Villas Castellina In Chianti

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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

$372

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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Price per night from

$610

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,697

Sandonatino farmhouse

Castellina In Chianti villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$484

Santantimo

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$495

Villa Beba

Castellina In Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$404

CYPRESSES VILLA with private POOL

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$504

Villa Patrignone 7 bedroom Tuscany villa with pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$611

Villa Delle Upupe 8, Emma Villas

Castellina In Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$926

Casale Bellavista

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

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Price per night from

$2,575

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Price per night from

$1,294

Great rentals within 20 miles that match your search

Vallebuia

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,230

Palazzo - Tuscany

Montaione villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,417

Bargagli Penthouse

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$2,169

Tamara

Impruneta villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$1,331

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Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

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Price per night from

$1,899

Leonardo

Lucardo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$933

Villa Cypress

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,664

Impruneta

Impruneta villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,522

Adorna

Figline e Incisa Valdarno villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$4,893

VILLA PODERE MADONNA. Impruneta

Impruneta villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$345

cottage in the countryside

San Gimignano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$136

Villa Il Palazzo, big garden, swimming pool, in Tuscany

Pergine Valdarno villa

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 30

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Price per night from

$1,218

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$770

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Price per night from

$1,353

VILLA BETWEEN THE OLIVE TREES

Tavarnuzze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$492

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

$1,369

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$407

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$173

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

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$295

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$589

La Tuia Vacanze

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$249

Beatifull villa with private pool

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$197

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$271

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$246

Villa in Tuscany with private pool and air cond.

Pergine Valdarno villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$369

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

$1,688

Viewing 38 of 461
villas in Castellina In Chianti

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