Holiday houses in Casanuova di Pietrafitta

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Value · Location · Heating

Manor House - IlVillinoFarmhouse

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Value · Location · Kitchen

beautiful villa in Chianti, panoramic garden

"BADIA A PASSIGNANO DWELLING" You will enjoy a wonderful and restorative stay in the heart of the Chianti Classico region. You will stay in a fully restored, ancient stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation has been carried out with great care, taking into account every aesthetic detail to allow you to experience the ancient Tuscan tradition combined with comfortable modernity.

Location · Family · Getting around

Villa with pool in Chianti - Castellare Petroso

Located in the heart of the Chianti Classico region, amidst vineyards and woodland, Castellare Petroso offers an authentic Tuscan experience, understated and elegant. The galestro stone villa is set within a fenced park covering over 5 hectares, ensuring maximum privacy and relaxation. An automatic gate at the main entrance welcomes guests into this unique setting, where the architecture blends into the beautiful, untouched landscape. An exclusive retreat for those looking for the real Tuscany.

Location · Family · Condition

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Family · Location · Nearby

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

Family · Location · Accuracy

THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)

Barn and stone house with swimming pool and stunning views in Chianti Classico The Cipressini del Castellaccio are ancient stone houses, originally agricultural annexes to the main farmhouse dating back to the seventeenth century located in the heart of the Chianti Classico on the side of a slope with a breathtaking view of the Val d.Elsa. Luxuriously renovated and furnished, equipped with every comfort, they are located in such a way as to guarantee absolute privacy.

Location · Family · View

The House , Tuscany and the pool

This charming traditional Tuscan stone house blends historic character with modern comforts. Featuring 3 bedrooms, 3 bathrooms, and a private outdoor space Guests have access to a beautiful outdoor swimming pool, shared with just two other small properties. The total number of people in the pool never exceeds 10, ensuring a peaceful and enjoyable experience. Situated in the heart of Chianti New for 2025 Upgraded Wi-Fi – Now equipped with a satellite network.

Value · Family · Getting around

Calafralina

Calafralina is a spacious Chianti holiday home, ideal for several couples or a group of friends travelling together while still wanting privacy. The accommodation is spread across three single-storey stone buildings, set within a large garden with mature trees, fruit trees and an olive grove. From here, guests can enjoy peaceful views of the rolling Chianti hills, in a quiet countryside setting between Radda and Castellina in Chianti.

Family · Location · Sleep quality

Villa Montemaggio

Stay in an authentic Tuscan farmhouse set within a working vineyard, surrounded by breathtaking rolling hills. A private property of the estate owners, fully refurbished for modern comfort while preserving its country charm. Far from busy streets, here you’ll hear birdsong and the distant hum of tractors in the fields. Please note: to get to the property you have to drive for about 6 km of unpaved road, part of its secluded countryside setting.

Location · Family · Condition

1st floor apartment with shared pool - 4 pax

Welcome to Casale dello Sparviero, a 400-hectare family-run farm estate. You will stay in an ancient monastery completely immersed in the green hills of Chianti Classico, just 20 minutes from Siena. Our accommodations are located on two floors, accessible by external stairs. The infinity pool is for the use of all guests of the farmhouse (21 people). Our staff is at your disposal for cellar visits, tastings and anything else during your stay.

Location · Family · Hospitality

Villa with pool in Chianti Area

Amazing Entire Tuscan apartment in an indipendet part of our family Villa in the Chianti! Panoramic 360° view, independent entrance, parking, private garden with BBQ, big SWIMMING POOL, 4 Bedrooms, large living area with big tuscan fireplace, equipped kitchen and laundry. High speed WIFI. Between Siena and Florence in a strategic position close to the main Chianti roads and many characteristic villages!!

Location · Value · Accuracy