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139 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

$292

Contryhouse 9 kms to Florence with pool 4+2

Strada in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$185

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

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$124

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$373

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

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Price per night from

$185

Relax in the countryside, 9 kms to Florence 3+2

Strada in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$136

Vichiaccio - Il Fienile

Campoli in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$173

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$247

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

Poggiosanto

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$370

Flat in the countryside 9 kms to Florence 2+1

Strada in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$111

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

$1,701

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

Casa Giotto

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$309

Resicence B&B Casprini da Omero - Apartment 4+1

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$117

Apartment rental in Tuscany

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$432

Tuscan apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$401

Vacation apartment in Tuscany

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$432

Frullacchia

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$161

Traditional Tuscan apartment

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$309

Chianti apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$272

Le Ginestre

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$370

Residence B&B Casprini da Omero - Apartment 2+1

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$117

cypresses

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$161

La Torretta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$309

the Lime Tree

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$265

The Oak

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$161

The castle

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$309

Casa Erta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$161

La Canonica

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$370

Romantic, big double sleeping room

Lucardo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$62

Tuscany cook from fields to the table

Certaldo villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 15

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Price per night from

$2,342

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$265

Nido del Merlo

Ulignano house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$518

Agriturismo Annita ap.THE LODGES

Tavarnelle Val di Pesa farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$142

Chianti luxury villa, 5 bedrooms, pool, view

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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Price per night from

$704

VILLA DEL GRILLO

Pancole cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$81

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rentals in Fiano

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