HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Make a holiday rental home or villa in Val di Chiana, Italy your home away from home

Val di Chiana, Tuscany, lies just south of Arezzo, is named after the River Chiana which runs through the bottom of the valley. Reclaimed from the bed of a large lake, the Val di Chiana is an important communications route between Arezzo and Siena, yet the few villages which adorn the valley side are completely timeless, consisting of traditional brick cottages and thin, steep cobbled streets. The area is considered to be one of the most unspoilt rural regions in the whole of Europe, where large forests break only for idyllic mountain streams and picturesque medieval walled towns.

Things to do on holiday in Val di Chiana, Italy

The prehistoric caves of Monte Cetona are well worth a visit if you are staying in a self catering Val di Chiana property. They are adorned in fascinating pre-historic ‘graffiti’ which inspires visitors. The area is also known as having the best preserved network of 6th and 7th Century castles in Northern Italy, of which the Castle of Civitella di Val di Chiana. There are also a huge number of museums, archaeological museums, historical centres and monuments which keep the historical heritage of the region alive.

The Val di Chiana incorporates on of the most important thermal basins in Italy, and therefore those looking to enjoy the therapeutic, healing properties of Val di Chiana thermal waters flock to the region.

The stunning rural scenery which surrounds the villas and holiday homes in Val di Chiana is perfect for walking, cycling and horse riding. You can travel for many hours and not come across a road or town, stumbling across breath-taking views and charming secluded spots to pause and catch your breath. Taking a fishing rod is also an excellent option from a Val di Chiana holiday rental, although a permit is needed.

During the summer, the coast, which is just a few kilometres from the Val di Chiana, is a great place to sail or simply enjoy the sandy beaches of Tuscany.

Places to holiday in Val di Chiana, Italy

The most important town in the Val di Chiana is Montepulciano, an ancient walled town whose Renaissance centrepiece, the Piazza Grande, is surrounded by tiny streets and narrow alleyways. Much of the town was designed by distinguished local artists, and is well worth the visiting from ant of the Val di Chiana holiday rentals available.

Chianaciano is an enchanting town, which is divided into two halves. The medieval centre on top of the hill has managed to preserve its architecture and charm. Surrounding the centre is the more modern spa town. The therapeutic thermal springs which have risen to fame in Tuscany are surrounded by beautiful countryside, and attract over a million visitors to indulge in the warm spring waters.

Weather in Val di Chiana, Italy

Summer temperatures in Val di Chiana are blissfully warm, remaining at around 23°C in July and August. Even during the winter, temperatures are unlikely to drop below 10°C.

Flights to Val di Chiana, Italy

Depending on the exact location of your Val di Chiana property, either Pisa Airport (PSA), Florence (FLR) or Perugia Airport (PEG) will be the closest. RyanAir provide some very cheap flights to these three, and there are car hire facilities to be found at all three too.

