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

Casa Della Fonte - Pienza
9.0 332 reviews

Casa Della Fonte

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 Belagaggio - Pienza
9.5 523 reviews

Agriturismo Belagaggio

farm, Torrita di Siena
Agriturismo Belagaggio is located in Montefollonico, a picturesque village just a short drive from Torrita di Siena, offering stunning views of the surrounding countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
This recently renovated farmhouse offers comfortable accommodation with a range of amenities including a swimming pool, jacuzzi, and terrace. Guests can enjoy a restaurant serving local cuisine, a spa, and a variety of activities such as cycling and hiking.
Agriturismo Renello - Pienza
9.1 114 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.
Poggio Alla Famina | Luxury Tuscan Villa, Heated Infinity Pool, Sleeps 14 - Pienza
No reviews

Poggio Alla Famina | Luxury Tuscan Villa, Heated Infinity Pool, Sleeps 14

house, Montepulciano
This spacious 450 square meter villa is located in Montepulciano, offering convenient access to attractions such as Art Studio di Adelina Quadri, La Foce, RI Crea RE, and the Labyrinth of Porsenna, with Lake Trasimeno and Val di Chiana both a 50-kilometer drive away.
This family-friendly property accommodates up to 14 guests across six bedrooms and six bathrooms, featuring a heated swimming pool, a terrace, a garden, onsite parking, free WiFi, and a well-equipped kitchen.

Best Pienza holiday rentals with parking

Larocchettina - Pienza
9.3 75 reviews

Larocchettina

apartment, Castiglione d'Orcia
Larocchettina is a self-catering apartment situated in the peaceful Tuscan village of Rocca D'Orcia, just a short drive from the thermal springs of Bagno Vignoni and the medieval town of Pienza. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment is a beautifully restored stone tower, offering a unique and memorable stay. Guests can enjoy a comfortable seating area, a private bathroom, and a fully equipped kitchenette, allowing them to prepare their own meals. The property also features a terrace, garden, and free Wi-Fi.
Stunning Apartment In Monticchiello With Wifi - Pienza
9.0 8 reviews

Stunning Apartment In Monticchiello With Wifi

apartment, Pienza
This spacious Pienza apartment, near the Art Studio di Adelina Quadri, is conveniently located 3.7km from Val di Chiana, and within 9.7km of both the Artemisia Gallery and Enoteca Di Ghino.
The 195 square metre property sleeps eight guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a fireplace, Smart TV, air conditioning, parking, and a washing machine; barbecue facilities are also available.
La Casina Room - Pienza
No reviews

La Casina Room

apartment, Trequanda
This recently renovated one-bedroom flat in Castelmuzio is located 48 kilometres from Piazza Grande and Piazza del Campo, with Parco dei Mulini 19 kilometres away and Bagni San Filippo 35 kilometres distant.
This 25 square metre apartment accommodates two guests and features air conditioning, complimentary WiFi, a kitchenette with a fridge and microwave, and a private balcony, with an on-site minimarket and bicycle parking available.
Timilia - Pienza
No reviews

Timilia

apartment, San Quirico d'Orcia
This newly constructed flat offers a peaceful yet strategic base for exploring the Val d'Orcia, conveniently situated for accessing the region's renowned landscapes.
This two-bedroom, two-bathroom flat accommodates up to four guests and features air conditioning, Wi-Fi, and private parking, making it ideal for a Tuscan countryside experience.

Frequently asked questions about holiday rentals in Pienza

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

    Pienza is a beautiful town with plenty to see. You should definitely visit the Duomo, a stunning example of Renaissance architecture, and the Palazzo Piccolomini, a magnificent palace with a beautiful courtyard. For a stunning view of the Val d'Orcia, head to the Fortezza, a medieval fortress on a hill overlooking the town. If you want to explore the surrounding area, you can visit the nearby towns of Montepulciano, Montalcino, and San Quirico d'Orcia, all of which are within a 30-minute drive.
  • 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?

    For walking, you can take a stroll around the historic centre, visiting the main sights. There's also a lovely walk along the Via Cassia, an ancient Roman road that runs through the Val d'Orcia. For cycling, the Val d'Orcia is a great place to explore, with rolling hills and stunning views. You can follow the Via Cassia or head out to the nearby town of Montepulciano for a longer ride.
  • 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 a great place for outdoor activities. You can go hiking in the surrounding hills, go for a swim in the nearby Lake Trasimeno, or play tennis at the local tennis club. There are also several horse riding schools in the area, so you can enjoy a horseback riding tour of the Val d'Orcia.
  • 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 other towns or cities can be easily accessed from Pienza?

