Villas and Holiday homes in Pienza

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Pienza holiday homes
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19 Villa rentals in Pienza

Best Pienza villas and holiday homes with a pool

Among the 19 accommodations in Pienza, here are the 4 best villas and holiday homes with a pool

Farmhouse ∙ 2 Bedrooms ∙ 3 Guests - Pienza
No reviews

Farmhouse ∙ 2 Bedrooms ∙ 3 Guests

farm, Pienza
Farm rental for up to 3 people. You will be located in Pienza.
Services and facilities: a barbecue, a kitchen and a dish washer. This accommodation in Pienza also has a garden!
110 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Pienza
9.3 57 reviews

110 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Trequanda
Farm rental for up to 4 people with an excellent rating of 93% based on 57 reviews. You will be located in Trequanda.
Services and facilities include a terrace, a washing machine and a barbecue. Take advantage of the garden in this accommodation!
Elegant Ground Floor Villa Of 93 M2 Consisting Of A Large Living Room With Sofas And Fireplace, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Double Bedroom W - Pienza
No reviews

Elegant Ground Floor Villa Of 93 M2 Consisting Of A Large Living Room With Sofas And Fireplace, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Double Bedroom W

house, Trequanda
Cignella Villa Rosmarino, a self-catering villa in Trequanda, Tuscany, is situated a short walk from the Val di Chiana and within 15km of the Saints Peter and Andrew Church, the Monastery of Sant'Anna in Camprena, Triacca Winery, and Enoteca Di Ghino.
This 93 square metre property sleeps four guests in two bedrooms and two bathrooms, offering a swimming pool, terrace, garden, parking, Wi-Fi, air conditioning, and a fireplace.
Villa Cielo- Cignella Resort Tuscany Accommodation - Pienza
No reviews

Villa Cielo- Cignella Resort Tuscany Accommodation

house, Trequanda
Villa Cielo, a spacious villa in Osteria Delle Noci, is located 17.7 kilometres from Montepulciano Terme and 46.7 kilometres from Piazza Grande.
This air-conditioned property offers accommodation for 11 guests with 3 bedrooms, 3 bathrooms, a fully equipped kitchen, a patio with garden views, and an outdoor swimming pool, with free WiFi available.

Best family friendly Pienza villas and holiday home

Among the 19 accommodations in Pienza, here are the 4 best family friendly villas and holiday homes

280 M² Farmhouse ∙ 6 Bedrooms ∙ 15 Guests - Pienza
10 9 reviews

280 M² Farmhouse ∙ 6 Bedrooms ∙ 15 Guests

farm, Castiglione d'Orcia
Farm rental for up to 15 people with an excellent rating of 100% based on 9 reviews. You will stay in Castiglione d'Orcia.
Facilities and services: a dish washer, a spa and a garden. Take advantage of the Free Parking with this accommodation.
120 M² House ∙ 3 Bedrooms ∙ 6 Guests - Pienza
10 1 review

120 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Trequanda
Villa Salvia is a spacious 120 m² terraced house located in a peaceful rural area near Trequanda, offering expansive views of the surrounding countryside. This family-friendly property accommodates up to six guests with three bedrooms and two bathrooms, featuring air conditioning, a private swimming pool, a garden, a spa, and parking for three cars, alongside essential amenities like a dishwasher and WiFi.
Villa Falco-cignella Resort Apartments In Tuscany - Pienza
No reviews

Villa Falco-cignella Resort Apartments In Tuscany

house, Trequanda
This villa is located in the exclusive Cignella Resort area of Trequanda, offering panoramic Tuscan countryside views and convenient access to landmarks such as Chiesa di San Francesco and Palazzo Piccolomini.
This 142 square meter property accommodates up to four guests, featuring two double bedrooms, two bathrooms, a fully equipped open-plan living area with a modern kitchen, air conditioning, Wi-Fi, private parking, and access to a shared resort swimming pool.
Residenza Al Poggio Degli Ulivi - Pienza
9.5 74 reviews

Residenza Al Poggio Degli Ulivi

house, Montepulciano
Residenza al Poggio degli Ulivi is situated just outside Montepulciano's historic centre, offering a peaceful setting with stunning views of the surrounding countryside and nearby lake, just 48km from Perugia San Francesco d'Assisi Airport and 48km from Mount Amiata. This charming property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The house offers 85 square metres of living space, comfortably accommodating up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private terrace, a barbecue, outdoor play equipment, a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.

Frequently asked questions about villa rentals in Pienza

  • What is the best time to visit Pienza?

    Spring and autumn are the most pleasant times to visit Pienza, with mild temperatures and fewer crowds. The countryside is particularly stunning in the spring, when the wildflowers are in bloom. If you're a foodie, you might want to visit in the autumn, when the local harvest festivals take place.
  • What are the best villa rentals in Pienza?

    Among the villa rentals in Pienza, Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati are the most popular ones.

  • When is it easiest to book a villa rental in Pienza?

    The shoulder seasons, April-May and September-October, are generally the best time to book a villa rental in Pienza. You'll find more availability and often better rates than during the peak summer months. If you're planning a trip during the summer, it's best to book your villa well in advance.
  • What are the best villa rentals with a pool in Pienza?

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

  • What are the top hiking trails near Pienza?

    There are some lovely hiking trails in the Val d'Orcia. The Sentiero del Cassia is a great option for a moderate hike, offering stunning views of the rolling hills and vineyards. For a more challenging hike, try the Sentiero del Monte Amiata, which takes you to the summit of Mount Amiata, the highest peak in the area.
  • What are the best villa rentals with a jacuzzi in Pienza?

