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12 Villa rentals in Pienza
9.8 9 reviews
Pienza
08/19 – 08/22
$350/nighttotal: $1050 (3 )
Agriturismo Il Casato Mag-il Vaglio
2 4
gîte , Pienza
This Pienza vacation rental, near the Vitaleta Chapel (4.3 miles), offers easy access to Montepulciano (9.3 miles), Montalcino (15.5 miles), and Siena (31 miles) in Tuscany's Val d'Orcia region. This 750-square-foot apartment sleeps four, features two bedrooms, one bathroom, a full kitchen, air conditioning, a private garden with a barbecue, on-site parking, and offers optional paid breakfast and access to local tours.
10 3 reviews
Pienza
07/09 – 07/10
$562/nightfor 1 night
Apartment "Agriturismo Il Casato Mag-il Torchio" With Mountain Views, Terrace And Wi-fi
1 2
farm , Pienza
This Pienza farm stay, a smoke-free rental, is conveniently located within a 10-minute walk of Palazzo Borgia, Pienza Cathedral, and Palazzo Vescovile. This 750-square-foot (approximately 70-square-meter) one-bedroom, one-bathroom house sleeps four and features a kitchen with a fridge and microwave, air conditioning, a terrace, a garden, parking, and barbecue grills; guests can explore Pienza's historic center on foot.
9.7 47 reviews
Pienza
08/29 – 09/02
$170/nighttotal: $680 (4 )
56 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Pienza
Farm for up to 2 people with an excellent rating of 97% based on 47 reviews. This accommodation is located in Pienza. Facilities and services include a kitchen, a dish washer and free parking. Take a dip in the pool of this accommodation in Pienza!
Pienza
07/28 – 07/31
$334/nighttotal: $1002 (3 )
130 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Torrita di Siena
This independent stone villa in Torrita di Siena offers a serene, panoramic setting on the Capanne di Sopra estate, providing sweeping views of the Montepulciano valley and Val d'Orcia hills, with Montefollonico located 0.8 miles away and Montepulciano 4.3 miles away. The 1,290 sq ft accommodation sleeps up to 6 guests and features 3 bedrooms, 3 bathrooms, a well-equipped kitchen with a fireplace-barbecue, a garden, parking, and a patio with sun loungers.
9.7 3 reviews
Pienza
08/16 – 08/19
$1799/nighttotal: $5397 (3 )
Villa Pianoia
7 13
house , Montepulciano
Villa Pianoia, near Montepulciano, is conveniently located four miles from Montepulciano Terme and 26 miles from Mount Amiata, offering easy access to thermal baths and the historic town center. This 4840-square-foot vacation home boasts seven bedrooms, nine bathrooms, and three living rooms, comfortably accommodating up to 31 guests and featuring a fully equipped kitchen, private garden, terrace, jacuzzi, and free parking and Wi-Fi.
9.9 30 reviews
Pienza
10/10 – 10/12
$399/nighttotal: $798 (2 )
Agriturismo Selvoli - Chiocciola
1 5
gîte , Pienza
This three-bedroom, three-bathroom vacation rental is located in the Val d'Orcia region of Tuscany, Italy, approximately 3 miles from both Pienza and Bagno Vignoni. The 6-guest private apartment, part of a renovated farmhouse, features a kitchen with a fridge, microwave, and dishwasher, a fireplace, private outdoor space with a barbecue, and access to a shared swimming pool (June-September) with views of Monte Amiata.
9.8 11 reviews
Pienza
06/29 – 07/02
$314/nighttotal: $942 (3 )
Bellarmino-palazzi Del Papa
1 3
gîte , Pienza
Agriturismo Palazzi del Papa, a two-bedroom vacation rental in the Pienza countryside, offers easy access to Pienza's historic center, Duomo, and Piazza Pio II. This 4-guest villa features two bathrooms, a full kitchen with a dishwasher, air conditioning, a swimming pool, free Wi-Fi, and on-site parking; optional breakfast and dinner using locally sourced ingredients are available.
9.6 217 reviews
Pienza
07/28 – 07/31
$638/nighttotal: $1914 (3 )
Le Checche
2 5
farm , Pienza
Le Checche is a countryside farm located near Pienza, about 35 kilometers from Mount Amiata, 9 kilometers from Bagno Vignoni and 16 kilometers from Bagni San Filippo. The farm offers a swimming pool, a hot tub, a restaurant, a garden, and private parking, along with comfortable accommodations with air conditioning, free Wi-Fi, and private bathrooms.
