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San Gimignano and Surroundings

Excellent 551 Reviews 4.8/5
San Gimignano and Surroundings in Tuscany is a great place to rent a holiday accomodation for your next vacation in Italy. Spend some days in the San Gimignano and Surroundings with your family or friends and enjoy a relaxing holiday with great food, wine, history and beautiful views. Browse our vacation rentals in San Gimignano and Surroundings and book your favorite. All the holiday rentals listed in our website have been personally handpicked for their quality and for the services they offer.

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Results 16 - 28 of 28
  • 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 99 $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
from99 $
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 1155 $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 1181 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 66 $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
from66 $
per night

Certaldo 2

 3  1  1  41 m2
from66 $
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
from292 $
per night

Dante 3

 2  1  1  40 m2
from240 $
per night

Dante 4

 2  1  1  45 m2
from231 $
per night

Dante 5

 2  1  1  40 m2
from243 $
per night

Dante 6

 6  3  2  70 m2
from331 $
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 225 $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
from524 $
per night

Fornace 2

 4  2  2  60 m2
from236 $
per night

Fornace 1

 4  2  2  60 m2
from225 $
per night

Fienile

 8  4  4  120 m2
from418 $
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.
Someone else is currently looking at this property!
  • 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 318 $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 185 $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 1634 $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
from185 $
per night

La Valle 2

 8  3  2  90 m2
from206 $
per night

La Valle 3

 8  3  2  120 m2
from206 $
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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