Vacation Rentals & Villas in San Gimignano

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136 Houses

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Charming rooms with amazing view and breakfast.

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$161

TULIP in San Gimignano Pool

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$198

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$149

holiday home Podere Saint Lucia 'The Meadow'

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$93

holiday home Podere Saint Lucia 'The Sunflower'

San Gimignano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$124

villa in the countryside of san gimignano

San Gimignano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$467

Great rentals within 20 miles that match your search

Casa Vacanze "La Farfalla" - Papillon

San Miniato apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$81

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$266

3 bedrooms apartment typical tuscany countryhouse

Montaione apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$241

Tenuta Quadrifoglio - Apt. Parsley

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$309

Farmhouse La Carraia Apartment C

Pomarance farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$124

Casa Silvia, holiday home in San Casciano VP Loc. Valigondoli

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$142

Farmhouse immersed in the woodland

Volterra house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$803

Villa Colle Tuscan Poolside House with Jacuzzi

Volterra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$371

Casa Vacanze "La Farfalla" - Atlas

San Miniato apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$93

Belmonte Vacanze near San Gimignano and Volterra

Montaione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$371

Agriturismo Podere Torricella- arancia e cannella

Montagnana Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$149

Apartment Casina

Il Pino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$477

Apartment in a farmhouse Tuscany Chianti Florence Children's

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$124

Il Palagione

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$309

Farm House La Sala

Greve in Chianti townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$124

Agriturismo Podere Coiano

Volterra apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

In Tuscany farm holidays

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$432

Farm house podere la Fonte

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$309

Villa Le Muracce

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$803

Borgo Il Poggio Agritourismo

Sughera apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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San Silvestro

Staggia Senese apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$118

Relax Tuscany Gambassi Terme

Gambassi Terme condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$124

Il Castagno

Gambassi Terme house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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IL NOCE. Agriturismo San Tommaso in Toscana con piscina, vicino al mare.

Pomarance house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$357

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

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Price per night from

$2,381

Accommodation in chianti

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$74

Vernianello Type A

Cedda farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$185

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$266

PODERE LE RONDINI Villa with AIR-CONDITIONING, WIFI, CATERING; SWIM-POOL!

Montespertoli villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 22

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Price per night from

$2,203

Atelier 3

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,764

Fattoria Marzocco 4

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,764

Atelier 1

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,764

Viewing 38 of 136
rentals in San Gimignano

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