Search Pienza villas and holiday homes

This spacious 221 square metre residence in Trequanda offers accommodation for up to six guests across three bedrooms and three bathrooms, with convenient parking for three vehicles and proximity to local landmarks such as Chiesa di San Francesco and Palazzo Piccolomini. Guests can enjoy a private terrace and balcony, a shared swimming pool operational from April to November, air conditioning, Wi-Fi, and are within easy reach of Siena (approximately 40 kilometres), Pienza (approximately 15 kilometres), and Florence (approximately 90 kilometres), with optional services like cooking classes and truffle hunting available.

Agriturismo Il Casalino is a 19th-century farmhouse located in Pienza, a UNESCO World Heritage site, just 39 kilometres from Siena and 47 kilometres from Arezzo, offering stunning views of the Tuscan countryside. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers independent apartments with a rustic interior design, each with its own entrance. Guests can enjoy a range of amenities including a terrace with panoramic views, a garden, free parking, WiFi, and the option to rent bikes to explore the surrounding area.

Cignella Villa Limone, a three-bedroom villa in Trequanda, Tuscany, is situated near the Val di Chiana valley and within 15km of the Saints Peter and Andrew Church, the Sant'Anna in Camprena Monastery, Triacca Winery and Enoteca Di Ghino.
This 156 square metre property sleeps six, boasting three bathrooms, a private garden, swimming pool, fully equipped kitchen, fireplace, and parking; it also offers internet access and is pet-friendly.

Holiday Home Villa Falco by Interhome is located in Osteria Delle Noci, 48 kilometres from Piazza Grande and 17 kilometres from Montepulciano Terme.
This 100 square metre holiday home accommodates up to 7 guests in 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a seasonal outdoor swimming pool, a garden, a terrace, and complimentary WiFi.

This Pienza apartment rental, located in the central Monticchiello, offers stunning Val d'Orcia and Monte Amiata views, and is a short walk from the owner's Daria restaurant.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, free Wi-Fi, a furnished terrace, and provides guests with 24/7 access alongside opportunities for local experiences such as cooking classes and wine tastings.

This Castiglione d’Orcia villa, near the Fortress of Tentennano (1.1 km) and Piazza delle Sorgenti (4 km), offers a secluded mountain setting with stunning views.
The 100 square metre property sleeps six, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher and fridge, a private pool, garden, parking, and free Wi-Fi.

Villa Casa Frati is located in Castiglione d’Orcia, Tuscany, 5.5km from Bagno Vignoni, 19km from Bagni San Filippo, and 27km from Montepulciano Terme, offering easy access to these thermal towns and Mount Amiata (32km away).
This 240 square metre property boasts four bedrooms, four bathrooms, a private swimming pool, Jacuzzi, sauna, and spa, accommodating families or groups comfortably, with added features such as a fully equipped kitchen, free Wi-Fi and parking.

Agriturismo Cerreto is a charming farmhouse located just 4 kilometres from the picturesque hilltop town of Pienza, in the heart of the Val d'Orcia, a UNESCO World Heritage Site. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a range of comfortable rooms and apartments, each with a unique rustic charm. Guests can enjoy a refreshing dip in the natural spring water swimming pool, relax on the terrace, or explore the surrounding countryside on bicycles provided by the farm.

Podere le Mulina is a farm stay located in Castiglione d'Orcia, just 5.5 kilometres from Bagno Vignoni and 35 kilometres from Mount Amiata, offering a peaceful escape in the Tuscan countryside. It has received very good ratings for its cleanliness and overall user experience, with a good location rating.
The farm stay features a fully equipped kitchen with a fridge, oven, and stovetop, allowing guests to prepare their own meals. Guests can enjoy the outdoor amenities, including a swimming pool, a garden, and a picnic area, perfect for relaxing and enjoying the Tuscan sunshine.

This charming tower house is located just 600 metres from the historic walls of Pienza, in the heart of the stunning Val d'Orcia. This property has consistently received excellent ratings for location, cleanliness and user experience.
The self-catering accommodation sleeps two guests and features a spacious garden with olive trees, perfect for relaxing and enjoying the Tuscan sunshine. Enjoy modern amenities like Wi-Fi, Netflix, and a coffee machine, as well as breakfast provisions and walking trails starting directly from the property.

This holiday cottage in the Trequanda district offers panoramic views, with the nearest amenities located approximately 500 meters away.
The 70 sqm holiday home accommodates up to four guests across two bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a swimming pool, and an outdoor veranda with a barbecue.

Agriturismo Raggio di Sole, near Montepulciano, is conveniently located 5.5km from Montepulciano Terme and 48km from Mount Amiata, offering easy access to Tuscan attractions.
This family-friendly property boasts a seasonal outdoor pool, jacuzzi, and barbecue facilities, alongside well-equipped kitchens and free Wi-Fi in each self-catering unit, perfect for a relaxing Tuscan getaway.

Villa Cielo is a spacious 160 square meter house situated within the Cignella Resort in Trequanda, offering panoramic views of the Tuscan hills and resort amenities. This family-friendly villa accommodates up to six guests across three bedrooms, featuring air conditioning, internet, a fully equipped kitchen with a fridge, and a private garden or terrace, with the option to use the resort's communal swimming pool.

Villa Saracina is a four-bedroom country house located 2.5 kilometres from Pienza's historic centre, offering a secluded Tuscan hillside setting with panoramic views.
This villa boasts a private swimming pool with hydromassage, a sauna, tennis and bocce courts, and an outdoor sound system for guests, accommodating up to four people with internet and a kitchen.

This Pienza holiday home, situated in Tuscany, is 7km from the Vitaleta Chapel, 10km from Bagno Vignoni, and 15km from Montepulciano.
The 135m² property sleeps eight, boasting two bedrooms, two bathrooms, a well-equipped kitchen with fridge-freezer and microwave, air conditioning, Wi-Fi, a garden, parking, table tennis, and a cot; local agencies offer guided tours and rentals.

This charming holiday home is located in Montefollonico, a peaceful village just a short drive from Torrita di Siena, offering easy access to the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house provides ample space for up to five guests, with three bedrooms, two bathrooms, and a total floor area of 100 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, and a terrace for outdoor dining, as well as free Wi-Fi access throughout the property.