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San Casciano in Val di Pesa

Excellent 1366 Reviews 4.7/5
A vacation rental in San Casciano in Val di Pesa 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 Casciano in Val di Pesa 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 Casciano in Val di Pesa are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby San Casciano in Val di Pesa as villas with pool in San Casciano in Val di Pesa, last minute rentals near San Casciano in Val di Pesa, apartments in San Casciano in Val di Pesa and luxury villas for rent in San Casciano in Val di Pesa. 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 39
  • 12
  • 4
  • 3
  • 160 m2
  • Large villa with large swimming pool
  • Outdoor Jacuzzi
  • Children's playground and billiards
from 241 $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

Pozzo dei Desideri 1

 4  1  1  90 m2
from113 $
per night

Pozzo dei Desideri 2

 6  3  3  200 m2
from174 $
per night
  • 4
  • 19
  • 10
  • 7
  • Property within a farm
  • Basic services within walking distance
  • Swimming pool with views of the Tuscan countryside
from 126 $per night

Vasche 1

 4  2  2  100 m2
from139 $
per night

Vasche 2

 4  2  1  60 m2
from126 $
per night

Vasche 3

 6  3  2  200 m2
from198 $
per night

Vasche 4

 5  3  2  150 m2
from187 $
per night
  • 10
  • 5
  • 4
  • 350 m2
  • Traditional Tuscan country house
  • Large and well-kept garden
  • Incredible view of the Chianti hills
from 379 $per night
  • 6
  • 30
  • 11
  • 10
  • Large rustic country property
  • Beautiful swimming pool with views over the Tuscan hills
  • Equipped panoramic terrace
from 104 $per night

Tenuta 1

 4  1  1  68 m2
from104 $
per night

Tenuta 2

 4  1  1  66 m2
from104 $
per night

Tenuta 3

 4  2  2  66 m2
from135 $
per night

Tenuta 4

 2  1  1  45 m2
from104 $
per night

Tenuta 5

 6  2  2  82 m2
from140 $
per night

Tenuta 6

 10  4  3  125 m2
from209 $
per night
Someone else is currently looking at this property!
  • 39
  • 159
  • 68
  • 56
  • Original 12th Century Castle in the Tuscan countryside
  • Frescos and decorations of 18th century
  • Suitable to host events
from 95 $per night

