Linda's land will surely always return to it. The welcome is always warm, the setting pretty much what we'd call Paradisical.see more
                                                                                  Chianti Farm Holidays - Apt Il Querciolo
                                                                                  Very Romantic

                                                                                  We spent 4 days in this amazing farm holiday. The apartment was very spacious and comfortable, the owners very hospitable. I still have in my eyes the wonderful sunset from the swimming pool :-) We took the bikes to visit the surroundings (for free) … see more
                                                                                  Big house for 12 people in Tuscany. App. TORRE
                                                                                  Absolutely gorgeous area, awesome apartment!

                                                                                  We stayed in the 5 bedroom apartment at the beginning of April 2015, the apartment had just been updated, all bathrooms brand new, the mattresses are extremely comfortable and the kitchen had everything we needed in it. The weather was pretty cold so the heat was on at night, we would turn it off during the day when we went out to visit Florence. We didn't expect to have to pay for 20 cubic meter of gas for 5 nights but that is what the meter showed. I suspect that half of the heat went out the windows/doors as in some of the rooms there was clearly a draft either from the balcony door or from the window. But we got a discount for the heat when we mentioned the draft. The builder should try to insulate the building rather than charge the tourists 7 euros for the cubic meter of gas. Nicole was very nice and sent us a lot of tips on visiting the area which is absolutely gorgeous, we will definitely return during summer and spend time in Tuscany only for wine tasting and food., The restaurant down the road has very good food at a very decent price, same is their house wine. Nicole, again, thank you so much for everything, I look forward to our next visit... soon!see more
                                                                                  Poppiano Chianti Hill WiFi
                                                                                  memorable stay

                                                                                  My family and I enjoyed our recent stay at Simone and Susanne's apartment. Susanne was a nice and helpful host who assisted us to locate her apartment in Poppiano as we drove in from Rome. The apartment was as depicted in her listing. It was very spacious with a nice loft and well furnished. The bedrooms were spacious and the dining and kitchen area had a lovely fireplace and good window view of the front courtyard. The Wi-fi worked well. There was a warm cottage-like feel about this charming split-level apartment. My sons rented two bicycles to ride in Tuscany and we were able to store these in the apartment. The surrounding area is quiet and quite picturesque, especially from the window in the loft. Susanne was also kind enough to help us enable the collection of the two rented bicycles by the rental company one day after we had checked out (because the bike rental company was closed the day we checked out, being Boxing day!). That was much appreciated. All in all, we had a delightful and memorable stay at Susanne’s apartment. Thanks!see more

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