Pienza
10/10 – 10/12
$318/nighttotal: $636 (2 )
Holiday Home Haus Banditello- Blick Auf Das Tal Von Montepulciano By Interhome
1 5
house , Torrita di Siena
This holiday house in Montefollonico is 8.9 miles from Montepulciano Terme and 15 miles from Bagno Vignoni, offering valley views of Montepulciano. This 1400 square foot dwelling accommodates up to 11 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchenette, a fireplace, and a garden.
8.1 10 reviews
Pienza
06/27 – 07/04
$144/nighttotal: $1008 (7 )
150 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , San Quirico d'Orcia
This Tuscan villa is situated near San Quirico d'Orcia, a short distance from the Santa Maria Assunta church and its Renaissance garden, offering easy access to the town's attractions and the San Quirico d'Orcia wine route. This 1750-square-foot vacation rental boasts four bedrooms, two bathrooms, and accommodates eight guests, featuring a fully equipped kitchen with a fridge and dishwasher, a terrace, a garden, parking, internet access, and pet-friendly accommodations.
10 15 reviews
Pienza
08/16 – 08/19
$1810/nighttotal: $5430 (3 )
Villa Pianoia | Panoramic Tuscan Private Estate
1 13
house , Montepulciano
Villa Pianoia, perched on a hill overlooking Montepulciano and the Val d'Orcia valley, offers exceptional views and is within walking distance of Montepulciano's historic center. This 4,844-square-foot (450 square meter) rental boasts seven en-suite bedrooms, ten bathrooms, and sleeps sixteen, featuring two kitchens, two living rooms with fireplaces, a jacuzzi, and an expansive garden with a mini-pool; optional private chef and breakfast services are available.
8.9 22 reviews
Pienza
08/16 – 08/19
$2262/nighttotal: $6786 (3 )
Cottage Le Pozze
7 13
chalet , Sinalunga
Cottage Le Pozze is located in Sinalunga, just 24 miles from Piazza Grande and 14 miles from Montepulciano Terme, making it a great base for exploring the Tuscan countryside. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage features a private pool, an outdoor fireplace, and a garden with beautiful views. You can enjoy amenities like a fully equipped kitchenette, free bikes, a shared lounge, luggage storage, free Wi-Fi, and private parking.
Check Out Vacation Homes with a Pool in Pienza
Having a pool at your vacation home in Pienza lets you enjoy a proper swim in the city without any extra planning.
9.6 4 reviews
Pienza
09/13 – 09/16
$134/nighttotal: $402 (3 )
46 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. You will be located in Castiglione d'Orcia. Services and facilities: a barbecue, a washing machine and a kitchen. This accommodation in Castiglione d'Orcia has a swimming pool!
9.6 115 reviews
Pienza
06/27 – 07/04
$316/nighttotal: $2212 (7 )
Agriturismo La Casa Nuova
2 2
farm , Trequanda
Agriturismo La Casa Nuova is located just outside of Trequanda, about 5 kilometers from the town center, offering a peaceful escape from the hustle and bustle. The hotel has consistently earned excellent ratings for its location, cleanliness, and overall experience. The property features a garden, a terrace, and a swimming pool, perfect for relaxing and enjoying the Tuscan sun. Guests can also take advantage of amenities like free parking, laundry service, and a multilingual staff.
Pienza
07/09 – 07/10
$814/nightfor 1 night
Villa Salvia
3 2
house , Trequanda
Villa Salvia, a 1680 sq ft apartment in Trequanda, is located 30 miles from Piazza Grande, 11 miles from Montepulciano Terme, and 16 miles from Bagno Vignoni. This air-conditioned residence accommodates up to 12 guests with 3 bedrooms, 3 bathrooms, a well-equipped kitchen, a fireplace, WiFi, private parking, and access to an outdoor pool, with opportunities for cycling and hiking nearby.
