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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.

    Exceptional! 5/5
    (48 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    Multiple rentals Apartment #6055204
    48
    Viewed 27 times in the last 48 hours
      Wonderful! 4.9/5
      (41 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Multiple rentals Apartment #632967a
      41
      Viewed 19 times in the last 48 hours
        Exceptional! 5/5
        (40 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Multiple rentals Apartment #6055204
        40
        Viewed 12 times in the last 48 hours
          Wonderful! 4.9/5
          (32 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 5
          Multiple rentals Chateau / Country House #6153067
          32
          Viewed 20 times in the last 48 hours
            Exceptional! 5/5
            (22 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 3
            Multiple rentals Chateau / Country House #27152
            22
            Viewed 28 times in the last 48 hours
              Exceptional! 5/5
              (39 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 6
              Multiple rentals Chateau / Country House #6153067
              39
              Viewed 13 times in the last 48 hours
                • 1 BR
                • 1 BA
                • Sleeps 3
                Multiple rentals Chateau / Country House #27152
                3
                Viewed 23 times in the last 48 hours
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Multiple rentals Apartment #6622282
                  5
                    Excellent! 4.7/5
                    (7 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    Barn #1697270
                    7
                    Viewed 8 times in the last 48 hours
                      Exceptional! 5/5
                      (19 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Villa #467172vb
                      19
                      Viewed 17 times in the last 48 hours
                        Exceptional! 5/5
                        (5 reviews)
                        avg/night
                        • 8 BR
                        • 8 BA
                        • Separate Toilets
                        • Sleeps 16
                        Villa #804869vb
                        5
                        Viewed 53 times in the last 48 hours
                          Wonderful! 4.8/5
                          (31 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          Multiple rentals Farmhouse #450158
                          31
                          Viewed 16 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Farmhouse #3592356
                            Viewed 8 times in the last 48 hours
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                              Villa #6993828
                              1
                              Viewed 44 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                Villa #1834327
                                22
                                Viewed 6 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (19 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  Apartment #6350241
                                  19
                                  Viewed 9 times in the last 48 hours
                                    Exceptional! 5/5
                                    (7 reviews)
                                    avg/night
                                    • 6 BR
                                    • 4 BA
                                    • Sleeps 14
                                    House #1126435a
                                    7
                                    Viewed 12 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (16 reviews)
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      House #6042176
                                      16
                                      Viewed 9 times in the last 48 hours
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Multiple rentals Apartment #6622282
                                        4
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Apartment #2066493
                                          2
                                          Viewed 18 times in the last 48 hours
                                            • 6 BR
                                            • 5 BA
                                            • Separate Toilet
                                            • Sleeps 12
                                            Villa #1192463
                                            15
                                              • 5 BR
                                              • 3 BA
                                              • Separate Toilet
                                              • Sleeps 10
                                              Villa #6318488
                                              6
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                Villa #342134vb
                                                10
                                                  Excellent! 4.7/5
                                                  (6 reviews)
                                                  avg/night
                                                  • Studio
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Apartment #682691a
                                                  6
                                                  Viewed 7 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (4 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 6 BA
                                                    • Sleeps 12
                                                    Villa #6870184
                                                    4
                                                    Viewed 23 times in the last 48 hours
                                                      avg/night
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #399314vb
                                                      2
                                                      Viewed 5 times in the last 48 hours
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Apartment #3466748
                                                        5
                                                          Wonderful! 4.9/5
                                                          (33 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Chateau / Country House #6042181
                                                          33
                                                          Viewed 5 times in the last 48 hours
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 12
                                                            Villa #1619355
                                                            7
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              Multiple rentals Villa #6622282
                                                              2
                                                              Viewed 6 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 7 BR
                                                                • 7 BA
                                                                • Sleeps 14
                                                                Villa #1336481
                                                                5
                                                                Viewed 13 times in the last 48 hours
                                                                  • 8 BR
                                                                  • 9 BA
                                                                  • Sleeps 17
                                                                  Villa #6908175
                                                                  2
                                                                  Viewed 12 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Apartment #878113
                                                                    Viewed 6 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 2
                                                                      Studio #6450649
                                                                      5
                                                                        Exceptional! 5/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • Studio
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        House #1749773
                                                                        5
                                                                        Viewed 9 times in the last 48 hours
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                          Cottage #1975918
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 11
                                                                            Multiple rentals Chateau / Country House #6255150
                                                                            30
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 3
                                                                              Apartment #642614a
                                                                              Viewed 5 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                Apartment #1084999
                                                                                1
                                                                                Viewed 10 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  Farmhouse #6888052
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Apartment #587384vb
                                                                                    3
                                                                                      Wonderful! 4.8/5
                                                                                      (38 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3
                                                                                      Apartment #72021
                                                                                      38
                                                                                        Wonderful! 4.9/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Apartment #6735667
                                                                                        12
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Barn #6621133
                                                                                          15
                                                                                            Exceptional! 5/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            • 6 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 12
                                                                                            Villa #6124320
                                                                                            20
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #2061531
                                                                                              14
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #1487012
                                                                                                  Exceptional! 5/5
                                                                                                  (25 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Chateau / Country House #6023842
                                                                                                  25
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 6
                                                                                                    Chateau / Country House #6034151
                                                                                                    22
                                                                                                    • 1 - 50 of 300+

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

                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Beautiful setting with a small caveat

                                                                                                    4 of 5
                                                                                                    We loved the property and the setting and Elisabeth could not have been a more welcoming host. Casa Podere and it's grounds are beautiful and the views of the surrounding countryside are everything we hoped Tuscany would be. We really liked San Casciano which is a short walk away and provided for most of our needs. We rented the apartment closest to the main house and it was well equipped for lazy days in the garden and eating in. The only downside to our stay was that the other rental apartment in the annex was also occupied and the noise between the two became quite intrusive (+ we couldn't use the beautiful terrace!). I think we were unlucky in that the other guests seemed somewhat nocturnal (and noisy) but nonetheless it spoiled the feeling of being somewhere peaceful and relaxing. Coming from central London I didn't expect more noise at night in the Tuscan hills. A small blot on our stay but something of which to be aware.
                                                                                                    • Review Submitted: May 17, 2017
                                                                                                    • Date of Stay: May 2017

                                                                                                    Charming and peaceful

                                                                                                    5 of 5
                                                                                                    Charming, pretty apartment with enchanting views. Peaceful and quiet, no road noise! Very knowledgeable and informative host. We recommend it!!
                                                                                                    • Review Submitted: Aug 23, 2016
                                                                                                    • Date of Stay: Aug 2016