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

Borgo Sant'ambrogio - Resort - Pienza
9.0 1618 reviews
Pienza
09/07 – 10/07
331 €/nightfor 1 night

Borgo Sant'ambrogio - Resort

1 2
farm , Trequanda
Borgo Sant'Ambrogio - Resort is located in the Tuscan countryside near Pienza, a short drive from Siena and Arezzo, offering stunning views of the Val d'Orcia. The resort has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The resort features a traditional Tuscan design with a garden and barbecue facilities. Guests can enjoy a seasonal outdoor pool, a restaurant, a bar, a fitness centre and free Wi-Fi, as well as bike and car hire for exploring the surrounding countryside.
Agriturismo Torrenieri Da Alessandro - Pienza
9.2 83 reviews
Pienza
26/07 – 02/08
98 €/nighttotal: 686 € (7 )

Agriturismo Torrenieri Da Alessandro

1 2
farm , Trequanda
Agriturismo Torrenieri da Alessandro is situated in the Val d'Orcia, a short drive from the picturesque towns of Pienza, San Quirico d’Orcia, and Montepulciano. The property enjoys excellent ratings for its location, cleanliness, and overall guest experience.
The self-catering apartments offer a traditional Tuscan ambiance, with wood-beamed ceilings and terracotta floors. Guests can enjoy on-site olive oil production, complimentary bikes for exploring the area, a garden with BBQ facilities, and breakfast essentials provided in their accommodation.
La Casa Di Elisa - Pienza
8.6 23 reviews
Pienza
09/07 – 19/07
149 €/nighttotal: 1490 € (10 )

La Casa Di Elisa

1 3
apartment , San Quirico d'Orcia
La Casa Di Elisa is a spacious one-bedroom flat located in San Quirico d'Orcia, 5.5 kilometres from Bagno Vignoni and 40 kilometres from Mount Amiata, with Siena's historical sites, including Palazzo Chigi-Saracini and the National Picture Gallery Siena, situated 45 kilometres away.
This family-friendly accommodation, suitable for up to nine guests, offers a separate living room, an equipped kitchen, a private terrace, and complimentary private parking, with pets welcome and a non-smoking policy in place.
Il Mughetto - Appartamento Con Terrazza Privata - Pienza
9.7 172 reviews
Pienza
29/06 – 02/07
174 €/nighttotal: 522 € (3 )

Il Mughetto - Appartamento Con Terrazza Privata

1 3
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.

Best Pienza holiday rentals with parking

Villa Meravigliosa - Six Bedroom Villa, Sleeps 12 - Pienza
Pienza
07/09 – 18/09
1717 €/nighttotal: 18887 € (11 )

Villa Meravigliosa - Six Bedroom Villa, Sleeps 12

6 2
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.
Il Giardino Del Cardinale - Deb's Monticchiello - Pienza
10 89 reviews
Pienza
19/08 – 22/08
867 €/nighttotal: 2601 € (3 )

Il Giardino Del Cardinale - Deb's Monticchiello

3 4
house , Pienza
Il Giardino del Cardinale, a spacious villa in Monticchiello, is situated 10.5 km from Montepulciano and 13.2 km from Bagno Vignoni, offering easy access to renowned Tuscan wineries and thermal springs.
This 350 square metre property boasts three bedrooms, four bathrooms, two living rooms, a private garden, terrace, on-site restaurant and free Wi-Fi, comfortably accommodating families or groups and providing bicycle rental for exploring the surrounding countryside.
Lovely Home In San Quirico D'orcia - Pienza
8.0 3 reviews
Pienza
27/06 – 04/07
176 €/nighttotal: 1232 € (7 )

Lovely Home In San Quirico D'orcia

4 2
apartment , San Quirico d'Orcia
This Tuscan holiday home, near San Quirico d'Orcia, is situated amidst vineyards, within walking distance of Palazzo Chigi and Piazza delle Sorgenti.
The 150 square metre property offers four bedrooms, two bathrooms, sleeping up to eight guests, and boasts a garden, parking, and a fully equipped kitchen including a fridge and dishwasher; pets are welcome.
Sosta Nell'aia - Rondini (Studio In Val D'orcia) - Pienza
9.8 32 reviews
Pienza
13/07 – 15/07
108 €/nighttotal: 216 € (2 )

Sosta Nell'aia - Rondini (Studio In Val D'orcia)

1 2
apartment , Castiglione d'Orcia
This Tuscan farmhouse studio apartment in Castiglione d’Orcia, Val d’Orcia, offers breathtaking 360° views and is conveniently located for exploring nearby towns such as Pienza, Montepulciano, and Montalcino (distances unspecified).
The self-catering apartment sleeps two, features a fully equipped kitchenette with dishwasher, air conditioning, a private garden, and access to a barbecue and ping-pong table upon request.

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.

