Holiday Rentals in Pienza

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Pienza holiday rentals
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69 Holiday Rentals and Airbnb in Pienza

Best family friendly Pienza holiday rentals

Among the 69 accommodations in Pienza, here are the 4 best family friendly rentals

Il Podere Di Casa Rossa Pienza - Pienza
10 3 reviews
Pienza
23/10 – 24/10
NZ$608/nightfor 1 night

Il Podere Di Casa Rossa Pienza

4 2
apartment , Pienza
This family-friendly Pienza apartment, located within a 10-minute walk (less than 1 km) of the Palazzo Borgia, Pienza Cathedral, and Palazzo Vescovile, offers easy access to major historical sites.
Sleeping eight guests in four bedrooms and three bathrooms, the property includes a fully equipped kitchen with dishwasher, a private garden, parking, and in-unit laundry facilities; housekeeping is available on request.
Agriturismo Sant'agostino - Pienza
8.6 67 reviews
Pienza
04/07 – 12/07
NZ$228/nighttotal: NZ$1824 (8 )

Agriturismo Sant'agostino

1 2
farm , Montalcino
Agriturismo Sant'Agostino, a renovated farmhouse near San Giovanni d'Asso, is situated approximately 42km from Siena's Piazza del Campo and 22km from Bagno Vignoni, offering easy access to the Val d'Orcia and its renowned wineries.
This self-catering property features a swimming pool, a terrace, a garden, free Wi-Fi, and private parking; selected rooms include kitchens with dishwashers, and all rooms are air-conditioned.
Villa ∙ 12 Bedrooms ∙ 24 Guests - Pienza
10 1 review
Pienza
16/08 – 19/08
NZ$18206/nighttotal: NZ$54618 (3 )

Villa ∙ 12 Bedrooms ∙ 24 Guests

12 13
house , Montepulciano
Villa Cicolina, near Montepulciano in the Tuscan countryside, offers a luxurious stay within easy reach of the town's attractions.
This 18th-century villa and its two annexes provide spacious accommodation for up to 24 guests across 12 bedrooms and 11 bathrooms, boasting a private pool with hydromassage, a professional kitchen, and three self-contained apartments with kitchenettes and fireplaces.
56 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
9.7 47 reviews
Pienza
29/08 – 02/09
NZ$293/nighttotal: NZ$1172 (4 )

56 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm , Pienza
Farm for up to 2 guests with an excellent rating of 97% based on 47 reviews. You will be based in Pienza.
Services and facilities: a terrace, a freeze and a dish washer. Enjoy free parking with this accommodation in Pienza!

Best Pienza holiday rentals with parking

Ermione - Pienza
9.7 252 reviews
Pienza
02/08 – 05/08
NZ$247/nighttotal: NZ$741 (3 )

Ermione

1 1
apartment , Castiglione d'Orcia
This charming one-bedroom cottage is situated just half a mile from the historic Fortress of Tentennano in Castiglione d'Orcia, a picturesque town in the heart of Tuscany. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage comfortably sleeps four guests and features a fully equipped kitchen, a cosy fireplace, and a washing machine. Guests can enjoy the private garden, relax on the sofa bed, and benefit from the convenient parking space.
Casa Di Isma - Pienza
8.0 49 reviews
Pienza
21/07 – 22/07
NZ$276/nightfor 1 night

Casa Di Isma

1 2
apartment , San Quirico d'Orcia
Casa di Isma is a family-friendly apartment in San Quirico d'Orcia, conveniently located 6km from Bagno Vignoni and 40km from Siena's Piazza del Campo, offering easy access to Mount Amiata.
This 63 square metre flat features one bedroom, one bathroom, and sleeps nine guests, boasting a terrace, parking, Wi-Fi, and a kitchen with a fridge; an Italian breakfast and full-day security are optional extras.
Sunflower - Pienza
9.0 103 reviews
Pienza
27/06 – 04/07
NZ$465/nighttotal: NZ$3255 (7 )

Sunflower

2 2
apartment , San Quirico d'Orcia
The Sunflower apartment is situated in San Quirico d'Orcia, a village in Tuscany, 40 kilometres from Mount Amiata and 45 kilometres from Siena's Piazza del Campo.
This 90 square metre self-catering property has two bedrooms, a living room, a fully equipped kitchen and a private garden and terrace, perfect for enjoying the Tuscan sunshine.
La Cocca Luxury Villa In Monticchiello, Your Heaven In Tuscany - Pienza
9.8 76 reviews
Pienza
13/09 – 16/09
NZ$314/nighttotal: NZ$942 (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.

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.

