Compare Vacation Rentals & Airbnb in Pienza

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Pienza vacation rentals
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69 Rentals and Airbnb in Pienza

Best family friendly Pienza vacation rentals

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

La Casa Nel Borgo - Pienza
9.8 945 reviews
Pienza
19/06 – 20/06
$183/nightfor 1 night

La Casa Nel Borgo

1 2
house , Pienza
La Casa nel Borgo is situated in Monticchiello, a charming village just 10.5 kilometres from Pienza and 43 kilometres from Mount Amiata, offering a peaceful escape while being within easy reach of popular destinations. This property has received excellent ratings for its location, cleanliness, and overall experience.
The house provides a comfortable and well-equipped space for your stay, featuring a private garden and a terrace. It includes modern amenities such as air conditioning, free Wi-Fi, a washing machine, and a fully equipped kitchen with a dishwasher.
Agriturismo Poderino - Pienza
9.3 411 reviews
Pienza
08/07 – 12/07
$270/nighttotal: $1080 (4 )

Agriturismo Poderino

2 2
farm , San Quirico d'Orcia
Agriturismo Poderino is situated in San Quirico d'Orcia, Tuscany, 42 kilometers from Mount Amiata and 48 kilometers from Piazza del Campo in Siena. This farmhouse enjoys a peaceful setting in the Tuscan countryside, offering stunning views and a tranquil atmosphere. It has received excellent user ratings for location and cleanliness, as well as a very good rating overall.
The farmhouse offers a range of amenities, including a hot tub, an outdoor fireplace, and a terrace or balcony. Guests can also enjoy cycling and hiking opportunities in the surrounding area, with bicycle rental services available.
Casa “La Vittoria” - Pienza
10 97 reviews
Pienza
03/08 – 08/08
$326/nighttotal: $1630 (5 )

Casa “La Vittoria”

1 2
apartment , Pienza
This Pienza apartment rental, located in the central Monticchiello, offers stunning Val d'Orcia and Monte Amiata views, and is a short walk from the owner's Daria restaurant.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, free Wi-Fi, a furnished terrace, and provides guests with 24/7 access alongside opportunities for local experiences such as cooking classes and wine tastings.
Villa Pesca Amazing House In The Heart Of Tuscany - Pienza
Pienza
19/06 – 20/06
$474/nightfor 1 night

Villa Pesca Amazing House In The Heart Of Tuscany

3 2
apartment , Trequanda
This spacious villa is located within Cignella Resort in Trequanda, offering Tuscan views and convenient access to local cultural sites such as the Artemisia Gallery and Palazzo Borgia, with shopping at Valdichiana Outlet Village approximately 15 kilometers away.
This 156 square meter villa accommodates up to 6 guests with 3 bedrooms, a large open-plan living area, a fully equipped kitchen, and a private garden or terrace, alongside complimentary Wi-Fi and resort parking, plus access to shared resort amenities.

Best Pienza vacation rentals with parking

Agriturismo Cantagalli - Pienza
9.6 358 reviews
Pienza
10/10 – 20/10
$542/nighttotal: $5420 (10 )

Agriturismo Cantagalli

3 7
farm , San Quirico d'Orcia
Agriturismo Cantagalli is a family-friendly farm stay in San Quirico d'Orcia, offering stunning views of the town and located just 39 kilometres from Mount Amiata and 47 kilometres from Piazza del Campo.
This self-catering property features air conditioning, a fully equipped kitchen, a private terrace with garden views, and access to a shared tennis court, barbecue facilities, and free parking.
Mezzanino L Palazzo Gagnoni Grugni - Pienza
9.5 129 reviews
Pienza
17/06 – 22/06
$191/nighttotal: $955 (5 )

