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San Gimignano

Excellent 798 Reviews 4.8/5
A vacation rental in San Gimignano within the San Gimignano and Surroundings 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 San Gimignano 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 San Gimignano are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby San Gimignano as villas with pool in San Gimignano, last minute rentals near San Gimignano, apartments in San Gimignano and luxury villas for rent in San Gimignano. 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 44
  • 6
  • 3
  • 2
  • 240 m2
  • Detached villa in the countryside
  • Hilly and panoramic position
  • Close to San Gimignano and the Via Francigena
from 282 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 370 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 10
  • 5
  • 6
  • 400 m2
  • Villa in the scenic Tuscan countryside
  • 5 bedrooms, each with a private bathroom
  • Surrounded by vineyards and olive groves
from 434 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 6
  • 7
  • 360 m2
  • Charming villa in the Tuscan countryside
  • Suitable for disabled guests
  • 6 bedrooms, each with private bathroom
from 1425 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 3
  • 16
  • 8
  • 5
  • Comfortable apartments in the Tuscan countryside
  • Strategic location for exploring Tuscany
  • Perfect for nature lovers
from 187 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Torre 1

 2  1  1  30 m2
from187 $
per night

Torre 2

 4  2  1  100 m2
from323 $
per night

Torre 3

 10  5  3  140 m2
from811 $
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.
  • 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.
Someone else is currently looking at this property!
  • 3
  • 16
  • 6
  • 4
  • Traditional Tuscan farmhouse
  • "Infinity pool" with a view of the hills
  • Perfect for nature lovers
from 323 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Arturo 1 - Macina

 6  2  1  90 m2
from323 $
per night

Arturo 2 - Dependance

 4  1  1  60 m2
from323 $
per night

Arturo 3 - Borgo

 6  3  2  80 m2
from486 $
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 145 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.

Casa Rossa 3

 4  1  1  47 m2
from145 $
per night

Casa Rossa 4

 6  3  3  95 m2
from190 $
per night

Casa Rossa 5

 6  3  2  95 m2
from190 $
per night

Casa Rossa 6

 6  3  2  95 m2
from190 $
per night

Casa Rossa 7

 6  3  2  95 m2
from190 $
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 1632 $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!
  • 12
  • 6
  • 6
  • 270 m2
  • Beautiful villa in the Tuscan countryside
  • 6 bedrooms, each with a private bathroom
  • Magnificent panoramic views
from 1024 $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.
  • 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
  • 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
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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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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Last Viewed

Torre di Serre: Building Exterior, Outdoor
  • 2
  • 1
  • 1
  • 54 m2
from224  per night
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