Agriturismo Sant'Agostino, a renovated farmhouse near San Giovanni d'Asso, is situated approximately 42km from Siena's Piazza del Campo and 22km from Bagno Vignoni, offering easy access to the Val d'Orcia and its renowned wineries. This self-catering property features a swimming pool, a terrace, a garden, free Wi-Fi, and private parking; selected rooms include kitchens with dishwashers, and all rooms are air-conditioned.
9.2 613 reviews
Pienza
08/07 – 12/07
A$313/nighttotal: A$1252 (4 )
Agriturismo Cavalierino
1 2
farm , Montepulciano
Agriturismo Cavalierino is located in the countryside outside Montepulciano, about 4.6 miles from the town's thermal baths and 31 miles from Mount Amiata, offering a peaceful escape from the bustling town centre. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The property features a swimming pool, jacuzzi, terrace, garden, and fitness centre, providing ample opportunities for relaxation and recreation. Guests can enjoy a daily Italian breakfast and select rooms offer kitchenettes, allowing for self-catering options.
Pienza
28/07 – 31/07
A$475/nighttotal: A$1425 (3 )
130 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Torrita di Siena
Banditello Country House offers a tranquil, panoramic retreat near Torrita di Siena, situated 1.3 kilometres from Montefollonico and 7 kilometres from Montepulciano, boasting expansive views of the Montepulciano valley, San Biagio temple, Monte Amiata, and the Val d'Orcia hills. This restored stone property, spanning 120 square metres, accommodates up to six guests in three bedrooms with three bathrooms, featuring a kitchen with a fridge and dishwasher, a garden, parking, and an outdoor patio with sun loungers.
8.9 28 reviews
Pienza
13/07 – 15/07
A$145/nighttotal: A$290 (2 )
Casella Tarugi
2 2
farm , Pienza
Casella Tarugi farmhouse, near Pienza, is situated 14.3km from Bagno Vignoni and 35.4km from Mount Amiata. This excellently-rated Pienza property offers self-catering apartments with a 25 square metre floor area, a swimming pool, garden, and free Wi-Fi, plus bike and car rental.
Pienza
28/07 – 31/07
A$426/nighttotal: A$1278 (3 )
90 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Torrita di Siena
This secluded rural property, offering a tranquil escape, is situated in a panoramic location near Montefollonico (1.3 km) and Montepulciano (7 km), boasting spectacular views of the Montepulciano valley, San Biagio temple, Monte Amiata, and the Val d'Orcia hills. This holiday home, spanning 90 square meters and accommodating up to six guests, features two independent stone houses, including the restored 17th-century Casa MULINELLO with a living room, two fireplaces, and two panoramic terraces, along with a kitchen equipped with a fridge and dishwasher, and is pet and family friendly with internet and parking.
10 3 reviews
Pienza
02/07 – 03/07
A$957/nightfor 1 night
70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 2
farm , Pienza
Agriturismo Il Casato Mag-il Vaglio is a self-catering property located 1 kilometre from Pienza's historic centre, offering stunning views of the Val d'Orcia and easy access to attractions such as the Vitaleta Chapel (7km), Bagno Vignoni (10km), and Montepulciano (15km). This 70 square metre farmhouse sleeps four guests in two bedrooms and one bathroom, and features a terrace, garden, Wi-Fi, air conditioning, and parking, plus access to a shared garden with barbecue facilities and opportunities for local wine tours and product tastings.
9.5 1587 reviews
Pienza
10/07 – 11/07
A$337/nightfor 1 night
Agriturismo Il Casalino
1 2
farm , Pienza
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.
9.7 703 reviews
Pienza
18/08 – 22/08
A$308/nighttotal: A$1232 (4 )
Agriturismo Il Poderuccio
1 4
farm , Castiglione d'Orcia
Agriturismo Il Poderuccio is situated in Castiglione d'Orcia, a village in the Val d'Orcia, 24 kilometres from Montepulciano and 50 kilometres from Siena. This farm stay offers a range of amenities including a swimming pool, a Jacuzzi, a terrace, a garden and a restaurant, with rooms offering panoramic views of the surrounding countryside.
