Agriturismo San Biagio is a short distance from the thermal baths of Montepulciano Terme, just 5 kilometres away, and 47 kilometres from Mount Amiata, offering a peaceful escape in the Tuscan countryside. It has received excellent ratings for its location, cleanliness, and overall experience. The farmhouse offers a one-bedroom unit with a 40 square metre floor area, suitable for up to three guests. Amenities include a shared kitchen, free Wi-Fi, a picnic area, and private parking, as well as welcome treats and a private entrance.
9.7 467 reviews
Pienza
16/09 – 19/09
247 €/nighttotal: 741 € (3 )
Agriturismo Riposati
2 4
house , Pienza
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.
9.9 154 reviews
Pienza
13/07 – 17/07
147 €/nighttotal: 588 € (4 )
Agriturismo Villa Mazzi
1 2
farm , Montepulciano
Agriturismo Villa Mazzi is situated in the Tuscan countryside, 30 kilometres from Castiglione del Lago on Lake Trasimeno and a one-hour drive from Arezzo. This farm stay has consistently received excellent ratings for its location, cleanliness, and overall user experience. The self-catering apartments offer a peaceful retreat in a rustic setting. Guests can enjoy a garden with barbecue facilities, homemade olive oil, jam, and honey, and free Wi-Fi access.
9.9 20 reviews
Pienza
30/09 – 03/10
328 €/nighttotal: 984 € (3 )
Agriturismo Selvoli - Bruco
1 4
gîte , Pienza
This self-catering apartment, part of a renovated farmhouse in the Val d'Orcia, is located 5km from both Pienza and Bagno Vignoni. The two-bedroom, two-bathroom property sleeps four, features a well-equipped kitchen with a microwave and fridge, offers private outdoor space with a barbecue, and includes access to a shared swimming pool (June-September).
9.7 21 reviews
Pienza
10/10 – 12/10
290 €/nighttotal: 580 € (2 )
55 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests
2 5
farm , Pienza
Farm for 5 guests with an excellent rating of 97% based on 21 reviews. You will stay in Pienza. Facilities and services: a garden, a kitchen and a swimming pool.
9.0 117 reviews
Pienza
10/10 – 12/10
397 €/nighttotal: 794 € (2 )
Agriturismo Renello
3 5
house , Torrita di Siena
Agriturismo Renello is located in Petroio, in the Tuscan countryside, 15km from Montepulciano and a 45-minute drive from Lake Trasimeno, offering a peaceful retreat amongst rolling hills. This property has received excellent user and location ratings, as well as a very good cleanliness rating. This rural retreat offers comfortable rooms with seating areas and en suite bathrooms. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden with BBQ facilities, a restaurant serving regional cuisine, a fitness center, a tennis court, and free Wi-Fi, parking, and bike rentals.
10 3 reviews
Pienza
10/07 – 12/07
245 €/nighttotal: 490 € (2 )
Apartment "Agriturismo Il Casato Mag-il Torchio" With Mountain Views, Terrace And Wi-fi
1 2
farm , Pienza
This Pienza farm stay, a self-catering holiday cottage, is peacefully located less than a kilometre from key landmarks including Palazzo Borgia, the Pienza Cathedral, and Palazzo Vescovile. The 70 square metre property offers one bedroom, one bathroom, and sleeps four, featuring a terrace, garden, parking, air conditioning, and a kitchen equipped with a fridge and microwave; barbecue facilities are also available.
9.4 21 reviews
Pienza
13/09 – 16/09
100 €/nighttotal: 300 € (3 )
50 M² Farmhouse ∙ 2 Bedrooms ∙ 3 Guests
2 2
farm , Castiglione d'Orcia
Farm for 3 guests with an excellent rating of 94% based on 21 reviews. Your accommodation will be based in Castiglione d'Orcia. Facilities and services include air conditioning, a washing machine and a spa. This is a pet-friendly accommodation!
Pienza
16/08 – 19/08
1815 €/nighttotal: 5445 € (3 )
Elegant Historic Residence In The Hills Of Val D'orcia
7 13
house , Montepulciano
This large Montepulciano villa is situated near Val di Chiana, within 5km of the Piscine Termali Theia and La Foce estate, and 4.6km from Piazza Italia in the town centre. This 450 square metre property boasts seven bedrooms, nine bathrooms, and sleeps sixteen guests, offering barbecue facilities and a well-equipped kitchen including a fridge, dishwasher, and washing machine.
Pienza
05/08 – 08/08
176 €/nighttotal: 528 € (3 )
100 M² House ∙ 3 Bedrooms ∙ 5 Guests
3 3
house , Torrita di Siena
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.
9.6 34 reviews
Pienza
05/08 – 08/08
398 €/nighttotal: 1194 € (3 )
Casa In Campagna Casagori
2 3
farm , Pienza
Casa in Campagna Casagori is a farm stay in Pienza, located 45 kilometres from Mount Amiata and 14 kilometres from Bagno Vignoni. This 16-square-metre farm offers one bedroom, one bathroom, and accommodation for up to three guests, with amenities including air conditioning, Wi-Fi, a garden, terrace, bar, and on-site parking, plus daily Italian breakfast.
