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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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  • Showing 1-50 of 300+
Additional service fee may apply.
    Very Good! 4.0/5
    (5 reviews)
    avg/night
    • 8 BR
    • 4 BA
    • Sleeps 16
    Villa #1934854
    5
    Viewed 14 times in the last 48 hours
      Wonderful! 4.9/5
      (20 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 6
      Villa #421433
      20
      Viewed 6 times in the last 48 hours
        Excellent! 4.6/5
        (9 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 6
        Farmhouse #8461
        9
        Viewed 16 times in the last 48 hours
          Exceptional! 5.0/5
          (72 reviews)
          avg/night
          • 2 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 5
          Multiple rentals Cottage #6029171
          72
          Viewed 44 times in the last 48 hours
            Exceptional! 5.0/5
            (12 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 8
            Multiple rentals Farmhouse #1140076
            12
            Viewed 17 times in the last 48 hours
              Exceptional! 5.0/5
              (60 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              Multiple rentals Apartment #6029171
              60
              Viewed 39 times in the last 48 hours
                Wonderful! 4.8/5
                (9 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Separate Toilet
                • Sleeps 6
                Villa #64607vb
                9
                Viewed 9 times in the last 48 hours
                  • 9 BR
                  • 5 BA
                  • Sleeps 18
                  Multiple rentals Villa #1140076
                  16
                  Viewed 14 times in the last 48 hours
                    Exceptional! 5.0/5
                    (8 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    Multiple rentals Farmhouse #1140076
                    8
                    Viewed 10 times in the last 48 hours
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      Multiple rentals Farmhouse #1140076
                      8
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        Multiple rentals Farmhouse #6638853
                          Exceptional! 5.0/5
                          (12 reviews)
                          avg/night
                          • 7 BR
                          • 4 BA
                          • Sleeps 14
                          Multiple rentals Farmhouse #1140076
                          12
                          Viewed 9 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Sleeps 7
                            Multiple rentals Farmhouse #6638853
                              • 2 BR
                              • 2 BA
                              • Separate Toilet
                              • Sleeps 6
                              Multiple rentals Farmhouse #6638853
                                • 4 BR
                                • 4 BA
                                • Separate Toilet
                                • Sleeps 8
                                Villa #1845034
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 4 BA
                                  • Separate Toilet
                                  • Sleeps 8
                                  Farmhouse #13754
                                  9
                                  Viewed 14 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (51 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    House #6235319
                                    51
                                    Viewed 35 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (13 reviews)
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 11
                                      Villa #607748vb
                                      13
                                      Viewed 19 times in the last 48 hours
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 7
                                        Multiple rentals Villa #8120549
                                        Viewed 6 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (10 reviews)
                                          avg/night
                                          • 6 BR
                                          • 6 BA
                                          • Separate Toilet
                                          • Sleeps 13
                                          Villa #3808832
                                          10
                                          Viewed 5 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #6852247
                                              Excellent! 4.7/5
                                              (13 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Farmhouse #89525
                                              13
                                              Viewed 11 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (9 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                Villa #6345041
                                                9
                                                Viewed 7 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (12 reviews)
                                                  avg/night
                                                  • 6 BR
                                                  • 5 BA
                                                  • Separate Toilet
                                                  • Sleeps 18
                                                  Farmhouse #391835vb
                                                  12
                                                    Exceptional! 5.0/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    Chateau / Country House #864792
                                                    8
                                                    Viewed 6 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 7
                                                      House #6386482
                                                      5
                                                        • 8 BR
                                                        • 7 BA
                                                        • Sleeps 16
                                                        Villa #6842529
                                                        Viewed 13 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (43 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          House #282678vb
                                                          43
                                                          Viewed 8 times in the last 48 hours
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 7
                                                            House #2293947
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Apartment #773208vb
                                                              2
                                                                Wonderful! 4.9/5
                                                                (12 reviews)
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Multiple rentals Farmhouse #53674
                                                                12
                                                                Viewed 8 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 9
                                                                  Multiple rentals Farmhouse #53674
                                                                  12
                                                                    Excellent! 4.6/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 7
                                                                    Chateau / Country House #1851746
                                                                    7
                                                                    Viewed 17 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #6561871
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Apartment #2310613
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 7
                                                                          Villa #6482553
                                                                          1
                                                                            • 6 BR
                                                                            • 5 BA
                                                                            • Sleeps 11
                                                                            Villa #1984292
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              House #1216286
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Apartment #771909vb
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Villa #773192vb
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #771890vb
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #1624957
                                                                                      4
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Apartment #6482654
                                                                                        3
                                                                                        • 1 - 50 of 300+

                                                                                        Castellina In Chianti Holiday Apartments & Villas (300+)

                                                                                         

                                                                                        Recent Reviews

                                                                                        Lovely house with great views and all amenities.

                                                                                        4 of 5
                                                                                        Great rooms and spacious bathrooms. Very comfortable. Sweating area a bit small for 4 people in living area. Would like to return in summer when we could make more use of the beautiful terrace.
                                                                                        • Review Submitted: 23-Nov-2016
                                                                                        • Date of Stay: Nov 2016

                                                                                        Wonderful villa in a beautiful setting

                                                                                        4 of 5
                                                                                        This is a beautiful villa, beautifully situated on a mountaintop with wonderful views of the Chianti region from every window of the villa. The villa works great for a multi-generational get-together, as it is divided into 3 separate apartments. The grounds of the villa are gorgeous and well-kept and the pool is well-maintained. A car is necessary for any outings, as the villa is quite remote and only accessed by dirt roads. There are no restaurants, shopping or other amenities within walking distance, so a vehicle is necessary to enjoy the wonderful Chianti area. We only have good things to say about the housekeeper/keyholder, who assisted us in many aspects. All in all the villa lived fully up to our expectations and more.
                                                                                        • Review Submitted: 13-Oct-2016
                                                                                        • Date of Stay: Sep 2016

                                                                                        Sehr gemütlich, gut gelegen, liebe und freundlliche Vermieter, super Pool, herrlicher Ausblick!

                                                                                        4 of 5
                                                                                        Sehr gemütlich, gut gelegen, liebe und freundlliche Vermieter, super Pool, herrlicher Ausblick!
                                                                                        • Review Submitted: 11-Sep-2016
                                                                                        • Date of Stay: Aug 2016