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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 16 - 30 of 41
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 365 $per night
  • 4
  • 2
  • 1
  • 80 m2
  • View of the towers of San Gimignano
  • Surrounded by the Tuscan hills
  • Large garden
from 160 $per night
  • 12
  • 6
  • 6
  • 350 m2
  • Luxury villa in Tuscany with heatable pool
  • Panoramic views of San Gimignano
  • Indoor spa with jacuzzi, sauna e steam room
from 2029 $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 111 $per night

Pozzo dei Desideri 1

 4  1  1  90 m2
from111 $
per night

Pozzo dei Desideri 2

 6  3  3  200 m2
from171 $
per night
  • 16
  • 8
  • 8
  • 550 m2
  • Magnificent rustic villa with views of San Gimignano
  • 8 bedrooms and 8 bathrooms
  • Perfect to organize events
from 1609 $per night
  • 6
  • 30
  • 11
  • 10
  • Large rustic country property
  • Beautiful swimming pool with views over the Tuscan hills
  • Equipped panoramic terrace
from 102 $per night

Tenuta 1

 4  1  1  68 m2
from102 $
per night

Tenuta 2

 4  1  1  66 m2
from102 $
per night

Tenuta 3

 4  2  2  66 m2
from133 $
per night

Tenuta 4

 2  1  1  45 m2
from102 $
per night

Tenuta 5

 6  2  2  82 m2
from138 $
per night

Tenuta 6

 10  4  3  125 m2
from205 $
per night
  • 6
  • 28
  • 10
  • 7
  • Large property with wine and oil production
  • Enchanting pool surrounded by olive trees
  • Strategic and panoramic position
from 129 $per night

La Selva 1

 3  1  1  35 m2
from129 $
per night

La Selva 2

 4  1  1  43 m2
from152 $
per night

La Selva 3

 5  2  1  46 m2
from193 $
per night

La Selva 4

 6  2  1  70 m2
from193 $
per night

La Selva 5

 6  2  1  60 m2
from220 $
per night

La Selva 6

 4  2  2  65 m2
from234 $
per night
  • 6
  • 3
  • 2
  • 240 m2
  • Detached villa in the countryside
  • Hilly and panoramic position
  • Close to San Gimignano and the Via Francigena
from 278 $per night
  • 5
  • 19
  • 7
  • 5
  • Complex of 5 apartments with swimming pool
  • View of the Tuscan hills
  • Large park
from 97 $per night

Leccino 1

 6  2  1  90 m2
from134 $
per night

Leccino 2

 4  1  1  70 m2
from120 $
per night

Leccino 3

 2  1  1  35 m2
from97 $
per night

Leccino 4

 3  1  1  45 m2
from120 $
per night

Leccino 5

 4  2  1  55 m2
from178 $
per night
  • 12
  • 6
  • 7
  • 250 m2
  • Large villa in the Tuscan countryside
  • 6 bedrooms, each with private bathroom
  • Electric charging station
from 1137 $per night
  • 5
  • 30
  • 15
  • 15
  • Beautiful property in the Tuscan countryside
  • Padel court and five-a-side football pitch
  • Private lake with picnic area
from 221 $per night

Padronale

 10  5  5  250 m2
from516 $
per night

Fornace 2

 4  2  2  60 m2
from233 $
per night

Fornace 1

 4  2  2  60 m2
from221 $
per night

Fienile

 8  4  4  120 m2
from412 $
per night

Marcello

 4  2  2  120 m2
from277 $
per night
  • 7
  • 46
  • 16
  • 12
  • Enchanting property with panoramic views
  • Children's Separate swimming pool and play area
  • Tennis court available
from 126 $per night

La Valle 1

 6  2  2  80 m2
from182 $
per night

La Valle 2

 8  3  2  90 m2
from203 $
per night

La Valle 3

 8  3  2  120 m2
from203 $
per night

La Valle 4

 6  2  2  70 m2
from155 $
per night

La Valle 5

 4  1  1  45 m2
from126 $
per night

La Valle 6

 8  3  2  80 m2
from184 $
per night

La Valle 7

 6  2  1  70 m2
from155 $
per night
  • 8
  • 4
  • 3
  • 230 m2
  • Historical villa of the Buonaparte family
  • Hilly and panoramic position
  • Large park with olive grove
from 615 $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 732 $per night
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 147 $per night

San Donato 1

 6  2  2  70 m2
from147 $
per night

San Donato 2

 8  3  3  180 m2
from208 $
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

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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