10 4 reviews
Pienza
07/10 – 07/12
$302/nighttotal: $604 (2 )
Agriturismo Pascianella Appartamento Bel Tramonto
2 2
farm , Trequanda
Agriturismo Pascianella Appartamento bel tramonto, near Castelmuzio, offers a peaceful countryside retreat in Trequanda, Italy, about 14 miles from Bagno Vignoni and 31 miles from Piazza Grande. This 160-square-foot (approximately 15-square-meter) Tuscan farmhouse rental boasts two bedrooms, two bathrooms, and sleeps six, featuring a kitchenette with oven, fridge, and toaster, plus a garden, Wi-Fi, parking, and barbecue facilities.
Best family friendly Pienza villas and beach houses
Among the 8 accommodations in Pienza, here are the 4 best family friendly villas and beach houses
9.7 49 reviews
Pienza
08/05 – 08/08
$474/nighttotal: $1422 (3 )
115 M² Farmhouse ∙ 3 Bedrooms ∙ 6 Guests
3 3
farm , Pienza
Farm rental for 6 people with an excellent rating of 97% based on 49 reviews. You will be based in Pienza. Facilities and services: a barbecue, a fridge and an iron. Take advantage of the pool in this accommodation.
10 3 reviews
Pienza
06/27 – 07/04
$2144/nighttotal: $15008 (7 )
Palazzone
6 2
house , Torrita di Siena
This six-bedroom, six-bathroom house rental in Palazzone, near Torrita di Siena, Italy, is conveniently located 8.2 miles from Montepulciano Terme and 14 miles from Bagno Vignoni. This 8610-square-foot (approximately 800 square meter) villa boasts a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, and a terrace, comfortably accommodating large groups or families with its spacious layout and numerous amenities.
Pienza
08/16 – 08/19
$1981/nighttotal: $5943 (3 )
Villa Le Fontanelle By Fantasia Villas
1 13
house , Pienza
This seven-bedroom villa is located in Pienza, a short 1.3-mile drive from the Art Studio di Adelina Quadri, and within a 6.2-mile radius of several other attractions, including RI Crea RE, Palazzo Borgia, Artemisia Gallery, and the Civic Museum. The 7,530-square-foot home offers a private pool, a garden, a spa, a tennis court, and a jacuzzi, accommodating up to 14 guests.
10 89 reviews
Pienza
08/13 – 08/17
$930/nighttotal: $3720 (4 )
Il Giardino Del Cardinale - Deb's Monticchiello
1 6
house , Pienza
Il Giardino del Cardinale, located in Monticchiello near Pienza, offers easy access to Montepulciano (6.5 miles) and Bagno Vignoni (8.2 miles), allowing for convenient exploration of Tuscany's renowned hilltop towns and thermal springs. This 3770-square-foot (350-square-meter) villa features three bedrooms, four bathrooms, two living rooms, a private terrace, and a garden, accommodating families or groups comfortably, with amenities including a fully equipped kitchen, air conditioning, free Wi-Fi, and on-site restaurant and mini-market.
Frequently Asked Questions about villa rentals in Pienza
What types of wildlife can travelers expect to see in the area of Pienza?
The Val d'Orcia is a great place to spot wildlife. You might see red deer, wild boar, and even the occasional fox or hare. You can also find a variety of birds, including hawks, owls, and woodpeckers.
Spring and fall are the best times to visit Pienza. The weather is mild, and the crowds are smaller. You'll enjoy beautiful wildflowers in the spring and stunning fall foliage. Summer can be very hot and crowded, and winter can be chilly.
What are the best villa rentals with a pool in Pienza?
When is it easiest to book a villa rental in Pienza?
You'll find the best deals on villa rentals in Pienza during the shoulder seasons, spring and fall. Summer is the peak season, so expect higher prices and fewer availability. If you're looking for the best value, book early, especially for the summer months.
What are the best villa rentals with a jacuzzi in Pienza?
The Sentiero del “Percorso Natura” is a great trail that winds through the Val d'Orcia, offering stunning views. Another popular trail is the “Sentiero delle Crete Senesi,” which takes you through the unique landscape of the Crete Senesi.
What are the best villa rentals for families and kids in Pienza?
What are the advantages of renting a house or a villa in Pienza
Renting a villa in Pienza gives you the freedom to cook your own meals, relax in your own space, and enjoy the privacy of your own garden or patio. It's also a great way to experience the local culture and enjoy the stunning views of the Val d'Orcia.
What are the best pet friendly villa rentals in Pienza?
