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140 Houses

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Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$293

Farmhouse in the Chianti Classico area, App. 2+1g

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$124

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$373

switable appartament in historic house near S.Gimignano

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$118

Chianti barn Independent

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$111

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

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Price per night from

$1,374

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,040

Unique private villa near Tavarnelle. 11 bedrooms, pool, SPA, A/C in the Chianti

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

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Price per night from

$1,694

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A wonderful House in an wonderful area.” We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments. We will try as soon as possible to stay there again. Michael and Family from Munich

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Price per night from

$130

Casa vacanze Certaldo Alto

Certaldo Alto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$124

farmhouse, San Vincenzo a Torri chianti near Flor

Ginestra Fiorentina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$148

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

Villa di Cabbiavoli

Castelfiorentino villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$1,228

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

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Price per night from

$578

Private house for 4 persons near Montelupo Fiorentino with pool and Jacuzzi!

Montelupo Fiorentino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$232

Country house 9 km to Florence, shared pool, sleeps 5 with wine tour

Strada in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$132

VILLA DEL GRILLO

Pancole cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$81

Agriturismo Giulia in Tuscany, apt. Lavanda

Castelfiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$145

Agriturismo Podere Torricella- Rosa e ginepro-

Montagnana Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$185

AgriturismoGiula with pool, apt. Girasoli

Castelfiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$142

Oleanders-Casa Vacanze

Castelfiorentino barn

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 9

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Price per night from

$358

Farmhouse close to Florence, 2 bedrooms, shared pool & wine tour

Greve in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$185

Agriturismo Poggiolato - camera Lilium

San Casciano in Val di Pesa guest house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Tuscan country house 9 km to Florence with shared pool, sleeps & wine tour

Greve in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$111

Oleanders-The Barn

Castelfiorentino barn

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$210

Tavarnelle, luxury villa Chianti with SPA. Large groups and private facilities!

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

Match: Fishing

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Price per night from

$1,694

Casa Mia In Chianti, Close to Florence & Siena.

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

Villa Le Muracce

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$802

VILLA CHIANTI STYLE THE QUERCIOLINE cc gi

Tavarnelle Val di Pesa house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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Price per night from

$185

Farmhouse in Chianti Classico area, 9 km to Florence, shared pool & wine tour

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$124

romantic house in chianti inside a medioeval tower

Strada in Chianti apartment

  • 6 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$148

Casale del Vacanziere

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$124

Ancient VISCONTI Tower

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$148

Villa Antica Sosta

Castelfiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$529

Villetta Lillà

Impruneta house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$136

Talbot House-Casa il Giglio-Certaldo Alto

Certaldo Alto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$93

Il Nespolo

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$161

Garden House

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Fishing

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Price per night from

$185

Viewing 38 of 140
rentals in Fiano

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