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Holiday rentals in Casanuova di Pietrafitta

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Top-rated holiday rentals in Casanuova di Pietrafitta

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - The Simignano Barn

Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking 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 al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Guest favourite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti
4.93 out of 5 average rating, 255 reviews

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

Guest favourite
Home in Barberino Tavarnelle
4.96 out of 5 average rating, 47 reviews

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, so that you can experience the ancient Tuscan tradition combined with comfortable modernity.

Guest favourite
The historic farmhouse is surrounded by tall, ancient cypress trees and lush greenery. A gravel patio with outdoor seating is visible in the foreground, leading to an inviting garden area. The sky is clear with scattered clouds, creating a bright and welcoming ambiance.
Holiday home in Radda in Chianti
4.98 out of 5 average rating, 46 reviews

Tuscany Country House, Central Chianti, Pano Views

Tour (no spaces) www. escapetochianti. com/experience Perfect central base in Tuscany! The Farmhouse at Vignale has spectacular views overlooking organic vineyards in the heart of Chianti Classico wine country. Our spacious, historic artist-inspired stone house has 3 bedrooms, 1 bath (add 1bd/1ba extra fee) large living room, massive fireplace & great kitchen. Minutes to top restaurants & Chianti hill towns; easy drive to Florence & Siena; an ideal location for day trips to all parts of Tuscany

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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.

Top guest favourite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 218 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Top guest favourite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.99 out of 5 average rating, 136 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Guest favourite
Castle in Tignano
5.0 out of 5 average rating, 26 reviews

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.

Top guest favourite
An aerial view captures the charming layout of ancient stone houses surrounded by lush greenery and cypress trees. A swimming pool is visible, accompanied by well-maintained gardens featuring various relaxation areas. The surrounding landscape reveals vineyards and rolling hills typical of the Chianti scenery.
Villa in Castellina in Chianti
5.0 out of 5 average rating, 17 reviews

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.

Guest favourite
An expansive private pool is surrounded by sun loungers and shaded by umbrellas. The pool area features a stone patio and is set against a backdrop of lush green gardens and trees, creating a tranquil outdoor retreat.
Villa in Radda in Chianti
4.93 out of 5 average rating, 15 reviews

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.

Top guest favourite
An aerial view reveals a sprawling agricultural estate surrounded by lush, rolling hills. Vineyards stretch across the landscape, complemented by a tranquil pond. The main building, resembling a traditional farmhouse, is positioned centrally, highlighting its connection to the vast natural surroundings.
Farm stay in Castellina in Chianti
5.0 out of 5 average rating, 15 reviews

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.

Top guest favourite
The garden features a shaded dining area with a large umbrella and a wooden table set with chairs. A brick barbecue stands nearby, surrounded by greenery and well-maintained grass. The entrance to the house is visible through elegant wrought iron doors.
Cottage in La Piazza
4.96 out of 5 average rating, 131 reviews

Casa La Misura in the heart of Chianti

La Misura house is part of Borgo Montecastelli, a beautiful rural complex located right on the border between the provinces of Siena and Florence. Due to its strategic position, straddling two valleys, Borgo Montecastelli enjoys a magnificent panorama from its summit towards the villages that surround it: Panzano, Radda in Chianti, Castellina in Chianti, as well as farmhouses, churches, and towers.

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