Destinations nearby

Best Pienza holiday rentals with a balcony

Premium Apartment - Helichrysum - Pienza
Pienza
27/06 – 28/06
NZ$680/nightfor 1 night

Premium Apartment - Helichrysum

2 4
apartment , Montepulciano
This Montepulciano apartment, near the Civic Museum and Adelina Quadri Art Studio, offers easy access to attractions such as La Foce and RI Crea RE.
The 100-square-metre dwelling boasts two bedrooms, two bathrooms, a fully equipped kitchen (including a fridge and dishwasher), air conditioning, a terrace, and sleeps up to six guests.
Montelifré Castle - Pienza
Pienza
27/06 – 28/06
NZ$1639/nightfor 1 night

Montelifré Castle

4 4
castle , Montalcino
This luxurious Montalcino castle enjoys a convenient location just steps from the Val di Chiana valley, 3.6km from the Saints Peter and Andrew Church, and within 10km of the Sant'Anna in Camprena Monastery and San Giovanni d'Asso railway station.
This 4-bedroom, 4-bathroom property sleeps 8 guests and boasts a Jacuzzi, sauna, garden, terrace, and fully equipped kitchen including a dishwasher; barbecue facilities are also available for al fresco dining.
Poggio Paradiso Resort & Spa - Pienza
9.3 131 reviews
Pienza
27/06 – 28/06
NZ$1914/nightfor 1 night

Poggio Paradiso Resort & Spa

2 4
resort , Torrita di Siena
Poggio Paradiso Resort & Spa is located in Montefollonico, a charming village just 18 kilometres from Montepulciano Terme and 50 kilometres from Piazza Grande. The resort has consistently received excellent ratings from guests for its location, cleanliness, and overall experience.
The resort offers a range of comfortable rooms with private bathrooms and some featuring balconies. Guests can enjoy a variety of amenities, including a swimming pool, a spa, a restaurant, and a bar, as well as activities like cycling and exploring the surrounding Tuscan countryside.
Monastero Sant'anna In Camprena - Pienza
9.6 340 reviews
Pienza
17/08 – 19/08
NZ$1074/nighttotal: NZ$2148 (2 )

Monastero Sant'anna In Camprena

2 4
farm , Pienza
Fattoria Monastero Sant'Anna in Camprena is located in the Tuscan countryside, just 19 kilometres from Bagno Vignoni and 23 kilometres from Montepulciano Terme, offering a peaceful escape from the hustle and bustle of Pienza. This farm stay has consistently received excellent ratings for its location, cleanliness and overall guest experience.
The property features a charming restaurant, a garden and a terrace, providing ample space for relaxing and enjoying the beautiful surroundings. This farm stay can accommodate up to two guests in its comfortable and modern accommodation, which includes air conditioning, a private bathroom, a fridge, a microwave oven and free Wi-Fi.

Best pet friendly Pienza holiday rentals

Among the 69 accommodations in Pienza, here are the 4 best pet friendly rentals

110 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests - Pienza
9.8 23 reviews
Pienza
13/07 – 17/07
NZ$732/nighttotal: NZ$2928 (4 )

110 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests

3 2
farm , Pienza
Farm for up to 7 people with an excellent rating of 98% based on 23 reviews. You will be based in Pienza.
Services and facilities: a washing machine, a fridge and a freeze. Take advantage of the terrace in this accommodation!
Casa Della Fonte - Pienza
9.0 343 reviews
Pienza
13/09 – 16/09
NZ$302/nighttotal: NZ$906 (3 )

Casa Della Fonte

2 2
apartment , San Quirico d'Orcia
Casa della Fonte is a self-catering apartment located in San Quirico d'Orcia, a short distance from the picturesque village centre and close to Mount Amiata and Fontebranda. The apartment has received excellent ratings for location, cleanliness, and overall user satisfaction.
The apartment offers a private entrance and a peaceful garden where you can relax after exploring the region. It is fully equipped with modern amenities, including air conditioning, a flat-screen TV, and free Wi-Fi, as well as a kitchen with a fridge, freezer, microwave, and oven. Guests can also enjoy fresh pastries for breakfast and take advantage of the nearby cycling opportunities.
Agriturismo Podere Casella - Pienza
8.9 218 reviews
Pienza
28/07 – 31/07
NZ$644/nighttotal: NZ$1932 (3 )

Agriturismo Podere Casella

3 5
farm , Castiglione d'Orcia
Agriturismo Podere Casella is situated in Castiglione d'Orcia, a mere 6.1 kilometres from the famous thermal baths of Bagno Vignoni.
This one-bedroom farmhouse offers comfortable accommodation for up to three guests, with a private garden, free Wi-Fi, and parking, perfect for a peaceful rural escape.
L' Antica Oliviera D'orcia - Pienza
9.2 21 reviews
Pienza
27/06 – 04/07
NZ$396/nighttotal: NZ$2772 (7 )

L' Antica Oliviera D'orcia

2 2
apartment , San Quirico d'Orcia
This two-bedroom apartment in L'Antica Oliviera D'Orcia is conveniently located in San Quirico d'Orcia, just 5.8 kilometres from the thermal baths of Bagno Vignoni and 22.5 kilometres from Bagni San Filippo.
The 75 square metre property offers a modern kitchen with a fridge, microwave oven, and dishwasher, as well as a terrace, garden, and barbecue facilities, accommodating up to seven guests.
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