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San Gimignano

Excellent 795 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 314 $per night
  • 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 484 $per night
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 412 $per night
  • 12
  • 6
  • 7
  • 360 m2
  • Charming villa in the Tuscan countryside
  • Suitable for disabled guests
  • 6 bedrooms, each with private bathroom
from 1431 $per night
  • 3
  • 16
  • 8
  • 5
  • Comfortable apartments in the Tuscan countryside
  • Strategic location for exploring Tuscany
  • Perfect for nature lovers
from 187 $per night

Torre 1

 2  1  1  30 m2
from187 $
per night

Torre 2

 4  2  1  100 m2
from325 $
per night

Torre 3

 10  5  3  140 m2
from814 $
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
  • 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
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 325 $per night

Arturo 1 - Macina

 6  2  1  90 m2
from325 $
per night

Arturo 2 - Dependance

 4  1  1  60 m2
from325 $
per night

Arturo 3 - Borgo

 6  3  2  80 m2
from488 $
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 130 $per night

Casa Rossa 3

 4  1  1  47 m2
from130 $
per night

Casa Rossa 4

 6  3  3  95 m2
from172 $
per night

Casa Rossa 5

 6  3  2  95 m2
from172 $
per night

Casa Rossa 6

 6  3  2  95 m2
from172 $
per night

Casa Rossa 7

 6  3  2  95 m2
from172 $
per night
Someone else is currently looking at this property!
  • 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
  • 12
  • 6
  • 6
  • 270 m2
  • Beautiful villa in the Tuscan countryside
  • 6 bedrooms, each with a private bathroom
  • Magnificent panoramic views
from 1028 $per night
  • 12
  • 6
  • 7
  • 250 m2
  • Large villa in the Tuscan countryside
  • 6 bedrooms, each with private bathroom
  • Electric charging station
from 1127 $per night
  • 5
  • 19
  • 7
  • 5
  • Complex of 5 apartments with swimming pool
  • View of the Tuscan hills
  • Large park
from 99 $per night

Leccino 1

 6  2  1  90 m2
from137 $
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
from182 $
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
  • 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
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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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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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  • 11
  • 6
  • 3
  • 280 m2
from751  per night
Villa Giador: Outdoor, Pool
  • 10
  • 5
  • 3
  • 180 m2
from375  per night
Villa Stella: Balcony / Terrace / Patio, Outdoor, Pool, Scenic View
  • 12
  • 6
  • 6
  • 397 m2
from850  per night
Villa Mara: Outdoor, Pool
  • 4
  • 2
  • 2
  • 90 m2
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  • 10
  • 5
  • 5
  • 400 m2
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