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

Apartment With Balcony In Historic House + Pool - Pienza
10 2 reviews
Pienza
09/07 – 19/07
$307/nighttotal: $3070 (10 )

Apartment With Balcony In Historic House + Pool

1 3
apartment , Montalcino
Il Quartiere apartment in Montisi, a village near Pienza and Montalcino, offers a tranquil setting in the Tuscan countryside, conveniently located for exploring these towns and the wider region.
This one-bedroom, one-bathroom flat sleeps three, features a furnished balcony with valley views, a swimming pool, garden, parking, and offers access to cooking classes, wine tastings, and other activities.
Donna Laura - Holiday Home - Pienza
9.8 84 reviews
Pienza
05/08 – 08/08
$341/nighttotal: $1023 (3 )

Donna Laura - Holiday Home

1 3
house , San Quirico d'Orcia
Donna Laura, a renovated 11th-century holiday home in San Quirico d'Orcia, Val d'Orcia, is situated 40km from Monte Amiata and 47km from Piazza del Campo in Siena.
This pet-friendly property offers free Wi-Fi, private parking, air conditioning, and features such as a fully equipped kitchen (in select units), flat-screen TVs with streaming services, and private bathrooms with bidets; its proximity to San Quirico d'Orcia's attractions ensures a convenient stay.
Le Sorbelle D'orcia - Pienza
9.5 129 reviews
Pienza
13/07 – 17/07
$591/nighttotal: $2364 (4 )

Le Sorbelle D'orcia

2 2
farm , Pienza
Agriturismo Le Sorbelle d'Orcia, near Pienza in Tuscany, is conveniently located 19 kilometres from Montepulciano Terme, 21 kilometres from Bagni San Filippo, and 4.3 kilometres from Bagno Vignoni, offering easy access to these popular towns.
This one-bedroom, one-bathroom rural retreat sleeps three guests and boasts a swimming pool, free private parking, and a varied breakfast; bachelor/hen parties are not permitted.
Apartment In A Hotel "Villa Salvia" With Shared Pool, Private Terrace & Wi-fi - Pienza
Pienza
10/07 – 11/07
$1325/nightfor 1 night

Apartment In A Hotel "Villa Salvia" With Shared Pool, Private Terrace & Wi-fi

3 2
house , Trequanda
This detached villa is located in Trequanda, offering convenient access to cultural sites such as Artemisia Gallery and Palazzo Borgia, and within driving distance of Siena (approximately 72 kilometres) and Florence (approximately 120 kilometres).
This 156 square meter villa accommodates up to six guests across three bedrooms and three bathrooms, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, a shared swimming pool open seasonally, and parking, with pets permitted for an additional fee.

Best Pienza vacation rentals with parking

Mezzanino L Palazzo Gagnoni Grugni - Pienza
9.5 130 reviews
Pienza
18/08 – 22/08
$200/nighttotal: $800 (4 )

Mezzanino L Palazzo Gagnoni Grugni

1 4
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.
Cozy 2-bedroom Apartment In The Historic Center, Located In A Quiet Area. - Pienza
8.0 1 review
Pienza
06/09 – 08/09
$278/nighttotal: $556 (2 )

Cozy 2-bedroom Apartment In The Historic Center, Located In A Quiet Area.

2 2
apartment , Pienza
This Pienza apartment, a 5-minute walk from the historic centre and Pienza Cathedral, offers easy access to Palazzo Piccolomini and nearby wineries such as Enoteca Di Ghino and Triacca Winery.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with oven, hob, fridge, and WiFi, and includes housekeeping service.
La Terrazza Sulla Val D'orcia - Pienza
9.8 79 reviews
Pienza
16/09 – 19/09
$407/nighttotal: $1221 (3 )

La Terrazza Sulla Val D'orcia

2 4
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.
Holiday Home A Casa Di Gabri By Interhome - Pienza
Pienza
09/07 – 19/07
$254/nighttotal: $2540 (10 )

Holiday Home A Casa Di Gabri By Interhome

3 3
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.