Mezzanino L Palazzo Gagnoni Grugni

1 2
apartment , Montepulciano
Mezzanino L Palazzo Gagnoni Grugni is situated in the heart of Montepulciano, a short drive from both the Montepulciano Terme spa complex and Mount Amiata, offering easy access to the town's attractions and the surrounding countryside. This apartment has consistently received excellent ratings for its location, cleanliness, and user experience.
This one-bedroom flat provides comfortable accommodation for up to four guests in its 50 square metres of space. The apartment offers a range of amenities including a fully equipped kitchen, free Wi-Fi, and a private entrance, allowing guests to enjoy a relaxing and convenient stay.
La Cantina Apartment - Agriturismo Il Noce In Val D'orcia - Pienza
Pienza
19/06 – 21/06
$192/nighttotal: $384 (2 )

La Cantina Apartment - Agriturismo Il Noce In Val D'orcia

1 2
apartment , Castiglione d'Orcia
La Cantina Apartment, a one-bedroom flat in Castiglione d'Orcia, Tuscany, is located 33 kilometres from Mount Amiata and 4 kilometres from Bagno Vignoni, offering a rural Tuscan experience within Agriturismo Il Noce, close to Fortress of Tentennano and Piazza delle Sorgenti. This pet-friendly accommodation for three guests provides a private kitchen, air conditioning, Wi-Fi, and access to on-site spa facilities for an additional fee, with bike rental available for exploring the surrounding cycling routes.
Antica Torre "La Casalta" - Pienza
9.5 100 reviews
Pienza
19/06 – 21/06
$215/nighttotal: $430 (2 )

Antica Torre "La Casalta"

2 2
apartment , Trequanda
Antica Torre "La Casalta" is a charming apartment located in Petroio, a picturesque village just 47 kilometres from Siena's Piazza Grande and 21 kilometres from the thermal baths of Montepulciano Terme. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms and two bathrooms, spanning 120 square metres and comfortably accommodating up to 14 guests. It features a fully equipped kitchen, a cosy living room with a fireplace, free Wi-Fi, and a private tennis court, as well as parking and an ATM for added convenience.

Frequently Asked Questions about vacation rentals in Pienza

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

    Pienza is a beautiful town, but if you want to explore beyond its charming streets, you should definitely visit the nearby town of Montepulciano. It's known for its wine and has a stunning Duomo. And, of course, you can't miss the stunning views of the Val d'Orcia, just a short drive away. It's a landscape that's been featured in many films, and it's easy to see why.
  • What are the best Airbnb and vacation rentals in Pienza?

    Agriturismo Il Macchione, Residenza D'epoca La Rosa and La Casa Nel Borgo are the most popular Airbnb and vacation rentals in Pienza among travelers.

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

    The best walk in Pienza is around the town walls, offering lovely views of the surrounding countryside. If you're feeling energetic, you can cycle to the nearby town of Monticchiello, which is a short, but scenic, ride. The roads are generally quiet, and you'll be rewarded with breathtaking views.
  • 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 sports or outdoor activites can visitors enjoy in and around Pienza?

    Pienza is perfect for those who enjoy outdoor activities. You can go hiking in the Val d'Orcia, or try your hand at mountain biking on the trails near the town. There are also plenty of opportunities for horseback riding, and if you're feeling adventurous, you could even try paragliding.
  • What are the best vacation rentals with a pool in Pienza?

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

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

    From Pienza, you can easily reach Siena, a beautiful medieval city, in about an hour by car. You could also visit the charming town of Montalcino, famous for its Brunello wine, or head to the vibrant city of Florence, which is about a two-hour drive.
  • 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 amenities are commonly available in vacation rentals in Pienza?

    Most vacation rentals in Pienza offer basic amenities like a kitchen, bathroom, and Wi-Fi. Many also have a private terrace or balcony, offering stunning views of the countryside. Some might even have a swimming pool, especially if you're renting a villa.
  • What are the best rentals or Airbnbs with a jacuzzi in Pienza?

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

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

    Spring and autumn are the best times to visit Pienza, as the weather is pleasant and the crowds are smaller. You'll experience the beauty of the Val d'Orcia in its full glory, with rolling hills and vineyards bathed in golden light. Avoid the summer months if you don't like intense heat.
  • What are the local dishes in Pienza region?

