Holiday Rentals in Pienza

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Pienza holiday rentals
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114 Holiday Rentals and Airbnb in Pienza

Best family friendly Pienza holiday rentals

Among the 114 accommodations in Pienza, here are the 4 best family friendly rentals

Agriturismo Castello La Grancia Di Spedaletto - Pienza
9.5 853 reviews

Agriturismo Castello La Grancia Di Spedaletto

farm, Pienza
Agriturismo Castello La Grancia di Spedaletto is located in the Tuscan countryside, 10 kilometres from Pienza and a 40-minute drive from Montepulciano. It has received excellent ratings for location, cleanliness, and overall guest experience.
This charming rural retreat offers a one-bedroom property that can accommodate two guests. It features a range of amenities, including a swimming pool, a garden, and BBQ facilities, as well as free Wi-Fi, air conditioning, and a fully equipped kitchen.
Chianciano Lettings -Room And Apartments- - Pienza
9.5 241 reviews

Chianciano Lettings -Room And Apartments-

apartment, Chianciano Terme
This apartment is situated in Chianciano Terme, a short distance from the thermal baths and within easy reach of the charming villages of Bagno Vignoni and Bagni San Filippo. The accommodation has received excellent ratings for location, cleanliness and user satisfaction.
The two-bedroom apartment provides a comfortable and spacious living area, ideal for families or groups. Guests can enjoy the convenience of a fully equipped kitchen, a private balcony and a peaceful garden, as well as free parking and Wi-Fi.
Agriturismo Renello - Pienza
9.1 113 reviews

Agriturismo Renello

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.
Casa Alla Vecchia Posta Di Bagno Vignoni - Pienza
9.3 253 reviews

Casa Alla Vecchia Posta Di Bagno Vignoni

apartment, San Quirico d'Orcia
Casa alla Vecchia Posta di Bagno Vignoni is situated in the village of Bagno Vignoni, a 3 km drive from the historic centre of San Quirico d'Orcia, famous for its Collegiate Church and the Horti Leonini gardens.
This 80 square metre apartment with two bedrooms and a private bathroom offers a comfortable and convenient base for exploring the area, with a kitchen equipped with a fridge, freezer and microwave oven, and a private garden and tennis court.

Best Pienza holiday rentals with parking

Podere San Girolamo - Pienza
9.9 96 reviews

Podere San Girolamo

apartment, Trequanda
This apartment in Petroio, Trequanda, offers an excellent base within the Val di Chiana and Val d'Orcia hills, providing panoramic views towards Petroio and the Crete Senesi, and is conveniently located for exploring Tuscan towns such as Arezzo, Cortona, Pienza, Montepulciano, Siena, San Gimignano, and Florence, as well as the Terme di San Giovanni d'Asso and Terme di Querciolaia thermal spas.
This family-friendly accommodation for four guests includes two bedrooms, one bathroom, air conditioning, Wi-Fi, a kitchen with a fridge, freezer, and dishwasher, a fireplace, a private terrace and garden, and access to a shared swimming pool set within extensive grounds featuring an orchard and olive trees, with parking also available.
Casa Oliveto - Pienza
9.9 15 reviews

Casa Oliveto

house, Trequanda
Casa Oliveto, a three-bedroom house in Trequanda, is situated in a medieval village near the Val d'Orcia, a UNESCO World Heritage site, its precise location within the village unspecified.
This self-catering property sleeps six guests and offers three bathrooms, a fully equipped kitchen including a fridge, freezer and dishwasher, plus parking; enjoy the local culture and explore nearby attractions.
Podere Le Mulina - Pienza
8.6 82 reviews

Podere Le Mulina

farm, Castiglione d'Orcia
Podere le Mulina is a farm stay located in Castiglione d'Orcia, just 5.5 kilometres from Bagno Vignoni and 35 kilometres from Mount Amiata, offering a peaceful escape in the Tuscan countryside. It has received very good ratings for its cleanliness and overall user experience, with a good location rating.
The farm stay features a fully equipped kitchen with a fridge, oven, and stovetop, allowing guests to prepare their own meals. Guests can enjoy the outdoor amenities, including a swimming pool, a garden, and a picnic area, perfect for relaxing and enjoying the Tuscan sunshine.
Casa In Campagna Casagori - Pienza
9.4 77 reviews

Casa In Campagna Casagori

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.