    Wonderful! 4.9/5
    (79 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Chateau / Country House #436049vb
    79
    Viewed 50 times in the last 48 hours
      • 6 BR
      • 4 BA
      • Sleeps 12
      Villa #6790455
      Viewed 26 times in the last 48 hours
        • 7 BR
        • 7 BA
        • Separate Toilet
        • Sleeps 16
        Farmhouse #1150802
        1
        Viewed 6 times in the last 48 hours
          Wonderful! 4.9/5
          (12 reviews)
          avg/night
          • 5 BR
          • 3 BA
          • Sleeps 10
          Villa #1629633
          12
          Viewed 10 times in the last 48 hours
            • 7 BR
            • 6 BA
            • Sleeps 14
            Villa #1844999
              • 2 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 6
              Apartment #890701vb
              2
                • 9 BR
                • 8 BA
                • Sleeps 20
                Villa #1845028
                Viewed 13 times in the last 48 hours
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 5 BR
                  • 4 BA
                  • Sleeps 10
                  Villa #6739918
                  6
                  Viewed 15 times in the last 48 hours
                    • 5 BR
                    • 7 BA
                    • Sleeps 10
                    Villa #1908361
                      • 6 BR
                      • 6 BA
                      • Separate Toilet
                      • Sleeps 14
                      Villa #1844992
                        • 4 BR
                        • 5 BA
                        • Sleeps 10
                        Villa #1150741
                          • 6 BR
                          • 6 BA
                          • Sleeps 12
                          Villa #1150907
                          Viewed 6 times in the last 48 hours
                            • 4 BR
                            • 4 BA
                            • Sleeps 9
                            Villa #1633045
                            1
                              • 6 BR
                              • 6 BA
                              • Sleeps 6
                              Villa #1194128
                                • 3 BR
                                • 3 BA
                                • Sleeps 6
                                Villa #1845048
                                  • 6 BR
                                  • 5 BA
                                  • Separate Toilet
                                  • Sleeps 12
                                  Villa #1150695
                                    • 4 BR
                                    • 5 BA
                                    • Sleeps 8
                                    Villa #1150779
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 9
                                      Villa #1150776
                                        • 3 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 6
                                        Villa #1150917
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 9
                                          Villa #6109674
                                            Wonderful! 4.8/5
                                            (5 reviews)
                                            avg/night
                                            • 10 BR
                                            • 5 BA
                                            • Sleeps 21
                                            Farmhouse #1615468
                                            5
                                            Viewed 30 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (6 reviews)
                                              avg/night
                                              • 14 BR
                                              • 11 BA
                                              • Sleeps 34
                                              Villa #92792
                                              6
                                              Viewed 32 times in the last 48 hours
                                                Exceptional! 5/5
                                                (21 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #615969vb
                                                21
                                                Viewed 14 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (11 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Multiple rentals Farmhouse #1612507
                                                  11
                                                  Viewed 46 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Multiple rentals Farmhouse #1612507
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Multiple rentals Farmhouse #1612507
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        Multiple rentals Farmhouse #1612507
                                                          • 8 BR
                                                          • 7 BA
                                                          • Sleeps 18
                                                          Villa #442376
                                                          2
                                                          Viewed 14 times in the last 48 hours
                                                            avg/night
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 12
                                                            Villa #1830156
                                                            Viewed 19 times in the last 48 hours
                                                              • 5 BR
                                                              • 5 BA
                                                              • Separate Toilet
                                                              • Sleeps 10
                                                              Villa #6782804
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                Villa #1449127
                                                                Viewed 6 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (37 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 3 BA
                                                                  • Sleeps 5
                                                                  Villa #62257
                                                                  37
                                                                  Viewed 60 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    House #1685806
                                                                    9
                                                                    Viewed 48 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (29 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Multiple rentals Cottage #65770
                                                                      29
                                                                      Viewed 17 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (17 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #6441811
                                                                        17
                                                                        Viewed 41 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Chateau / Country House #6115214
                                                                          10
                                                                          Viewed 18 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (41 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Multiple rentals Cottage #65770
                                                                            41
                                                                            Viewed 18 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Apartment #757059vb
                                                                              14
                                                                                Wonderful! 4.8/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Apartment #681415vb
                                                                                6
                                                                                Viewed 9 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 7 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 14
                                                                                  Villa #6804820
                                                                                  6
                                                                                  Viewed 22 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Multiple rentals Villa #8155647
                                                                                    Viewed 7 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Multiple rentals Villa #8155647
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        Farmhouse #1411384a
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (39 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 7
                                                                                          Villa #709879vb
                                                                                          39
                                                                                          Viewed 26 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (10 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            Apartment #856818a
                                                                                            10
                                                                                            Viewed 19 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (31 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 5 BA
                                                                                              • Sleeps 10
                                                                                              Villa #275267
                                                                                              31
                                                                                              Viewed 42 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (16 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                House #2245884
                                                                                                16
                                                                                                Viewed 16 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  Cottage #6742795
                                                                                                  2
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  Incredible property with lovely hosts

                                                                                                  5 of 5
                                                                                                  We stayed at Villa L'Antica Posta and hosted our family there for 5 days to celebrate our wedding. We can't overstate what a wonderful experience we had. Our expectations were exceeded! The grounds and the villa itself are absolutely lovely, and the owner, Belinda, was lovely as well. She is so kind and warm, and she took care of everything. We had such a good experience that we are already planning a return anniversary trip with our family. Would highly recommend the villa and Belinda to anyone looking for a picturesque Italian holiday, a family reunion, or even (like us!) a wedding.
                                                                                                  • Review Submitted: Jun 07, 2017
                                                                                                  • Date of Stay: Apr 2017

                                                                                                  Amazing spacious

                                                                                                  5 of 5
                                                                                                  Villa Limone was amazing, very clean, very big and had a really nice Tuscan feel. The hospitality at Cignella was great. It is very peaceful and a great location to Florence and surrounding cities. We will sure go back!
                                                                                                  • Review Submitted: Apr 10, 2017
                                                                                                  • Date of Stay: Mar 2017