Absolutely! The beautiful hill town of Montepulciano is just a short drive away, known for its wine and stunning views. Siena, a larger city, is also within easy reach and offers a rich history and beautiful architecture. You can also visit the charming towns of Montalcino and San Quirico d'Orcia, both within a 30-minute drive.
What are the best villa rentals with parking in Pienza?
Agriturismo Cantagalli, in San Quirico d'Orcia, Italy, offers stunning city views and is conveniently located 24 miles from Mount Amiata and 29 miles from Piazza del Campo. This family-friendly farmhouse boasts a terrace, garden, restaurant, tennis court, and features like a fully equipped kitchen, air conditioning, free Wi-Fi, and free parking, plus on-site activities including table tennis, darts, and bike rentals.
Pienza
10/10 – 10/12
$339/nighttotal: $678 (2 )
Villa Cielo- Cignella Resort Tuscany Accommodation
3 5
house , Trequanda
This spacious 1720 sq ft villa in Trequanda is located a short drive from Artemisia Gallery, Palazzo Borgia, RI Crea RE, and Art Studio di Adelina Quadri. This comfortable home accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, offering air conditioning, a private terrace, a swimming pool, and a fully equipped kitchen, perfect for families and groups.
9.8 47 reviews
Pienza
09/30 – 10/03
$220/nighttotal: $660 (3 )
80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 4
farm , Pienza
Farm rental for up to 4 people with an excellent rating of 98% based on 47 reviews. This accommodation is based in Pienza. Services and facilities: a solarium, a freeze and an iron. This accommodation in Pienza also has a terrace!
9.3 77 reviews
Pienza
07/04 – 07/12
$176/nighttotal: $1408 (8 )
Agriturismo I Savelli
1 2
farm , Castiglione d'Orcia
Agriturismo I Savelli, in Castiglione d'Orcia, Tuscany, is conveniently located 3.2 miles from Bagno Vignoni and 4.7 miles from Bagni San Filippo, renowned thermal spring towns, and 12 miles from Mount Amiata, ideal for hiking. This farm stay, built in 1950, offers air-conditioned rooms with private bathrooms, some with kitchens, plus a pool, garden, terrace, free Wi-Fi, and free parking; guests can enjoy stunning garden views and the Tuscan countryside.
Best Pienza houses with a garden
9.4 86 reviews
Pienza
09/13 – 09/16
$164/nighttotal: $492 (3 )
Agriturismo Sant'ansano
1 2
farm , Castiglione d'Orcia
Agriturismo Sant'Ansano, a farm stay in Castiglione d'Orcia, Tuscany, is located 5.7 miles from Bagno Vignoni and 19 miles from Mount Amiata. This Tuscan countryside retreat offers air-conditioned rooms with patios, a swimming pool, barbecue facilities, free Wi-Fi, and kitchens equipped with a fridge, microwave, and dishwasher.
9.9 20 reviews
Pienza
09/30 – 10/03
$379/nighttotal: $1137 (3 )
Agriturismo Selvoli - Bruco
1 4
gîte , Pienza
This Pienza vacation rental, a private apartment in a renovated farmhouse in the Val d'Orcia, is located 3 miles from both Pienza and Bagno Vignoni. The two-bedroom, two-bathroom rental sleeps four, features a kitchen with a microwave and refrigerator, offers private outdoor space with a barbecue, and includes access to a shared swimming pool (June-September).
10 1 review
Pienza
07/10 – 07/12
$104/nighttotal: $208 (2 )
46 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Pienza
Farm rental for 2 people with an excellent rating of 100% based on 1 reviews. You will be based in Pienza. Services and facilities: a fridge, a barbecue and a garden. This accommodation is very convenient for families.
9.0 117 reviews
Pienza
06/29 – 07/02
$334/nighttotal: $1002 (3 )
Agriturismo Renello
1 3
house , Torrita di Siena
Agriturismo Renello is located in the Tuscan countryside near Petroio, a short drive from Montepulciano and Lake Trasimeno, offering a peaceful escape from city life. The property has received excellent ratings for location, cleanliness, and user experience. The accommodation features a rustic charm with comfortable rooms, each with an en-suite bathroom. Guests can enjoy amenities like a swimming pool, a garden with BBQ facilities, a restaurant serving regional cuisine, and a fitness center, making it a perfect choice for a relaxing and active vacation.