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Montespertoli

Excellent 1559 Reviews 4.7/5
A vacation rental in Montespertoli 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 Montespertoli 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 Montespertoli are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby Montespertoli as villas with pool in Montespertoli, last minute rentals near Montespertoli, apartments in Montespertoli and luxury villas for rent in Montespertoli. 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 41
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 94 $per night

Tettoia

 4  2  2  85 m2
from134 $
per night

Torre

 2  1  1  75 m2
from110 $
per night

Montegufoni 10

 2  1  1  45 m2
from94 $
per night

Montegufoni 11

 3  1  1  45 m2
from99 $
per night

Montegufoni 13

 4  1  1  75 m2
from99 $
per night

Acciaioli 14

 6  3  3  113 m2
from181 $
per night

Montegufoni 17

 4  1  1  55 m2
from105 $
per night

Montegufoni 18

 5  2  1  80 m2
from105 $
per night

Acciaioli 1Bis

 6  3  3  120 m2
from181 $
per night

Montegufoni 22

 2  1  1  32 m2
from99 $
per night

Montegufoni 23

 6  3  1  120 m2
from140 $
per night

Montegufoni 27

 5  2  1  100 m2
from123 $
per night

Montegufoni 28

 3  1  1  70 m2
from99 $
per night

Montegufoni 29

 3  2  1  65 m2
from110 $
per night

Montegufoni 3

 5  2  1  75 m2
from99 $
per night

Montegufoni 30

 4  2  2  80 m2
from128 $
per night

Acciaioli 3

 2  1  2  90 m2
from105 $
per night

Tiglio

 5  2  2  90 m2
from140 $
per night

Acciaioli 4

 5  2  2  70 m2
from140 $
per night

Torre 2

 2  1  1  35 m2
from105 $
per night

Villa Acciaioli

 8  4  3  180 m2
from199 $
per night

Bellavista

 2  1  1  50 m2
from99 $
per night

Archi

 4  1  1  45 m2
from205 $
per night

Camino

 2  1  1  25 m2
from99 $
per night

Forno

 4  2  1  65 m2
from105 $
per night

Giardino

 4  1  1  75 m2
from140 $
per night

Guardiano

 3  1  1  70 m2
from99 $
per night

Segretario

 5  2  1  100 m2
from152 $
per night

Tramonto

 4  2  2  80 m2
from140 $
per night

Fattoressa

 4  1  1  70 m2
from105 $
per night

Montegufoni 19B

 5  3  2  80 m2
from146 $
per night

Cappella

 3  1  1  45 m2
from94 $
per night

Bastione

 2  1  1  65 m2
from117 $
per night

Galleria

 9  4  3  310 m2
from334 $
per night

La Grotta

 5  2  2  100 m2
from169 $
per night

Cardinale

 6  3  2  110 m2
from152 $
per night

Teatro

 3  1  1  90 m2
from123 $
per night

Montegufoni 7

 4  1  1  60 m2
from140 $
per night

Cupola

 4  2  1  75 m2
from128 $
per night
  • 10
  • 5
  • 4
  • 350 m2
  • Traditional Tuscan country house
  • Large and well-kept garden
  • Incredible view of the Chianti hills
from 336 $per night
  • 10
  • 5
  • 3
  • 310 m2
  • Stone farmhouse in Chianti
  • Large garden with panoramic view
  • Quiet and strategic position
from 517 $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 127 $per night

Casa Rossa 3

 4  1  1  47 m2
from127 $
per night

Casa Rossa 4

 6  3  3  95 m2
from169 $
per night

Casa Rossa 5

 6  3  2  95 m2
from169 $
per night

Casa Rossa 6

 6  3  2  95 m2
from169 $
per night

Casa Rossa 7

 6  3  2  95 m2
from169 $
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 139 $per night
  • 12
  • 4
  • 3
  • 160 m2
  • Large villa with large swimming pool
  • Outdoor Jacuzzi
  • Children's playground and billiards
from 236 $per night
  • 17
  • 9
  • 6
  • 300 m2
  • Charming Tuscan country property
  • Common area with also sauna and gym
  • Perfect for organising events
from 547 $per night
  • 4
  • 19
  • 10
  • 7
  • Property within a farm
  • Basic services within walking distance
  • Swimming pool with views of the Tuscan countryside
from 124 $per night

Vasche 1

 4  2  2  100 m2
from136 $
per night

Vasche 2

 4  2  1  60 m2
from124 $
per night

Vasche 3

 6  3  2  200 m2
from194 $
per night

Vasche 4

 5  3  2  150 m2
from184 $
per night
  • 3
  • 18
  • 6
  • 6
  • Former barn completely renovated
  • Enchanting view of the Tuscan countryside
  • Excellent position to explore the area
from 103 $per night

Glicini 1

 4  1  1  45 m2
from103 $
per night

Glicini 2

 6  2  2  80 m2
from184 $
per night

Glicini 3

 8  3  3  95 m2
from263 $
per night
  • 4
  • 2
  • 1
  • 50 m2
  • Beautiful detached house in Chianti
  • Large terrace with swimming pool
  • Basic services within walking distance
from 107 $per night
  • 3
  • 10
  • 3
  • 3
  • Historic building in a small medieval village
  • Free access to the tower with panoramic view
  • Basic services within walking distance
from 64 $per night

Certaldo 1

 3  1  1  50 m2
from64 $
per night

Certaldo 2

 3  1  1  41 m2
from64 $
per night

Certaldo 3

 4  1  1  54 m2
from69 $
per night
  • 8
  • 4
  • 2
  • 350 m2
  • Large property on a hill
  • Pool with panoramic views of the Tuscany countryside
  • Tennis and five-a-side soccer pitch
from 215 $per night
  • 6
  • 3
  • 3
  • 115 m2
  • Characteristic Tuscan country house
  • Large garden with relaxation areas
  • Good location to visit Chianti
from 236 $per night
Someone else is currently looking at this property!
  • 8
  • 4
  • 3
  • 130 m2
  • Beautiful property in a panoramic position
  • Large terraced garden with private pool
  • Basic services within walking distance
from 182 $per night
  • 18
  • 8
  • 8
  • 345 m2
  • Large Tuscan farmhouse in Chianti
  • Wine and oil production (cellar)
  • 8 bedrooms, each with private bathroom
from 858 $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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Cancellation Costs Cover

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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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