Vacation Rentals in Pienza

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Pienza holiday rentals
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114 Holiday rentals and Airbnb in Pienza

Discover Exceptional Family Holiday Rentals in Pienza, Italy

Keep the whole group together under one roof with plenty of space to lounge at family holiday rentals in Pienza, Italy.

55 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Pienza
9.7 21 reviews

55 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Pienza
Farm for up to 5 people with an excellent rating of 97% based on 21 reviews. You will stay in Pienza.
Services and facilities include a garden, a fridge and a washing machine. Take a dip in the pool of this accommodation in Pienza!
Villa Meravigliosa - Six Bedroom Villa, Sleeps 12 - Pienza
No reviews

Villa Meravigliosa - Six Bedroom Villa, Sleeps 12

house, Pienza
This 19th-century Tuscan farmhouse is located in the Val d'Orcia, just a 4-minute drive from Pienza, one of Tuscany's most notable towns, and offers spectacular views of the rolling hills.
This restored villa spans 350 square metres, featuring 6 bedrooms and 6 bathrooms to accommodate up to 12 guests, with amenities including air conditioning, WiFi, a swimming pool, and parking, making it ideal for family reunions or groups exploring the local area such as the Artemisia Art Gallery and Leonini Gardens.
Appartamento - Pienza
9.1 17 reviews

Appartamento

apartment, Montalcino
This apartment in Montalcino is located in a quiet area, offering easy access to the historic centre and the renowned Brunello wine region, approximately 1.5 kilometres away.
This 50 square metre flat, suitable for up to 7 guests, features one bedroom, one bathroom, a fully equipped kitchen, free WiFi, air conditioning, and complimentary private parking.
60 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests - Pienza
10 5 reviews

60 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests

apartment, Pienza
Apartment listing for 3 people with an excellent rating of 100% based on 5 reviews. This accommodation is located in Pienza.
Services and facilities: an iron, a fridge and a freeze. This apartment is very convenient for families.

Best Pienza holiday rentals with parking

Toskana Charme: Montefollonico! - Pienza
10 29 reviews

Toskana Charme: Montefollonico!

apartment, Torrita di Siena
This Montefollonico apartment, a short drive from Montepulciano, Pienza, and Montalcino, offers stunning Tuscan hill views and is ideally located for exploring the region's renowned wine towns.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen with dishwasher, a private garden with barbecue, and two balconies, providing ample space for a relaxing self-catering holiday.
La Casa Di Claudia Con Vista Sulla Val D'orcia - Pienza
9.9 17 reviews

La Casa Di Claudia Con Vista Sulla Val D'orcia

apartment, Pienza
This one-bedroom apartment in Monticchiello, Val d'Orcia, is situated a short drive (a few kilometres) from Pienza, Montepulciano, and the thermal baths of Bagno Vignoni, offering easy access to Tuscany's major attractions.
The self-catering property sleeps four, features a private courtyard, a rustic interior with a travertine kitchen, and boasts spectacular views of the Strada dei Cipressi and Val d'Orcia, ideal for exploring the area by car or bicycle, and close to the 'Teatro Povero' performances in Monticchiello during early August.
La Romita Ospitalità Rurale Familiare - Pienza
8.8 126 reviews

La Romita Ospitalità Rurale Familiare

farm, Montalcino
La Romita Ospitalità Rurale Familiare is situated in Montisi, a charming village just a 30-minute drive from Montepulciano, offering a peaceful escape in the Tuscan countryside. The farm has received very good user ratings and excellent ratings for its location and cleanliness.
The rural retreat offers a range of country-style rooms with tile or hardwood floors and wrought iron beds. Guests can enjoy a delicious local Tuscan breakfast, relax in the garden with its outdoor seating area, and take advantage of amenities such as laundry facilities and a restaurant serving regional specialties.
La Casa Nel Borgo - Pienza
9.8 962 reviews

La Casa Nel Borgo

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.

Frequently asked questions about holiday rentals in Pienza

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

    Pienza is a beautiful town, but you also have a lot to see in the surrounding area. The Duomo di Pienza is a must-see, and the Palazzo Piccolomini is a great place to learn about the history of the town. For a day trip, visit the nearby town of Montepulciano, known for its Vino Nobile wine. If you're interested in art, the Museo Diocesano in Pienza is worth a visit.
  • 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?

    Pienza is perfect for exploring on foot. The historic centre is small and easily walkable, and there are plenty of charming alleyways to discover. For a longer walk, try the Sentiero della Val d'Orcia, which offers stunning views of the Tuscan countryside. If you prefer cycling, the Val d'Orcia is also great for a leisurely bike ride, with gentle hills and picturesque landscapes.
  • 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 base for exploring the Val d'Orcia, a UNESCO World Heritage Site. You can go hiking or mountain biking in the surrounding hills, or enjoy a picnic in one of the many vineyards. There are also opportunities for horseback riding and hot air ballooning in the area.
  • 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. For a day trip, visit the charming hilltop town of Montepulciano, just a short drive away. You can also easily reach the beautiful Lake Trasimeno, a popular destination for swimming and watersports.
  • 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 garden or terrace, and some even have a swimming pool. It's always a good idea to check the listing for specific details about the amenities offered.
  • 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 time of year is best to rent a vacation rental Pienza?