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

Iperbole Country House, Between Pienza And Montepulciano - Pienza
10 11 reviews
Pienza
26/06 – 29/06
$2686/nighttotal: $8058 (3 )

Iperbole Country House, Between Pienza And Montepulciano

5 4
house , Pienza
This charming villa is located in Pienza, a short walk from the historic centre and the Palazzo Piccolomini, in the heart of the rolling Tuscan countryside. The property has received excellent reviews from previous guests.
The villa has five bedrooms and six bathrooms, providing ample space for up to nine guests. It also boasts a large, open living area, a private garden, a swimming pool, a Jacuzzi, a terrace, and a range of other amenities.
Agriturismo Bagnolo - Pienza
9.0 235 reviews
Pienza
29/08 – 02/09
$200/nighttotal: $800 (4 )

Agriturismo Bagnolo

1 2
farm , Pienza
Agriturismo Bagnolo is a farm stay situated in the Tuscan countryside, just 4km from the historic town of Pienza, and within easy reach of Montepulciano and Chianciano Terme. This highly-rated property boasts excellent user, location, and cleanliness ratings.
The farm offers a choice of rooms and apartments, accommodating up to two guests. Enjoy a range of amenities including a jacuzzi, terrace, garden, and parking, as well as the opportunity to participate in the production of oil and cheese, and witness the farm's animals firsthand.
18 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Pienza
9.8 23 reviews
Pienza
09/10 – 12/10
$210/nighttotal: $630 (3 )

18 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm , Pienza
Farm rental for up to 2 guests with an excellent rating of 98% based on 23 reviews. You will be in Pienza.
Facilities and services: a kitchen, a washing machine and a terrace. This accommodation in Pienza has a swimming pool!
140 M² Villa ∙ 4 Bedrooms ∙ 12 Guests - Pienza
Pienza
10/10 – 20/10
$1028/nighttotal: $10280 (10 )

140 M² Villa ∙ 4 Bedrooms ∙ 12 Guests

4 7
house , San Quirico d'Orcia
Podere Spagliarda, situated in San Quirico d'Orcia within the Val d'Orcia, offers easy access to the town's attractions.
This 140 square metre property sleeps up to 12 guests, boasting 4 bedrooms, 4 bathrooms, a private pool, garden, terrace, and parking for up to 4 cars, plus amenities including Wi-Fi, a dishwasher, and a washing machine.

Best pet friendly Pienza vacation rentals

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

La Falegnameria - Pienza
9.5 17 reviews
Pienza
24/07 – 27/07
$213/nighttotal: $639 (3 )

La Falegnameria

1 3
apartment , Castiglione d'Orcia
This one-bedroom apartment in Castiglione d’Orcia offers breathtaking panoramic views of the Val d’Orcia and Mount Amiata, with its precise location providing easy access to the historic centre and local amenities.
Sleeping four guests, the self-catering flat features a kitchen, internet access, and allows pets; enjoy stargazing from its location and explore the Val d’Orcia region with its proximity to local restaurants and attractions.
Luxury Historic Estate With Panoramic Tuscan Views - Pienza
Pienza
16/08 – 19/08
$2117/nighttotal: $6351 (3 )

Luxury Historic Estate With Panoramic Tuscan Views

1 13
house , Sinalunga
This historic luxury villa, offering complete privacy, is located in the Tuscan countryside near Sinalunga, providing panoramic views of local villages.
This exclusive residence accommodates up to 16 guests, featuring 7 bathrooms, a kitchen, air conditioning, and internet, with pets welcome, ensuring a comfortable and authentic Tuscan experience.
[Montepulciano] Dimora Esclusiva 12bdr Bbq|parking - Pienza
Pienza
16/08 – 19/08
$3744/nighttotal: $11232 (3 )

[Montepulciano] Dimora Esclusiva 12bdr Bbq|parking

12 13
house , Montepulciano
This exclusive collection of six independent farmhouses, ideal for large groups seeking privacy, is situated in the countryside surrounding Montepulciano, just 10 kilometres from the town itself, 20 kilometres from Pienza, and between 15 to 25 kilometres from the Val d'Orcia.
These rural retreats offer accommodation for up to 16 guests, featuring private outdoor spaces, a shared laundry, Wi-Fi, air conditioning, and parking, with individual apartments boasting their own kitchens and some providing private terraces or gardens.
Agriturismo Il Granaio Della Fonte - Pienza
9.6 146 reviews
Pienza
09/10 – 12/10
$151/nighttotal: $453 (3 )

Agriturismo Il Granaio Della Fonte

1 2
gîte , Castiglione d'Orcia
Granaio della Fonte is situated in the beautiful Val d'Orcia, just a short drive from the charming towns of Pienza, Montalcino, and Montepulciano. This charming cottage has received excellent reviews for its location, cleanliness, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a well-equipped kitchen, a relaxing garden, and modern amenities like satellite TV, making it an ideal base for exploring the picturesque Tuscan countryside.
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