9.4 190 reviews
Pienza
07/09 – 18/09
131 €/nighttotal: 1441 € (11 )
Agriturismo La Poderina
1 2
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.
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
Pienza
28/07 – 31/07
742 €/nighttotal: 2226 € (3 )
Villa Oliveto
3 5
house , Trequanda
Villa Oliveto, located in Castelmuzio, offers a self-catering holiday home in Trequanda, Tuscany, 21km from Bagno Vignoni and 50km from Piazza Grande. This three-bedroom property sleeps six, boasting a private hot tub, swimming pool, fully equipped kitchen, free Wi-Fi, and parking, plus opportunities for cycling in the surrounding Tuscan countryside.
Pienza
13/09 – 16/09
571 €/nighttotal: 1713 € (3 )
Villa Aquila
1 2
house , Trequanda
Cignella Resort - App Olivo is a villa located in Trequanda, 24 kilometres from Bagni San Filippo and 24 kilometres from Piazza Grande. This villa offers accommodation for 11 guests with 3 bathrooms, a 221 square metre floor area, a swimming pool, a terrace, and a fireplace, with pets welcome and internet provided.
8.8 303 reviews
Pienza
04/07 – 12/07
170 €/nighttotal: 1360 € (8 )
La Romita Ospitalità Rurale Familiare
1 2
farm , Montalcino
La Romita Ospitalità Rurale Familiare is situated in Montisi, a charming village just a 30-minute drive from Montepulciano, offering a peaceful escape in the Tuscan countryside. The farm has received very good user ratings and excellent ratings for its location and cleanliness. The rural retreat offers a range of country-style rooms with tile or hardwood floors and wrought iron beds. Guests can enjoy a delicious local Tuscan breakfast, relax in the garden with its outdoor seating area, and take advantage of amenities such as laundry facilities and a restaurant serving regional specialties.
9.7 153 reviews
Pienza
09/07 – 19/07
186 €/nighttotal: 1860 € (10 )
Agriturismo Casalpiano
1 3
farm , Pienza
Agriturismo Casalpiano, a family-friendly farmhouse in Pienza, enjoys a convenient location, 12.4km from Montepulciano Terme and 14.3km from Bagno Vignoni, both renowned for their thermal baths, and 45km from Mount Amiata. This self-catering property offers a private entrance, swimming pool, garden, free parking, Wi-Fi, and outdoor play equipment, perfect for families exploring the Tuscan countryside.
Best family friendly Pienza villas and holiday home
Among the 8 accommodations in Pienza, here are the 4 best family friendly villas and holiday homes
9.3 555 reviews
Pienza
04/07 – 12/07
179 €/nighttotal: 1432 € (8 )
Agriturismo Barbi
1 2
farm , Pienza
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.
9.3 10 reviews
Pienza
29/08 – 02/09
254 €/nighttotal: 1016 € (4 )
Casa D'orcia
2 2
house , Pienza
Casa d'Orcia, a renovated holiday home in Pienza, is situated 7.6km from Bagno Vignoni and 39km from Mount Amiata. This 65 square metre property sleeps four guests and boasts two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a private plunge pool, garden, and free Wi-Fi.
Pienza
13/08 – 17/08
2632 €/nighttotal: 10528 € (4 )
Villa Pianoia Elegance And Historic Charm For Groups And Special Events
7 6
house , Montepulciano
Villa Pianoia, a large holiday home in the Tuscan countryside between Montepulciano and the Val d'Orcia, offers easy access to attractions such as the Piscine Termali Theia and Terme di Chianciano. This 450-square-metre, two-level property boasts seven bedrooms, nine bathrooms, and accommodates up to sixteen guests, featuring two living rooms with fireplaces, two dining areas with fully equipped kitchens, a mini pool with a whirlpool, and an Italian garden.
9.5 129 reviews
Pienza
30/09 – 03/10
520 €/nighttotal: 1560 € (3 )
Le Sorbelle D'orcia
2 4
farm , Pienza
Agriturismo Le Sorbelle d'Orcia, near Pienza in Tuscany, is conveniently located 19 kilometres from Montepulciano Terme, 21 kilometres from Bagni San Filippo, and 4.3 kilometres from Bagno Vignoni, offering easy access to these popular towns. This one-bedroom, one-bathroom rural retreat sleeps three guests and boasts a swimming pool, free private parking, and a varied breakfast; bachelor/hen parties are not permitted.
Frequently asked questions about villa rentals in Pienza
What is the best time to visit Pienza?
Spring and autumn are the most pleasant times to visit Pienza, with mild temperatures and fewer crowds. The countryside is particularly stunning in the spring, when the wildflowers are in bloom. If you're a foodie, you might want to visit in the autumn, when the local harvest festivals take place.
