Vacation Rentals in Chianti

Vacation Rentals in Chianti

Start comparing over 2,762 rentals in Chianti and book at the best price!

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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

Best Vacation Rentals in Chianti

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 3 Guests in Castelnuovo Berardenga (Comune), Chianti
Vacation Rental for 3 Guests in Castelnuovo Berardenga (Comune), Chianti, Picture 1
Vacation Rental for 3 Guests in Castelnuovo Berardenga (Comune), Chianti, Picture 2
Vacation Rental for 3 Guests in Castelnuovo Berardenga (Comune), Chianti, Picture 3
Vacation Rental for 3 Guests in Castelnuovo Berardenga (Comune), Chianti, Picture 4
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Castelnuovo Berardenga (Comune), Chianti
Vacation Rental • 646 ft² • 2 Bedrooms
9.9
(24 reviews)
The holiday home "Independent Guesthouse in Chianti" is located in Castelnuovo Berardenga and is the perfect place for a relaxing getaway. Spread over two floors, the property features a living room, a fully equipped kitchen with dishwasher, two bedrooms, and two bathrooms, accommodating up to three guests. Additional amenities include high-speed Wi-Fi, a fan, and a smart TV with streaming services. The private outdoor area in front of the guesthouse includes a section of garden set apart from the larger property grounds, which feature an olive grove, as well as the owners’ vegetable garden...
from $121 / night
Vacation Rental for 6 Guests in Bucine region, Chianti
Vacation Rental for 6 Guests in Bucine region, Chianti, Picture 1
Vacation Rental for 6 Guests in Bucine region, Chianti, Picture 2
Vacation Rental for 6 Guests in Bucine region, Chianti, Picture 3
Vacation Rental for 6 Guests in Bucine region, Chianti, Picture 4
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Bucine region, Chianti
Vacation Rental • 807 ft² • 2 Bedrooms
9.9
(7 reviews)
Located in Bucine, Villa La Stalla is part of the Il Sole Verde agriturismo and offers everything you need for a relaxing holiday. The 75 m² property features a living room with a sofa bed for 2, a well-equipped kitchen with dishwasher, 2 bedrooms, and 1 bathroom, accommodating up to 5 guests. Additional amenities include Wi-Fi, a dedicated workspace, fan, heating, washing machine, and TV. A cot and high chair are also available. The villa boasts a private outdoor area with a covered terrace and barbecue. Guests also have access to a shared outdoor space with swimming pool, garden, and play...
from $204 / night
Vacation Rental for 6 Guests in Castiglione d'Orcia region, Val d'Orcia
Vacation Rental for 6 Guests in Castiglione d'Orcia region, Val d'Orcia, Picture 1
Vacation Rental for 6 Guests in Castiglione d'Orcia region, Val d'Orcia, Picture 2
Vacation Rental for 6 Guests in Castiglione d'Orcia region, Val d'Orcia, Picture 3
Vacation Rental for 6 Guests in Castiglione d'Orcia region, Val d'Orcia, Picture 4
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Castiglione d'Orcia region, Val d'Orcia
Vacation Rental • 1076 ft² • 2 Bedrooms
9.4
(31 reviews)
Featuring a beautiful mountain view, the country house 'Villa Agriturismo Il Pratone' is located in Castiglione d'Orcia. The 100 m² property consists of a living room with a sofa bed for 2 people, a well-equipped kitchen with a dishwasher, 2 bedrooms, 2 bathrooms, and an additional toilet, accommodating up to 6 guests. Additional amenities include Wi-Fi suitable for video conferences, a dedicated workspace for home office, TV, and a washing machine. Two high chairs and two baby cots are also available. The highlight of this accommodation is the private outdoor area with a fenced pool (open ...
from $293 / night

Prices and availability

Current Vacation rental prices Chianti

$292for 12 Sep - 19 Sep
$319 annual average
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Average price per week

Current vacation rental availability Chianti

23%for 12 Sep - 19 Sep
50% annual average
Oct
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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

How much do you pay, on average, for vacation rentals in Chianti?

Our data shows that Chianti had an average price of $234 per night, a relatively high one for a destination in Italy.

During which months are vacation rentals cheaper in Chianti?

According to the previous year, the months that are the cheapest in Chianti are November, April and May, with average prices of $215, $221, and $221, respectively.

During which months are vacation rentals more expensive in Chianti?

Last year, the month that had the highest annual average in Chianti was January, with an average price of $258 per night. This was followed by July, with an average of $257, and then August, with $253.

Are there usually many vacation rentals available in Chianti?

When planning a vacation to Chianti, we recommend you to be proactive as 54% of rentals are usually booked, according to last year's data.

When are more vacation rentals available?

The best months to find free accommodation in Chianti are April (the average amount of properties that are free reached 64% of the total last year), May (63%), and June (57%).

When are there fewer vacation rental options available in Chianti?

The months with the lowest properties available in Chianti are, in order, August, July, and December with respective average availability figures of 20%, 37%, and 38%, based on the previous year.

How many vacation rentals does Holidu have in Chianti?

Holidu has around 17,000 vacation rentals in Chianti, provided by 92 different partners.