    Pienza is famous for its pecorino cheese, so you must try it in all its forms, from fresh to aged. You should also indulge in the local pasta dishes, like pici cacio e pepe, and the delicious Tuscan bread, known as schiacciata. And don't forget to try the local wines, especially the Rosso di Montalcino.

Destinations nearby

Best Pienza vacation rentals with a balcony

Villa Mulinello, Secluded, Panoramic View Over Montepulciano Valley. - Pienza
9.8 111 reviews
Pienza
24/07 – 27/07
$405/nighttotal: $1215 (3 )

Villa Mulinello, Secluded, Panoramic View Over Montepulciano Valley.

3 3
apartment , Torrita di Siena
This family-friendly holiday home is located in a peaceful rural setting near Torrita di Siena, just a short drive from the historic Church of St Agnes and the Colonna del Marzocco. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and can accommodate up to six guests. Guests can enjoy a range of amenities, including a private garden, swimming pool, tennis court, and a fully equipped kitchen with a dishwasher.
Agriturismo Renello - Pienza
9.0 117 reviews
Pienza
10/10 – 12/10
$642/nighttotal: $1284 (2 )

Agriturismo Renello

3 5
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.
K2 Montalcino Apartment - Pienza
9.3 38 reviews
Pienza
17/06 – 22/06
$133/nighttotal: $665 (5 )

K2 Montalcino Apartment

1 2
apartment , Montalcino
The K2 Montalcino Apartment is a self-catering flat located in Torrenieri, a peaceful area near Montalcino, approximately 14.3km from Bagno Vignoni's thermal baths and 39km from Siena's Piazza del Campo.
This 40-square-metre apartment features one bedroom, one bathroom, a fully equipped kitchen with a fridge, air conditioning, a terrace, a garden, private parking, and Wi-Fi; it comfortably sleeps three guests.
Villa Gaeta - Pienza
9.9 70 reviews
Pienza
18/06 – 20/06
$2599/nighttotal: $5198 (2 )

Villa Gaeta

1 2
house , Trequanda
Villa Gaeta, in Montefollonico near Trequanda, enjoys scenic views and is approximately 84km from Perugia San Francesco d'Assisi Airport.
This one-bedroom villa offers a private pool, barbecue facilities, and a fully equipped kitchen including a dishwasher, sleeping up to two guests and providing satellite TV, air conditioning, and ample parking.

Best pet friendly Pienza vacation rentals

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

Ermione - Pienza
9.7 252 reviews
Pienza
21/06 – 25/06
$200/nighttotal: $800 (4 )

Ermione

1 2
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.
Theia Apartment - Pienza
9.5 22 reviews
Pienza
17/06 – 22/06
$172/nighttotal: $860 (5 )

Theia Apartment

2 2
apartment , Chianciano Terme
This two-bedroom apartment is situated in a peaceful, green area of Chianciano Terme, just 800 metres from the town centre and 3 kilometres from the stunning Val d'Orcia landscape. The property has received excellent ratings for cleanliness, location and overall experience.
The apartment spans 80 square metres and features a private terrace and garden, perfect for enjoying the warm Italian weather. Guests can benefit from amenities such as a fully equipped kitchen, a tennis court, parking and a secure electric gate.
Holiday Home A Casa Di Gabri By Interhome - Pienza
Pienza
19/06 – 21/06
$288/nighttotal: $576 (2 )

Holiday Home A Casa Di Gabri By Interhome

3 2
house , Torrita di Siena
This three-bedroom holiday home, near Montefollonico, is situated 15km from Montepulciano Terme and 24km from Bagno Vignoni, offering easy access to the Tuscan countryside.
The 100 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, private parking, Wi-Fi, and a terrace, comfortably sleeping up to nine guests.
110 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests - Pienza
9.8 23 reviews
Pienza
10/10 – 12/10
$567/nighttotal: $1134 (2 )

110 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests

3 5
farm , Pienza
Farm rental for up to 7 guests with an excellent rating of 98% based on 23 reviews. You will be in Pienza.
Facilities and services include a dish washer, a swimming pool and an iron. Pets are welcome in this accommodation.
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