When is it easiest to book a villa rental in Pienza?
The shoulder seasons, April-May and September-October, are generally the best time to book a villa rental in Pienza. You'll find more availability and often better rates than during the peak summer months. If you're planning a trip during the summer, it's best to book your villa well in advance.
What are the best villa rentals with a pool in Pienza?
There are some lovely hiking trails in the Val d'Orcia. The Sentiero del Cassia is a great option for a moderate hike, offering stunning views of the rolling hills and vineyards. For a more challenging hike, try the Sentiero del Monte Amiata, which takes you to the summit of Mount Amiata, the highest peak in the area.
What are the best villa rentals with a jacuzzi 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 flexibility. You can enjoy your own space, cook your own meals, and explore the area at your own pace. Many villas also offer stunning views of the surrounding countryside, making them the perfect place to relax and unwind.
What are the best villa rentals for families and kids in Pienza?
Absolutely! Pienza is ideally located for exploring the beautiful region of Tuscany. Nearby destinations include the charming hilltop town of Montepulciano, known for its excellent wine, and the historic city of Siena, famous for its Palio horse race. You can also easily reach the picturesque towns of San Quirico d'Orcia and Montalcino, both of which are renowned for their wine production.
What are the best pet friendly villa rentals in Pienza?
Le Maribelle is a charming house located in Monticchiello, a picturesque village just a short drive from Pienza and 27 miles from Mount Amiata. Guests have consistently rated the house as very good for cleanliness and location, with excellent overall feedback. This two-bedroom house features a fully equipped kitchen, a terrace with garden views, and air conditioning. Guests can enjoy the peaceful village atmosphere, explore the surrounding area by bicycle, and make use of the on-site restaurant, mini-market, and ATM.
9.0 33 reviews
Pienza
26/07 – 02/08
149 €/nighttotal: 1043 € (7 )
Brunhouse
2 2
house , San Quirico d'Orcia
Brunhouse is located in a peaceful setting just 5km from the charming spa town of Bagno Vignoni, 40km from Mount Amiata and 45km from Piazza del Campo in Siena. The property has received excellent ratings for its location, cleanliness and overall experience. This 2-bedroom house, spanning 100 square metres, comfortably accommodates up to 4 guests. Guests can enjoy panoramic city views from the private balcony, relax in the garden, or prepare meals in the fully equipped kitchen.
9.8 76 reviews
Pienza
13/09 – 16/09
158 €/nighttotal: 474 € (3 )
La Cocca Luxury Villa In Monticchiello, Your Heaven In Tuscany
2 2
house , Pienza
La CoCCa Luxury Villa is situated in Monticchiello, a charming village in the Tuscan countryside, just a short drive from the historic towns of Montepulciano Terme and Bagno Vignoni. The villa has consistently received excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom villa comfortably accommodates up to four guests and offers a fully equipped kitchen, air conditioning, and a private garden. Guests can enjoy the peaceful surroundings, explore the nearby towns and countryside by bicycle, and relax in the villa's spa.
8.3 11 reviews
Pienza
26/07 – 02/08
94 €/nighttotal: 658 € (7 )
La Casetta Degli Innamorati
1 2
house , Torrita di Siena
La casetta degli innamorati is a self-catering holiday home in Torrita di Siena, conveniently located 12km from Chianciano Terme and 39km from both Siena and Arezzo. This 45 square metre property features one bedroom, one bathroom, and can accommodate two guests, boasting a private terrace with garden views, a barbecue, a jacuzzi (seasonal), and complimentary parking.
Best Pienza villas and holiday homes with a garden
9.7 306 reviews
Pienza
10/10 – 12/10
141 €/nighttotal: 282 € (2 )
"Agriturismo Piandimaggio In Esclusiva "
2 5
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
29/06 – 02/07
150 €/nighttotal: 450 € (3 )
Farmhouse ∙ 2 Bedrooms ∙ 3 Guests
2 3
farm , Pienza
Farm for up to 3 people. This accommodation is located in Pienza. Services and facilities include a swimming pool, free parking and a kitchen. This accommodation in Pienza also has a garden!
9.4 302 reviews
Pienza
16/07 – 19/07
609 €/nighttotal: 1827 € (3 )
Palazzo Massaini - Le Scuderie
1 2
farm , Pienza
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.
10 2 reviews
Pienza
13/08 – 17/08
439 €/nighttotal: 1756 € (4 )
Primo Maggio
1 6
house , Castiglione d'Orcia
Primo Maggio is a detached house in Castiglione d'Orcia, located 5.3 kilometres from Bagno Vignoni and 17.7 kilometres from Bagni San Filippo, with Mount Amiata 30.6 kilometres away. This property offers 180 square metres of living space with one bedroom, four bathrooms, and can accommodate up to 15 guests, featuring complimentary WiFi and a fully equipped kitchen.