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Holidaymakers searching for holiday rentals in Castellina in Chianti also enquired about apartments in San Gimignano, villas in Gaiole in Chianti and villas in Castelnuovo Berardenga

Make a holiday home, farm house or villa in Castellina in Chianti, Italy your home away from home

The idyllic little township of Castellina in Chianti is situated in the province of Siena, in the famous wine-producing region of Tuscany, Italy. Many of the picture postcard rural homes here have been converted into luxury holiday accommodation, really increasing the popularity of the area. The fact that the beautiful city of Florence is just 22 miles to the north makes Castellina in Chianti an even more appealing holiday destination, especially for couples and friends.

Things to do on holiday in Castellina in Chianti, Italy

Castellina in Chianti is the atypical image of Italy’s scenic Tuscany region – historic buildings and churches, rolling green hills and countryside, and of course vineyards where all the tasty Chianti wines are produced! Far from being just a small rural ‘comune’, Castellina in Chianti actually has a number of interesting sights to see. Dating back hundreds of years, the township was first inhabited by Etruscans and Romans, though it took on most of its current character during the 14th and 15th centuries when it was fortified. Today you can still visit the large Rocca (castle) and its 14th century tower, plus the small Etruscan museum here. When the town was fortified underground passageways were also built, such as the Via delle Volte which you can visit.

The Church of San Salvatore is another popular attraction. This was constructed in the 15th century and features a fresco from that period of the Madonna with Child. Other picturesque churches can be found in the small villages surrounding the town, as well as evidence of Castellina in Chianti’s earlier history, such as the Etruscan tomb which dates back to the 6th century. Of course one of the big attractions with this region of Italy is the vineyards, where tours and wine tasting are popular.

Places to visit on holiday in Castellina in Chianti, Italy

As if the beautiful surroundings of Castellina in Chianti weren’t enough, holiday makers renting a holiday home here can also benefit from the fact that Florence is easily accessible. Just over 20 miles away, Florence would make an ideal day trip, especially to its UNESCO World Heritage Site listed historic centre.

The city of Siena is even closer, at just 9 miles distant, and this too is listed as a UNESCO World Heritage Site. The architecture here is quite stunning!

The weather in Castellina in Chianti, Italy

Castellina in Chianti is best described as having a Mediterranean climate with hot and somewhat humid summers, with some rainfall. Winters are mild, though the region experiences a little more rainfall during this time. Find some holiday accommodation in Castellina in Chianti which has a swimming pool as this will be great for taking a dip to cool off from the summertime average high temperatures in the low 30’s C!

Flights to Castellina in Chianti, Italy

To reach your Castellina in Chianti holiday home you have several options for flights. The nearest major airport is at Florence, however, Pisa has a much better choice of airlines flying there from the UK that you can choose from. This includes budget airlines such as easyJet, Ryanair and Thomsonfly, as well as some of the world’s major airlines too.

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Castellina in Chianti Holiday Apartments & Villas (334)

  • 1 - 50 of 334
Additional service fee may apply.
    • 3 BR
    • 2 BA
    • Sleeps 6
    33
      • 2 BR
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      59
        • 2 BR
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        • Sleeps 5
        71
          Wonderful! 4.9/5
          (19 reviews)
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          • 3 BR
          • 3 BA
          • Sleeps 6
          19
            • 3 BR
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            • Sleeps 6
            8
              • 4 BR
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              • Separate Toilet
              • Sleeps 6
              9
                • 8 BR
                • 4 BA
                • Sleeps 16
                3
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                    • 2 BR
                    • 2 BA
                    • Sleeps 7
                      • 2 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 6
                        • 7 BR
                        • 4 BA
                        • Sleeps 14
                        11
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          7
                            • 9 BR
                            • 5 BA
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                            14
                              • 4 BR
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                              • Sleeps 8
                              12
                                • 2 BR
                                • 1 BA
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                                8
                                  • 5 BR
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                                  • Sleeps 10
                                  8
                                    • 4 BR
                                    • 4 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    9
                                      • 4 BR
                                      • 4 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                        Exceptional! 5.0/5
                                        (49 reviews)
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                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        49
                                          • 4 BR
                                          • 3 BA
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                                          13
                                            Exceptional! 5.0/5
                                            (42 reviews)
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                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            42
                                              • 3 BR
                                              • 2 BA
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                                              12
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                  Exceptional! 5.0/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  9
                                                    Exceptional! 5.0/5
                                                    (11 reviews)
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                                                    • 6 BR
                                                    • 5 BA
                                                    • Separate Toilet
                                                    • Sleeps 18
                                                    11
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                        Excellent! 4.6/5
                                                        (5 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        5
                                                          • 2 BR
                                                          • 1 BA
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                                                          12
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 9
                                                            12
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                1 Review
                                                                  • 6 BR
                                                                  • 6 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 13
                                                                  9
                                                                    • 6 BR
                                                                    • 5 BA
                                                                    • Sleeps 11
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 7
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                          Excellent! 4.7/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 7
                                                                          6
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                              Wonderful! 4.8/5
                                                                              (26 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              26
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                  • 2 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  1 Review
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    1 Review
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 5
                                                                                      4
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        3
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            1 Review
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 7
                                                                                              1 Review
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                1 Review
                                                                                                • 1 - 50 of 334
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Lovely, wonderful place.

                                                                                                5 of 5
                                                                                                Absolutely lovely! The fireplace in the evening was a great place to wind down and enjoy a glass of wine. Well located to visit Tuscany. Fabulous food. Very attentive management but not at all over bearing or intrusive. I would absolutely recommend this to my friends.
                                                                                                • Review Submitted: 07-Sep-2016
                                                                                                • Date of Stay: Mar 2016

                                                                                                Good Location

                                                                                                5 of 5
                                                                                                Overall we enjoyed staying in the villa. The location was good, the house was very clean and the bedrooms were lovely and airy.
                                                                                                • Review Submitted: 31-Aug-2016
                                                                                                • Date of Stay: Jul 2016

                                                                                                Wonderful slice of Tuscany Heaven

                                                                                                5 of 5
                                                                                                My wide and I plus our two adult children and their significant others (6 total adults) spent a week at the Barn. The property, house, gardens, pool area and especially the view far exceeded our expectations. Truly, the pictures on the web site do not do the property justice. About a 1/2 mile off the main road up a dirt road (like many in Tuscany farm land), high atop one of the hills near Castellina is the hamlet of Le Bagnaie, made up of 8 separate fully remodeled homes, the Barn being one. All share the pool area, however during our stay we seldom shared the pool which is very large and immaculate. The Barn, as it's name implies is basically an old large stone barn that has been fully converted into an old style Italian farm house. Three bedrooms each with a full bath. Large kitchen with all appliances, pots, etc to cook for any size gathering. Overall, we were very impressed.
                                                                                                • Review Submitted: 30-Aug-2016
                                                                                                • Date of Stay: Aug 2016