Vacation Rentals in Chianti

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Popular Accommodations in Chianti

from
$93
per night

Vacation rental for 8 people
8 pers., 3 bedrooms, 1,507ft², 6 Beds

from
$43
per night

Apartment for 3 people, with garden
3 pers., 1 bedroom, 398ft²
4.1
(49 reviews)

from
$31
per night

Apartment for 2 people, with terrace
2 pers., 1 bedroom, 377ft²
3.6
(17 reviews)
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Vacation Rentals in Chianti
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from
$87
per night

Vacation rental for 5 people, with view and garden, with pets
5 pers., 2 bedrooms, 1,292ft²
4.2
(10 reviews)

from
$63
per night

Apartment for 3 people, with garden and view, with pets
3 pers., 1 bedroom, 431ft²
4.6
(2 reviews)

from
$35
per night

Apartment for 2 people, with garden and view
2 pers., 1 bedroom, 301ft²
4.0
(43 reviews)

from
$55
per night

Apartment for 2 people, with view and garden
2 pers., 1 bedroom, 474ft²
4.6
(70 reviews)

from
$49
per night

Vacation rental for 2 people, with garden, with pets
2 pers., 1 bedroom, 344ft²
4.1
(45 reviews)

from
$71
per night

Vacation apartment for 2 people, with pool and jacuzzi as well as terrace
2 pers., 1 bedroom, 484ft², 1 Bed
5.0
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Pet-friendly Vacation Rentals
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from
$48
per night

Vacation rental for 4 people, with garden
4 pers., 2 bedrooms, 861ft², Pets allowed, 2 Beds
3.8
(7 reviews)

from
$68
per night

Apartment for 3 people, with garden
3 pers., 1 bedroom, 538ft², Pets allowed
4.9
(15 reviews)

from
$39
per night

Vacation apartment for 2 people, with terrace
2 pers., 1 bedroom, 484ft², Pets allowed, 1 Bed
4.3
(6 reviews)
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Vacation Rentals with Pool
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from
$86
per night

Vacation rental for 3 people, with jacuzzi and sauna as well as terrace and pool
3 pers., 1 bedroom, 592ft², 1 Bed
4.7
(19 reviews)

from
$61
per night

Vacation apartment for 4 people, with pool and terrace as well as view
4 pers., 2 bedrooms, 592ft², 2 Beds
5.0
(2 reviews)

from
$111
per night

Vacation rental for 6 people, with garden
6 pers., 3 bedrooms, 1,292ft²
4.7
(8 reviews)
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Vacation Rentals with Internet
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from
$51
per night

Apartment for 4 people, with garden, with pets
4 pers., 2 bedrooms, 603ft²
3.7
(7 reviews)

from
$108
per night

Apartment for 4 people, with pool and terrace, with pets
4 pers., 1 bedroom, 431ft²FREE cancellation
4.6
(6 reviews)

from
$44
per night

Vacation rental for 4 people, with pool and terrace
4 pers., 1 bedroom, 560ft²FREE cancellation
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Vacation Rentals with Air Conditioning
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from
$71
per night

Vacation rental for 7 people, with view and garden as well as children pool
7 pers., 2 bedrooms, 1,206ft², 6 Beds
1.0

from
$88
per night

Vacation rental for 6 people, with view and garden, with pets
6 pers., 3 bedrooms, 1,399ft², 4 Beds
3.5
(3 reviews)

from
$69
per night

Vacation rental for 5 people, with pool and garden, with pets
5 pers., 2 bedrooms, 592ft²FREE cancellation
4.9
(22 reviews)
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Find Vacation Rentals in Chianti

Map

Highlights Chianti

  • Excursion to the metropolis Florence
  • Cycling tours through the unique landscape
  • Shopping and medieval fortresses in Castellina
  • Radda as a starting point for visiting the wineries

Most popular in Chianti

Pool 1,909
Internet 2,179
Pets allowed 1,511
Balcony/Terrace 1,534
TV 2,115
Garden 1,697
Parking 2,083
Washing machine 1,870
Heating 2,056

Prices and availability

Prices

May
June
July
August
September
$266
Apr 10 - Apr 17
$222 per night
Apr 17 - Apr 24
$218 per night
Apr 24 - May 01
$221 per night
May 01 - May 08
$222 per night
May 08 - May 15
$222 per night
May 15 - May 22
$224 per night
May 22 - May 29
$227 per night
May 29 - Jun 05
$233 per night
Jun 05 - Jun 12
$233 per night
Jun 12 - Jun 19
$235 per night
Jun 19 - Jun 26
$238 per night
Jun 26 - Jul 03
$245 per night
Jul 03 - Jul 10
$256 per night
Jul 10 - Jul 17
$264 per night
Jul 17 - Jul 24
$265 per night
Jul 24 - Jul 31
$265 per night
Jul 31 - Aug 07
$266 per night
Aug 07 - Aug 14
$265 per night
Aug 14 - Aug 21
$265 per night
Aug 21 - Aug 28
$260 per night
Aug 28 - Sep 04
$249 per night
Sep 04 - Sep 11
$237 per night
Sep 11 - Sep 18
$231 per night
Sep 18 - Sep 25
$232 per night
Average price per week

