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Holidaymakers searching for holiday rentals in Gaiole in Chianti also enquired about villas in Cortona, villas in Castellina in Chianti and apartments in Lucca

Make a holiday rental home or villa in Gaiole in Chianti, Italy your home away from home

Gaiole in Chianti is a municipality in the Province of Siena, in the beautiful Italian region of Tuscany. Located just 40kms southeast of Florence and 15kms from Siena, Gaiole in Chianti is easily accessible, and has remained a popular choice with tourists for the last few decades.

The Chianti region is regarded as the ‘Heart of Tuscany’, and is identified by its thousand year-old history of winemaking, and strong gastonomical culture. More than half the area is woodland, making it ideal for a range of outdoor activities.

There is a wide range of accommodation available in Gaiole in Chianti, including luxury villas and rural farmhouses, making a self-catering holiday the best choice of vacation.

Things to do in Gaiole in Chianti, Italy

The Chianti region is one of the most famous wine producing regions in the world, meaning wine tasting forms a huge part of any holiday here. Many wineries offer tasting sessions, and you can turn up by yourself or join an organized tour. Some wineries offer food, and the best thing to do is take your time, and slow your pace to that of the locals.

Gaiole in Chianti has many sites which date back to the 11th and 12th Centuries, including the Castle of Broilo, the Abbey of Coltibuono, and the Pieve of San Marcellino. The Romanesque parish church of Santa Maria e Spaltenna dates back to the 12th Century, and you can enjoy a high-class meal in the surroundings of the old cloister. The picturesque old town warrants a good deal of exploring.

It is also recommended that you get out into the beautiful surrounding countryside, hike in the hills and take in the scenery. The great weather, spectacular scenery and high quality of living have made Gaiole in Chianti ‘Europe’s Most Idyllic Place to Live’, as voted by an expert panel on forbes.com.

Places to visit on holiday in Gaiole in Chianti, Italy

Gaiole in Chianti is part of the Chianti Storico, a historical area which is also home to the other Chianti Classico towns of Castelinna in Chianti and Radda in Chianti, both of which warrant a day visit.

Due to its close proximity to the famous Italian cities of Florence and Siena, it is possible to pay a visit to these cities whilst staying in the Chianti region, but still return to your holiday rental accommodation in the evenings, giving you the best of both worlds.

Weather in Gaiole in Chianti, Italy

Gaiole in Chianti experiences hot summers, which regularly reach over 35C. Due to the fact that you are likely to be spending a lot of time outdoor during your stay here, it may be more comfortable to visit in the spring or autumn, as the temperatures are cooler and more pleasant for outdoor activities.

Flights to Gaiole in Chianti, Italy

Florence Airport (FLR) is just 40km away, but there is a lack of direct flights from UK airports. A cheaper and more viable option is Pisa Airport (PSA), which is around two hour’s drive from the Chianti region, and receives an abundance of flights from budget airlines.

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Gaiole in Chianti Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    • 1 BR
    • 1 BA
    • Sleeps 4
    3
      • 2 BR
      • Separate Toilet
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      3
        • 5 BR
        • 6 BA
        • Sleeps 12
        28
          • 1 BR
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          5
            • 1 BR
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            10
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              11
                • 4 BR
                • 3 BA
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                11
                  • 1 BR
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                  22
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    1 Review
                      • 2 BR
                      • 1 BA
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                      1 Review
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        5
                          • 2 BR
                          • 1 BA
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                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            1 Review
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              3
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                2 Reviews
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  46
                                    • 2 BR
                                    • 1 BA
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                                    18
                                      • 2 BR
                                      • 1 BA
                                      • Separate Toilet
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                                      4
                                        • 1 BR
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                                        3
                                          • 12 BR
                                          • 11 BA
                                          • Sleeps 24
                                          6
                                            • 1 BR
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                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                        • 1 BR
                                                        • 1 BA
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                                                        1 Review
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                            • 1 BR
                                                            • 1 BA
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                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              1 Review
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                4
                                                                  • 5 BR
                                                                  • 4 BA
                                                                  • Sleeps 10
                                                                  4
                                                                    • 2 BR
                                                                    • 1 BA
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                                                                      • 3 BR
                                                                      • 2 BA
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                                                                        • 5 BR
                                                                        • 5 BA
                                                                        • Sleeps 13
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            1 Review
                                                                              • 3 BR
                                                                              • 2 BA
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                                                                              4
                                                                                • 1 BR
                                                                                • 1 BA
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                                                                                  • 3 BR
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                                                                                  46
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    1 Review
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        1 Review
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          1 Review
                                                                                            • Studio
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                                • 6 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 12
                                                                                                7
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 3
                                                                                                    • Studio
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    3
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    We absolutely loved the villa -

                                                                                                    5 of 5
                                                                                                    The grounds were beautiful & the villa was clean & had all of your amenities needed - you had everything you wanted to cook a meal & enjoy the surroundings. The owners made recommendations for whatever you needed & we're all great. We will definitely go back again - maria
                                                                                                    • Review Submitted: 08-Sep-2016
                                                                                                    • Date of Stay: Aug 2016

                                                                                                    absolutely beautiful venue - truly lovely landlord

                                                                                                    5 of 5
                                                                                                    The house is absolutely beautiful. The hosts are warm and welcoming. Perfect condition - high class. The view from the terrace is stunning, the atmosphere historical and very calm. The perfect place for people who love to enjoy a quality stay in tuscany. We will be back...!
                                                                                                    • Review Submitted: 06-Sep-2016
                                                                                                    • Date of Stay: Aug 2016

                                                                                                    Superb

                                                                                                    5 of 5
                                                                                                    Everything about our stay was excellent. The owner provided very detailed information concerning the property, travel information and places to visit. The property was extremely well appointed and equipped. The wine on our arrival was very welcome!! The staff who looked after the property were very friendly and helpful. The Borgo is in easy walking distance to the small town Gaoile, which is also pretty and friendly. We particularly liked being able to get into Sienna quickly and easily. The 30 minute drive meant that we visited 3 times during our stay. We would recommend this property and hope to visit again ourselves.
                                                                                                    • Review Submitted: 02-Sep-2016
                                                                                                    • Date of Stay: Aug 2016