Villas in San Gimignano and Apartments - Holiday Lettings - Holiday Rentals San Gimignano

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

6,174 Holiday homes

(20) Very Good 

Certificate of Excellence

    19

    San Gimignano holiday villa accommodation

    Province of Siena / San Gimignano

    3 6 min stay varies

    • 3 bedrooms
    • sleeps 6
    • min stay varies
    • Nearest beach 30 km
    • Swimming pool
    • Child friendly

    Certificate of Excellence

    from £107 / night

    £745 - £1,088 / week

    Book View

    Responds fast!
    avg. 1 hour 56 minutes

    from £107 / night

    (31) Excellent 

    Certificate of Excellence

      127

      Cottage rental in Pancole

      San Gimignano / Pancole

      1 3 min stay varies

      • 1 bedroom
      • sleeps 3
      • min stay varies
      • Nearest beach 90 km
      • Child friendly
      • Air conditioning

      Certificate of Excellence

      from £50 / night

      £330 - £478 / week

      Book View

      Responds fast!
      avg. 18 minutes

      from £50 / night

      (2) Excellent 

        20

        Holiday farmhouse in San Gimignano

        Province of Siena / San Gimignano

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 45 km
        • Swimming pool
        • Child friendly

        from £70 / night

        £485 - £905 / week

        Book View

        from £70 / night

          43

          San Gimignano holiday b&b accommodation

          Province of Siena / San Gimignano

          1 2 1 night min

          • 1 bedroom
          • sleeps 2
          • 1 night min
          • Child friendly
          • Pet friendly
          • Private garden

          from £55 / night

          £379 / week

          Book View

          from £55 / night

          (37) Excellent 

          Certificate of Excellence

            32

            Castel San Gimignano holiday apartment rental

            San Gimignano / Castel San Gimignano

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Nearest beach 55 km
            • Swimming pool
            • Child friendly

            Certificate of Excellence

            from £99 / night

            £394 - £739 / week

            Book View

            Responds fast!
            avg. 2 hours 6 minutes

            from £99 / night

              23

              Apartment rental in San Gimignano

              Province of Siena / San Gimignano

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min
              • Nearest beach 68 km
              • Child friendly
              • Car not necessary

              from £79 / night

              £552 / week

              Book View

              from £79 / night

              (14) Excellent 

                27

                San Gimignano holiday farmhouse rental

                Province of Siena / San Gimignano

                2 4 min stay varies

                • 2 bedrooms
                • sleeps 4
                • min stay varies
                • Nearest beach 70 km
                • Swimming pool
                • Child friendly

                from £128 / night

                £808 - £1,083 / week

                Book View

                Responds fast!
                avg. 1 hour 27 minutes

                from £128 / night

                (6) Very Good 

                  16

                  Holiday apartment in San Gimignano

                  Province of Siena / San Gimignano

                  1 4 min stay varies

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

                  from £61 / night

                  £403 - £595 / week

                  Book View

                  from £61 / night

                  (56) Excellent 

                    19

                    Holiday apartment with shared pool in San Gimignano

                    Province of Siena / San Gimignano

                    3 6 4 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 4 nights min
                    • Swimming pool
                    • Air conditioning
                    • Private garden
                    “Great Tuscan getaway” Azzurra is part of a relatively new apartment complex, consisting a number of apartments. Half of them are owned by Italians who are there mostly for the weekends. Azzurra is by far the best located apartment, with sun all day as well as amazing views over the Tuscan countryside. The apartment is very tastefully decorated and well equipped. Unfortunatley both TV and wifi did not work when we were there (wifi should be fixed by now). The amazing sunsets and a large enough (shared,unheated) pool as well as the lovely gardens made it a place where we really felt relaxed. We had the pool mostly for ourselves. A car was essential in order to gain access to the place and its surroundings. Access was via a 2 km dirt road which is about half an hour from both San Gimignano and Volterra. The remote location contributed to the countryside feeling and charm which we liked. We stayed with our one year old baby, which was fine. As there is limited space for children to run around we would not recommend it for children from 2-5. One thing to keep in mind is that there is only a portable airco unit in the apartment, which can cool just one bedroom at the same time. Even in July it tends to cool down at night, so we found it bearable even without airco. The booking process was smooth and owner Mary Ann made sure everything was according to expectations, also checking with us just after arrival. When we arrived we did not see anyone at check in which after a long drive was not ideal as finding the apartment and the safe with the key was not entirely clear from the instructions provided. This part of the process could be made more "user friendly".

