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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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Viewed 36 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 1227 sq. ft.
Excellent! 4.7/5
(7 reviews)
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Premier Partner
7
Viewed 21 times in the last 48 hours
  • 4 BR House
  • 4 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(29 reviews)
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Premier Partner
29
Viewed 7 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 90 sq. ft.
Wonderful! 4.9/5
(9 reviews)
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9
Viewed 7 times in the last 48 hours
  • 5 BR Villa
  • 6 BA
Exceptional! 5/5
(31 reviews)
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31
Viewed 15 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • Separate Toilet
  • 914 sq. ft.
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4
Viewed 9 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
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3
Viewed 10 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1463 sq. ft.
Excellent! 4.6/5
(16 reviews)
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16
Viewed 15 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(7 reviews)
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Premier Partner
7
Viewed 11 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 3229 sq. ft.
Wonderful! 4.9/5
(18 reviews)
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18
Viewed 10 times in the last 48 hours
  • 2 BR Villa
  • 1 BA
  • 1184 sq. ft.
Wonderful! 4.9/5
(23 reviews)
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23
Viewed 16 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(41 reviews)
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41
Viewed 40 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • 699 sq. ft.
Excellent! 4.6/5
(8 reviews)
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8
Viewed 17 times in the last 48 hours
  • 6 BR Villa
  • 5 BA
  • 4305 sq. ft.
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Viewed 26 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 1506 sq. ft.
Exceptional! 5/5
(58 reviews)
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58
  • 2 BR Villa
  • 3 BA
  • Separate Toilet
  • 1937 sq. ft.
Very Good! 4.2/5
(6 reviews)
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Premier Partner
6
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4
Viewed 14 times in the last 48 hours
  • 5 BR House
  • 5 BA
  • 3000 sq. ft.
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4
Viewed 12 times in the last 48 hours
  • 1 BR Villa
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(8 reviews)
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8
Viewed 9 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • 4843 sq. ft.
Excellent! 4.7/5
(6 reviews)
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6
Viewed 12 times in the last 48 hours
  • 6 BR Villa
  • 5 BA
  • 5381 sq. ft.
Exceptional! 5/5
(8 reviews)
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8
Viewed 7 times in the last 48 hours
  • 5 BR Chateau / Country House
  • 2 BA
  • 4305 sq. ft.
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2
Good! 3.7/5
(6 reviews)
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6
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Wonderful! 4.9/5
(7 reviews)
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7
  • 1 BR Villa
  • 2 BA
  • 968 sq. ft.
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2
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Viewed 14 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 8000 sq. ft.
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2
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Viewed 6 times in the last 48 hours
  • 5 BR Chateau / Country House
  • 5 BA
  • Separate Toilet
  • 6000 sq. ft.
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2
  • 2 BR Chateau / Country House
  • 1 BA
  • 1076 sq. ft.
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Viewed 6 times in the last 48 hours
  • 2 BR Farmhouse
  • 2 BA
  • 1722 sq. ft.
Exceptional! 5/5
(46 reviews)
avg/night
46

Gaiole In Chianti Holiday Apartments & Villas (300+)

 

Recent Reviews

What A Fabulous Villa For A Vacation

5 of 5
"This villa is just "Perfect" for a vacation" To say this upfront... I would recommend this property to anyone ... friend or relative, that would love a perfect getaway. Lilliana, Enzo and their sons were just wonderful to speak with and would do anything to please. The Villa is outside a typical Italian town were you can meander, buy your household food, eat with the locals or go out for a typical Italian dinner. The Villa is on a wonderful secluded road ( with a gate) , on a hill overlooking an enormous grove . You can hear some sounds of civilization, but see no one . You can relax on the enormous patio which surrounds the villa on 3 sides and look out for miles and miles. The inside of the villa is a home-away-from- home. It is warm, cozy and has everything you would need at your fingertips. From this location you can get in your car and go visit all the wonderful historic places within an hour or so- depending on how long you spend gazing at the countryside along the way, and then return home to sit on the veranda with a glass of wind and watch the sunset. When you leave here ... and you really are not going to want to, you will feel that you have just left PARADISE !
  • Review Submitted: Nov 04, 2017
  • Date of Stay: Oct 2017

Whats not to like in Gaiole, Chianti Country

4 of 5
Having seen some photos of the apartment and Gaiole I was really looking forward to our family holiday. It didn't disappoint and we will definitely go again. The apartment was a home from home, fully equipped for living, not just a holiday let. We had everything we needed including a supply of local chianti kindly provided on our arrival by the owners. There is a short climb up from the town but that gives you a great view for the extensive patios and garden down to the town and valley beyond. There's lots of advice about local walks, where to go, Sienna is only 35 minutes away, Florence about an hour. You don't go hungry or thirsty . Gaiole is surrounded by slopes covered in vineyards, where you can take walks and can do tours and tastings. We went to Baddia Coltibuono,, only 15minutes away to taste some of the best chianti around. And where to eat? We ate in some nights as it was a pleasure to sit out on the terrace but we went into town to eat 3 times and is only ten 10minutes walk away. There's plenty of choice. From a good pizza at Bianchis , local choices at Osteria del Ponte, and on our last night a wonderful evening and fine dining on the edge of town at Le Contrade. We watched the sun go down and moon come up. A fitting end to a lovely holiday with our family.
  • Review Submitted: Oct 20, 2017
  • Date of Stay: Jun 2017