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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 12 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(11 reviews)
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11
  • 3 BR House
  • 2 BA
  • 1463 sq. ft.
Excellent! 4.6/5
(18 reviews)
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18
  • 2 BR Apartment
  • 2 BA
  • 90 sq ft
Wonderful! 4.9/5
(10 reviews)
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10
Viewed 16 times in the last 48 hours
  • 4 BR House
  • 4 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(32 reviews)
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Premier Partner
32
  • 2 BR Cottage
  • 1 BA
  • 538 sq. ft.
avg/night
  • 1 BR Apartment
  • 1 BA
  • 710 sq. ft.
Exceptional! 5/5
(66 reviews)
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66
  • 1 BR Apartment
  • 1 BA
Exceptional! 5/5
(5 reviews)
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Premier Partner
5
Viewed 6 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 1033 sq. ft.
Very Good! 4/5
(8 reviews)
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8
  • 1 BR Apartment
  • 1 BA
  • 861 sq. ft.
Excellent! 4.7/5
(35 reviews)
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Premier Partner
35
  • 2 BR Apartment
  • 1 BA
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Premier Partner
  • Studio
  • 1 BA
  • 430 sq. ft.
Wonderful! 4.9/5
(14 reviews)
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14
Viewed 9 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
  • 3 BR House
  • 2 BA
  • 1184 sq. ft.
Exceptional! 5/5
(65 reviews)
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65
Viewed 5 times in the last 48 hours
  • 3 BR Tower
  • 1 BA
  • Separate Toilet
  • 1076 sq. ft.
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2
  • 5 BR Villa
  • 6 BA
Exceptional! 5/5
(33 reviews)
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33
  • 2 BR Mill
  • 2 BA
  • 914 sq. ft.
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4
  • 3 BR Villa
  • 3 BA
  • 1506 sq. ft.
Exceptional! 5/5
(63 reviews)
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Premier Partner
63
Viewed 9 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 1 BA
  • Separate Toilet
  • 592 sq. ft.
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Viewed 6 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 1 BA
  • 602 sq. ft.
Wonderful! 4.9/5
(16 reviews)
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16
Viewed 10 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 2 BA
  • 861 sq. ft.
Excellent! 4.6/5
(21 reviews)
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21
  • 2 BR Chateau / Country House
  • 1 BA
  • 1022 sq. ft.
Wonderful! 4.9/5
(8 reviews)
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Premier Partner
8
Viewed 7 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • 914 sq. ft.
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1
Viewed 9 times in the last 48 hours
  • 1 BR Castle
  • 1 BA
Wonderful! 4.9/5
(12 reviews)
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12
  • 2 BR Villa
  • 1 BA
  • 1184 sq. ft.
Wonderful! 4.9/5
(23 reviews)
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Premier Partner
23
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
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Premier Partner
3
Viewed 5 times in the last 48 hours
  • 1 BR House
  • 2 BA
  • 1022 sq. ft.
Wonderful! 4.9/5
(31 reviews)
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Premier Partner
31
  • 1 BR Apartment
  • 1 BA
avg/night
Premier Partner
  • 1 BR Villa
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
9
  • 1 BR Apartment
  • 1 BA
  • 322 sq. ft.
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Viewed 6 times in the last 48 hours
  • 3 BR Apartment
  • 1 BA
  • 1399 sq. ft.
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Premier Partner
Viewed 7 times in the last 48 hours
  • 2 BR Barn
  • 1 BA
  • 645 sq. ft.
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  • 2 BR House
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(36 reviews)
avg/night
Premier Partner
36
  • 2 BR Apartment
  • 1 BA
  • 807 sq. ft.
View details for price
  • 1 BR Bed And Breakfast
  • 1 BA
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1
  • 4 BR Villa
  • 3 BA
  • 3229 sq. ft.
Wonderful! 4.9/5
(19 reviews)
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Premier Partner
19
  • 1 BR Apartment
  • 1 BA
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Premier Partner
  • 3 BR Apartment
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(46 reviews)
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46
  • 1 BR Apartment
  • 1 BA
  • 484 sq. ft.
avg/night
Premier Partner
Wonderful! 4.9/5
(7 reviews)
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7
  • 2 BR Villa
  • 1 BA
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  • 2 BR Villa
  • 1 BA
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  • 2 BR House
  • 2 BA
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Premier Partner
  • 3 BR Chateau / Country House
  • 2 BA
  • 1506 sq. ft.
avg/night
2
Viewed 9 times in the last 48 hours
  • 6 BR Villa
  • 5 BA
  • 4305 sq. ft.
avg/night
1
  • 1 BR Apartment
  • Separate Toilet
  • 484 sq. ft.
avg/night
  • 2 BR Cottage
  • 1 BA
  • 645 sq. ft.
avg/night
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
avg/night
  • 1 BR Chateau / Country House
  • 1 BA
  • 968 sq. ft.
Exceptional! 5/5
(11 reviews)
avg/night
11
  • 1 BR Apartment
  • Separate Toilet
  • 538 sq. ft.
avg/night
  • 1 BR Apartment
  • Separate Toilet
  • 538 sq. ft.
avg/night

Gaiole In Chianti Holiday Apartments & Villas (300+)

 

Recent Reviews

Amazing gem of a villa tucked away in beautiful Tuscany

5 of 5
We had a fantastic week at this villa near the lovely town of Gaiole in Chianti. The villa itself is beautiful, full of character as well as having all the facilities you could want. The main building sleeps 8 comfortably (3 doubles 1 twin) plus there is another smaller building just outside which accommodates another 4 people (separate booking required for the small building). The main pool is huge, well kept and has a great covered seating area with a bbq. There is also a smaller pool and hot tub near the other building. Location is ideal, just 5 mins drive from the bars, restaurants and shops of Gaiole, but is tucked away up a secluded driveway which means it is so peaceful. This accommodation is ideal for either a family holiday or a group of friends looking to chill out in Tuscany! A word about the host too - Bernardino is friendly, helpful and very responsive to any query. We had a great week and I highly recommend this accommodation!
  • Review Submitted: Jun 29, 2018
  • Date of Stay: Jun 2018

Lovely Holiday

4 of 5
We stayed here for the last 5 days of our holiday - it was lovely and peaceful but close to a Chianti village with shop, bar and restaurant which was all we needed. It would have been even much better if the weather had been kind but unfortunately we chose the wrong time to visit. Just a couple of niggles - there were only 2 easy chairs to sit and relax on indoors and due to weather we would have appreciated one each!! Also we were surprised to pay 30 euro tourist tax on top of the villa cost - not a lot but this could maybe be mentioned on the Homeaway website. - we did not have to pay this on the other property which was also booked through Homeaway. Having said this the house had everything we neeeded, a beautiful upstairs terrace to sit and read plus a terrace outside the kitchen to eat breakfast when the sun was shining!! Just one more problem we had which was probably our own fault but we arrived at the wrong Lecchi at first - not that far away but maybe again worth a mention on your website!!
  • Review Submitted: May 27, 2018
  • Date of Stay: May 2018