Compare cheap villa rentals in Pienza from 100+ sites!

12 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Pienza villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

12 Villa rentals in Pienza

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.

46 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
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!
Agriturismo La Casa Nuova - Pienza
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.
Villa Salvia - Pienza
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.
Agriturismo Pascianella Appartamento Bel Tramonto - Pienza
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

115 M² Farmhouse ∙ 3 Bedrooms ∙ 6 Guests - Pienza
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.
Palazzone - Pienza
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.
Villa Le Fontanelle By Fantasia Villas - Pienza
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.
Il Giardino Del Cardinale - Deb's Monticchiello - Pienza
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.
  • What are the best villa rentals in Pienza?

    Among the villa rentals in Pienza, Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati are the most popular ones.

  • What is the best time to visit Pienza?

    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?

    Agriturismo Il Macchione, Poggio Ai Gelsi and Agriturismo La Collina 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 best villa rentals with a jacuzzi in Pienza are Agriturismo Il Macchione, Poggio Ai Gelsi and Villa I Cipressini Piscina Riscaldata Spa Toscana.

  • What are the top hiking trails near 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?

    The best villa rentals for families and kids in Pienza are Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati.

  • 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?

    The best pet friendly villa rentals in Pienza are Agriturismo Il Macchione, La Casa Nel Borgo and Poggio Ai Gelsi.

  • Are there popular destinations near 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 Il Macchione, La Casa Nel Borgo and Agriturismo Riposati are the best villa rentals with parking in Pienza.

Destinations nearby

Best Pienza houses with parking

Agriturismo Cantagalli - Pienza
9.6 357 reviews
Pienza
09/30 – 10/03
$298/nighttotal: $894 (3 )

Agriturismo Cantagalli

3 4
farm , San Quirico d'Orcia
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.
Villa Cielo- Cignella Resort Tuscany Accommodation - Pienza
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.
80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Pienza
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!
Agriturismo I Savelli - Pienza
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

Agriturismo Sant'ansano - Pienza
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.
Agriturismo Selvoli - Bruco - Pienza
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).
46 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
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.
Agriturismo Renello - Pienza
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.
©2026 cozycozy.com