Chianti Vacation Rentals

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Popular Accommodations in Chianti

Apartment for 6 people, with view and terrace, with pets
6 pers., 3 bedrooms, 2,153ft²
4.7
3 reviews
San Gimignano, Siena Province
from
$95per night
Apartment for 2 people, with view and pool as well as garden
4.6
74 reviews
San Gimignano, Siena Province
from
$45per night
Vacation house for 8 people
8 pers., 3 bedrooms, 1,507ft²
Colle di Val d'Elsa, Siena Province
from
$96per night
Apartment for 2 people, with view and terrace as well as pool
4.4
35 reviews
Vinci, Florence Province
from
$26per night
Apartment for 4 people, with garden and pool as well as view
4.8
50 reviews
Arezzo Province
from
$62per night
Vacation apartment for 4 people, with view, with pets
3.7
14 reviews
Monte San Savino, Arezzo Province
from
$36per night
Apartment for 4 people, with view and garden as well as pool
4.7
3 reviews
Cerreto Guidi, Florence Province
from
$73per night
Apartment for 3 people, with pool and balcony
3.8
57 reviews
Podere di Poggetto, Florence Province
from
$49per night
Vacation house for 4 people, with view and terrace, with pets
4 pers., 2 bedrooms, 1,076ft²
3.1
2 reviews
Calenzano, Florence Province
from
$37per night
Vacation house for 4 people, with pool and terrace, with pets
4.6
57 reviews
Arezzo Province
from
$58per night
Apartment for 3 people, with garden
5.0
19 reviews
Siena Province
from
$54per night
Vacation house for 3 people, with balcony and pool
4.1
47 reviews
San Quirico d'Orcia, Val d'Orcia
from
$54per night
Vacation apartment for 4 people, with garden
5.0
3 reviews
Arezzo Province
from
$34per night
Apartment for 4 people, with garden and pool
4 pers., 2 bedrooms, 646ft²
5.0
2 reviews
Lastra a Signa, Prato Province
from
$69per night
Vacation house for 5 people, with terrace and view, with pets
4.7
20 reviews
Chiusdino, Siena Province
from
$106per night
Apartment for 3 people, with garden and pool
4.8
3 reviews
Chiusi, Siena Province
from
$66per night
Apartment for 4 people, with view and garden as well as pool
4.7
35 reviews
Arezzo Province
from
$45per night
Vacation house for 2 people, with pool and terrace as well as view, with pets
4.8
63 reviews
Colle di Val d'Elsa, Siena Province
from
$96per 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 6,533
Internet 11,252
Pet allowed 4,055
Balcony/Terrace 5,449
TV 10,229
Air conditioning 6,122
Garden 6,121
Parking 8,547
Washing machine 9,383

Prices and availability

Prices

February
March
April
May
June
$194
Jan 18 - Jan 25
$140 per night
Jan 25 - Feb 01
$145 per night
Feb 01 - Feb 08
$154 per night
Feb 08 - Feb 15
$156 per night
Feb 15 - Feb 22
$156 per night
Feb 22 - Feb 29
$155 per night
Feb 29 - Mar 07
$160 per night
Mar 07 - Mar 14
$166 per night
Mar 14 - Mar 21
$163 per night
Mar 21 - Mar 28
$153 per night
Mar 28 - Apr 04
$150 per night
Apr 04 - Apr 11
$161 per night
Apr 11 - Apr 18
$177 per night
Apr 18 - Apr 25
$180 per night
Apr 25 - May 02
$175 per night
May 02 - May 09
$175 per night
May 09 - May 16
$168 per night
May 16 - May 23
$160 per night
May 23 - May 30
$163 per night
May 30 - Jun 06
$169 per night
Jun 06 - Jun 13
$174 per night
Jun 13 - Jun 20
$181 per night
Jun 20 - Jun 27
$186 per night
Jun 27 - Jul 04
$194 per night
Average price per week

Availabilities

February
March
April
May
June
67 %
Jan 18 - Jan 25
53 %
Jan 25 - Feb 01
54 %
Feb 01 - Feb 08
55 %
Feb 08 - Feb 15
56 %
Feb 15 - Feb 22
55 %
Feb 22 - Feb 29
56 %
Feb 29 - Mar 07
56 %
Mar 07 - Mar 14
56 %
Mar 14 - Mar 21
59 %
Mar 21 - Mar 28
60 %
Mar 28 - Apr 04
61 %
Apr 04 - Apr 11
60 %
Apr 11 - Apr 18
60 %
Apr 18 - Apr 25
64 %
Apr 25 - May 02
66 %
May 02 - May 09
67 %
May 09 - May 16
67 %
May 16 - May 23
64 %
May 23 - May 30
63 %
May 30 - Jun 06
62 %
Jun 06 - Jun 13
62 %
Jun 13 - Jun 20
63 %
Jun 20 - Jun 27
65 %
Jun 27 - Jul 04
65 %
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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