    The best villa rentals with a jacuzzi in Pienza are Agriturismo Il Macchione, Poggio Ai Gelsi and Villa I Cipressini Piscina Riscaldata Spa Toscana.

  • What are the advantages of renting a house or a villa in Pienza

    Renting a villa in Pienza offers a great deal of privacy and flexibility. You can enjoy your own space, cook your own meals, and explore the area at your own pace. Many villas also offer stunning views of the surrounding countryside, making them the perfect place to relax and unwind.
  • What are the best villa rentals for families and kids in Pienza?

    The best villa rentals for families and kids in Pienza are Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati.

  • Are there popular destinations near Pienza?

    Absolutely! Pienza is ideally located for exploring the beautiful region of Tuscany. Nearby destinations include the charming hilltop town of Montepulciano, known for its excellent wine, and the historic city of Siena, famous for its Palio horse race. You can also easily reach the picturesque towns of San Quirico d'Orcia and Montalcino, both of which are renowned for their wine production.
  • What are the best pet friendly villa rentals in Pienza?

    The best pet friendly villa rentals in Pienza are Agriturismo Il Macchione, La Casa Nel Borgo and Poggio Ai Gelsi.

  • What are the best villa rentals with parking in Pienza?

    Agriturismo Il Macchione, La Casa Nel Borgo and Agriturismo Riposati are the best villa rentals with parking in Pienza.

Popular destinations

Best Pienza villas and holiday homes with parking

Agriturismo I Capraccioni Monticchiello - Pienza - Pienza
9.3 182 reviews

Agriturismo I Capraccioni Monticchiello - Pienza

gîte, Pienza
This self-catering apartment, situated in the Val d'Orcia countryside, is 4km from Montepulciano and 2.5km from Monticchiello, offering easy access to these historic Tuscan towns.
The 80 sq m ground-floor property sleeps two, features a private garden with children's play area and barbecue, and includes a kitchen, bathroom, and on-site parking.
Suite Gioconda A Pienza - Pienza
9.6 29 reviews

Suite Gioconda A Pienza

house, Pienza
Suite Gioconda in Pienza offers a self-catering property near Bagno Vignoni (12.7km) and Mount Amiata (43.5km), popular tourist destinations in Tuscany.
This 80-square-metre house features two bedrooms, one bathroom with a hot tub, a private garden with outdoor seating, free Wi-Fi, free parking, and sleeps up to seven guests.
Elegant Ground Floor Villa Of 93 M2 Consisting Of A Large Living Room With Sofas And Fireplace, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Double Bedroom W - Pienza
No reviews

Elegant Ground Floor Villa Of 93 M2 Consisting Of A Large Living Room With Sofas And Fireplace, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Double Bedroom W

house, Trequanda
Cignella Villa Basil, a self-catering villa in Trequanda, Tuscany, is situated within 15km of the Saints Peter and Andrew Church, the Monastery of Sant'Anna in Camprena, Triacca Winery and Enoteca Di Ghino, offering easy access to Val di Chiana's scenic beauty and notable wineries.
This 93 square metre property sleeps four guests in two bedrooms and two bathrooms, boasting a private swimming pool, garden, parking, and in-villa amenities including a fireplace, TV with DVD player, and washing machine.
Agriturismo Bonello - Pienza
9.4 530 reviews

Agriturismo Bonello

farm, Pienza
Agriturismo Bonello is a historic farmhouse located just outside Pienza, a charming medieval town, with stunning views of the Val D’Orcia nature reserve, a UNESCO World Heritage Site, and a short drive from Siena. The property has excellent user, location and cleanliness ratings.
The farmhouse offers a range of self-catering apartments, each with a fully equipped kitchen. Guests can enjoy a refreshing dip in the outdoor pool, relax in the Jacuzzi, or unwind in the sauna and spa.

Best Pienza villas and holiday homes with a garden

Tenuta Santavenere - Pienza
No reviews

Tenuta Santavenere

farm, Montepulciano
Tenuta Santavenere, a farm stay in Triacca, is located 2.9 kilometres from Montemercurio and 17.7 kilometres from Parco dei Mulini, offering convenient access to local attractions.
This family-friendly property accommodates up to three guests in one bedroom and features air conditioning, WiFi, a garden, and on-site parking, with pets welcome.
Holiday Home Casa Mulinello- Blick Auf Das Tal Von Montepulciano By Interhome - Pienza
No reviews

Holiday Home Casa Mulinello- Blick Auf Das Tal Von Montepulciano By Interhome

house, Torrita di Siena
Holiday Home Casa Mulinello in Montefollonico, 14 kilometres from Montepulciano Terme and 24 kilometres from Bagno Vignoni, offers a tranquil retreat in the Torrita di Siena region, with Perugia San Francesco d'Assisi Airport located 79 kilometres away. This detached house spans 90 square metres, accommodating up to 11 guests across three bedrooms, and features a private garden, a terrace with valley views, a fireplace, and a well-equipped kitchenette with a dishwasher and fridge.
Podere Spedalone - Pienza
8.8 972 reviews

Podere Spedalone

farm, Pienza
Podere Spedalone is a charming farmhouse located in the Tuscan countryside, just 4.3 miles from Pienza and 12 miles from Montepulciano, offering a peaceful retreat amidst rolling hills. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The farmhouse features comfortable and charming rooms with private bathrooms, a large garden to explore, and a refreshing outdoor pool. Guests can enjoy a daily buffet breakfast featuring delicious homemade treats, dine at the on-site restaurant serving authentic Tuscan cuisine, and relax in the peaceful surroundings.
90 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Pienza
No reviews

90 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Torrita di Siena
Farm listing for 4 guests. You will be based in Torrita di Siena.
Facilities and services include a swimming pool, free parking and a garden. This accommodation is very convenient for families.
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