Castellina In Chianti Rentals

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919 Houses

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

$289

Lovely apartment in a small winery

Castellina In Chianti barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The real heart of Tuscany, a dreamholiday” For many years we have spent every summerholiday in Italy. It took only little time trying out various locations before we realized that the Casina at Setriolo was the perfect place and since then we haven't been anywhere else. The place is beautiful, quiet, romantic. The views from the terrace breathtaking. The garden lush and colourful, the swimming pool surrounded by lavender and green hedges. The house itself offers everything you need, it is compact, practical and yet full of character. And situated in the heart of the Chianti region of Tuscany all the main attractions are nearby. And even after having bought our own house in Umbria, we will go on visiting Setriolo for the dear owners and the beautiful memories.

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Price per night from

$159

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

$183

Beautiful 2-bedroom apartment villa in the heart of Chianti, pool & sunset views

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Ideal Tuscany accomodation” We spent five glorious days at Patrignone. We loved the location, perfect for visiting many of the small towns, and also Florence and Siena. Our 2 bedroom villa was beautiful, and everything we could have wanted. We especially enjoyed the wonderful hospitality of Simon and Verity, and their three sons. It made the holiday extra special. We will definitely be back.

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Price per night from

$292

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$146

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

$128

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

$602

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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Price per night from

$1,679

Villa Arnica B

Castellina In Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$341

Villa Arnica A

Castellina In Chianti house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$435

Sandonatino farmhouse

Castellina In Chianti villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$478

Ceccatelli

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$186

Le Ripe in Chianti Entire Farmhouse Villa - May and June 2018 only

Castellina In Chianti house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$426

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

$262

Romantic cottage in the heart of Chianti, Tuscany

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$195

CYPRESSES VILLA with private POOL

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$499

Loft with panoramic views over the Chianti hills

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$84

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

$604

La Tinaia - beautiful 1 bedroom cottage and quiet garden, pool with amazing view

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$183

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$262

FIENILE AGRITURISMO IL CELLESE

Castellina In Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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SUITE " SERGIO "

Castellina In Chianti farmhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Residence Cornino, Olivo 4 pax

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$134

Podere di Casalta: Athena-Urania

Castellina In Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$269

Residence Cornino Lake

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$95

Residence Cornino, Olivo 2 pax

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$95

Panorama Residence Cornino

Castellina In Chianti hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$95

Casa Chianti Classico, Panoramic View

Castellina In Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$245

Villetta La Miniera

Castellina In Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$77

Casale Bellavista

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

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Price per night from

$2,547

Wohnungen und Haueser auf sehr zentral gelegenem tosk. Bauernhof mit Pool

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

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Price per night from

$183

Apartment in the heart of Chianti surrounded by olive trees and vineyards

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$304

Great rentals within 20 miles that match your search

The Casalone, apartment CRUSHER

Impruneta apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$140

The Casalone, apartment TINAIA

Impruneta apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$86

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

$1,355

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 19

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Price per night from

$570

Selvatellino app.to superior giulia

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$84

Siena apartments

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$122

Viewing 38 of 919
rentals in Castellina In Chianti

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