Villas Castellina In Chianti

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375 villas

Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

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$620

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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$1,727

Sandonatino farmhouse

Castellina In Chianti villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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$492

Santantimo

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$503

Villa Beba

Castellina In Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$411

CYPRESSES VILLA with private POOL

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$513

Villa Patrignone 7 bedroom Tuscany villa with pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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$621

Villa Tregole - Fantastic villa with infinity pool and garden in Chianti area

Fonterutoli villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 19 minutes

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$765

Villa Delle Upupe 8, Emma Villas

Castellina In Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$916

Casale Bellavista

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

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Price per night from

$2,620

Responds fast! avg. 2 hours 19 minutes

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Price per night from

$1,125

Great rentals within 20 miles that match your search

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

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$586

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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$1,394

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$415

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$176

Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$301

Casa Borgianni. Villa Caprera, Siena Farmhouse.

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$301

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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$600

La Tuia Vacanze

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$253

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 29 minutes

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$238

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 29 minutes

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$251

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

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$438

Beautiful villa for family reunions, Wi-Fi

Bucine villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

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$451

Responds fast! avg. 2 hours 8 minutes

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$447

Nice house near San Gimignano,swimming pool,Aircon,large garden with view,Wi-Fi

Gambassi Terme villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 37 minutes

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$162

Tuscany cook from fields to the table

Certaldo villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 15

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Price per night from

$2,378

Poggio al Prato

Reggello villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$626

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$451

Villa San Gimignano 6 to 8 people

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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$527

La Tinaia

Rignano sull'Arno villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$138

Villa Le Muracce

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$814

Tornia estate-Casa del Pastor

Leccio villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

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$537

Torre del Santo

Barberino Val d'Elsa villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$2,842

the Farmhouse

Certaldo villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$438

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 36

“Wonderful place for the whole family” Last month we spent our holiday with the whole family ( children, aunts, uncles, cousins grandma) at Villa Radicondoli. Everybody enjoyed this ingenious piece of tuscany. One evening we had a delicious menu cooked by Pierangelo and his team. It was fantastic while we were sitting on the terrace looking for the sunset. At all the owner was very courteous and helpful. Also we recommend to visit the mill and taste that excellent oil. Not to forget the large swimming pool with a magnificent view. We hope that we will return next year.

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Price per night from

$2,002

Villa Sole promoted by WeekHomes com

Certaldo villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$906

Vignalsole

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$802

Villa Rignana

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$3,754

Viewing 38 of 375
villas in Castellina In Chianti

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