9.7 3 reviews
Pienza
16/08 – 19/08
A$2559/nighttotal: A$7677 (3 )
Villa Pianoia
7 13
house , Montepulciano
Villa Pianoia, near Montepulciano, is conveniently located 6.4km from Montepulciano Terme and 42km from Mount Amiata, offering easy access to local attractions. This large property boasts 450 square metres of space, comprising seven bedrooms, nine bathrooms, three living rooms, a fully equipped kitchen, a jacuzzi, a terrace, a garden, parking, and can accommodate up to 31 guests.
9.1 101 reviews
Pienza
27/06 – 28/06
A$422/nightfor 1 night
Pulcinella Appartamento Tipico Centro Storico
2 4
house , Montepulciano
This charming two-bedroom apartment is situated in the historic centre of Montepulciano, just 5.8 kilometres from the thermal baths of Montepulciano Terme and a scenic 21-kilometre drive from the famous thermal springs of Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The 67 square metre apartment comfortably accommodates up to five guests and features a fully equipped kitchen with a dishwasher, a shared lounge, and bicycle parking. The apartment offers modern amenities, including free Wi-Fi, and a peaceful atmosphere, perfect for exploring the town's attractions, relaxing, and enjoying the surrounding countryside.
9.0 1618 reviews
Pienza
02/07 – 03/07
A$331/nightfor 1 night
Borgo Sant'ambrogio - Resort
1 2
farm , Trequanda
Borgo Sant'Ambrogio - Resort is located in the Tuscan countryside near Pienza, a short drive from Siena and Arezzo, offering stunning views of the Val d'Orcia. The resort has excellent user, location and cleanliness ratings, making it a popular choice for travellers. The resort features a traditional Tuscan design with a garden and barbecue facilities. Guests can enjoy a seasonal outdoor pool, a restaurant, a bar, a fitness centre and free Wi-Fi, as well as bike and car hire for exploring the surrounding countryside.
9.3 4 reviews
Pienza
10/10 – 20/10
A$605/nighttotal: A$6050 (10 )
Casale Il Gugnolo
4 7
house , Castiglione d'Orcia
This four-bedroom villa, located in Castiglione d'Orcia, is situated 32 kilometres from Mount Amiata and 3.06 kilometres from Bagno Vignoni. This 200 square metre holiday home accommodates up to 15 guests and offers a fully equipped kitchen, three bathrooms, a Jacuzzi, garden, terrace, fireplace, and free Wi-Fi, with bike rental and nearby cycling and walking tours available.
Best Pienza villas and holiday homes with a pool
Among the 8 accommodations in Pienza, here are the 4 best villas and holiday homes with a pool
9.7 306 reviews
Pienza
09/10 – 12/10
A$200/nighttotal: A$600 (3 )
"Agriturismo Piandimaggio In Esclusiva "
2 2
gîte , Pienza
This charming gîte is located in the Val d'Orcia, just a short distance from the picturesque town of Pienza and the thermal baths of Bagno Vignoni, with views of the majestic Monte Amiata. The property has received excellent user ratings for its location, cleanliness, and overall experience. The farmhouse offers three apartments, perfect for families or groups of friends, with a total capacity of 14 guests. Guests can enjoy a private swimming pool, a spacious garden with a BBQ, and panoramic views of the surrounding countryside.
Pienza
17/08 – 19/08
A$2098/nighttotal: A$4196 (2 )
200 M² Farmhouse ∙ 4 Bedrooms ∙ 8 Guests
4 4
farm , Torrita di Siena
Farm rental for 8 guests. Your accommodation will be based in Torrita di Siena. Services and facilities: a kitchen, a barbecue and a swimming pool.
9.4 699 reviews
Pienza
13/07 – 15/07
A$343/nighttotal: A$686 (2 )
Agriturismo San Marcello
1 2
farm , Castiglione d'Orcia
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.
9.6 4 reviews
Pienza
13/07 – 17/07
A$210/nighttotal: A$840 (4 )
42 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Castiglione d'Orcia
Farm for up to 2 guests with an excellent rating of 96% based on 4 reviews. Your accommodation will be located in Castiglione d'Orcia. Services and facilities: free parking, a washing machine and a barbecue. Take a dip in the pool of this accommodation in Castiglione d'Orcia!
Best family friendly Pienza villas and holiday homes
Among the 8 accommodations in Pienza, here are the 4 best family friendly villas and holiday homes
10 1 review
Pienza
16/07 – 19/07
A$148/nighttotal: A$444 (3 )
46 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Pienza
Farm for 2 people with an excellent rating of 100% based on 1 reviews. You will be based in Pienza. Services and facilities: a garden, a barbecue and a kitchen. Enjoy free parking with this accommodation in Pienza!
