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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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    Wonderful! 4.9/5
    (21 reviews)
    avg/night
    • 3 BR
    • 3 BA
    • Sleeps 6
    Villa #421433
    21
    Viewed 43 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 15 times in the last 48 hours
        Very Good! 4/5
        (5 reviews)
        avg/night
        • 8 BR
        • 4 BA
        • Sleeps 16
        Villa #1934854
        5
        Viewed 25 times in the last 48 hours
          Excellent! 4.6/5
          (9 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Farmhouse #8461
          9
          Viewed 32 times in the last 48 hours
            Wonderful! 4.9/5
            (73 reviews)
            avg/night
            • 2 BR
            • 3 BA
            • Separate Toilet
            • Sleeps 5
            Multiple rentals Cottage #6029171
            73
            Viewed 78 times in the last 48 hours
              • 9 BR
              • 5 BA
              • Sleeps 18
              Multiple rentals Villa #1140076
              16
              Viewed 7 times in the last 48 hours
                Exceptional! 5/5
                (60 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Multiple rentals Apartment #6029171
                60
                Viewed 52 times in the last 48 hours
                  Exceptional! 5/5
                  (12 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 8
                  Multiple rentals Farmhouse #1140076
                  12
                  Viewed 19 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    Multiple rentals Farmhouse #1140076
                    8
                      Wonderful! 4.9/5
                      (8 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      Multiple rentals Farmhouse #1140076
                      8
                      Viewed 5 times in the last 48 hours
                        Exceptional! 5/5
                        (12 reviews)
                        avg/night
                        • 7 BR
                        • 4 BA
                        • Sleeps 14
                        Multiple rentals Farmhouse #1140076
                        12
                        Viewed 5 times in the last 48 hours
                          • 4 BR
                          • 4 BA
                          • Separate Toilet
                          • Sleeps 8
                          Villa #1845034
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            Multiple rentals Farmhouse #6638853
                              • 2 BR
                              • 2 BA
                              • Separate Toilet
                              • Sleeps 6
                              Multiple rentals Farmhouse #6638853
                                • 2 BR
                                • 2 BA
                                • Sleeps 7
                                Multiple rentals Farmhouse #6638853
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 4 BA
                                  • Separate Toilet
                                  • Sleeps 8
                                  Farmhouse #13754
                                  9
                                  Viewed 28 times in the last 48 hours
                                    Exceptional! 5/5
                                    (54 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    House #6235319
                                    54
                                    Viewed 78 times in the last 48 hours
                                      Exceptional! 5/5
                                      (13 reviews)
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 11
                                      Villa #607748vb
                                      13
                                      Viewed 27 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (13 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Farmhouse #89525
                                        13
                                        Viewed 14 times in the last 48 hours
                                          Exceptional! 5/5
                                          (43 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          House #282678vb
                                          43
                                          Viewed 23 times in the last 48 hours
                                            Exceptional! 5/5
                                            (8 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 5
                                            Chateau / Country House #864792
                                            8
                                            Viewed 12 times in the last 48 hours
                                              Exceptional! 5/5
                                              (14 reviews)
                                              avg/night
                                              • 6 BR
                                              • 5 BA
                                              • Separate Toilet
                                              • Sleeps 18
                                              Farmhouse #391835vb
                                              14
                                              Viewed 19 times in the last 48 hours
                                                • 2 BR
                                                • 3 BA
                                                • Sleeps 6
                                                Villa #6847496
                                                Viewed 11 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (12 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Multiple rentals Farmhouse #53674
                                                  12
                                                  Viewed 12 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (26 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Apartment #6273570
                                                    26
                                                    Viewed 19 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (10 reviews)
                                                      avg/night
                                                      • 6 BR
                                                      • 6 BA
                                                      • Separate Toilet
                                                      • Sleeps 13
                                                      Villa #3808832
                                                      10
                                                      Viewed 40 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        Chateau / Country House #1851746
                                                        8
                                                        Viewed 8 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (12 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 9
                                                          Multiple rentals Farmhouse #53674
                                                          12
                                                          Viewed 23 times in the last 48 hours
                                                            • 8 BR
                                                            • 7 BA
                                                            • Sleeps 16
                                                            Villa #6842529
                                                            Viewed 7 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Multiple rentals Chateau / Country House #6219947
                                                              15
                                                              Viewed 16 times in the last 48 hours
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Apartment #771909vb
                                                                Viewed 6 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (9 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Villa #6345041
                                                                  9
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    House #1216286
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 9
                                                                      House #2448662
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #773208vb
                                                                        2
                                                                        Viewed 10 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #2475519
                                                                          Viewed 8 times in the last 48 hours
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            Apartment #6482182
                                                                            3
                                                                            Viewed 17 times in the last 48 hours
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Apartment #771890vb
                                                                              Viewed 12 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Villa #773192vb
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  Apartment #2499178
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    Multiple rentals Villa #8120549
                                                                                    1
                                                                                    Viewed 48 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Apartment #1624956
                                                                                      8
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Farmhouse #6312878
                                                                                        3
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #2310613
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            House #6363742
                                                                                            1
                                                                                            Viewed 14 times in the last 48 hours
                                                                                            • 1 - 50 of 300+

                                                                                            Castellina In Chianti Holiday Apartments & Villas (300+)

                                                                                             

                                                                                            Recent Reviews

                                                                                            lovely Tuscan villa, friendly staff on site

                                                                                            5 of 5
                                                                                            Our stay in Castellina In Chianti at your villa at the end of October was awesome. Certainly 5 out of 5 starts; beautiful grounds and view; 5-10 minute drive to Castellina In Chianti, which is a perfect, charming little town; clean, comfortable and well-appointed; friendly and helpful staff on site. I would definitely stay at this villa if I am lucky enough to visit Tuscany again, and I will certainly recommend it to my friends.
                                                                                            • Review Submitted: 27-Dec-2016
                                                                                            • Date of Stay: Oct 2016

                                                                                            UNFORGETTABLE!

                                                                                            5 of 5
                                                                                            This was a trip of a lifetime. The spectacular views, the rustic Barn, the food, the wine, the people, and of course Serena made it unforgettable. We hope to make the visit to Tuscany and The Barn a new Thanksgiving tradition. The property was exactly as described on the website and viewed in the pictures. It was very clean and well maintained. The house had everything you needed from pots and pans to umbrellas, espresso maker, tea kettle, spices even sporting equipment. There's even thyme and rosemary growing around the property. I highly recommend this property to anyone looking to make unforgettable memories with friends and family. Oh, one more plus, each bedroom has its own bathroom!
                                                                                            • Review Submitted: 28-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