Vacation Rentals & Villas in Radda in Chianti

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Chianti, La Pruneta, Raffaello Apartment

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$135

Great rentals within 20 miles that match your search

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

$263

Sealing the Lecci Gurian Roberta - The Lime Tree

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

Sealing the Lecci Gurian Roberta - Cornflower

Terranuova Bracciolini farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

holiday home Podere Saint Lucia 'The Meadow'

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

holiday home Podere Saint Lucia 'The Sunflower'

San Gimignano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

guardalaluna villa holiday House

Pian di Sco b&b

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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Price per night from

$403

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

$2,356

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

$605

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,685

Accommodation in chianti

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$74

Agriturismo Il Drago App. La Tinaia

Bucine finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$129

Agriturismo Il Drago App. La Stalla

Bucine townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$184

morandi mill old mill with private pool

Loro Ciuffenna watermill

  • 6 bedrooms
  • 16 bathrooms
  • sleeps 12

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Price per night from

$742

Casa Silvia, holiday home in San Casciano VP Loc. Valigondoli

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$137

Agriturismo Podere Torricella- arancia e cannella

Montagnana Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$147

Apartment Casina

Il Pino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$472

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

$440

Apartment in a farmhouse Tuscany Chianti Florence Children's

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$123

Il Palagione

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$306

Guest House-Bed and Breakfast in Ponticino & in to (an

Ponticino b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$98

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$147

TULIP in San Gimignano Pool

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$196

Farm House La Sala

Greve in Chianti townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$123

Villa Le Muracce

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$794

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

$120

Agriturismo Torre di Sant' Ansano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$98

Chianti B&B ' Edoardo' tra Siena firenze e Arezzo

Ambra guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$49

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

$606

Vernianello Type A

Cedda farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$184

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$263

PODERE LE RONDINI Villa with AIR-CONDITIONING, WIFI, CATERING; SWIM-POOL!

Montespertoli villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 22

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Price per night from

$2,180

Fattoria Marzocco 4

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,745

Atelier 1

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,745

Atelier 2

Mercatale di Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$1,745

Atelier 3

Mercatale di Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,745

Casa delle Rose

Mercatale di Val di Pesa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,745

Vernianello - Type B

Poggibonsi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$202

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