Vacation Rentals in Chianti

Vacation Rentals in Chianti

Start comparing over 27,522 rentals in Chianti and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher
4.5
& higher

Best vacation rental deals in Chianti

7 nights
$6,730
$6,246
$892 / night
7% discount
Sat, 04/09 - Sat, 04/16
Vacation rental for 18 people, with garden and pool, with pets
18 pers., 0.8mi to city center
7 nights
$969
$878
$125 / night
9% discount
Sat, 10/23 - Sat, 10/30
Vacation rental for 8 people, with pool and garden as well as view, with pets
8 pers., 3 bedrooms, 1.2mi to city center
4.8
(20 reviews)
14 nights
$3,123
$2,625
$187 / night
16% discount
Thu, 03/10 - Thu, 03/24
Vacation rental for 12 people, with garden and pool as well as view, with pets
12 pers., 6 bedrooms, 1.5mi to city center
4.5
(25 reviews)

Vacation rentals with free cancellation
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from
$90
per night

Vacation rental for 4 people, with garden and pool, with pets
4 pers., 1 bedroom, 1.1mi to city center
FREE cancellation

from
$75
per night

Vacation rental for 4 people, with pool
4 pers., 1 bedroom, 431ft², 0.7mi to city center
FREE cancellation

from
$81
per night

Vacation rental for 4 people, with garden and pool
4 pers., 2 bedrooms, 538ft², 1.5mi to city center
FREE cancellation
4.6
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Vacation Rentals in Chianti
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from
$60
per night

Vacation rental for 4 people, with view and garden, with pets
4 pers., 2 bedrooms, 603ft², 1mi to city center
3.9
(49 reviews)

from
$63
per night

Vacation rental for 6 people, with garden
6 pers., 3 bedrooms, 1,023ft², 950yd to city center
4.8
(28 reviews)

from
$73
per night

Vacation rental for 4 people, with garden and view, with pets
4 pers., 2 bedrooms, 753ft², 600yd to city center
5.0
(3 reviews)

from
$62
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 538ft², 3.3mi to city center
3.8
(42 reviews)

from
$73
per night

Vacation rental for 2 people, with garden and view, with pets
2 pers., 1 bedroom, 484ft², 2.2mi to city center
4.6
(8 reviews)

from
$69
per night

Vacation rental for 4 people, with garden and view, with pets
4 pers., 2 bedrooms, 1,076ft², 1.8mi to city center
4.2
(22 reviews)

from
$43
per night

Vacation rental for 4 people, with terrace and pool
4 pers., 1 bedroom, 560ft², 1.2mi to city center
FREE cancellation
5.0

from
$56
per night

Vacation rental for 11 people, with garden, with pets
11 pers., 4 bedrooms, 2,099ft², 1.7mi to city center
4.6
(35 reviews)

from
$52
per night

Vacation rental for 2 people, with garden, with pets
2 pers., 1 bedroom, 323ft², 1.4mi to city center
4.8
(2 reviews)
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Pet-friendly Vacation Rentals
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from
$139
per night

Vacation rental for 6 people, with garden
6 pers., 2 bedrooms, 1,023ft², 200yd to city center
4.5
(22 reviews)

from
$47
per night

Vacation rental for 4 people
4 pers., 1 bedroom, 538ft², 1.7mi to city center
3.5
(2 reviews)

from
$81
per night

Vacation rental for 6 people, with pool
6 pers., 3 bedrooms, 1,076ft², 2.7mi to city center
2.6
(3 reviews)
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Vacation Rentals with Pool
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from
$67
per night

Vacation rental for 4 people, with terrace
4 pers., 2 bedrooms, 646ft², 650yd to city center
4.9
(4 reviews)

from
$63
per night

Vacation apartment for 4 people, with view and pool
4 pers., 2 bedrooms, 614ft², 0.7mi to city center
4.8
(5 reviews)

from
$117
per night

Vacation rental for 5 people, with pool and view as well as garden
5 pers., 2 bedrooms, 646ft², 1.8mi to city center
4.5
(34 reviews)
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Vacation Rentals with Internet
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from
$50
per night

Vacation rental for 3 people, with garden and pool, child-friendly
3 pers., 2 bedrooms, 592ft², 100yd to city center
FREE cancellation
2.6

from
$152
per night

Vacation rental for 6 people, with garden and view, with pets
6 pers., 3 bedrooms, 1,023ft², 1.5mi to city center
4.6
(11 reviews)

from
$144
per night

Vacation rental for 13 people, with garden, with pets
13 pers., 6 bedrooms, 2,583ft², 1.9mi to city center
4.4
(9 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 4,182
Internet 7,031
Pets allowed 3,391
Balcony/Terrace 3,394
TV 6,283
Air conditioning 4,076

Prices and availability

Prices

October
November
December
January
February
$304
Sep 18 - Sep 25
$226 per night
Sep 25 - Oct 02
$222 per night
Oct 02 - Oct 09
$220 per night
Oct 09 - Oct 16
$222 per night
Oct 16 - Oct 23
$225 per night
Oct 23 - Oct 30
$232 per night
Oct 30 - Nov 06
$233 per night
Nov 06 - Nov 13
$222 per night
Nov 13 - Nov 20
$219 per night
Nov 20 - Nov 27
$219 per night
Nov 27 - Dec 04
$221 per night
Dec 04 - Dec 11
$239 per night
Dec 11 - Dec 18
$247 per night
Dec 18 - Dec 25
$251 per night
Dec 25 - Jan 01
$284 per night
Jan 01 - Jan 08
$304 per night
Jan 08 - Jan 15
$267 per night
Jan 15 - Jan 22
$248 per night
Jan 22 - Jan 29
$272 per night
Jan 29 - Feb 05
$298 per night
Feb 05 - Feb 12
$282 per night
Feb 12 - Feb 19
$254 per night
Feb 19 - Feb 26
$261 per night
Feb 26 - Mar 05
$280 per night
Average price per week

Availabilities

October
November
December
January
February
56 %
Sep 18 - Sep 25
46 %
Sep 25 - Oct 02
50 %
Oct 02 - Oct 09
54 %
Oct 09 - Oct 16
56 %
Oct 16 - Oct 23
55 %
Oct 23 - Oct 30
56 %
Oct 30 - Nov 06
52 %
Nov 06 - Nov 13
52 %
Nov 13 - Nov 20
52 %
Nov 20 - Nov 27
52 %
Nov 27 - Dec 04
51 %
Dec 04 - Dec 11
51 %
Dec 11 - Dec 18
51 %
Dec 18 - Dec 25
49 %
Dec 25 - Jan 01
46 %
Jan 01 - Jan 08
45 %
Jan 08 - Jan 15
47 %
Jan 15 - Jan 22
48 %
Jan 22 - Jan 29
48 %
Jan 29 - Feb 05
48 %
Feb 05 - Feb 12
48 %
Feb 12 - Feb 19
48 %
Feb 19 - Feb 26
48 %
Feb 26 - Mar 05
48 %
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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