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Holidaymakers searching for holiday rentals in San Casciano in Val di Pesa also enquired about villas in Cortona, apartments in Greve in Chianti and apartments in Lucca

Make a holiday rental property or villa in San Casciano in Val di Pesa, Italy your home away from home

Deep in the hills of the Chianti region of Tuscany is the hilltop town of San Casciano in Val di Pesa. Inhabited since the 7th century BC, San Casciano Val di Pesa has an ancient feel, with buildings and monuments of many styles mixing perfectly throughout the village in amazing harmony. Holiday rental accommodation in San Casciano in Val di Pesa is a fantastic option for those who wish to sample true Tuscan life in the peace of the stunning Chianti landscape, yet with all the major attractions of Tuscany at your disposal.

Things to do on holiday in San Casciano in Val di Pesa, Italy

There are some excellent historical attractions in the area worth visiting. Sections of the 14th century defensive walls which once protected San Casciano in Val di Pesa can still be seen, and there are some wonderful works of art adorning the interior of the Collegiata, the Church of the Miserocordia and the Compagnia del Suffragio which are certainly worth investigating if you have any interest in art. The huge 14th century castle, the Castello di Bibbione dominates the landscape, and can be seen from almost anywhere in the village. The Sacred Arts Museum is located in the Church of Santa Maria del Gesu, displaying many important works.

Walking the streets of San Casciano in Val di Pesa is a delight. The wide boulevards are filled with delightful little boutiques, sunny pavement cafes and restaurants pouring mouth watering smells into the air. Sitting in the sun outside a café and watching the world go by is a timeless delight in San Casciano Val di Pesa, with beautiful terracotta villas and ancient stone defences providing a backdrop that even seasoned travellers will be affected by.

The Pesa Valley is a great place to walk too. The blossoming groves and colourful meadows of the Pesa Valley make it a great place to walk, and if you get up onto any of the ridge ways which dissect the area, you can discover some magnificent viewpoints over the Tuscan countryside.

Places to visit on holiday in San Casciano in Val di Pesa, Italy

The highly popular Renaissance cities of Florence and Siena are both within easy reach of any self catering holiday property in San Casciano in Val di Pesa. The birthplace of the Renaissance movement, Florence is a magnificent place to visit, and one you should really see at least once during your lifetime. The famous city centre has been declared a UNESCO World Heritage Site due to the amazing concentration of important works, and although it really is an amazing place to visit, being able to escape the crowds in the evenings is a true delight.

Weather in San Casciano in Val di Pesa, Italy

Summers in San Casciano in Val di Pesa are blissfully warm, with temperatures averaging around 30°C. In the winter months, temperatures average 8°C during January and February, with daily conditions often perfect for sightseeing or walking through the vineyards of the Tuscan countryside.

Travel to San Casciano in Val di Pesa, Italy

A holiday rental villa in San Casciano Val di Pesa is just 16km from Florence International Airport (FLR). Luckily for those of us visiting from the UK, Meridiana Airlines run a service from London Gatwick (LGW) straight to Florence. There are many transfer options, with car hire companies, bus services and pre-paid taxis.

