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Castellina in Chianti

Excellent 481 Reviews 4.8/5
A vacation rental in Castellina in Chianti within the Chianti tourist area in Tuscany is a great choice if you are planning to spend a holiday togeteher with family or friends in Italy. Browsing holiday rentals near Castellina in Chianti with guest reviews is a good way to start planning your trip. Unlike a typical hotel stay, or a common holiday rental, our vacation rentals in Castellina in Chianti are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby Castellina in Chianti as villas with pool in Castellina in Chianti, last minute rentals near Castellina in Chianti, apartments in Castellina in Chianti and luxury villas for rent in Castellina in Chianti. If you don’t find the right solution here we suggest you to expand your search to see our villas in Tuscany or all our holiday rentals in Italy.

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Results 1 - 15 of 34
  • 6
  • 2
  • 2
  • 110 m2
  • Elegant villa with stone walls
  • Completely surrounded by nature
  • "Infinity pool" with panoramic view
from 323 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 6
  • 17
  • 9
  • 10
  • Old Tuscan farmhouse
  • Wine and oil production (possibility to purchase)
  • Hilly and panoramic position
from 221 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Fornacino 1

 2  1  2  68 m2
from232 $
per night

Fornacino 2

 4  2  2  78 m2
from291 $
per night

Fornacino 3

 2  1  2  57 m2
from232 $
per night

Fornacino 4

 2  1  1  41 m2
from221 $
per night

Fornacino 5

 5  3  2  87 m2
from333 $
per night

Fornacino 6

 2  1  1  46 m2
from221 $
per night
  • 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 711 $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 954 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 5
  • 2
  • 2
  • 110 m2
  • Beautiful property in Chianti
  • Private pool with panoramic views
  • Conveniently situated to explore the area
from 127 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 14
  • 7
  • 8
  • 900 m2
  • Exceptional property in the Chianti Classico
  • Private pool with views of the Tuscan hills
  • Production and sale of wine, olive oil and grappa
from 2811 $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!
  • 2
  • 14
  • 5
  • 5
  • Beautiful property in Chianti
  • Basic services within walking distance
  • Production and sale of wine and oil
from 143 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

San Donato 1

 6  2  2  70 m2
from143 $
per night

San Donato 2

 8  3  3  180 m2
from202 $
per night
  • 6
  • 23
  • 12
  • 9
  • Complex of 6 welcoming apartments in Tuscany
  • Beautiful pool with views of the Chianti Classico hills
  • Production and sale of wine, olive oil and grappa
from 106 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Villa

 6  3  3  150 m2
from333 $
per night

Torre

 5  3  2  150 m2
from358 $
per night

Colonica

 4  2  1  120 m2
from286 $
per night

Corte

 4  2  1  100 m2
from261 $
per night

Loggetta

 2  1  1  40 m2
from106 $
per night

Granaio

 2  1  1  60 m2
from130 $
per night
  • 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 427 $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 1363 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 3
  • 16
  • 8
  • 5
  • Comfortable apartments in the Tuscan countryside
  • Strategic location for exploring Tuscany
  • Perfect for nature lovers
from 178 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Torre 1

 2  1  1  30 m2
from178 $
per night

Torre 2

 4  2  1  100 m2
from309 $
per night

Torre 3

 10  5  3  140 m2
from775 $
per night
  • 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 851 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 3
  • 16
  • 6
  • 4
  • Traditional Tuscan farmhouse
  • "Infinity pool" with a view of the hills
  • Perfect for nature lovers
from 309 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Arturo 1 - Macina

 6  2  1  90 m2
from309 $
per night

Arturo 2 - Dependance

 4  1  1  60 m2
from309 $
per night

Arturo 3 - Borgo

 6  3  2  80 m2
from464 $
per night
  • 6
  • 3
  • 2
  • 200 m2
  • Traditional country house
  • Private swimming pool with panoramic view
  • Ideal for food and wine tourism
from 437 $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 183 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
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Guido Posarelli
Founder of Posarelli Villas, hand-picking all the vacation rentals in Italy we offer on our website.
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Cancellation Costs Cover

Included in the rental price! Our Commitment to a Worry-Free Experience.

We have introduced a cancellation penalty reimbursement mechanism, designed to provide our guests with an extra layer of security, allowing them to book with confidence.

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