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Pienza villas
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12 Villa rentals in Pienza

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

"Agriturismo Piandimaggio  In Esclusiva " - Pienza
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.
200 M² Farmhouse ∙ 4 Bedrooms ∙ 8 Guests - Pienza
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.
Agriturismo San Marcello - Pienza
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.
42 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
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

46 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
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!
La Casa Di Vignoni Alto - 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.
Agriturismo 'Villa Agriturismo Il Pratone' With Mountain View, Private Pool And Wi-fi - Pienza
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.
95 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests - Pienza
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 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 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?

    Agriturismo Il Macchione, Poggio Ai Gelsi and Agriturismo La Collina are the best villa rentals with a pool in Pienza.

  • What is the best time to visit 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?

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

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

  • What are the top hiking trails near 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?

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

  • 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?

    Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati are the best villa rentals with parking in Pienza.

  • Are there popular destinations near 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

600 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Pienza
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.
Maria Gabriella Holiday Home In Monticchiello - Pienza
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.
Agriturismo La Poderina - Pienza
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.
100 M² Villa ∙ 2 Bedrooms ∙ 6 Guests - Pienza
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

Agriturismo Pian Di Meta Vecchia - Pienza
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.
Independent Villa With Pool In The Heart Of Tuscany - Pienza
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.
150 M² House ∙ 4 Bedrooms ∙ 8 Guests - Pienza
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.
Villa Tiberini Wine Relais - Pienza
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.
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