Chianti Vacation Rentals

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Popular Accommodations in Chianti

Vacation apartment for 4 people, with garden
5.0
1 review
Siena Province
from
$51per night
Vacation house for 4 people, with view and garden as well as pool, with pets
4.8
4 reviews
San Gimignano, Siena Province
from
$87per night
Apartment for 6 people, with terrace and view, with pets
6 pers., 3 bedrooms, 2,153ft²
4.6
3 reviews
San Gimignano, Siena Province
from
$112per night
Apartment for 4 people, with pool and garden
Gambassi Terme, Florence Province
from
$74per night
Vacation house for 4 people, with balcony and pool
4.9
20 reviews
Castellina in Chianti, Siena Province
from
$65per night
Apartment for 2 people, with garden and pool as well as view
4.6
60 reviews
San Gimignano, Siena Province
from
$46per night
Castle for 2 people, with pool and garden as well as view
4.4
316 reviews
Montespertoli, Florence Province
from
$67per night
Vacation house for 4 people, with pool and garden, with pets
2.8
4 reviews
Laterina, Arezzo Province
from
$77per night
Apartment for 4 people, with pool and terrace, with pets
3.8
40 reviews
Florence Province
from
$48per night
Vacation house for 4 people, with sauna and garden
5.0
1 review
Montelupo Fiorentino, Florence Province
from
$52per night
Apartment for 2 people, with pool
4.3
13 reviews
Rapolano Terme, Siena Province
from
$59per night
Apartment for 2 people, with terrace and pool
2 pers., 1 bedroom, 377ft²
3.8
36 reviews
Lamporecchio, Pistoia Province
from
$29per night
Vacation house for 4 people, with pool and view as well as garden, with pets
3.8
1 review
Reggello, Florence Province
from
$55per night
Vacation house for 3 people, with pool and garden, with pets
4.9
88 reviews
Cicogna, Arezzo Province
from
$44per night
Apartment for 4 people, with view and garden as well as pool
4.5
4 reviews
Cerreto Guidi, Florence Province
from
$65per night
Vacation apartment for 4 people, with pets
Gambassi Terme, Florence Province
from
$54per night
Apartment for 5 people, with pool
4.7
3 reviews
Bucine, Arezzo Province
from
$63per night
Vacation apartment for 3 people, with garden and view as well as pool, with pets
3.2
3 reviews
Montaione, Florence Province
from
$78per night
Show all

Highlights in 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 6,338
Internet 10,707
Pet allowed 3,461
Balcony/Terrace 5,163
TV 9,879
Air conditioning 6,077
Garden 5,707
Parking 7,694
Washing machine 9,098

Prices and availability

Prices

April
May
June
July
August
$203
Mar 21 - Mar 28
$142 per night
Mar 28 - Apr 04
$139 per night
Apr 04 - Apr 11
$151 per night
Apr 11 - Apr 18
$169 per night
Apr 18 - Apr 25
$174 per night
Apr 25 - May 02
$171 per night
May 02 - May 09
$169 per night
May 09 - May 16
$161 per night
May 16 - May 23
$158 per night
May 23 - May 30
$159 per night
May 30 - Jun 06
$165 per night
Jun 06 - Jun 13
$173 per night
Jun 13 - Jun 20
$179 per night
Jun 20 - Jun 27
$183 per night
Jun 27 - Jul 04
$189 per night
Jul 04 - Jul 11
$197 per night
Jul 11 - Jul 18
$201 per night
Jul 18 - Jul 25
$203 per night
Jul 25 - Aug 01
$202 per night
Aug 01 - Aug 08
$200 per night
Aug 08 - Aug 15
$201 per night
Aug 15 - Aug 22
$201 per night
Aug 22 - Aug 29
$199 per night
Aug 29 - Sep 05
$191 per night
Average price per week

Availabilities

April
May
June
July
August
67 %
Mar 21 - Mar 28
59 %
Mar 28 - Apr 04
60 %
Apr 04 - Apr 11
59 %
Apr 11 - Apr 18
57 %
Apr 18 - Apr 25
64 %
Apr 25 - May 02
62 %
May 02 - May 09
63 %
May 09 - May 16
64 %
May 16 - May 23
59 %
May 23 - May 30
55 %
May 30 - Jun 06
53 %
Jun 06 - Jun 13
52 %
Jun 13 - Jun 20
55 %
Jun 20 - Jun 27
57 %
Jun 27 - Jul 04
57 %
Jul 04 - Jul 11
57 %
Jul 11 - Jul 18
57 %
Jul 18 - Jul 25
56 %
Jul 25 - Aug 01
56 %
Aug 01 - Aug 08
56 %
Aug 08 - Aug 15
59 %
Aug 15 - Aug 22
62 %
Aug 22 - Aug 29
65 %
Aug 29 - Sep 05
67 %
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
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  2. Italy
  3. Central Italy
  4. Tuscany
  5. Chianti