Some info has been automatically translated. Show original language

Villa holiday rentals in San Casciano In Val di Pesa

Find and book unique villas on Airbnb

Quick stats about villa rentals in San Casciano In Val di Pesa

  • Nightly prices starting at

    San Casciano In Val di Pesa holiday rentals start at $2,134 AUD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Casciano In Val di Pesa rentals

  • 5 Average rating

    San Casciano In Val di Pesa stays are highly rated by guests—averaging 5 out of 5!

Top-rated villa rentals in San Casciano In Val di Pesa

Guests agree: These villas are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the enchantment of our Country House: a prestigious, finely restored old Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Immersed in the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat for regeneration. Choose between total relaxation in the garden Jacuzzi, excellent food and wine tours or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream holiday in Tuscany!

4.94 out of 5 average rating, 134 reviews
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

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

4.93 out of 5 average rating, 256 reviews
Guest favourite
A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.
Villa in Monsummano Terme

Le Maggioline Your Tuscany country house

Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

4.98 out of 5 average rating, 142 reviews
Top Guest favourite
A vibrant yellow villa is framed by lush greenery, with a charming stone wall and an ornate wrought-iron gate. The main entrance showcases wooden shutters and a traditional tiled roof, inviting visitors into a serene and private setting.
Villa in Impruneta

Casa de' Miei - Garden Villa near Florence, Chianti

"Casa de' Miei" is a detached villa with a large garden, surrounded by greenery, just outside Impruneta, halfway between Florence and Chianti Classico. A typical Tuscan house, with traditional terracotta floors, ceilings with exposed beams, 4 double bedrooms, 3 bathrooms and a beautiful veranda. The garden is equipped with a barbecue, wood-burning oven, ping pong, table soccer, and a relaxation area among roses and lemons. We welcome all travelers looking for an oasis of peace in Tuscany!

5.0 out of 5 average rating, 102 reviews
Top Guest favourite
A charming stone villa is set amidst a lush green lawn. The building features wooden window shutters and a terracotta tile roof. A covered porch, adorned with flower pots, offers a welcoming outdoor space, complemented by a backdrop of blooming plants and trees.
Villa in Barberino Tavarnelle

CasaDiManuela:TotallyPrivateChiantiVilla withTub

CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.

4.97 out of 5 average rating, 106 reviews
Superhost
A serene swimming pool is surrounded by lush greenery and rustic buildings. Several guests enjoy the cool water, while sun loungers offer a comfortable place to relax. Tall trees provide natural shade, enhancing the peaceful outdoor setting.
Villa in Greve in Chianti

Put down your luggage, this is just the beggining!

Il Mulino, a charming former mill turned country house, is a tranquil retreat perfect for families and friends. The villa offers 4 inviting bedrooms and ample space for relaxation, both indoors and out. On warm days, guests can enjoy the swimming pool with its integrated jacuzzi. Bordering a picturesque winery, the property provides beautiful views of the vineyards. Nestled in the valley, it’s a 15-minute walk to the heart of Greve in Chianti and a 30-minute drive to Florence.

4.89 out of 5 average rating, 99 reviews
Top Guest favourite
A warm dining area is visible with a rustic wooden table set for a meal. Glasses filled with red wine are placed on a curved kitchen counter alongside a platter of cheese and nuts. Natural light streams through large windows, enhancing the welcoming atmosphere.
Villa in Poggibonsi

Villa L'Olivo w/Private pool (Close San Gimignano)

Villa L'Olivo is located in the Tuscan countryside, about 10 kilometers from San Gimignano and a few minutes from the supermarkets and various services in Poggibonsi. Our Villa is a great starting point to discover all the beauty of Tuscany, but it is also an ideal place for those who love to take a break from the hectic life of the city. At Villa L'Olivo, you can book a dinner with a private chef, directly in the villa, to enjoy a Tuscan dinner in peace. Write to us for info!

4.99 out of 5 average rating, 101 reviews
Guest favourite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa

Il Vichiaccio: Florence Villa with Jacuzzi

Cozy Chianti Villa close to Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

4.95 out of 5 average rating, 202 reviews
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

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.

4.98 out of 5 average rating, 107 reviews
Top Guest favourite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano in Val di Pesa

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

4.98 out of 5 average rating, 120 reviews
Top Guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

5.0 out of 5 average rating, 190 reviews
Top Guest favourite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

4.95 out of 5 average rating, 221 reviews

Popular amenities for San Casciano In Val di Pesa villa rentals