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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(175)

175 Results
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 6
7 night minimum stay
From £819
per week
7 night minimum stay
  • 2 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 5
7 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • 1 Separate Toilet,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 4
3 - 7 night minimum stay
  • 3 Bedrooms,
  • 3 Bathrooms,
  • Sleeps 6
7 night minimum stay
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 2
7 night minimum stay
1 Review
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 5
7 night minimum stay
(3)
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
7 night minimum stay
2 Reviews
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
7 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
7 night minimum stay
  • 2 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 5
7 night minimum stay
  • 3 Bedrooms,
  • 3 Bathrooms,
  • Sleeps 6
7 night minimum stay
  • 2 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 4
7 night minimum stay
2 Reviews
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 8
4 - 5 night minimum stay
(3)
  • 12 Bedrooms,
  • 11 Bathrooms,
  • Sleeps 24
7 night minimum stay
(4)
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 4
4 - 5 night minimum stay
2 Reviews
From £235
per night
5 night minimum stay
  • 3 Bedrooms,
  • 4 Bathrooms,
  • 1 Separate Toilet,
  • Sleeps 6
5 night minimum stay
  • 6 Bedrooms,
  • 6 Bathrooms,
  • Sleeps 12
7 night minimum stay
(3)
From £125
per night
2 - 3 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 5
2 - 3 night minimum stay
1 Review
From £221
per night
3 - 7 night minimum stay
  • 6 Bedrooms,
  • 4 Bathrooms,
  • Sleeps 13
3 - 7 night minimum stay
  • 3 Bedrooms,
  • 2 Bathrooms,
  • 1 Separate Toilet,
  • Sleeps 6
From £94
per night
2 - 3 night minimum stay
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
2 - 3 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 6
7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
7 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
7 night minimum stay
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