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Poggibonsi

Excellent 827 Reviews 4.8/5
A vacation rental in Poggibonsi 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 Poggibonsi 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 Poggibonsi are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby Poggibonsi as villas with pool in Poggibonsi, last minute rentals near Poggibonsi, apartments in Poggibonsi and luxury villas for rent in Poggibonsi. 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 42
  • 4
  • 2
  • 2
  • 80 m2
  • Independent country house
  • Nestled in the countryside near San Gimignano
  • Outdoor hot tub
from 185 $per night
  • 4
  • 2
  • 1
  • 80 m2
  • View of the towers of San Gimignano
  • Surrounded by the Tuscan hills
  • Large garden
from 163 $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
  • 2
  • 14
  • 5
  • 5
  • Beautiful property in Chianti
  • Basic services within walking distance
  • Production and sale of wine and oil
from 150 $per night

San Donato 1

 6  2  2  70 m2
from150 $
per night

San Donato 2

 8  3  3  180 m2
from212 $
per night
Someone else is currently looking at this property!
  • 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
  • 3
  • 18
  • 6
  • 6
  • Former barn completely renovated
  • Enchanting view of the Tuscan countryside
  • Excellent position to explore the area
from 105 $per night

Glicini 1

 4  1  1  45 m2
from105 $
per night

Glicini 2

 6  2  2  80 m2
from187 $
per night

Glicini 3

 8  3  3  95 m2
from268 $
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
  • 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
  • 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
  • 6
  • 2
  • 2
  • 110 m2
  • Elegant villa with stone walls
  • Completely surrounded by nature
  • "Infinity pool" with panoramic view
from 261 $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
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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.

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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