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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 1 - 15 of 44
  • 14
  • 7
  • 7
  • 450 m2
  • Luxury villa in Tuscany near San Gimignano
  • Suitable for weddings and other celebrations
  • Swimming pool, tennis court, jacuzzi and sauna
from 1212 $per night
  • 8
  • 4
  • 5
  • 250 m2
  • Traditional country house in Chianti area
  • Large interior spaces, tastefully furnished
  • Enchanting view of San Gimignano (2 km away)
from 411 $per night
  • 4
  • 2
  • 2
  • 80 m2
  • Independent country house
  • Nestled in the countryside near San Gimignano
  • Outdoor hot tub
from 185 $per night
  • 14
  • 7
  • 7
  • 400 m2
  • Large garden with panoramic view
  • Close to the famous city of San Gimignano "the medieval New York"
  • Elegant pool table
from 653 $per night
  • 7
  • 3
  • 2
  • 160 m2
  • Panoramic view of the Chianti hills
  • Traditional Tuscan country House
  • Large garden with equipped outdoor spaces
from 303 $per night
  • 3
  • 6
  • 3
  • 4
  • Large property in the Tuscan countryside
  • Swimming pool with hydromassage corner
  • Enchanting view of San Gimignano (at 300m)
from 82 $per night

La Capanna

 2  1  2  70 m2
from121 $
per night

Il Cottage

 2  1  1  45 m2
from106 $
per night

Ovile

 2  1  1  35 m2
from82 $
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
  • 10
  • 5
  • 4
  • 300 m2
  • Villa with pool and tennis court
  • Beautiful views of San Gimignano
  • Ideal for exploring Tuscany
from 1184 $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
  • 7
  • 27
  • 14
  • 11
  • Large property on top of a hill
  • Enchanting panoramic view of the countryside
  • Just 4 km from San Gimignano
from 174 $per night

Pesa

 4  2  2  80 m2
from326 $
per night

Carro

 3  2  1  80 m2
from250 $
per night

Camino

 4  2  1  80 m2
from275 $
per night

Torri

 2  1  1  65 m2
from174 $
per night

Cipressi

 2  1  1  65 m2
from174 $
per night

Villa

 10  5  4  300 m2
from877 $
per night

Capanna

 2  1  1  38 m2
from187 $
per night
  • 12
  • 6
  • 6
  • 350 m2
  • Luxury villa in Tuscany with heatable pool
  • Panoramic views of San Gimignano
  • Indoor spa with jacuzzi, sauna e steam room
from 2067 $per night
  • 12
  • 4
  • 2
  • 140 m2
  • Completely surrounded by the Tuscan countryside
  • Quiet and panoramic position near Volterra
  • Suitable for holidays with family and friends
from 230 $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
  • 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
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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

Discover all our Experiences & Services! Guided Tours, In Villa Experiences, Chef at Home, Wine Tastings, Weddings, Transfers, Vespa Tour, Bike, Yoga, Truffle Hunting, Ferrari Tours, etc. Many other experiences and services!

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Car Rental

To make your vacation even more comfortable, PosarelliVillas gives you the option to rent the car of your choice for your travels with just a few clicks.

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  • 16
  • 8
  • 6
  • 300 m2
from354  per night
Villa Acquaviva: Garden, Outdoor, Pool, Summer
  • 15
  • 6
  • 7
  • 250 m2
from510  per night
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  • 4
  • 4
  • 180 m2
from237  per night
Villa Maraus: Building Exterior, Outdoor, Pool
  • 14
  • 5
  • 5
  • 210 m2
from625  per night
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