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Montespertoli

Excellent 1640 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 445 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 4
  • 2
  • 1
  • 80 m2
  • View of the towers of San Gimignano
  • Surrounded by the Tuscan hills
  • Large garden
from 159 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 2024 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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
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
from111 $
per night

Pozzo dei Desideri 2

 6  3  3  200 m2
from171 $
per night
  • 16
  • 8
  • 8
  • 550 m2
  • Magnificent villa with views of San Gimignano
  • 8 bedrooms and 8 bathrooms
  • Perfect to organize events
from 1605 $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
  • 30
  • 11
  • 10
  • Large rustic country property
  • Beautiful swimming pool with views over the Tuscan hills
  • Equipped panoramic terrace
from 101 $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
from101 $
per night

Tenuta 2

 4  1  1  66 m2
from101 $
per night

Tenuta 3

 4  2  2  66 m2
from133 $
per night

Tenuta 4

 2  1  1  45 m2
from101 $
per night

Tenuta 5

 6  2  2  82 m2
from137 $
per night

Tenuta 6

 10  4  3  125 m2
from204 $
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
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

La Selva 1

 3  1  1  35 m2
from129 $
per night

La Selva 2

 4  1  1  43 m2
from151 $
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
from219 $
per night

La Selva 6

 4  2  2  65 m2
from233 $
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 341 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 5
  • 19
  • 7
  • 5
  • Complex of 5 apartments with swimming pool
  • View of the Tuscan hills
  • Large park
from 97 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

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 1134 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Padronale

 10  5  5  250 m2
from515 $
per night

Fornace 2

 4  2  2  60 m2
from232 $
per night

Fornace 1

 4  2  2  60 m2
from221 $
per night

Fienile

 8  4  4  120 m2
from410 $
per night

Marcello

 4  2  2  120 m2
from276 $
per night
  • 7
  • 46
  • 16
  • 12
  • Enchanting property with panoramic views
  • Children's Separate swimming pool and play area
  • Tennis court available
from 125 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

La Valle 1

 6  2  2  80 m2
from180 $
per night

La Valle 2

 8  3  2  90 m2
from201 $
per night

La Valle 3

 8  3  2  120 m2
from201 $
per night

La Valle 4

 6  2  2  70 m2
from155 $
per night

La Valle 5

 4  1  1  45 m2
from125 $
per night

La Valle 6

 8  3  2  80 m2
from182 $
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 613 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 730 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 2
  • 14
  • 5
  • 5
  • Beautiful property in Chianti
  • Basic services within walking distance
  • Production and sale of wine and oil
from 147 $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
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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