Search Pienza villas and holiday homes

This luxurious villa in Castiglione d'Orcia enjoys a tranquil riverfront location, within 5km of the Tentennano Fortress and Piazza delle Sorgenti, and 10km from Horti Leonini and Palazzo Chigi.
The 400 square metre property boasts four bedrooms, six bathrooms, sleeps eight guests, and includes a private pool, Jacuzzi, and a fully equipped kitchen; plus an arcade/game room.

Villa Cassia, near Bagno Vignoni, is a 5km drive from the village and 19km from Montepulciano Terme, offering easy access to the Val d'Orcia region and its thermal baths.
This 150 square metre property boasts a spacious layout with four bedrooms and four bathrooms, a fully equipped kitchen, a private terrace, a seasonal swimming pool, and free Wi-Fi; ideal for families or groups seeking a self-catering holiday in Pienza.

This private villa is situated in Torrita di Siena, a few kilometres from Montepulciano, offering convenient access to Valdichiana and Val d'Orcia, with historical sites such as the Church of San Francesco and Palazzo Piccolomini, and natural attractions like the Historic Centre of Pienza, within easy reach.
This four-bedroom, four-bathroom holiday home accommodates up to eight guests and features a private outdoor pool, garden, barbecue, high-speed Wi-Fi, and breakfast, with proximity to Villa Tiberini Wine Relais for additional amenities and opportunities for cycling and hiking.

Farm for 2 people with an excellent rating of 94% based on 19 reviews. This accommodation is based in Montepulciano.
Services and facilities: a tennis court, air conditioning and a spa.

Agriturismo Palazzo Conti - B is situated in Pienza, a charming town in the Val d'Orcia, just 22 miles from Siena and 29 miles from Arezzo, making it an ideal base for exploring the Tuscan countryside. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The farm offers comfortable accommodation for up to four guests, with a fully equipped kitchen and a private bathroom. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace or in the garden, and benefit from free Wi-Fi and parking.

Tenuta Santavenere, a farm stay in Triacca, is located 2.9 kilometres from Montemercurio and 17.7 kilometres from Parco dei Mulini, offering convenient access to local attractions.
This family-friendly property accommodates up to three guests in one bedroom and features air conditioning, WiFi, a garden, and on-site parking, with pets welcome.

La Canonica is a Tuscan farmhouse located 40 kilometres from Montepulciano and 30 kilometres from Siena, set amidst the rolling hills of the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a variety of comfortable apartments, each with a seating area, outdoor dining space, and a fully equipped kitchen. Guests can enjoy the farm's own wine, olive oil, and truffles, relax by the swimming pool or on the sun terrace, and explore the surrounding Tuscan region.

Podere La Paolina is a farm stay situated in Montefollonico, a picturesque village just a short drive from Torrita di Siena, offering easy access to the Valdichiana and the beautiful Tuscan countryside. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers seeking a relaxing escape.
The accommodation offers a choice of rooms and self-catering apartments, all with private entrances and soundproofing for a peaceful stay. Guests can enjoy stunning garden views, a swimming pool, and a restaurant serving delicious Italian cuisine, as well as take advantage of the on-site yoga sessions, bicycle rental, and convenient amenities like free Wi-Fi and parking.

Villa Tiberini - Casale il Pecino, located within the Tiberini Estate in Montepulciano, offers a rural retreat in Torrita di Siena with mountain and city views, situated a short distance from the historic centre of Montepulciano. This 200 square meter villa accommodates up to eight guests across four bedrooms and four bathrooms, boasting a private outdoor pool and garden, barbecue facilities, and access to shared amenities at Villa Tiberini Wine Relais including a communal kitchen and playground, with opportunities for wine tastings and local produce sampling.

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.

Cignella Villa Rosmarino, a self-catering villa in Trequanda, Tuscany, is situated a short walk from the Val di Chiana and within 15km of the Saints Peter and Andrew Church, the Monastery of Sant'Anna in Camprena, Triacca Winery, and Enoteca Di Ghino.
This 93 square metre property sleeps four guests in two bedrooms and two bathrooms, offering a swimming pool, terrace, garden, parking, Wi-Fi, air conditioning, and a fireplace.

Agriturismo il Casato Mag-il Giogo, near Pienza, enjoys a convenient location 8.7km from Bagno Vignoni's thermal springs and 43km from Monte Amiata, offering easy access to Tuscany's renowned hilltop towns.
This 135 square metre property features two bedrooms and two bathrooms, accommodating up to 16 guests, and includes a fully equipped kitchen, terrace, garden, free Wi-Fi, free parking, and table tennis.

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.

This Tuscan farmhouse, situated in the Val d'Orcia near Monticchiello (5 minutes drive), is 13km from Pienza and 5km from Montepulciano, offering easy access to these renowned Renaissance towns.
This 157 square metre property boasts four bedrooms, four bathrooms, and sleeps eight, featuring a private pool, Jacuzzi, and a 1000 sq m garden with barbecue – perfect for a relaxing Tuscan escape.

Farm for 4 guests with an excellent rating of 100% based on 1 reviews. Your accommodation will be based in Pienza.
Services and facilities include free parking, a fridge and a barbecue. This is a pet-friendly accommodation!

Farm for 5 people with an excellent rating of 95% based on 64 reviews. Your accommodation will be based in Pienza.
Services and facilities: a swimming pool, a barbecue and a fridge.