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Holiday rentals in Volpaia

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Top-rated holiday rentals in Volpaia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 112 reviews

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

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

beautiful farmhouse in the Chianti panoramic garden

"BADIA A PASSIGNANO DWELLING" You will enjoy a relaxing 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.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 155 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.

Guest favourite
Flat in Radda in Chianti
5.0 out of 5 average rating, 10 reviews

Chianti dreaming in Radda in Chianti

This apartment located on the outskirts of Radda in Chianti is the ideal choice for those looking for an elegant and comfortable retreat in the heart of Tuscany: • 3 Bedrooms: each has a king size bed (160x200 cm), private bathroom, smart TV, wardrobe and desk to ensure maximum privacy and comfort • Very bright living room • 4th guest bathroom • Tuscan charm: recently renovated, enhancing the exposed beams and terracotta floors • Fast internet (fiber optics) • Self check-in

Top guest favourite
Home in Il Poggetto
4.93 out of 5 average rating, 152 reviews

The Loggia

Immerse yourself in the authentic Tuscan dream. "La Loggia" is a charming home in the heart of Chianti Classico, just 300 meters on foot from the historic center of Radda. It offers the perfect blend of countryside quietness and village convenience, featuring a large private garden with breathtaking panoramic views over vineyards and a beautiful glass-enclosed loggia. The perfect oasis to relax and enjoy the sunset after exploring Siena, Florence, and nearby wineries.

Superhost
The exterior of a charming stone villa is showcased, with a refreshing swimming pool in the foreground. Lush green grass surrounds the pool area, and a shaded gazebo with seating is positioned nearby. Rolling hills and a clear blue sky form a picturesque backdrop.
Villa in Greve in Chianti
4.85 out of 5 average rating, 179 reviews

Villa La Doccia, Greve in Chianti

Villa La Doccia is located approximately 8 minutes by car from the centre of Greve in Chianti, in the area of Casole, in the heart of the beautiful Chianti countryside. The villa is located in a quiet, peaceful area, on a small farm surrounded by vineyards and olive groves, where guests can enjoy nature and the typical Tuscan landscape. The location is ideal for those who want to relax in the countryside while also being close to the centre of Greve in Chianti.

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Guest favourite
A serene bedroom features two single beds that can be combined into a double, complemented by soft pillows and warm bedding. Natural light filters through the window, adorned with patterned curtains. Rustic decor includes wooden accents and artwork on the walls, enhancing the inviting atmosphere.
Flat in Radda in Chianti
4.97 out of 5 average rating, 63 reviews

The Chianti Cabin

Rustic Tuscan-style apartment located in the heart of Chianti, just outside the historic center of Radda. The recently renovated accommodation is equipped with: · 1 bedroom with two single beds or a double bed (guest's choice) · 1 bedroom with a double bed · 1 crib · 1 bathroom · Free wifi (fiber optics) · Equipped kitchen and coffee machine · Washer-dryer · Living room with 43" Smart TV · Shared outdoor garden with table and umbrella for exclusive use

Top guest favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 429 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Superhost
A spacious bedroom features a comfortable bed, with natural light flowing in through a window that offers a glimpse of the surrounding greenery. Soft linens and a minimalist decor contribute to a serene and relaxing environment.
Cottage in Massa Sabbioni
4.95 out of 5 average rating, 57 reviews

Private Country House with swimming pool -Chianti

In the heart of Tuscany, at the gateway to Chianti Classico, Amoliv is a private retreat with 5 bedrooms, each featuring en-suite bathrooms and separate entrances. A professional kitchen and living room open onto a panoramic terrace with stunning views of Valdarno and Pratomagno. Surrounded by olive groves and woodlands, the property offers a private pool and BBQ area, ideal for families and groups seeking Tuscany's beauty.

Superhost
An old stone villa is set amidst lush vineyards and rolling hills. A private infinity pool, bordered by sun loungers and umbrellas, creates a serene outdoor space. The villa features terracotta rooftops and a landscaped garden, inviting relaxation in the tranquil Tuscan countryside.
Villa in Radda in Chianti
4.89 out of 5 average rating, 9 reviews

Il Casetto

Il Casetto is a luxurious holiday home set in a peaceful countryside location, surrounded by vineyards and rolling hills. The view captures the very essence of the classic Chianti landscape, making this beautifully restored stone house the perfect choice for a stylish holiday with family or friends. Comfort, privacy and proximity to the region’s highlights come together in perfect harmony.

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