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San Gimignano and Surroundings

Excellent 549 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
  • 6
  • 18
  • 9
  • 7
  • 18th century villa with large garden
  • Small spa (hot tub)
  • Restaurant 50 meters from the property
from 197 $per night

Dante 1

 2  1  1  40 m2
from197 $
per night

Dante 2

 4  2  1  65 m2
from293 $
per night

Dante 3

 2  1  1  40 m2
from241 $
per night

Dante 4

 2  1  1  45 m2
from231 $
per night

Dante 5

 2  1  1  40 m2
from244 $
per night

Dante 6

 6  3  2  70 m2
from332 $
per night
  • 4
  • 14
  • 7
  • 6
  • Large property in a hilly area
  • Swimming pool overlooking San Gimignano
  • Possibility to visit the cellar
from 85 $per night

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
from85 $
per night

Vittoriana 4

 4  2  2  72 m2
from128 $
per night
Someone else is currently looking at this property!
  • 10
  • 5
  • 4
  • 300 m2
  • Villa with pool and tennis court
  • Beautiful views of San Gimignano
  • Ideal for exploring Tuscany
from 1184 $per night
  • 3
  • 12
  • 5
  • 6
  • Beautiful apartments in a medieval village
  • Basic services within walking distance
  • Magnificent panoramic view
from 231 $per night

La Terrazza

 4  2  2  100 m2
from243 $
per night

La Pergola

 4  1  1  70 m2
from231 $
per night

La Loggia

 4  2  3  90 m2
from243 $
per night
  • 6
  • 3
  • 3
  • 115 m2
  • Characteristic Tuscan country house
  • Large garden with relaxation areas
  • Good location to visit Chianti
from 241 $per night
  • 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

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
Someone else is currently looking at this property!
  • 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
  • 5
  • 2
  • 2
  • 200 m2
  • Recently restored old barn
  • Modern and refined interior furnishings
  • Only 4 km away from San Gimignano
from 197 $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

Padronale

 10  5  5  250 m2
from525 $
per night

Fornace 2

 4  2  2  60 m2
from237 $
per night

Fornace 1

 4  2  2  60 m2
from225 $
per night

Fienile

 8  4  4  120 m2
from419 $
per night

Marcello

 4  2  2  120 m2
from282 $
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 1639 $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

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
from158 $
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
from158 $
per night
  • 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
  • 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 319 $per night
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Quality Guaranteed

Guido Posarelli
Founder of Posarelli Villas, hand-picking all the vacation rentals in Italy we offer on our website.
Why Book With Us

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.

PosarelliVillas for You - You Travel We Care

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Special Deals

Looking for a memorable holiday experience without breaking the bank? With our range of advantageous deals and discount codes, you can enjoy incredible savings while creating unforgettable memories.

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Travel Experiences

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