Province of Siena Rentals

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94 Houses

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

Tuscan Countryside Getaway

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$165

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

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Price per night from

$2,378

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

Villa in Sarteano near Montepulciano Chianciano Terme

Sarteano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$518

Chianti, La Pruneta, Raffaello Apartment

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$136

La Casa di Alice - Montalcino

Castelnuovo dell'Abate house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$161

Tuscany country apartment for 4

Buonconvento apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$247

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Price per night from

$272

Agriturismo Torre di Sant' Ansano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$99

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$284

Charming rooms with amazing view and breakfast.

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$161

Ripostena 11 the barn

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$1,233

Appartamento Bilocale con piscina sulle colline di Siena

Isola d'Arbia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$121

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

$612

Agriturismo CasaIe il Moro !Vacanza per rilassarsi,immersi nella campagna senes

San Rocco a Pilli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 20

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Price per night from

$555

Ripostena 7-Trinciatoio

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,233

Walnut della Fonte

Radicondoli house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$173

A Vasco House - Chianti, Tuscany

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$136

Antico Borgo Ripostena - 8 Casa Vecchia

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$1,233

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Price per night from

$3,081

Agriturismo Piettorri Violetta Romantic apartment

Monteguidi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$159

Ripostena 10

Casole d'Elsa townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$1,233

Agriturismo Piettorri Rosmarino

Monteguidi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$184

Ripostena-Melissa House 1

Casole d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$1,233

Accommodation in chianti

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$74

In Tuscany farm holidays

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$432

San Silvestro

Staggia Senese apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$117

TULIP in San Gimignano Pool

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$198

Vernianello - Type B

Poggibonsi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$204

Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$97

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$265

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Vernianello Type A

Cedda farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$185

Ripostena-5 The Remittance

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,233

At home Vasco (2) - restored farmhouse, located in Tuscany Chianti

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$136

Agriturismo i flatcars

Chiusdino townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$87

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rentals in Province of Siena

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