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34 Houses

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Casale Santappiano

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Heated pool

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Price per night from

$555

Luxury Villa at Greve in Chianti

Greve in Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Heated pool

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Price per night from

$617

Villa Martina

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$1,585

Villa Ripertoli luxury secluded family-owned farmhouse, Tuscany

Greve in Chianti villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17

“Second visit as great as the first!” We have rented the Ripertoli property twice in the past three years. We spent a wonderful week there in 2010 and then two weeks in October of 2013. The location is exceptional, both for it's proximity to the heart of Chianti Classico, and for the sheer beauty of the area. Great cycling, hiking, and relaxing. As a professional caterer, I particularly enjoy the great availability of local foods and the well equipped kitchen that Deborah has put together. The home is large, plently of privacy as well as wonderful common area with a great kitchen and sitting area. The grounds are great as well. There are a plethora of great restaurants in the area, varying in price and style. Greve has plenty of local grocers including a wonderful local butcher shop run by Paulo and his mother, and a great green grocer as well as two bakeries, excellent gelato, and all of the other typical but essential shops.

Responds fast! avg. 1 hour 53 minutes

Match: Heated pool

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Price per night from

$511

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

Match: Heated pool

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Price per night from

$577

Villa Rinaldi

Sammontana villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$1,057

4BR Tuscany’s sun-basked countryside

Montespertoli house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$2,219

Villa rentals apartments 4 bed

Montespertoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$221

Casa Farsetti

Castelfiorentino villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$358

romantic house in chianti inside a medioeval tower

Strada in Chianti apartment

  • 6 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Heated pool

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Price per night from

$148

VILLA FLORENCE CASA SERENA

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$523

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$2,113

Salve Regina

Chiesanuova barn

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$406

The Casalone, apartment AIA

Impruneta apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$185

Villa Chianti Furnace with pool and spa in Tavarnelle Val di Pesa!

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$1,673

VILLA BELSOLE

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

Match: Heated pool

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Price per night from

$641

Large flat with large terrace and chianti view,swimming pool,tennis court,Vm oro

San Donato in Poggio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

Match: Heated pool

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Price per night from

$186

Villa Florence - Casa Serena

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$523

Villa La Veduta

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

Match: Heated pool

All filters match

Price per night from

$577

The Compagnia del Chianti - Studio Apartment with Pool and Terrace

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

All filters match

Price per night from

$93

Villa Mea- Homelike Villas

Sammontana villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$352

Villa d'Agnola - Beautiful Tuscan villa with private pool amongst Chianti hills

San Casciano in Val di Pesa villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Heated pool

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Price per night from

$1,561

Luxury Villa Canova

Mercatale di Val di Pesa villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

Match: Heated pool

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Price per night from

$4,966

Villa Benedetto - Modern villa with pool and sauna near San Gimignano

San Benedetto villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

All filters match

Price per night from

$689

Villa Alma - Homelike Villas

Sammontana villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Heated pool

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Price per night from

$651

Match: Heated pool

All filters match

Price per night from

$272

MERAVIGLIOSA VILLA TOSCANA CON VISTA MOZZAFIATO

Montespertoli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$863

Villa Boscone-Splendid Tuscan villa with dependance and pool near Gambassi Terme

Gambassi Terme villa

  • 14 bedrooms
  • 8 bathrooms
  • sleeps 30

Match: Heated pool

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Price per night from

$835

Match: Heated pool

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Price per night from

$1,143

Villa delle Torri - Homelike Villas

San Gimignano house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 20

Match: Heated pool

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Price per night from

$1,479

Villa la Corte-Villa with pool and tennis court in the Chianti countryside

San Donato in Poggio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Heated pool

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Price per night from

$1,270

Villa Zambra - Charming villa with private garden and pool near San Gimignano

Montefalconi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$545

Villa Fienile Design-Splendid villa with mini-pool and horse stables in Chianti

Sant'Appiano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Heated pool

All filters match

Price per night from

$677

Villa Botinaccio - Fantastic villa with pool and garden near Florence

Ginestra Fiorentina villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Heated pool

All filters match

Price per night from

$635

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