Search Pienza villas and holiday homes

This country villa, Villa Fontanelle, offers a prime location in the Orcia Valley with panoramic views of Pienza, situated a short distance from the medieval town of Monticchiello and overlooking the historic Via Francigena.
This restored farmhouse estate spans 700 square meters, accommodating up to 14 guests across two independent units, and features a large swimming pool, outdoor dining with a pizza oven, and is close to local landmarks such as Palazzo Borgia and Pienza Cathedral.

Casa Di Castello is situated in the medieval village of Castelmuzio, just 10 kilometres from the Renaissance town of Pienza and a 30-minute drive from Montepulciano, offering a taste of authentic Tuscan life in the stunning Val D'Orcia region. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
This charming house provides comfortable accommodation for up to six guests, with three bedrooms and a bathroom, covering 120 square metres. Amenities include a fully equipped kitchen, a terrace with views of the Val D'Orcia, a fireplace for cosy evenings, and parking for your convenience.

This elegant villa is situated a short walk from Montepulciano's historic centre, offering easy access to the Valdichiana Senese region and its renowned Vino Nobile wine.
This spacious two-level property, covering 300 square metres, accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a private swimming pool, Jacuzzi, garden, and modern comforts like air conditioning and underfloor heating, making it an ideal base for exploring Pienza (13 km) and Lake Trasimeno (25 km).

Poggio ai Gelsi is a holiday home located in Pienza, just 40km from Siena, offering stunning views of the Val d'Orcia. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features private bathrooms, air conditioning, comfortable bedding, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy the private pool, terrace, garden, and parking, as well as the nearby attractions of Pienza's historic centre.

Casa Primavera is situated in the peaceful village of Rocca d'Orcia, just 5km from Castiglione d'Orcia, making it a great base for exploring the beautiful Val d'Orcia region and its natural wonders like Bagno Vignoni (5km) and Bagno San Filippo (18km). The property has received excellent ratings for its location, cleanliness, and overall experience.
Casa Primavera offers 75 square metres of space, with two bedrooms and one bathroom, comfortably accommodating up to four guests. The self-catering holiday home features a fully equipped kitchen, a relaxing living room, free Wi-Fi, parking, and a peaceful location, perfect for a relaxing getaway.

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.

Farm for 4 guests with an excellent rating of 100% based on 1 reviews. You will stay in Pienza.
Facilities and services include free parking, a kitchen and a barbecue. This is a pet-friendly accommodation!

Agriturismo Bombina is situated in Montisi, a picturesque village near Montalcino, just a short drive from the historic city of Siena and the charming towns of Bagno Vignoni and Montepulciano Terme. This farm stay boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable experience.
The property offers a range of spacious and well-equipped apartments with modern amenities, including private bathrooms, kitchens and flat-screen TVs. Guests can enjoy a refreshing dip in the private pool, relax on the terrace or in the garden, and make use of the outdoor fireplace and the packed lunches provided for excursions.

This house is located near Monticchiello, a charming village just 2 kilometres away, and a short 20-minute drive from the famous town of Montepulciano. It has received excellent ratings for location, cleanliness and user experience.
The house has one bathroom and features a fully equipped kitchen, a garden and free Wi-Fi. Guests can enjoy stunning views of the Val d'Orcia hills and relax in the tranquil garden setting.

Casa Costanza is located in Castiglione d'Orcia, a short drive from the renowned thermal baths of Bagno Vignoni and the picturesque village of Bagni San Filippo. The property has excellent user, location and cleanliness ratings.
The two-bedroom, two-bathroom property spans 68 square metres. Guests can enjoy stunning views, a shared lounge, an outdoor fireplace, a fully equipped kitchen, a flat-screen TV, complimentary Wi-Fi, bathrobes, towels and bed linen.

This holiday home in San Quirico d'Orcia is situated 5.3km from Bagno Vignoni, a thermal spa town, and within a 40-50km radius of Montepulciano Terme, Bagni San Filippo, and Siena.
The 70 square metre property boasts one bedroom, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen with dishwasher and fridge, free Wi-Fi, private parking, and a garden.

Palazzo Massaini - Le Scuderie, a farmhouse stay in Pienza, Tuscany, is situated 13 kilometres from Montepulciano Terme, 18 kilometres from Bagno Vignoni, and 31 kilometres from Bagni San Filippo.
This one-bedroom, one-bathroom property sleeps two guests and boasts an infinity pool, on-site yoga, a private terrace, free Wi-Fi, and free parking, plus a continental or buffet breakfast including local specialities.