                    from £178 / night

                    £929 - £1,471 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 1 minutes

                    from £178 / night

                    (1) Excellent 

                      28

                      Holiday farmhouse with shared pool in San Gimignano

                      Province of Siena / San Gimignano

                      1 3 min stay varies

                      • 1 bedroom
                      • sleeps 3
                      • min stay varies
                      • Nearest beach 70 km
                      • Swimming pool
                      • Child friendly

                      from £114 / night

                      £709 - £837 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 27 minutes

                      from £114 / night

                      (21) Very Good 

                      Certificate of Excellence

                        17

                        Holiday apartment with shared pool in San Gimignano

                        Province of Siena / San Gimignano

                        2 4 4 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 4 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 55 km
                        • Swimming pool
                        “Perfect. The peace and tranquility of the place seeps into your bones” This apartment is lovely. The location is unbelievable - don't be put off by the drive from the main road - it's worth it when you arrive. The views of the Tuscan countryside from every angle are breathtaking.

                        Certificate of Excellence

                        from £101 / night

                        £706 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 46 minutes

                        from £101 / night

                        (13) Excellent 

                          27

                          Apartment rental in San Gimignano

                          Province of Siena / San Gimignano

                          2 5 3 nights min

                          • 2 bedrooms
                          • sleeps 5
                          • 3 nights min
                          • Child friendly
                          • Ask about pets

                          from £99 / night

                          £591 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 15 minutes

                          from £99 / night

                            26

                            Holiday apartment accommodation

                            San Gimignano / Castel San Gimignano

                            2 5 4 nights min

                            • 2 bedrooms
                            • sleeps 5
                            • 4 nights min
                            • Child friendly
                            • Ask about pets

                            from £69 / night

                            £443 / week

                            Book View

                            from £69 / night

                            (31) Excellent 

                            Certificate of Excellence

                              43

                              Castel San Gimignano holiday apartment rental

                              San Gimignano / Castel San Gimignano

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Nearest beach 55 km
                              • Swimming pool
                              • Child friendly

                              Certificate of Excellence

                              from £99 / night

                              £394 - £739 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 6 minutes

                              from £99 / night

                              (1) Excellent 

                                7

                                San Gimignano holiday b&b rental

                                Province of Siena / San Gimignano

                                1 2 2 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 2 nights min
                                • Swimming pool
                                • Child friendly
                                • Ask about pets

                                from £131 / night

                                £846 / week

                                Book View

                                from £131 / night

                                (7) Very Good 

                                  24

                                  San Gimignano holiday apartment rental

                                  Province of Siena / San Gimignano

                                  3 6 min stay varies

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

                                  from £59 / night

                                  £414 - £1,063 / week

                                  Book View

                                  from £59 / night

                                  (2) Very Good 

                                    29

                                    San Gimignano holiday apartment rental

                                    Province of Siena / San Gimignano

                                    3 7 min stay varies

                                    • 3 bedrooms
                                    • sleeps 7
                                    • min stay varies
                                    • Nearest beach 80 km
                                    • Swimming pool
                                    • Child friendly

                                    from £163 / night

                                    £1,083 - £2,166 / week

                                    Book View

                                    from £163 / night

                                    (8) Very Good 

                                      27

                                      Holiday farmhouse with shared pool in San Gimignano

                                      Province of Siena / San Gimignano

                                      1 2 min stay varies

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

                                      from £89 / night

                                      £601 - £680 / week

                                      Book View

                                      from £89 / night

                                      (2) Excellent 

                                        80

                                        Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

                                        San Gimignano / Castel San Gimignano

                                        3 7 min stay varies

                                        • 3 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Nearest beach 70 km
                                        • Swimming pool
                                        • Child friendly

                                        from £178 / night

                                        £1,182 - £2,265 / week

                                        Book View

                                        from £178 / night

                                          20

                                          Apartment rental in San Gimignano with shared pool

                                          Province of Siena / San Gimignano

                                          3 5 3 nights min

                                          • 3 bedrooms
                                          • sleeps 5
                                          • 3 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Pet friendly

                                          from £211 / night

                                          £1,477 / week

                                          Book View

                                          from £211 / night

                                            15

                                            Holiday apartment in San Gimignano

                                            Province of Siena / San Gimignano

                                            2 4 3 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 3 nights min
                                            • Child friendly
                                            • Car not necessary
                                            • Air conditioning

                                            from £93 / night

                                            £652 / week

                                            Book View

                                            from £93 / night

                                            (21) Very Good 

                                            Certificate of Excellence

                                              32

                                              Holiday farmhouse with shared pool in San Gimignano

                                              Province of Siena / San Gimignano

                                              2 5 2 nights min

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

                                              Certificate of Excellence

                                              from £113 / night

                                              £789 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 56 minutes

                                              from £113 / night

                                              (1) Excellent 

                                                20

                                                Farmhouse rental in San Gimignano with swimming pool

                                                Province of Siena / San Gimignano

                                                1 4 min stay varies

                                                • 1 bedroom
                                                • sleeps 4
                                                • min stay varies
                                                • Nearest beach 45 km
                                                • Swimming pool
                                                • Child friendly

