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San Gimignano and Surroundings

Excellent 551 Reviews 4.8/5

San Gimignano and Surroundings in Tuscany an exceptional destination for renting holiday accommodation during your next getaway in Italy. Spend a few days in the enchanting San Gimignano and Surroundings with your family or friends and endulge a relaxing holiday filled with exquisite cuisine, fine wines, rich history, and stunning vistas. Browse our selection of holiday rentals in San Gimignano and Surroundings and secure your preferred choice. Each accommodation featured on our website has been meticulously curated for its quality and the exceptional services it provides.

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Results 16 - 28 of 28
Someone else is currently looking at this property!
  • 4
  • 14
  • 7
  • 6
  • Large property in a hilly area
  • Swimming pool overlooking San Gimignano
  • Possibility to visit the cellar
from 84 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Vittoriana 1

 4  2  2  90 m2
from122 $
per night

Vittoriana 2

 4  2  1  100 m2
from122 $
per night

Vittoriana 3

 2  1  1  45 m2
from84 $
per night

Vittoriana 4

 4  2  2  72 m2
from128 $
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
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 98 $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
from136 $
per night

Leccino 2

 4  1  1  70 m2
from122 $
per night

Leccino 3

 2  1  1  35 m2
from98 $
per night

Leccino 4

 3  1  1  45 m2
from122 $
per night

Leccino 5

 4  2  1  55 m2
from181 $
per night
  • 12
  • 6
  • 7
  • 250 m2
  • Large villa in the Tuscan countryside
  • 6 bedrooms, each with private bathroom
  • Electric charging station
from 1153 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 10
  • 5
  • 4
  • 300 m2
  • Villa with pool and tennis court
  • Beautiful views of San Gimignano
  • Ideal for exploring Tuscany
from 1178 $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!
  • 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 65 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Certaldo 1

 3  1  1  50 m2
from65 $
per night

Certaldo 2

 3  1  1  41 m2
from65 $
per night

Certaldo 3

 4  1  1  54 m2
from70 $
per night
  • 6
  • 18
  • 9
  • 7
  • 18th century villa with large garden
  • Small spa (hot tub)
  • Restaurant 50 meters from the property
from 196 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Dante 1

 2  1  1  40 m2
from196 $
per night

Dante 2

 4  2  1  65 m2
from291 $
per night

Dante 3

 2  1  1  40 m2
from240 $
per night

Dante 4

 2  1  1  45 m2
from230 $
per night

Dante 5

 2  1  1  40 m2
from243 $
per night

Dante 6

 6  3  2  70 m2
from330 $
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 224 $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
from523 $
per night

Fornace 2

 4  2  2  60 m2
from236 $
per night

Fornace 1

 4  2  2  60 m2
from224 $
per night

Fienile

 8  4  4  120 m2
from417 $
per night

Marcello

 4  2  2  120 m2
from281 $
per night
  • 5
  • 2
  • 2
  • 200 m2
  • Recently restored old barn
  • Modern and refined interior furnishings
  • Only 4 km away from San Gimignano
from 196 $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
  • 350 m2
  • Historical building dating back to the end of the 16th century
  • Fine interiors and panoramic views
  • Basic services within walking distance
from 317 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 8
  • 4
  • 3
  • 130 m2
  • Beautiful property in a panoramic position
  • Large terraced garden with private pool
  • Basic services within walking distance
from 184 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 16
  • 8
  • 8
  • 550 m2
  • Magnificent rustic villa with views of San Gimignano
  • 8 bedrooms and 8 bathrooms
  • Perfect to organize events
from 1631 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 7
  • 46
  • 16
  • 12
  • Enchanting property with panoramic views
  • Children's Separate swimming pool and play area
  • Tennis court available
from 128 $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
from184 $
per night

La Valle 2

 8  3  2  90 m2
from205 $
per night

La Valle 3

 8  3  2  120 m2
from205 $
per night

La Valle 4

 6  2  2  70 m2
from157 $
per night

La Valle 5

 4  1  1  45 m2
from128 $
per night

La Valle 6

 8  3  2  80 m2
from187 $
per night

La Valle 7

 6  2  1  70 m2
from157 $
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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  • 4
  • 2
  • 2
  • 100 m2
from481  per night
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