Search Pienza villas and holiday homes

Villa Podere del Papa, situated in the Val d'Orcia within the Lucciola Bella Nature Reserve, is a few kilometres from Pienza, offering easy access to attractions such as the Art Studio di Adelina Quadri and Artemisia Gallery.
This 400 square metre property sleeps up to 18 guests in nine bedrooms and eight bathrooms across a main house and annex, boasting a private pool (open May 1st to October 30th), barbecue, and amenities including Wi-Fi and accessibility features.

Lupaia is a converted farmhouse located on a hilltop overlooking Montepulciano, just 10km from Torrita di Siena, offering stunning views of the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
This charming rural retreat features 12 individually designed rooms, each with a private terrace or garden. Guests can enjoy a range of amenities, including a swimming pool, spa, restaurant, and fitness centre, as well as participate in cooking classes and cheese tasting events.

Farm listing for 5 guests with an excellent rating of 94% based on 21 reviews. This accommodation is based in Castiglione d'Orcia.
Facilities and services: a jacuzzi, air conditioning and a barbecue.

Farm for 3 guests. This accommodation is located in Pienza.
Facilities and services include a terrace, a kitchen and a barbecue. Take advantage of the air conditioning in this accommodation in Pienza.

Villa Sarta, a detached rural property near Castiglione d'Orcia, offers secluded accommodation surrounded by olive groves and fields, with the Fortress of Tentennano and Rocca d'Orcia within easy reach, and the town of Castiglione d'Orcia 4.5 kilometres away.
This spacious villa complex, comprising a main house with three apartments and a separate annex, accommodates up to 16 guests with its six bedrooms and five bathrooms, and features a private swimming pool, a garden, Wi-Fi, and on-site farm produce including PDO olive oil and Tuscan PDO wine.

Villa Chiara, in the hills above Montefollonico, offers a secluded Tuscan villa experience, a short drive (approximately 20km) from both Montepulciano and Pienza.
This three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen with balcony, private garden, parking, and internet access; nearby hiking trails and local amenities add to its appeal.

This farm stay is situated in the Orcia Valley, 10 kilometres from Torrita di Siena and 16 kilometres from Montepulciano, offering a base for exploring this renowned tourist district.
This property provides 14 apartments across 220 square metres, accommodating up to 6 guests with 3 bedrooms and 3 bathrooms, and features a shared swimming pool, WiFi, and on-site cooking lessons.

This large villa near Montepulciano is situated 2km from Val di Chiana and the Triacca Winery, and 5km from San Biagio and Torre del Pulcinella, offering easy access to Tuscan wine tasting and sightseeing.
The 1000 square metre property boasts seven bedrooms and seven bathrooms, accommodating up to 14 guests, and includes a private swimming pool, tennis court, and free breakfast.

Podere Ginestra, a four-bedroom, four-bathroom villa in the Val d'Orcia, is situated a short drive from Pienza, allowing easy access to the Corso Rossellino, Palazzo Piccolomi, and Palazzo Borgia, and is also within easy reach of Montalcino (renowned for its wine).
This self-catering property sleeps eight guests and boasts a 5m x 14m private swimming pool, a terrace, a garden, parking, and internet access; nearby attractions include the thermal spas of Chianciano, Fonteverde, and San Filippo.

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.

Agriturismo San Marcello is located in Castiglione d'Orcia, a short drive from the thermal baths of Bagno Vignoni and Bagni San Filippo, offering a peaceful escape in the Tuscan countryside. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The farm offers spacious accommodation units, some with fully equipped kitchens and private bathrooms. Guests can enjoy a continental breakfast, relax on the sun terrace, or explore the surrounding area with skiing and cycling opportunities.

This holiday apartment is situated on the first floor in Torrita di Siena, offering easy access to local attractions and amenities.
The 46 square metre flat sleeps up to three guests in one bedroom and a living room sofa bed, featuring air conditioning, Wi-Fi, a kitchen with a fridge, freezer, and dishwasher, and a bathroom with a sensory shower, sauna, and hammam.

Pienza Apartment with garden is situated in Pienza, Tuscany, offering easy access to local attractions in the historic town centre.
This 60 square metre house sleeps nine guests and features a fully equipped kitchen with dishwasher, air conditioning, a private garden with outdoor dining, free parking, and Wi-Fi.

Podere Ginestra, in the Val d'Orcia, is conveniently located near Montalcino and a short drive (precise distances unspecified in the source text) from Pienza, offering easy access to explore Tuscany's renowned wine region and Renaissance architecture.
This four-bedroom property, comprising two renovated 17th-century apartments, sleeps eight guests and boasts a large swimming pool (5m x 14m), a shaded portico, fully equipped kitchens with dishwashers, and free Wi-Fi.

This Tuscan villa is located in the Val d'Orcia, near Montalcino, a short drive from Pienza and other Val d'Orcia attractions.
The 160 square metre, two-storey property sleeps eight guests in four bedrooms and three bathrooms, boasting a private garden with a seasonal swimming pool, fully equipped kitchen, Wi-Fi, and a fireplace; linen and pool towels are provided.

This farm stay, located in the Orcia Valley, is 10 kilometres from Torrita di Siena and 16 kilometres from Montepulciano, placing it within a renowned Tuscan tourist area.
This 156 square metre property offers accommodation for up to six guests across three bedrooms and three bathrooms, featuring a shared outdoor swimming pool, air conditioning, and Wi-Fi, with options for cooking lessons and a private chef.