villadominante-posarellivillas-41-.jpeg

Castellina in Chianti

Excellent 271 Reviews 4.7/5

Searching for the perfect villa in Castellina in Chianti? Look no further! Our exclusive selection of villas offers the ideal blend of comfort, and authenticity, making your escape to Tuscany truly unforgettable. If you rent one of our Castellina in Chianti villas, you will have the entire property to yourself and will not have to worry about other guests.. Find the right villa for your vacation in Italy now.

Peace of Mind, Even in Unexpected Situations

Discover our cancellation cost cover
Results 1 - 15 of 19
  • 6
  • 2
  • 2
  • 110 m2
  • Elegant villa with stone walls
  • Completely surrounded by nature
  • "Infinity pool" with panoramic view
from 258 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
Someone else is currently looking at this property!
  • 12
  • 6
  • 5
  • 250 m2
  • Old Tuscan farmhouse completely renovated
  • Perfect combination of rustic and modern styles
  • Ping-pong table, treadmill and exercise bike
from 738 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 11
  • 5
  • 5
  • 300 m2
  • Ancient historical venue dating back to the XIII century
  • Next to the Paneretta Castle (cellars)
  • 5 bedrooms, each with private bathroom
from 992 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 10
  • 5
  • 6
  • 400 m2
  • Villa in the scenic Tuscan countryside
  • 5 bedrooms, each with a private bathroom
  • Surrounded by vineyards and olive groves
from 431 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 6
  • 7
  • 360 m2
  • Charming villa in the Tuscan countryside
  • Suitable for disabled guests
  • 6 bedrooms, each with private bathroom
from 1416 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
Someone else is currently looking at this property!
  • 8
  • 4
  • 4
  • 240 m2
  • Perfect location for a Chianti Classico winetour
  • Heatable swimming pool and Finnish sauna
  • 4 bedrooms, each with private bathroom
from 885 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 6
  • 3
  • 2
  • 200 m2
  • Traditional country house
  • Private swimming pool with panoramic view
  • Ideal for food and wine tourism
from 353 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 6
  • 3
  • 3
  • 130 m2
  • Holiday home a few steps from the center
  • Ideal for family holidays
  • Large garden with panoramic view
from 190 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 4
  • 2
  • 1
  • 80 m2
  • View of the towers of San Gimignano
  • Surrounded by the Tuscan hills
  • Large garden
from 161 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 10
  • 5
  • 2
  • 220 m2
  • Traditional Tuscan dwelling
  • Terrace with a panoramic view
  • Village of Lucolena within walking distance
from 283 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 16
  • 8
  • 8
  • 550 m2
  • Magnificent rustic villa with views of San Gimignano
  • 8 bedrooms and 8 bathrooms
  • Perfect to organize events
from 1622 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 368 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 2
  • 1
  • 1
  • 50 m2
  • Old barn recently restored
  • Ideal for romantic getaways
  • Only 4 km far from Siena
from 169 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 9
  • 5
  • 2
  • 335 m2
  • Traditional country villa in Chianti, Tuscany
  • Large indoor and outdoor spaces
  • Swimming pool overlooking the surrounding countryside
from 345 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 4
  • 4
  • 300 m2
  • Spacious Tuscan farmhouse in the heart of Chianti
  • Tennis/volleyball/basketball court
  • Basic services within walking distance
from 706 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Can't find your perfect villa here? Explore our holiday homes in Castellina in Chianti with guest reviews to see what our previous guests have to say about their stay. Gain insights from real experiences and choose your ideal accommodation with confidence. You can also discover our exclusive collection of luxury villas in Castellina in Chianti, designed for those seeking elegance and comfort. If you're looking for a last-minute escape, browse our last-minute villa offers in Castellina in Chianti for exclusive deals on premium stays.

Still searching? Expand your options with our selection of villas all over Italy, handpicked for their unique charm, prime locations, and exceptional amenities.

Why Choose a Villa in Castellina in Chianti with a Private Pool

Imagine waking up to the gentle rustle of olive trees and the golden glow of the Italian sun – all from the comfort of your own private villa. Choosing a villa in Castellina in Chianti isn’t just about where to stay – it’s about how you experience Italy. With exclusive access to a private pool, you can unwind in total privacy, far from the bustle of daily life. Our handpicked collection of Castellina in Chianti villas caters to every type of traveller – from intimate retreats for couples to spacious homes for families or groups. Each property is thoughtfully equipped with a full kitchen, giving you the freedom to savour local ingredients and feel truly at home. These villas offer more than just relaxation. They are the perfect base for wine tasting tours, scenic countryside walks, and exploring charming hilltop villages. And with a range of affordable options, your dream Italian escape can be both indulgent and within reach. Choose a villa in Castellina in Chianti – where comfort, culture, and calm meet under the Italian sun.

Search on Map
Facilities
Deals and Offers
Property Options
Accommodation Options

Quality Guaranteed

Guido Posarelli
Founder of Posarelli Villas, hand-picking all the vacation rentals in Italy we offer on our website.
Why Book With Us

Special Deals

Looking for a memorable holiday experience without breaking the bank? With our range of advantageous deals and discount codes, you can enjoy incredible savings while creating unforgettable memories.

See All the Offers

Car Hire

To make your holiday even more comfortable, PosarelliVillas offers you the chance to hire the car of your choice for your journeys with just a few clicks.

rent-a-car
Hire a Car
paypal
ideal
diners
wire-transfer
visa
mastercard
amex
paylib
sofort
stripe
klarna