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San Casciano in Val di Pesa Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (38 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Multiple rentals Apartment #632967a
    38
    Viewed 16 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 2
      Multiple rentals Studio #632967a
      11
        Wonderful! 4.9/5
        (30 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 5
        Multiple rentals Chateau / Country House #6153067
        30
        Viewed 46 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 4
          Multiple rentals Farmhouse #450158
          29
            • 1 BR
            • 1 BA
            • Sleeps 3
            Multiple rentals Apartment #6622282
            4
              Excellent! 4.7/5
              (10 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              Villa #342134vb
              10
              Viewed 20 times in the last 48 hours
                Exceptional! 5.0/5
                (39 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                Multiple rentals Chateau / Country House #6153067
                39
                Viewed 56 times in the last 48 hours
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  Multiple rentals Apartment #6622282
                  4
                  Viewed 17 times in the last 48 hours
                    Wonderful! 4.8/5
                    (18 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 6
                    Apartment #6350241
                    18
                    Viewed 24 times in the last 48 hours
                      • 4 BR
                      • 4 BA
                      • Sleeps 10
                      Multiple rentals Villa #6622282
                      2
                      Viewed 15 times in the last 48 hours
                        Exceptional! 5.0/5
                        (38 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Multiple rentals Apartment #6055204
                        38
                        Viewed 17 times in the last 48 hours
                          Wonderful! 4.8/5
                          (37 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #72021
                          37
                          Viewed 11 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Cottage #6621133
                            15
                              Exceptional! 5.0/5
                              (41 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Multiple rentals Apartment #6055204
                              41
                              Viewed 41 times in the last 48 hours
                                • 1 BR
                                • 1 BA
                                • Sleeps 5
                                Apartment #605189a
                                2
                                  • Studio
                                  • 1 BA
                                  • Sleeps 4
                                  Multiple rentals Apartment #450158
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    Apartment #19261
                                    4
                                      avg/night
                                      • 5 BR
                                      • 4 BA
                                      • Sleeps 10
                                      Villa #1078404
                                      3
                                      Viewed 8 times in the last 48 hours
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #1487012
                                        Viewed 11 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (17 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #6735666
                                          17
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Apartment #1085004
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #1073490
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                Apartment #1084999
                                                1
                                                Viewed 7 times in the last 48 hours
                                                  • 5 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  Villa #1823826
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    Apartment #1079669
                                                    Viewed 6 times in the last 48 hours
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      Apartment #1084998
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        Villa #1072730
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          Cottage #1975918
                                                          Viewed 9 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #1085544
                                                              • 5 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              Villa #826215
                                                              2
                                                              Viewed 10 times in the last 48 hours
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Apartment #878113
                                                                  Exceptional! 5.0/5
                                                                  (51 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Apartment #1890144
                                                                  51
                                                                  Viewed 127 times in the last 48 hours
                                                                    Excellent! 4.4/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 6 BR
                                                                    • 5 BA
                                                                    • Sleeps 12
                                                                    Villa #721562vb
                                                                    7
                                                                    Viewed 57 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      Apartment #1634738
                                                                      19
                                                                      Viewed 23 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Apartment #4044756
                                                                        10
                                                                        Viewed 14 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (36 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Apartment #627686vb
                                                                          36
                                                                          Viewed 20 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (14 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 4
                                                                            Apartment #8035722
                                                                            14
                                                                            Viewed 56 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (12 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Apartment #4174863
                                                                              12
                                                                              Viewed 55 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (27 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #6262932
                                                                                27
                                                                                Viewed 15 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (52 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  House #6235319
                                                                                  52
                                                                                  Viewed 48 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (20 reviews)
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 12
                                                                                    Villa #6124320
                                                                                    20
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 11
                                                                                      Multiple rentals Chateau / Country House #6369421
                                                                                      4
                                                                                      Viewed 39 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 4
                                                                                        Multiple rentals Farmhouse #6369421
                                                                                        7
                                                                                          Wonderful! 4.9/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Villa #1658572
                                                                                          8
                                                                                          Viewed 13 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            Multiple rentals Chateau / Country House #1987245
                                                                                            1
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Farmhouse #1082363
                                                                                              10
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Multiple rentals Chateau / Country House #1987245
                                                                                                2
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (36 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Apartment #6594701
                                                                                                  36
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 9
                                                                                                    House #6047477
                                                                                                    5
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      House #6042176
                                                                                                      14
                                                                                                      Viewed 30 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Wonderful Holiday

                                                                                                      5 of 5
                                                                                                      We stayed at the farmhouse recently. Simone and Roberto were charming hosts who were very welcoming and nothing was too much trouble. The accommodation was very comfortable with beautiful views over the olive grove and vineyards. We enjoyed several suppers enjoying a glass of something chilled and watching the sun go down over the valley. Perfect! There were several seating areas which were great for relaxation. Simone was extremely helpful with directions/parking in Florence, only short drive away. There are many small towns within easy driving distance for example Greve, Castellina and San Gimignano. Sienna is well worth a visit - an easy drive down the autostrada. We would thoroughly recommend this accommodation.
                                                                                                      • Review Submitted: 17-Oct-2016
                                                                                                      • Date of Stay: Oct 2016

                                                                                                      Outstanding hospitality

                                                                                                      5 of 5
                                                                                                      My wife and I took my parents on a trip to Tuscany and couldn't have asked for a better base for day trips and excursions. Il Torriano was perfectly situated for our flight into Pisa (1h30min) and our excursions to Florence, Siena, San Gimignano, and Cinque Terre. The house and grounds are a 10 minute walk to nearby Monte Firidolfi where there is a restaurant and a 5-10 minute drive to a couple of larger towns with supermarkets (not open on Sundays!) The grounds were perfectly maintained and the unit we stayed in was very comfortable and spacious for the self catering holiday we wanted. The pool is clean and excellent for relaxing after a long day of sightseeing and driving (remember to get a swimcap somewhere!). We used the barbecue facility 3/7 nights and the grounds keeper very kindly supplied us with offcuts from the vineyard. Patrizia was the best host I have come across for a while. She greeted us with a big smile and provided very interesting local insights into the bi-annual Palio, history of Il Torriano and introduced us to the very passionate winemaker at La Sala. The grapes growing on Il Torriano is of the best in the region and is used in the wine production at La Sala. Needless to say we bought loads of wine after the excellent wine tasting experience which was accompanied by local bread and extraordinary tasting olive oil (also produced by Patrizia's family). Our stay there was great value and we would definitely go back, especially after tasting Patrizia's homemade ice cream.
                                                                                                      • Review Submitted: 11-Aug-2016
                                                                                                      • Date of Stay: Jun 2016

                                                                                                      Perfect stay for a family with children

                                                                                                      5 of 5
                                                                                                      Very good place with nice views. Good facilities and nice pool area. Everything is clean. Good location near Firenze. Alessandra is very helpful and friendly person. I would recommend this place to my friends.
                                                                                                      • Review Submitted: 05-Aug-2016
                                                                                                      • Date of Stay: Jul 2016