Availabilities

May
June
July
August
September
83 %
Apr 10 - Apr 17
74 %
Apr 17 - Apr 24
75 %
Apr 24 - May 01
78 %
May 01 - May 08
82 %
May 08 - May 15
83 %
May 15 - May 22
83 %
May 22 - May 29
80 %
May 29 - Jun 05
78 %
Jun 05 - Jun 12
81 %
Jun 12 - Jun 19
81 %
Jun 19 - Jun 26
80 %
Jun 26 - Jul 03
78 %
Jul 03 - Jul 10
77 %
Jul 10 - Jul 17
75 %
Jul 17 - Jul 24
70 %
Jul 24 - Jul 31
68 %
Jul 31 - Aug 07
67 %
Aug 07 - Aug 14
67 %
Aug 14 - Aug 21
69 %
Aug 21 - Aug 28
73 %
Aug 28 - Sep 04
75 %
Sep 04 - Sep 11
77 %
Sep 11 - Sep 18
79 %
Sep 18 - Sep 25
80 %
Percentage of available rentals

Vacation rentals in Chianti

Spend your holidays in the midst of a fantastic landscape of vineyards.

The Chianti region has countless vacation rentals to offer in the midst of a breathtaking hilly landscape. Take a closer look at the apartments in the picturesque towns and cities if you want to enjoy absolute comfort with a doorman and breakfast service. You can also rent a vacation rental in Chianti, which will give you many moments of relaxation in the garden. The stone fincas often have a pool and sometimes a sauna.

Holiday in Chianti

Location and orientation

The range of hills of the same name as a perfect holiday resort to relax in

Chianti is the name of an area in Italy located in the centre of Tuscany. At the same time, Chianti is a chain of hills, the highest point of which is Monte San Michele, 893 metres high. A part of Chianti stretches over the southeastern edge of the city of Florence. Other important places are Castellina, Greve, Montefioralle and Melazzano.

Idyll in Tuscany
Idyll in Tuscany
In Chianti, the famous Chianti wine has been cultivated for centuries and its production area accounts for about one third of Tuscany as a whole.

Top 3 travel tips

1. Explore the unique landscape by bike

The main attraction of Chianti is the landscape itself. This is characterised by fertile gardens, which are also an important habitat for game. The best way to explore the region is on two wheels.

2. Visit the charming town of Castellina

Castellina is a small town where many exclusive restaurants, charming boutiques and underground shops invite you to stroll and linger. You can also visit the fortress of Palazzo Ugolino, the 12th century Castello di Fonterutoli and the 11th century Castello di Rencine not far from Villa di Rencine, which is now a winery.

3. Taste the wine of the region in Radda

A popular centre for wine lovers is Radda. Start your tour in the heart of the city, at the piazza with town hall, fountains and loggias. From here the most famous wineries of the region are very easy to reach. You will find a vineyard in the Castello di Monterinaldi, a castle of Etruscan origin.

Restaurant in Tuscany
Restaurant in Tuscany

FAQs: Vacation Rentals in Chianti

What is the average price for vacation rentals in Chianti?

The COVID-19 pandemic strongly impacted the travel industry in 2020. Last year, rentals in this destination had an annual average cost of around $193.51 per night.

During which months can you find the best price for vacation rentals in Chianti?

If you would like to save as much as possible during your vacation to Chianti, travel in February ($167.09 per night on average), January ($170.02), or March ($172.2), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Chianti?

When it comes to looking for a vacation rental in Chianti, the months when you will pay the most are, in order of highest to lowest, July, August and April, with average prices per night of $227.12, $224.2, and $199.98, respectively.

Is Chianti a good location for a last-minute getaway?

Considering the data observed in 2020, it is an excellent destination for a last-minute escape, since it has an average annual availablity of 56%, which is comparatively high.

Which months offer the highest availability?

May, April and June are, in order of highest to lowest, the months that present the largest number of accommodations free, with respective average availability figures of 69.2%, 67%, and 63.75%.

Which months is it more difficult to find available vacation rentals?

Vacation rentals in Chianti reach their peak in demand in August, with an availability rate of 36.6%. The second most requested month is February, with 51.4%, and the third is January with 52.5%.

Are there many rentals in Chianti?

Holidu collaborates with 66 different partners to offer you a choice between 16000 properties we have in Chianti.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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