Search Pienza villas and holiday homes

Azienda Agricola Barbi is a farmhouse located 8km from Pienza, a charming medieval town known for its Renaissance architecture, and is set within the stunning Val d'Orcia, a UNESCO World Heritage Site famed for its rolling hills and vineyards. The property enjoys excellent ratings for location, cleanliness, and user experience.
The farmhouse offers self-catering apartments with traditional Tuscan features and a fully equipped kitchen. Guests can enjoy a shared garden with BBQ facilities, a tennis court, and free parking and Wi-Fi.

Suite Gioconda in Pienza offers a self-catering property near Bagno Vignoni (12.7km) and Mount Amiata (43.5km), popular tourist destinations in Tuscany.
This 80-square-metre house features two bedrooms, one bathroom with a hot tub, a private garden with outdoor seating, free Wi-Fi, free parking, and sleeps up to seven guests.

Vitalenta Agriboutique, near Chianciano Terme, offers a convenient base for exploring Tuscany, situated 14 kilometres from Montepulciano Terme and within 16 and 18 kilometres respectively of Bagno Vignoni and Bagni San Filippo.
This Pienza countryside property provides a 25 square metre one-bedroom, one-bathroom self-catering apartment sleeping up to three guests, complete with air conditioning, a garden, on-site restaurant and bar, room service, free parking and Wi-Fi.

This villa apartment is located in Trequanda, a short drive from the Val di Chiana and the historic centre of Pienza, with Artemisia Gallery and Palazzo Borgia nearby.
This property offers 156 square meters of living space for up to 6 guests, featuring 3 bedrooms, 3 bathrooms, air conditioning, Wi-Fi, a shared swimming pool, and on-site parking.

This luxurious Montalcino castle enjoys a convenient location just steps from the Val di Chiana valley, 3.6km from the Saints Peter and Andrew Church, and within 10km of the Sant'Anna in Camprena Monastery and San Giovanni d'Asso railway station.
This 4-bedroom, 4-bathroom property sleeps 8 guests and boasts a Jacuzzi, sauna, garden, terrace, and fully equipped kitchen including a dishwasher; barbecue facilities are also available for al fresco dining.

La Tresa Country Living is a farm stay located in Montepulciano, offering garden views and convenient access to local attractions.
This pet-friendly, family-friendly accommodation features one bedroom and one bathroom, with complimentary WiFi, private parking, a garden, a terrace, and an outdoor picnic area.

La Casina di Nonna Lola is a charming house located in Castiglione d'Orcia, just 5km from the spa town of Bagno Vignoni and 18km from the natural hot springs of Bagni San Filippo, making it an ideal base for exploring the Tuscan countryside. The house has received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom cottage offers 50 square meters of space and can comfortably accommodate up to 4 guests. The house is equipped with a well-equipped kitchen, a relaxing garden, a patio with stunning mountain views, and a mini-market, providing everything you need for a comfortable and enjoyable stay.

This holiday home in Montefollonico, near Torrita di Siena, offers valley views towards Montepulciano and is conveniently located 14 kilometres from Montepulciano Terme, 24 kilometres from Bagno Vignoni, and 37 kilometres from Bagni San Filippo.
This 130 square metre villa accommodates up to 11 guests across 3 bedrooms and features 2 bathrooms, a fully equipped kitchen with a dishwasher and fridge, and a fireplace, with Perugia San Francesco d'Assisi Airport (76 kilometres away) serving as the nearest airport.

Podere Manafiore, near Monticchiello, is situated approximately 12.4 km from Montepulciano Terme and 45 km from Mount Amiata, offering easy access to Pienza and the Tuscan countryside.
This expansive 660 square metre villa boasts six bedrooms, eight bathrooms, a private pool with a pool table, and ample outdoor space including a garden, terrace, and barbecue facilities, comfortably accommodating up to 19 guests.

Agriturismo Il Casato - Il Torchio, a self-catering apartment, is situated 1 kilometre from Pienza's historic centre, offering breathtaking views of the Val d'Orcia and easy access to attractions such as the Vitaleta Chapel (7km), Montepulciano (15km), and Siena (50km).
This 70 square metre property sleeps four, featuring a living room, well-equipped kitchen, one bedroom, one bathroom, and access to a private barbecue area, plus shared garden and terrace; amenities include Wi-Fi, air conditioning, and a washing machine, with optional homemade breakfast and guided winery tours available.

Podere San Gregorio, a family-run farm stay near Pienza, Tuscany, offers a tranquil escape less than 1 kilometre from Pienza's historic centre and the Val d'Orcia Natural Park.
This one-bedroom self-catering apartment features a rustic-chic interior with Tuscan antique furniture, a fully equipped kitchen including a dishwasher, and access to on-site amenities such as wine and olive oil tasting, plus participation in farm activities like winemaking and truffle hunting.

A casa di Gabri is a 4-room apartment located in Torrita di Siena, offering countryside and town views, with convenient on-site parking.
This 100 m² house, spread over two levels, accommodates up to 5 guests and features 3 air-conditioned bedrooms, 2 bathrooms, a well-equipped kitchen with a dishwasher and microwave, and a private terrace with garden seating and a barbecue.