8.5 61 reviews
Pienza
16/09 – 19/09
A$419/nighttotal: A$1257 (3 )
La Casa Di Vignoni Alto
2 4
house , San Quirico d'Orcia
La Casa di Vignoni Alto is a holiday home located in the village of Bagno Vignoni, 1.9 kilometres from the famous thermal baths and a short drive from other attractions such as Bagni San Filippo (19 kilometres) and Montepulciano Terme (29 kilometres). The 250 square metre property features two bedrooms, two bathrooms, and can accommodate up to nine guests, and offers amenities such as a fully equipped kitchen, a garden, a tennis court, and free Wi-Fi.
9.6 5 reviews
Pienza
26/06 – 29/06
A$398/nighttotal: A$1194 (3 )
Agriturismo 'Villa Agriturismo Il Pratone' With Mountain View, Private Pool And Wi-fi
2 4
house , Castiglione d'Orcia
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.
9.7 176 reviews
Pienza
16/07 – 19/07
A$855/nighttotal: A$2565 (3 )
95 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests
3 2
farm , Pienza
Farm rental for 7 guests with an excellent rating of 97% based on 176 reviews. You will be based in Pienza. Facilities and services include air conditioning, a fridge and a dish washer. You can also relax in the jacuzzi!
Frequently asked questions about villa rentals in Pienza
What are the must-see attractions in and around Pienza?
You absolutely must visit the Duomo, a stunning example of Renaissance architecture. The panoramic views from the top of the hill are incredible, especially from the Piazza Pio II. For a taste of the local history, head to the Museo Diocesano, housed in a former monastery. And if you're looking for a day trip, the charming medieval town of Montepulciano is just a short drive away.
What types of wildlife can travelers expect to see in the area of Pienza?
The Val d'Orcia, where Pienza sits, is home to a variety of wildlife. You might spot red deer, wild boar, and even the occasional fox in the surrounding hills. The area is also known for its birdlife, with species like the kestrel and the hoopoe often seen soaring overhead.
What are the best villa rentals with a pool in Pienza?
Spring (April-May) and autumn (September-October) are the ideal times to visit Pienza. The weather is pleasant, the crowds are smaller, and the landscape is at its most vibrant. You can enjoy the outdoors without the scorching summer heat or the chilly winter temperatures.
What are the best villa rentals with a jacuzzi in Pienza?
When is it easiest to book a villa rental in Pienza?
Booking a villa rental in Pienza during the shoulder seasons, like spring or autumn, is generally easier. You'll have a wider selection and potentially better prices. However, if you're looking for a summer getaway, it's best to book well in advance, especially if you have a large group.
What are the best villa rentals for families and kids in Pienza?
The Sentiero del Cassia is a popular hiking trail that runs through the Val d'Orcia, offering stunning views of the rolling hills and vineyards. The trail starts in the village of San Quirico d'Orcia and leads to Pienza. Another great option is the Sentiero della Via Francigena, which follows the ancient pilgrimage route through the region.
What are the best pet friendly villa rentals in Pienza?
What are the advantages of renting a house or a villa in Pienza
Renting a villa in Pienza offers a great deal of privacy and independence. You can enjoy your own space, cook your own meals, and relax at your own pace. It's also a great option for families or groups of friends who want to spend quality time together.
What are the best villa rentals with parking in Pienza?
Absolutely! Siena, with its iconic Piazza del Campo, is a must-see, just a short drive away. The charming town of Montepulciano, known for its Vino Nobile, is also within easy reach. For a taste of Etruscan history, head to the archaeological site of Chiusi, about 30 km from Pienza.
Destinations nearby
Best Pienza villas and holiday homes with parking
Pienza
07/12 – 10/12
A$702/nighttotal: A$2106 (3 )
600 M² Villa ∙ 4 Bedrooms ∙ 8 Guests
4 8
house , Pienza
This elegant manor house and cosy cottage offer a tranquil retreat just outside Pienza's historic centre, within a 1.5 kilometre drive or pleasant walk to Piazza Pio II and the Cathedral, placing you on the doorstep of the Val d'Orcia's UNESCO World Heritage landscapes. Accommodating up to eight guests, this property spans 600 square meters and features four bedrooms, including three en-suite doubles in the manor house, a further en-suite double in the cottage with a kitchenette, and air conditioning throughout, alongside a garden, terrace, and parking.