    The best time to visit Pienza is in 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. However, if you're looking for a quieter experience, winter can be a good time to visit.

Popular destinations

Discover Holiday Rentals with a Balcony in Pienza, Italy

Watch the local morning bustle with a fresh breeze at holiday rentals featuring an outdoor balcony in Pienza, Italy.

The Roof House - Appartamento Piazza Grande - Pienza
9.6 121 reviews

The Roof House - Appartamento Piazza Grande

apartment, Montepulciano
The Roof House apartment in Montepulciano is conveniently located a short distance (5.3km) from Montepulciano Terme, 21km from Bagno Vignoni, and 27km from Bagni San Filippo, offering easy access to the region's thermal baths.
This 80 square metre dwelling boasts two bedrooms, one bathroom, a well-equipped kitchen with oven, fridge, and stovetop, a terrace with stunning city views, a balcony offering lake views, a garden, parking, and free Wi-Fi; perfect for a comfortable stay for up to four guests.
Il Mughetto - Appartamento Con Terrazza Privata - Pienza
9.6 177 reviews

Il Mughetto - Appartamento Con Terrazza Privata

apartment, San Quirico d'Orcia
This two-bedroom apartment is situated in San Quirico d'Orcia, just 5.3 kilometres from the thermal baths of Bagno Vignoni and a scenic 45-kilometre drive from Siena's Piazza del Campo.
The 100 square metre property features a private terrace, a fully equipped kitchen, air conditioning, a swimming pool, and a garden, making it a comfortable and convenient base for exploring the region.
Apartment With Wifi, Pool, A/c, Tv, Patio, Pets Allowed, Panoramic View, Close To Montepulciano - Pienza
No reviews

Apartment With Wifi, Pool, A/c, Tv, Patio, Pets Allowed, Panoramic View, Close To Montepulciano

farm, Trequanda
This farm stay is situated in the Orcia Valley, 10 kilometres from Torrita di Siena and 16 kilometres from Montepulciano, offering a base for exploring the renowned Tuscan tourist area.
This 118 square metre agriturismo features three bedrooms and three bathrooms, accommodating up to six guests with amenities including a dishwasher, microwave oven, and air conditioning, as well as access to a shared swimming pool and WiFi.
240 M² House ∙ 4 Bedrooms ∙ 10 Guests - Pienza
8.8 20 reviews

240 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Castiglione d'Orcia
This detached villa is located in the Val d'Orcia, a UNESCO World Heritage site, offering expansive views of the Tuscan countryside, with Castiglione d'Orcia town centre approximately 4 kilometres away.
This 240 square metre property accommodates up to 10 guests across four bedrooms and two bathrooms, featuring two independent living areas, multiple fireplaces, fully equipped kitchens on each floor, a garden, a swimming pool, a hot tub and sauna (available at an extra charge), and WiFi.

Compare Pet-Friendly Holiday Rentals in Pienza, Italy

Let your dog stretch their legs and explore a new neighborhood alongside you at pet-friendly holiday rentals in Pienza, Italy.

Suite Gioconda - Podere Casa Rossa In Pienza - Pienza
10 5 reviews

Suite Gioconda - Podere Casa Rossa In Pienza

apartment, Pienza
This family-friendly farmhouse, near Pienza's historic centre, offers a peaceful rural setting a short 0.6km walk from the Palazzo Borgia, Pienza Cathedral, and Palazzo Vescovile.
Sleeping four guests in two bedrooms and one bathroom, this self-catering property boasts a garden, air conditioning, Wi-Fi, a dishwasher, and parking, plus housekeeping is available on request.
Tuscany Pink Suite - Pienza
9.5 18 reviews

Tuscany Pink Suite

apartment, San Quirico d'Orcia
Tuscany Pink Suite is a one-bedroom flat located in San Quirico d'Orcia, 4.5 kilometres from the thermal spa town of Bagno Vignoni and 46.7 kilometres from Siena's Piazza del Campo.
This air-conditioned apartment, covering 40 square metres and accommodating up to four guests, features a separate living room and a private terrace, with complimentary WiFi available throughout.
Agriturismo Pascianella Appartamento Bel Tramonto - Pienza
10 4 reviews

Agriturismo Pascianella Appartamento Bel Tramonto

farm, Trequanda
Agriturismo Pascianella Appartamento bel tramonto, near Castelmuzio in Tuscany, offers a peaceful countryside escape approximately 22.5km from Bagno Vignoni and 50km from Piazza Grande.
This two-bedroom, two-bathroom property boasts a 15 square metre floor area, sleeps six guests, and includes a kitchenette with oven and fridge, private parking, Wi-Fi, a garden, barbecue facilities, and a satellite TV.
Pienza Romantica Valdorcia La Torre Di S.guglielmo - Pienza
9.7 107 reviews

Pienza Romantica Valdorcia La Torre Di S.guglielmo

gîte, Pienza
This charming tower house is located just 600 metres from the historic walls of Pienza, in the heart of the stunning Val d'Orcia. This property has consistently received excellent ratings for location, cleanliness and user experience.
The self-catering accommodation sleeps two guests and features a spacious garden with olive trees, perfect for relaxing and enjoying the Tuscan sunshine. Enjoy modern amenities like Wi-Fi, Netflix, and a coffee machine, as well as breakfast provisions and walking trails starting directly from the property.
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