Destinations nearby

Best Pienza holiday rentals with a balcony

Agriturismo Le Macchie - Pienza
9.8 122 reviews
Pienza
02/08 – 05/08
648 €/nighttotal: 1944 € (3 )

Agriturismo Le Macchie

3 1
farm , Pienza
Agriturismo Le Macchie is a 5-minute drive from Monticchiello and 8 kilometres from Montepulciano, in the Tuscan countryside near the Lucciolabella Nature Reserve and Valdorcia Nature Park. This farm stay has received excellent ratings for its location, cleanliness and overall experience.
The property offers a choice of apartments, each with a private patio and garden area. Guests can enjoy a refreshing dip in the outdoor pool, relax in the jacuzzi, and prepare meals in the fully equipped kitchens.
La Tulipa - Pienza
8.9 9 reviews
Pienza
02/07 – 03/07
234 €/nightfor 1 night

La Tulipa

1 2
apartment , San Quirico d'Orcia
LA TULIPA, a one-bedroom apartment in San Quirico d’Orcia, is situated 40km from Mount Amiata and 45km from Piazza del Campo in Siena.
This 60 square metre flat offers a private terrace with Tuscan countryside views, a fully equipped kitchen including a dishwasher, and accommodates two guests.
Pienzalettings - Pienza
9.7 276 reviews
Pienza
13/07 – 17/07
144 €/nighttotal: 576 € (4 )

Pienzalettings

1 2
apartment , Pienza
This Pienza apartment is located in the town centre, just a short walk from the Duomo and Piazza del Popolo, and 45 kilometres from Mount Amiata. The property has received excellent ratings for location, cleanliness, and overall user experience.
The accommodation has a private bathroom, a kitchen with a fridge, freezer, and microwave, and a terrace or balcony. Guests can enjoy a garden, parking, and free Wi-Fi, as well as the option to dine al fresco.
Agriturismo I Savelli - Pienza
9.3 77 reviews
Pienza
04/07 – 12/07
153 €/nighttotal: 1224 € (8 )

Agriturismo I Savelli

1 2
farm , Castiglione d'Orcia
Agriturismo I Savelli, a farmhouse in Castiglione d’Orcia, Tuscany, is situated 8.2km from Bagno Vignoni and 12.2km from Bagni San Filippo, offering easy access to the thermal baths and the Montepulciano wine region.
This self-catering property boasts a swimming pool with stunning garden views, a terrace, free Wi-Fi, and private parking; some units include air conditioning and fully equipped kitchens.

Best pet friendly Pienza holiday rentals

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

Graziosa Abitazione Per Sognare - Pienza
10 73 reviews
Pienza
16/07 – 19/07
123 €/nighttotal: 369 € (3 )

Graziosa Abitazione Per Sognare

1 2
apartment , Pienza
Casa Garoselli, a one-bedroom apartment in Monticchiello, is situated within the medieval village walls, a short drive (exact distance unspecified) from Pienza and its Piazza Pio II and Duomo.
This self-catering flat sleeps two, features a rustic design with exposed beams, a kitchenette with fridge, coffee machine and kettle, free Wi-Fi, air conditioning, and allows pets; free parking is available just outside the village walls, making it ideal for exploring the Val d'Orcia's wineries and culinary offerings.
Agriturismo Marinello - Pienza
9.5 1298 reviews
Pienza
13/07 – 15/07
206 €/nighttotal: 412 € (2 )

Agriturismo Marinello

1 2
farm , Pienza
Agriturismo Marinello is located in the Val d’Orcia, a UNESCO World Heritage Site, just 4km from the centre of Pienza and a 32km drive from Montalcino. The farm has received excellent ratings for location, cleanliness and overall experience.
The farm offers both rooms and apartments, all with traditional Tuscan features, like wood-beamed ceilings and wrought-iron beds. Guests can enjoy a private garden, a swimming pool open from May to September, and a fully equipped kitchen.
90 M² Farmhouse ∙ 3 Bedrooms ∙ 10 Guests - Pienza
Pienza
29/08 – 02/09
344 €/nighttotal: 1376 € (4 )

90 M² Farmhouse ∙ 3 Bedrooms ∙ 10 Guests

3 2
farm , San Quirico d'Orcia
This farm is located 1.5 kilometres from San Quirico d'Orcia, within the Val d'Orcia Natural Park, a UNESCO World Heritage site, and situated on the historic Via Francigena pilgrimage route.
Offering accommodation for up to 10 guests across three apartments, this property boasts 90 square metres of floor area, features a kitchen with a fridge, freezer, and dishwasher, air conditioning, Wi-Fi, and on-site extra virgin olive oil production with tastings.
La Casa Di Memmo - Pienza
Pienza
27/06 – 04/07
122 €/nighttotal: 854 € (7 )

La Casa Di Memmo

2 2
apartment , Trequanda
La Casa di Memmo is a holiday flat located in Petroio, Trequanda, 22 kilometres from Bagno Vignoni and 35 kilometres from Piazza del Campo, with Siena Train Station 34 kilometres away.
This 70 square metre holiday flat sleeps up to seven guests and offers two bedrooms, one bathroom, air conditioning, a dishwasher, an oven, and complimentary WiFi, with cycling opportunities nearby.
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