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San Polo in Chianti

Excellent 339 Reviews 4.8/5
A vacation rental in San Polo 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 San Polo 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 San Polo 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 San Polo in Chianti as villas with pool in San Polo in Chianti, last minute rentals near San Polo in Chianti, apartments in San Polo in Chianti and luxury villas for rent in San Polo 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 21
  • 5
  • 28
  • 13
  • 7
  • Characteristic Tuscan manor house
  • Private pool surrounded by olive trees
  • Great location with panoramic views
from 55 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Chiesa

 4  2  1
from84 $
per night

Cappella

 5  2  1
from84 $
per night

Rustico

 3  1  1
from55 $
per night

Rondini

 8  4  2
from150 $
per night

Fienile

 8  4  2
from155 $
per night
  • 12
  • 6
  • 3
  • 300 m2
  • Large Tuscan farmhouse
  • Enchanting panoramic terrace
  • Villa surrounded by nature
from 412 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 20
  • 10
  • 8
  • 435 m2
  • Beautiful, recently restored Tuscan farmhouse
  • Stone-edged swimming pool with views of the hills
  • Perfect for organising events
from 2184 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 15
  • 51
  • 24
  • 24
  • Ancient hamlet dating back to the 16th century
  • Large garden with pool and childern's play area
  • Strategic and panoramic position
from 147 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Le Fonti 1

 4  2  2  94 m2
from254 $
per night

Le Fonti 2

 4  2  2  93 m2
from248 $
per night

Le Fonti 3

 4  2  2  77 m2
from254 $
per night

Le Fonti 4

 3  1  1  65 m2
from190 $
per night

Le Fonti 5

 2  1  1  46 m2
from174 $
per night

Le Fonti 6

 2  1  1  46 m2
from174 $
per night

Le Fonti 7

 6  3  3  138 m2
from355 $
per night

Le Fonti 8

 2  1  1  35 m2
from147 $
per night

Le Fonti 9

 3  1  1  59 m2
from190 $
per night

Le Fonti 10

 4  2  2  96 m2
from254 $
per night

Le Fonti 11

 4  2  2  127 m2
from254 $
per night

Salone

 1  n.a.  103 m2

Le Fonti 13

 4  2  2  80 m2
from248 $
per night

Le Fonti 14

 4  2  2  80 m2
from254 $
per night

Le Fonti 15

 4  2  2  102 m2
from254 $
per night
  • 10
  • 4
  • 4
  • 250 m2
  • Characteristic Tuscan mansion
  • Panoramic terrace with private pool
  • 4 bedrooms and 4 bathrooms
from 285 $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 355 $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 191 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 48
  • 24
  • 20
  • Property in the center of Greve in Chianti
  • Perfect for Chianti Classico winetour
  • Table tennis and pool table
from 110 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Mercantino

 6  3  3
from169 $
per night

Panorama

 6  3  3
from169 $
per night

Frantoio

 6  3  3
from169 $
per night

Molino

 6  3  3
from169 $
per night

Iris

 4  2  1
from143 $
per night

Steccaia

 4  2  1
from143 $
per night

Borro

 4  2  1
from143 $
per night

Giaggiolo

 4  2  1
from143 $
per night

Gramola

 2  1  1  55 m2
from110 $
per night

Buratto

 2  1  1
from110 $
per night

Fiocchetto

 2  1  1
from110 $
per night

Caratello

 2  1  1
from110 $
per night
  • 2
  • 10
  • 4
  • 4
  • A stunning property nestled in the heart of Chianti Classico
  • Swimming pool with panoramic view
  • Bus stop within walking distance
from 113 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Pozzo dei Desideri 1

 4  1  1  90 m2
from113 $
per night

Pozzo dei Desideri 2

 6  3  3  200 m2
from174 $
per night
  • 6
  • 30
  • 11
  • 10
  • Large rustic country property
  • Beautiful swimming pool with views over the Tuscan hills
  • Equipped panoramic terrace
from 103 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Tenuta 1

 4  1  1  68 m2
from103 $
per night

Tenuta 2

 4  1  1  66 m2
from103 $
per night

Tenuta 3

 4  2  2  66 m2
from135 $
per night

Tenuta 4

 2  1  1  45 m2
from103 $
per night

Tenuta 5

 6  2  2  82 m2
from140 $
per night

Tenuta 6

 10  4  3  125 m2
from208 $
per night
  • 10
  • 5
  • 2
  • 220 m2
  • Traditional Tuscan dwelling
  • Terrace with a panoramic view
  • Village of Lucolena within walking distance
from 285 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 7
  • 4
  • 3
  • 140 m2
  • Beautiful villa with a panoramic view
  • Refined furnishings
  • Perfect for wine lovers (Chianti area)
from 293 $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!
  • 6
  • 3
  • 3
  • 200 m2
  • Villa in a small Tuscan town
  • Large panoramic terrace
  • 3 bedrooms each with private bathroom
from 182 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 5
  • 3
  • 200 m2
  • Beautiful country house in Tuscany
  • Large garden with private pool
  • Rustic and comfortable furnishings
from 285 $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 2942 $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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