Castellina In Chianti Rentals

/ Home
/ Vacation Rentals
/ Europe
/ Italy
/ Tuscany
/ Province of Siena
/ Castellina In Chianti
Book with confidence.

Updating...

age 0-16
123 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

123 Houses

Why am I receiving these results?

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.

Match: Ceiling Fans

All filters match

Price per night from

$185

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!

Match: Ceiling Fans

All filters match

Price per night from

$610

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

Match: Ceiling Fans

All filters match

Price per night from

$1,697

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

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Ceiling Fans

All filters match

Price per night from

$308

Great rentals within 20 miles that match your search

detached house in the small hamlet of 4 buildings

Figline e Incisa Valdarno house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Ceiling Fans

All filters match

Price per night from

$99

The Casalone, apartment CRUSHER

Impruneta apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$142

Match: Ceiling Fans

All filters match

Price per night from

$1,435

Antico Borgo La Torre Agriturismo - Pittore

Reggello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Ceiling Fans

All filters match

Price per night from

$197

Antico Borgo La Torre Agriturismo - Villino Mavi'

Reggello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$246

A nest in the heart of Tuscany

Certaldo b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Ceiling Fans

All filters match

Price per night from

$62

Casanuova di Cignano

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$115

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Match: Ceiling Fans

All filters match

Price per night from

$332

Poggerina luxury private villa with stunning view

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.

Responds fast! avg. 3 hours 16 minutes

Match: Ceiling Fans

All filters match

Price per night from

$615

Dreamy Tuscan Farmhouse near Florence, Podere la V

San Casciano in Val di Pesa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Let's Go Back Soon!” The villa is beautiful, cheerful, and we felt at home. Ilaria keeps Podera very clean. Podera is fully equipped and updated. Ilaria and Rafael are the best hosts one can imagine, full of useful information about the area. They are very attentive. Ilaria showed us a 20 minute shortcut straight into a free parking lot in Florence! We did not have enough converters and Rafael went right out and bought some for us. They are both very accommodating and speak fluent English. I cannot say enough about these wonderful people. Their two boys, ages 4 and 6, are also charming and sweet. However, they are little boys and can be a bit noisy when playing, but Ilaria keeps them in line! The main town, San Casciano, is lovely and quaint and only a few minutes from the villa. There is plenty of history in the town. What we also loved, besides the terrific food, wine, the little outdoor market and the pasta shop with home made pastas, is in the evenings, families are out and about in the streets, enjoying a meal or espresso and meeting up with friends and neighbors. The children are with their parents having fun, no iPods! San Casciano felt like home. We had several dinners there and loved walking around. By the way, be sure to know the Italian for the days of the week or you may get a parking ticket ;) We planned on going back to Italy, south next time, but because Ilaria and Rafael are so great, and Podera La Villa so charming, we may decide to stay at Podere La Villa again, rather than somewhere else. It is in a perfect location to visit other towns. We went to Florence, Siena, Orvieto, Livorno, San Gimignano, Cirque Terra and Montapulciano! The only drawback was the wifi is wireless and is from the upstairs apartment, so we had to sit in the living room to get a signal. It was very hot. Wish we could have sat outside at one of several lovely seating areas.

Match: Ceiling Fans

All filters match

Price per night from

$316

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

Match: Ceiling Fans

All filters match

Price per night from

$1,230

Antico Borgo La Torre Agriturismo - Paola

Reggello apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$184

MARGHERITE apart. in Chianti Farmhouse

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Ceiling Fans

All filters match

Price per night from

$369

FOCOLARE Apartm. in Chianti Farmhouse

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Ceiling Fans

All filters match

Price per night from

$173

Flat in the countryside 9 kms to Florence 2+1

Strada in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Ceiling Fans

All filters match

Price per night from

$111

UVA apartment in a Tuscan Farmhouse

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Ceiling Fans

All filters match

Price per night from

$369

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

Strada in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Ceiling Fans

All filters match

Price per night from

$136

Il Palagetto, 2 bedrooms apartment florence hill

Bagno a Ripoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$197

Contryhouse 9 kms to Florence with pool 4+2

Strada in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans

All filters match

Price per night from

$185

Il Noce House beautifully furnished 3 bedrooms wit

Figline e Incisa Valdarno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans

All filters match

Price per night from

$118

80 m2 apartment in Greve in Chianti (Florence)

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Ceiling Fans

All filters match

Price per night from

$141

Agriturismo Podere Torricella- Rosa e ginepro-

Montagnana Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Ceiling Fans

All filters match

Price per night from

$185

Agriturismo Podere Torricella- arancia e cannella

Montagnana Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Ceiling Fans

All filters match

Price per night from

$148

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$148

Beautiful 1800s Colonica W/ Stunning Views, 20 Min

Rignano sull'Arno farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Ceiling Fans

All filters match

Price per night from

$443

CountryHouse Cerchiaia apartment

Figline e Incisa Valdarno townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Ceiling Fans

All filters match

Price per night from

$123

Farmhouse Chianti hills, WI-FI

San Casciano in Val di Pesa finca

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$80

In Tuscany farm holidays

Radicondoli farmhouse

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Ceiling Fans

All filters match

Price per night from

$431

Farm apartment called "Rosa"

Antella townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$222

Farm house podere la Fonte

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans

All filters match

Price per night from

$308

Chianti luxury villa, 5 bedrooms, pool, view

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Match: Ceiling Fans

All filters match

Price per night from

$702

Suite Superior with bathroom near San Gimignano

San Gimignano private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$219

Country House Nazzano near San Gimignano in the Chianti area, Siena and Florence - Ro

Gambassi Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$123

WINERY HOTEL in the Chianti Classico area "Apt PILU" ADULT ONLY +14

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 10 minutes

Match: Ceiling Fans

All filters match

Price per night from

$308

Viewing 38 of 123
rentals in Castellina In Chianti

×

Also consider