                                                from £64 / night

                                                £394 - £724 / week

                                                Book View

                                                from £64 / night

                                                (9) Excellent 

                                                  20

                                                  San Gimignano holiday villa rental

                                                  Province of Siena / San Gimignano

                                                  3 6 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Swimming pool
                                                  • Ask about pets
                                                  • Private garden

                                                  from £211 / night

                                                  £1,477 / week

                                                  Book View

                                                  from £211 / night

                                                  (4) Excellent 

                                                    16

                                                    Holiday farmhouse rental

                                                    Province of Siena / San Gimignano

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Nearest beach 45 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £66 / night

                                                    £428 - £889 / week

                                                    Book View

                                                    from £66 / night

                                                    (6) Very Good 

                                                      23

                                                      Apartment rental in San Gimignano

                                                      Province of Siena / San Gimignano

                                                      2 5 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • 3 nights min
                                                      • Nearest beach 72 km
                                                      • Child friendly
                                                      • Private garden

                                                      from £123 / night

                                                      £640 - £739 / week

                                                      Book View

                                                      from £123 / night

                                                      (6) Very Good 

                                                        21

                                                        Holiday townhouse rental

                                                        Province of Siena / San Gimignano

                                                        2 5 4 nights min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 4 nights min
                                                        • Nearest beach 77 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £123 / night

                                                        £862 / week

                                                        Book View

                                                        from £123 / night

                                                        (25) Excellent 

                                                        Certificate of Excellence

                                                          26

                                                          Holiday cottage in San Gimignano

                                                          Province of Siena / San Gimignano

                                                          2 5 6 nights min

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • 6 nights min
                                                          • Nearest beach 75 km
                                                          • Child friendly
                                                          • Pet friendly

                                                          Certificate of Excellence

                                                          from £59 / night

                                                          £412 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 32 minutes

                                                          from £59 / night

                                                            37

                                                            Apartment rental in San Gimignano

                                                            Province of Siena / San Gimignano

                                                            2 6 min stay varies

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

                                                            from £119 / night

                                                            £690 - £887 / week

                                                            Book View

                                                            from £119 / night

                                                            (13) Excellent 

                                                            Certificate of Excellence

                                                              26

                                                              Holiday farmhouse in San Gimignano

                                                              Province of Siena / San Gimignano

                                                              2 5 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • min stay varies
                                                              • Nearest beach 90 km
                                                              • Swimming pool
                                                              • Child friendly

                                                              Certificate of Excellence

                                                              from £75 / night

                                                              £521 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 26 minutes

                                                              from £75 / night

                                                              (25) Excellent 

                                                                19

                                                                Apartment rental in San Gimignano

                                                                Province of Siena / San Gimignano

                                                                1 3 3 nights min

                                                                • 1 bedroom
                                                                • sleeps 3
                                                                • 3 nights min
                                                                • Nearest beach 72 km
                                                                • Child friendly
                                                                • Private garden

                                                                from £66 / night

                                                                £403 - £454 / week

                                                                Book View

                                                                from £66 / night

                                                                (1) Excellent 

                                                                  12

                                                                  Apartment rental in San Gimignano with swimming pool

                                                                  Province of Siena / San Gimignano

                                                                  2 4 3 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 3 nights min
                                                                  • Nearest beach 109 km
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £111 / night

                                                                  £756 / week

                                                                  Book View

                                                                  from £111 / night

                                                                    29

                                                                    Holiday apartment in San Gimignano

                                                                    Province of Siena / San Gimignano

                                                                    2 5 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • min stay varies
                                                                    • Nearest beach 80 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £119 / night

                                                                    £739 / week

                                                                    Book View

                                                                    from £119 / night

                                                                    (4) Excellent 

                                                                      19

                                                                      Holiday apartment in San Gimignano

                                                                      Province of Siena / San Gimignano

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Ask about pets

                                                                      from £69 / night

                                                                      £443 - £552 / week

                                                                      Book View

                                                                      from £69 / night

                                                                      (5) Excellent 

                                                                        21

                                                                        Holiday villa with swimming pool in Casaglia

                                                                        San Gimignano / Casaglia

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Nearest beach 75 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £197 / night

                                                                        £1,280 - £2,363 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 1 minutes

                                                                        from £197 / night

                                                                          9

                                                                          Holiday villa rental

                                                                          Province of Siena / San Gimignano

                                                                          1 6 2 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 80 km
                                                                          • Swimming pool