Pienza
07/12 – 10/12
A$733/nighttotal: A$2199 (3 )
Maria Gabriella Holiday Home In Monticchiello
3 8
house , Pienza
Maria Gabriella Holiday Home is located in Monticchiello, a short drive from Montepulciano Terme (10.1 kilometres) and Bagno Vignoni (12.9 kilometres). This 600 square metre villa accommodates up to 15 guests with 3 bedrooms and 4 bathrooms, featuring a private garden, barbecue, full kitchen with a dishwasher and microwave, air conditioning, and complimentary on-site parking and WiFi.
9.4 190 reviews
Pienza
26/06 – 29/06
A$394/nighttotal: A$1182 (3 )
Agriturismo La Poderina
2 4
farm , Castiglione d'Orcia
Agriturismo La Poderina is a farm stay located just 0.6 miles from the spa town of Bagno Vignoni and a 20-minute drive from Montepulciano, set in the peaceful countryside of Castiglione d'Orcia. It has received excellent ratings for location, cleanliness, and user experience. The accommodation offers self-catering apartments with exposed-beam ceilings, creating a warm and inviting atmosphere. Guests can enjoy free Wi-Fi, on-site parking, BBQ facilities, and a swimming pool, as well as a terrace or balcony and a garden.
9.2 6 reviews
Pienza
26/06 – 29/06
A$385/nighttotal: A$1155 (3 )
100 M² Villa ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Castiglione d'Orcia
Villa Agriturismo Il Pratone is situated in Castiglione d'Orcia, Tuscany, offering a peaceful retreat amidst olive groves, vineyards, and oak forests. This 100 square metre farmhouse boasts two bedrooms, two bathrooms, and can comfortably accommodate up to six guests, featuring a private fenced pool (open May 1st to October 31st), a fully equipped kitchen with dishwasher, and on-site parking for three vehicles.
Best Pienza villas and holiday homes with a garden
9.1 203 reviews
Pienza
18/08 – 22/08
A$322/nighttotal: A$1288 (4 )
Agriturismo Pian Di Meta Vecchia
1 4
farm , Castiglione d'Orcia
Agriturismo Pian Di Meta Vecchia is a farm stay located in the Val d'Orcia, just 40km from Montalcino, 30km from Pienza and 45km from Montepulciano. This rural setting offers stunning views of the rolling hills and vineyards, and the farm boasts excellent cleanliness, location and user ratings. The property features a restaurant serving local cuisine and offers rustic charm with exposed-beam ceilings and parquet floors. Enjoy the on-site garden, terrace, and jacuzzi, and take advantage of free Wi-Fi, parking, and a daily buffet breakfast.
9.8 37 reviews
Pienza
10/10 – 20/10
A$932/nighttotal: A$9320 (10 )
Independent Villa With Pool In The Heart Of Tuscany
5 7
house , Montalcino
This five-bedroom villa, near San Giovanni d'Asso in Tuscany, is situated less than 1.6km from the Bosco della Ragnaia nature reserve, a 5-minute walk from both San Giovanni d'Asso train station and the Truffle Museum. The 180 square metre property boasts a private pool, Jacuzzi, and extensive garden, alongside a fully equipped kitchen, fireplace, and parking; ideal for families seeking a relaxing Tuscan getaway.
8.1 10 reviews
Pienza
10/10 – 20/10
A$265/nighttotal: A$2650 (10 )
150 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 7
house , San Quirico d'Orcia
This Tuscan villa is situated near San Quirico d'Orcia, offering easy access to the town's attractions and the Church of Santa Maria Assunta's Renaissance garden. The 150 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a kitchen with a fridge and dishwasher, plus a terrace, garden, parking, and internet access.
9.6 12 reviews
Pienza
29/08 – 02/09
A$457/nighttotal: A$1828 (4 )
Villa Tiberini Wine Relais
1 2
farm , Torrita di Siena
Villa Tiberini Wine Relais, situated in Osteria Delle Noci, is 46 kilometres from Piazza Grande and 17 kilometres from the Terme di Montepulciano. This farm stay offers satellite TV, a fully equipped kitchen, free Wi-Fi, private parking, an outdoor swimming pool, and a garden with barbecue facilities, with Montepulciano Thermal Baths a 17-kilometre drive away.