Tettoia

 4  2  2  85 m2
from137 $
per night

Torre

 2  1  1  75 m2
from112 $
per night

Montegufoni 10

 2  1  1  45 m2
from95 $
per night

Montegufoni 11

 3  1  1  45 m2
from101 $
per night

Montegufoni 13

 4  1  1  75 m2
from101 $
per night

Acciaioli 14

 6  3  3  113 m2
from184 $
per night

Montegufoni 17

 4  1  1  55 m2
from107 $
per night

Montegufoni 18

 5  2  1  80 m2
from107 $
per night

Acciaioli 1Bis

 6  3  3  120 m2
from184 $
per night

Montegufoni 22

 2  1  1  32 m2
from101 $
per night

Montegufoni 23

 6  3  1  120 m2
from143 $
per night

Montegufoni 27

 5  2  1  100 m2
from125 $
per night

Montegufoni 28

 3  1  1  70 m2
from101 $
per night

Montegufoni 29

 3  2  1  65 m2
from112 $
per night

Montegufoni 3

 5  2  1  75 m2
from101 $
per night

Montegufoni 30

 4  2  2  80 m2
from131 $
per night

Acciaioli 3

 2  1  2  90 m2
from107 $
per night

Tiglio

 5  2  2  90 m2
from143 $
per night

Acciaioli 4

 5  2  2  70 m2
from143 $
per night

Torre 2

 2  1  1  35 m2
from107 $
per night

Villa Acciaioli

 8  4  3  180 m2
from203 $
per night

Bellavista

 2  1  1  50 m2
from101 $
per night

Archi

 4  1  1  45 m2
from209 $
per night

Camino

 2  1  1  25 m2
from101 $
per night

Forno

 4  2  1  65 m2
from107 $
per night

Giardino

 4  1  1  75 m2
from143 $
per night

Guardiano

 3  1  1  70 m2
from101 $
per night

Segretario

 5  2  1  100 m2
from154 $
per night

Tramonto

 4  2  2  80 m2
from143 $
per night

Fattoressa

 4  1  1  70 m2
from107 $
per night

Montegufoni 19B

 5  3  2  80 m2
from148 $
per night

Cappella

 3  1  1  45 m2
from95 $
per night

Bastione

 2  1  1  65 m2
from119 $
per night

Galleria

 9  4  3  310 m2
from340 $
per night

La Grotta

 5  2  2  100 m2
from172 $
per night

Cardinale

 6  3  2  110 m2
from154 $
per night

Teatro

 3  1  1  90 m2
from125 $
per night

Montegufoni 7

 4  1  1  60 m2
from143 $
per night

Cupola

 4  2  1  75 m2
from131 $
per night
  • 10
  • 5
  • 3
  • 310 m2
  • Stone farmhouse in Chianti
  • Large garden with panoramic view
  • Quiet and strategic position
from 527 $per night
  • 3
  • 18
  • 6
  • 6
  • Former barn completely renovated
  • Enchanting view of the Tuscan countryside
  • Excellent position to explore the area
from 105 $per night

Glicini 1

 4  1  1  45 m2
from105 $
per night

Glicini 2

 6  2  2  80 m2
from187 $
per night

Glicini 3

 8  3  3  95 m2
from268 $
per night
  • 4
  • 2
  • 1
  • 80 m2
  • View of the towers of San Gimignano
  • Surrounded by the Tuscan hills
  • Large garden
from 163 $per night
  • 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

Le Fonti 1

 4  2  2  94 m2
from255 $
per night

Le Fonti 2

 4  2  2  93 m2
from249 $
per night

Le Fonti 3

 4  2  2  77 m2
from255 $
per night

Le Fonti 4

 3  1  1  65 m2
from191 $
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
from356 $
per night

Le Fonti 8

 2  1  1  35 m2
from147 $
per night

Le Fonti 9

 3  1  1  59 m2
from191 $
per night

Le Fonti 10

 4  2  2  96 m2
from255 $
per night

Le Fonti 11

 4  2  2  127 m2
from255 $
per night

Salone

 1  n.a.  103 m2

Le Fonti 13

 4  2  2  80 m2
from249 $
per night

Le Fonti 14

 4  2  2  80 m2
from255 $
per night

Le Fonti 15

 4  2  2  102 m2
from255 $
per night
  • 6
  • 3
  • 2
  • 200 m2
  • Traditional country house
  • Private swimming pool with panoramic view
  • Ideal for food and wine tourism
from 356 $per night
Someone else is currently looking at this property!
  • 12
  • 48
  • 24
  • 20
  • Property in the center of Greve in Chianti
  • Perfect for Chianti Classico winetour
  • Table tennis and pool table
from 111 $per night

Mercantino

 6  3  3
from170 $
per night

Panorama

 6  3  3
from170 $
per night

Frantoio

 6  3  3
from170 $
per night

Molino

 6  3  3
from170 $
per night

Iris

 4  2  1
from144 $
per night

Steccaia

 4  2  1
from144 $
per night

Borro

 4  2  1
from144 $
per night

Giaggiolo

 4  2  1
from144 $
per night

Gramola

 2  1  1  55 m2
from111 $
per night

Buratto

 2  1  1
from111 $
per night

Fiocchetto

 2  1  1
from111 $
per night

Caratello

 2  1  1
from111 $
per night
  • 6
  • 3
  • 3
  • 130 m2
  • Holiday home a few steps from the center
  • Ideal for family holidays
  • Large garden with panoramic view
from 192 $per night
  • 5
  • 28
  • 13
  • 10
  • Beautiful property in the Tuscan countryside
  • Swimming pool with panoramic view over the hills
  • Riding stables just 2 km away
from 130 $per night

Casa Rossa 3

 4  1  1  47 m2
from130 $
per night

Casa Rossa 4

 6  3  3  95 m2
from172 $
per night

Casa Rossa 5

 6  3  2  95 m2
from172 $
per night

Casa Rossa 6

 6  3  2  95 m2
from172 $
per night

Casa Rossa 7

 6  3  2  95 m2
from172 $
per night
  • 4
  • 2
  • 1
  • 65 m2
  • Pretty house with private pool
  • Completely surrounded by greenery
  • 6 km from the medieval village of Certaldo
from 141 $per night
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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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