Frequently asked questions about holiday rentals in Pienza

  • What are some interesting places to visit in or near Pienza?

    Pienza is a beautiful town to explore, with its charming cobbled streets and stunning views. You can visit the Duomo, a magnificent cathedral built in the 15th century, or the Palazzo Piccolomini, a grand Renaissance palace. For a scenic drive, head to the nearby Val d'Orcia, a stunning landscape dotted with rolling hills, vineyards, and cypress trees.
  • What are the best Airbnb and holiday rentals in Pienza?

    Agriturismo Il Macchione, Residenza D'epoca La Rosa and La Casa Nel Borgo are among the best Airbnb and holiday rentals in Pienza.

  • Which walking or cycling routes are the best in Pienza?

    The best walking route is the 'Sentiero della Bonifica', a scenic trail that follows the old irrigation canals and offers stunning views of the Val d'Orcia. For cycling, the 'Strada del Vino Nobile di Montepulciano' is a popular route that winds through vineyards and offers picturesque views of the surrounding countryside.
  • What are the most popular Airbnbs in Pienza?

    Among the Airbnbs in Pienza, The Cedar House, La Dimora Di Pienza Family 2 Rooms and Panoramic Apaertment Val D'orcia are the most popular ones.

  • What other towns or cities can be easily accessed from Pienza?

    You can easily visit nearby towns like Montepulciano, a charming town known for its wine production, and Montalcino, another beautiful hilltop town famous for its Brunello di Montalcino wine. Siena, a larger city with a historic centre, is also within easy reach.
  • What are the best holiday rentals with a pool in Pienza?

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

  • What amenities are commonly available in vacation rentals in Pienza?

    Vacation rentals in Pienza typically offer basic amenities like a kitchen, bathroom, and bedrooms. Many also have a private garden or terrace, and some even have a swimming pool. You can find rentals with a range of amenities to suit your needs and budget.
  • What are the best rentals for families and kids in Pienza?

    The best rentals for families and kids in Pienza are Agriturismo Il Macchione, Residenza D'epoca La Rosa and La Casa Nel Borgo.

  • What time of year is best to rent a vacation rental Pienza?

    Pienza is beautiful year-round, but the best time to visit is during the spring or autumn when the weather is mild and the crowds are smaller. Summer can be hot and crowded, while winter can be cold and wet.
  • What are the best rentals or Airbnbs with a jacuzzi in Pienza?

    The best holiday rentals or Airbnb with a jacuzzi in Pienza are Agriturismo Il Macchione, Residenza D'epoca La Rosa and Poggio Ai Gelsi.

  • What are the local dishes in Pienza region?

    The region is famous for its pecorino cheese, made from sheep's milk. Be sure to try the 'Pecorino di Pienza', a local variety of pecorino cheese that is particularly creamy and delicious. Other local specialities include 'Pici cacio e pepe', a pasta dish made with pecorino cheese and black pepper, and 'Ribollita', a hearty Tuscan bread soup.

Popular destinations

Best Pienza holiday rentals with a balcony

Casa Dracena P: A Welcoming Two-story Apartment Situated In The Heart Of The Tuscan Countryside, With Free Wi-fi. - Pienza
9.0 2 reviews

Casa Dracena P: A Welcoming Two-story Apartment Situated In The Heart Of The Tuscan Countryside, With Free Wi-fi.

apartment, Trequanda
This Trequanda holiday home, near Val di Chiana, is situated within 15km of the Saints Peter and Andrew Church and Sant'Anna in Camprena Monastery, and also Triacca Winery and Artemisia Gallery.
The 220 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a private swimming pool, terrace, garden, parking, and free WiFi.
Historic Farmhouse Between Two Tuscan Valleys - Pienza
No reviews

