Castel San Gimignano Rentals

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640 Houses

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Beautiful setting for the perfect Tuscan vacation

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$369

Great rentals within 20 miles that match your search

The Three Suns

Palaia apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$185

Romantic hideaway in the heart of Chianti

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$149

VILLA POZZOLO Exclusive All-inclusive Charming family parties lovely weddings

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

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Price per night from

$3,684

Villa Ferretta

Ponteginori villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$688

Ground floor apartment for 2 in Tuscan countryside

San Rocco a Pilli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

casa con piscina

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$148

La Roccaia beautiful apartment near San Gimignano

Ulignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$162

Agriturismo Podere Palazzetto

Casole d'Elsa farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$99

Le Valli di Vicchio

Montespertoli house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$140

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$86

Casa NENA sulla strada del vino e dell'olio

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$56

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,228

Palazzo - Tuscany

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,408

Bargagli Penthouse

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$2,156

Leonardo

Lucardo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$927

Ilaria

Palaia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$773

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,887

Design e Confort nel Chianti

San Casciano in Val di Pesa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

SANGIOVETO is a large apartment ideal for big families or group of friends

Poggibonsi apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$418

GRANAIO an indipendent apartment in Tuscany between Florence and Siena

Poggibonsi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$283

Tognazzi Casa Vacanze - Appartamento Alloro

Gambassi Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

Fattoria Quercia al Poggio - Apartment Cappella 1

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$197

FOCOLARE apartment 2+2 person, Swimminpool, WIFI

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

Superb House Bourgois in Tuscany

Casole d'Elsa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$264

Fattoria Quercia al Poggio - Apartment Cappella 3

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$232

APARTMENT LA ROSA

Barberino Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$62

Farm Novelleto, apartment 2 WELL

Monteriggioni apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

Farm Novelleto, THE SHED.

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$203

Georgia's Home

Montelopio house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$154

Farmhouse Borgo Basso

Barberino Val d'Elsa house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$584

Apartment for 4-5 persons Noble Woman

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$148

holiday apartment Passero between Florence and Siena in the heart of TUSCANY

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$111

holiday home Podere Saint Lucia 'The Meadow'

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

holiday home Podere Saint Lucia 'The Sunflower'

San Gimignano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$123

Terrace with stunning views

Lajatico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$74

Casale ' Romano '

Greve in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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