    Pienza is well-connected to other towns and cities in Tuscany. You can easily reach Siena, Florence, and Rome by car or train. If you're looking for a day trip, you can visit the nearby towns of Montepulciano, Montalcino, and San Quirico d'Orcia.
  • 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?

    Vacation rentals in Pienza typically come with a range of amenities. Most rentals have a kitchen, a bathroom, and a living area. Many also have a private garden or terrace, and some even have a swimming pool. You can find rentals that are perfect for families, couples, or groups of friends.
  • 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?

    The best time to visit Pienza is during the spring or autumn, when the weather is mild and the crowds are smaller. The summer months can be very hot and crowded, but if you don't mind the heat, you can enjoy the many outdoor activities that Pienza has to offer.

Popular destinations

Best Pienza holiday rentals with a balcony

La Terrazza Di Maria - Pienza
9.4 16 reviews

La Terrazza Di Maria

apartment, Pienza
La Terrazza di Maria is a spacious apartment in Pienza, located 14.8 kilometres from Bagno Vignoni, 16.1 kilometres from Montepulciano Terme, and 27.4 kilometres from Bagni San Filippo, with Mount Amiata 46.7 kilometres away.
This 106 square metre residence accommodates up to seven guests with two bedrooms and two bathrooms, offering air conditioning, a dishwasher, a fridge, WiFi, and a private terrace with garden views, ideal for exploring the thermal spa towns nearby.
90 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Pienza
No reviews

90 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Torrita di Siena
Podere Villa Rosa, a pet-friendly apartment in Torrita di Siena, Tuscany, offers easy access by car to nearby towns such as Siena, Montepulciano, and Pienza.
This 90 square metre self-catering flat sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, a private balcony with barbecue, and on-site parking.
Apartment 'Villa Rosa' With Mountain View And Balcony - Pienza
10 1 review

Apartment 'Villa Rosa' With Mountain View And Balcony

apartment, Torrita di Siena
This Torrita di Siena apartment, conveniently located for exploring Tuscany, is within easy driving distance of Siena, Montepulciano, and other major Tuscan attractions.
The 90 square metre self-catering property sleeps up to four guests, offering two bedrooms, one bathroom, a fully equipped kitchen with fridge, microwave, and dishwasher, a private balcony with barbecue, on-site parking, and pet-friendly accommodation (one pet allowed).
Chez Anna - Pienza
8.7 9 reviews

Chez Anna

apartment, San Quirico d'Orcia
Chez Anna, a holiday flat in Bagno Vignoni, is located 1.6 kilometres from the town centre and 23 miles from Mount Amiata.
This 120 square metre, two-bedroom holiday flat accommodates up to 11 guests, featuring a fully equipped kitchen, a private terrace, and is a mile from the Bagno Vignoni thermal baths.

Best pet friendly Pienza holiday rentals

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

Steps From Piazza Grande In The Heart Of Tuscany - Pienza
9.1 357 reviews

Steps From Piazza Grande In The Heart Of Tuscany

apartment, Montepulciano
Casa Bruna is a studio apartment situated in the heart of Montepulciano's historic centre, just 50 metres from Piazza Grande, the town's main square. This accommodation is highly rated by guests, receiving excellent scores for location, cleanliness, and overall experience.
The studio is ideal for couples or solo travellers, offering a comfortable double bed and a fully equipped kitchen. Guests can enjoy free Wi-Fi, a TV, and a private bathroom with a mini bathtub, as well as secure keybox access for flexible check-in.
Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Pienza
9.5 64 reviews

Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Pienza
Accommodation for up to 5 people with an excellent rating of 95% based on 64 reviews. This accommodation is located in Pienza.
Services and facilities include a swimming pool, a restaurant and a garden.
Apartment In The Heart Of Torrenieri - Pienza
9.0 1 review

Apartment In The Heart Of Torrenieri

apartment, Montalcino
This Torrenieri flat is located 13.9 kilometres from Parco dei Mulini and 38.6 kilometres from Piazza del Campo.
This one-bedroom, two-bathroom apartment accommodates up to seven guests and offers a private terrace, balcony, air conditioning, WiFi, and private parking, with a kitchen and washing machine for convenience.
Donna Laura - Holiday Home - Pienza
9.8 89 reviews

Donna Laura - Holiday Home

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.
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