Historic Farmhouse Between Two Tuscan Valleys

apartment, Trequanda
This spacious 156 m² villa is located in Trequanda, offering easy access to local cultural sites such as Artemisia Gallery and Palazzo Borgia, and is within reach of scenic Tuscan landscapes.
This pet-friendly accommodation sleeps six guests across three bedrooms, each with a private bathroom, and features a fully equipped kitchen, underfloor heating and cooling, a private garden, and access to a shared swimming pool from May to October.
90 M² House ∙ 3 Bedrooms ∙ 6 Guests - Pienza
No reviews

90 M² House ∙ 3 Bedrooms ∙ 6 Guests

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.
Agriturismo Bombina - Pienza
9.5 140 reviews

Agriturismo Bombina

farm, Montalcino
Agriturismo Bombina is situated in Montisi, a picturesque village near Montalcino, just a short drive from the historic city of Siena and the charming towns of Bagno Vignoni and Montepulciano Terme. This farm stay boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable experience.
The property offers a range of spacious and well-equipped apartments with modern amenities, including private bathrooms, kitchens and flat-screen TVs. Guests can enjoy a refreshing dip in the private pool, relax on the terrace or in the garden, and make use of the outdoor fireplace and the packed lunches provided for excursions.

Best pet friendly Pienza holiday rentals

Among the 114 accommodations in Pienza, here are the 4 best pet friendly rentals

Casa Franci - Pienza
9.6 103 reviews

Casa Franci

apartment, Radicofani
Casa Franci, in Contignano, offers a convenient base for exploring Mount Amiata and the Bagni San Filippo thermal baths, situated approximately 18km from Radicofani.
This 60 square metre apartment sleeps four, boasting two bedrooms, a living room with fireplace, a fully equipped kitchen including a dishwasher, and amenities such as free Wi-Fi and private parking, plus on-site access to an ATM and mini-market.
Wonderful Private Villa For 5 People With Wifi, A/c, Tv, Patio, Pets Allowed And Panoramic View - Pienza
No reviews

Wonderful Private Villa For 5 People With Wifi, A/c, Tv, Patio, Pets Allowed And Panoramic View

apartment, Torrita di Siena
This holiday home in Torrita di Siena enjoys a peaceful garden setting, situated close to the Val di Chiana and within 10km of the Church of St Agnes, Colonna del Marzocco, Palazzo Avignonesi, and Triacca Winery.
The 100 square metre property offers three bedrooms, two bathrooms, sleeping up to five guests, and boasts a fully equipped kitchen with microwave and dishwasher, plus a terrace, garden, parking, and free Wi-Fi.
La Terrazza Sulla Val D'orcia - Pienza
9.8 84 reviews

La Terrazza Sulla Val D'orcia

apartment, Castiglione d'Orcia
"La Terrazza sulla Val d'Orcia" is located in Castiglione d'Orcia, a charming village in the heart of Tuscany, just 40 kilometres from Pienza, 26 kilometres from Montepulciano and Montalcino, and 5 kilometres from the Bagno Vignoni Spa centre. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom apartment offers 75 square metres of space, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen, a terrace with stunning views of the Val d'Orcia, a garden, parking, and free Wi-Fi, making it the perfect base for exploring the region.
Agriturismo Podere San Gregorio - Pienza
9.3 220 reviews

Agriturismo Podere San Gregorio

farm, Pienza
Agriturismo Podere San Gregorio is a restored farmhouse located just a short walk from the centre of Pienza, a charming medieval town in the heart of Tuscany. It is also within easy reach of other popular destinations like Montepulciano and Siena. The property has received excellent ratings for its location, cleanliness and overall experience.
The farmhouse offers comfortable accommodation with a private garden and free BBQ facilities. Guests can enjoy a delicious breakfast basket delivered to their room each morning and have the option of purchasing locally produced olive oil and wine.
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