                                                                          from £153 / night

                                                                          £1,034 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 1 hour 20 minutes

                                                                          from £153 / night

                                                                          (20) Excellent 

                                                                          Certificate of Excellence

                                                                            42

                                                                            Holiday apartment rental

                                                                            Province of Siena / San Gimignano

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Nearest beach 70 km
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            Certificate of Excellence

                                                                            from £109 / night

                                                                            £690 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 15 minutes

                                                                            from £109 / night

                                                                              19

                                                                              Holiday apartment with swimming pool, golf nearby in Castel San Gimignano

                                                                              San Gimignano / Castel San Gimignano

                                                                              10 22 min stay varies

                                                                              • 10 bedrooms
                                                                              • sleeps 22
                                                                              • min stay varies
                                                                              • Nearest beach 70 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £542 / night

                                                                              £3,742 - £7,335 / week

                                                                              Book View

                                                                              from £542 / night

                                                                              (1) Very Good 

                                                                                9

                                                                                Holiday apartment rental

                                                                                San Gimignano / Larniano

                                                                                1 4 7 nights min

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

                                                                                from £91 / night

                                                                                £637 / week

                                                                                Book View

                                                                                from £91 / night

                                                                                (2) Very Good 

                                                                                  14

                                                                                  San Gimignano holiday apartment rental

                                                                                  Province of Siena / San Gimignano

                                                                                  2 4 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • min stay varies
                                                                                  • Nearest beach 75 km
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £58 / night

                                                                                  £394 - £505 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 58 minutes

                                                                                  from £58 / night

                                                                                  Top Destination reviews

                                                                                  Bright and Spacious Apartment in the heart of town
                                                                                  Wonderful apartment in San Gimignano

                                                                                  We had a wonderful and great time in San Gimignano. Stefania is really a very dedicated, courteous and friendly host! The apartment and its furniture was very, very clean, what was more than comfortable (we have already seen other things in Rome…). The site of the apartment was really quiet, the balcony convenient in the evening for having diner outside. We don’t have one thing to criticize and recommend this apartment without any exceptions! Thank you, Stefania, for everything and also for the fine bottle of wine which we got on the first day of our arrival!see more
                                                                                  Garden House
                                                                                  Tranquil apartment but in the town

                                                                                  We had a fantastic stay at Casa Giardino. very peaceful but convenient for the Town centre and shopping restaurants etc. Very friendly and warm welcome from Mario and Cristina.. We had everything we needed at the apartment fantastic garden with Tommy the tortoise to greet us every morning! And we much appreciated the air con in the bedroom. w e thoroughly enjoyed every bit of our stay. We would certainly return and would recommend it to all friends and family. Thank you again Mario,Donella and Cristina.see more
                                                                                  VILLA DEL GRILLO
                                                                                  Loved it!

                                                                                  I am so happy I came and stayed here. I loved every moment. The entire family is wonderful and made me feel at home. Each one is so helpful and genuinely kind. It's a lovely setting on a farm and I enjoyed hearing the rooster and chickens, smelling the good air, meditating, writing and sleeping like a baby. The wifi is good, which was important for my work and the cottage is a classic Tuscany style with adorable touches inside. Really, it was perfect! I loved it so much that I will be back for sure. Thank you Giovanni and Sylvia!see more
                                                                                  Stunning farmhouse apartment located between Tuscan cities of San Gimignano and Volterra, shared pool, private garden, sleeps 6
                                                                                  Excellent stay in Tuscany

                                                                                  We enjoyed a great stay at this apartment. It was very comfortable and well equipped - wifi and air conditioning were really good to have and the well kept swimming pool was very welcome in the hot afternoons. The apartment has a beautiful view over the Tuscan hills and is well located - easy drives to local towns, restaurants and wineries plus rail station as/when needed. Mary Ann ensured that everything was in good order and ran smoothly. Recommended.see more
                                                                                  Restored stone built villa near San Gimignano
                                                                                  Brilliant weeks holiday

                                                                                  We have had a great family holiday, two couples enjoying your fabulous house and views. Such a lot to see and do in the area, particularly enjoyed San Gimignano and Volterra, although sitting on your terrace takes a lot to beat. Your location is excellent as are your facilities. We also enjoyed the Vespa Museum in Pontedera, fascinating and free, combined with a visit to the beautiful town of Lari, a great day out. We will definitely return one day.see more
                                                                                  San Gimignano Top Location,4DBL en suite,air conditioning,private pool,TOP view
                                                                                  Absolutely wonderful and picturesque!

                                                                                  We rented this beautiful house with two other couples for two weeks and absolutely loved our stay. Barbara and her family are gracious and kind hosts, always going our of their way to make our stay comfortable and enjoyable. The view of San Gimignano from the property is breathtaking. The pool is great for cooling off on a hot day! My wife and I hope to go back next year with our two children and grand kids!see more

                                                                                  Also consider