Villas in Pienza

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Pienza villas
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19 Villas in Pienza

Best villas and farmhouses in Pienza with a pool

Among the 19 villas in Pienza, here are the 4 best villas with a pool

Chalet Cigno - Apartment In Tuscany - Pienza
No reviews

Chalet Cigno - Apartment In Tuscany

chalet, Trequanda
Chalet Cigno, a detached holiday home in Trequanda, offers convenient access to shopping at Valdichiana Outlet Village and Piazza Italia, and is within easy reach of the Historic Centre of Pienza and Val di Chiana, all within a 15 kilometre radius.
This 70 square metre, two-bedroom cottage accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, private garden, and access to resort common areas including a swimming pool, with underfloor heating ensuring comfort throughout the year.
Luxurious Viila On Two Floors Of 221 M2 Consisting Of A Double Dining Room With Kitchen Equipped With Dishwasher, Microwave Oven, Electric Oven, Fridge And Freezer.comfortable Sofas, Fireplace, Large Breakfast Bar, Two Double Bedrooms With Private Bathro - Pienza
No reviews

Luxurious Viila On Two Floors Of 221 M2 Consisting Of A Double Dining Room With Kitchen Equipped With Dishwasher, Microwave Oven, Electric Oven, Fridge And Freezer.comfortable Sofas, Fireplace, Large Breakfast Bar, Two Double Bedrooms With Private Bathro

house, Trequanda
Cignella Villa Aquila, a self-catering villa in Trequanda, Tuscany, is situated within 15km of the Saints Peter and Andrew Church and the Sant'Anna in Camprena Monastery, offering easy access to local wineries such as Triacca Winery and Enoteca Di Ghino.
This 221 square metre property sleeps six guests in three bedrooms and three bathrooms, boasting a swimming pool, garden, parking, and a fully equipped kitchen.
200 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Pienza
No reviews

200 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Torrita di Siena
Villa Tiberini - Casale il Pecino, located within the Tiberini Estate in Montepulciano, offers a rural retreat in Torrita di Siena with mountain and city views, situated a short distance from the historic centre of Montepulciano. This 200 square meter villa accommodates up to eight guests across four bedrooms and four bathrooms, boasting a private outdoor pool and garden, barbecue facilities, and access to shared amenities at Villa Tiberini Wine Relais including a communal kitchen and playground, with opportunities for wine tastings and local produce sampling.
Villa In Monticchiello With 7 Bedrooms Sleeps 14 - Pienza
10 1 review

Villa In Monticchiello With 7 Bedrooms Sleeps 14

house, Pienza
This country villa, Villa Fontanelle, offers a prime location in the Orcia Valley with panoramic views of Pienza, situated a short distance from the medieval town of Monticchiello and overlooking the historic Via Francigena.
This restored farmhouse estate spans 700 square meters, accommodating up to 14 guests across two independent units, and features a large swimming pool, outdoor dining with a pizza oven, and is close to local landmarks such as Palazzo Borgia and Pienza Cathedral.

Best family friendly villas in Pienza

Among the 19 villas in Pienza, here are the 4 best family friendly villas

Agriturismo Belagaggio - Pienza
9.5 520 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.
Vacanze A Piandimaggio In Val D'orcia. - Pienza
9.6 201 reviews

Vacanze A Piandimaggio In Val D'orcia.

gîte, Pienza
This charming farmhouse is situated in the Val d'Orcia natural park, just a short distance from the picturesque town of Pienza and the unique thermal baths of Bagno Vignoni, offering stunning views of Mount Amiata. The property has received excellent ratings for location, cleanliness, and overall user experience.
The gîte offers multiple apartments, suitable for families or groups of friends, with a capacity of up to four guests. Guests can enjoy a shared swimming pool, a solarium, and a peaceful countryside setting, perfect for relaxing and exploring the surrounding area.
Le Pietre Antiche - Pienza
8.8 79 reviews

Le Pietre Antiche

house, Castiglione d'Orcia
This charming holiday home is located in the heart of Castiglione d'Orcia, a charming medieval town, just 3.1 miles from Bagno Vignoni and 16 miles from Montepulciano. The property has received excellent user ratings for its location, cleanliness, and overall experience.
The home has three bedrooms and can accommodate up to five guests. It features a fully equipped kitchen, a terrace, a garden, and free Wi-Fi, making it perfect for families or groups of friends looking to explore the beauty of Tuscany.
Villa Basilico - Cignella Resort Chalet In Tuscany - Pienza
No reviews

Villa Basilico - Cignella Resort Chalet In Tuscany

chalet, Trequanda
This chalet in Trequanda is located near cultural sites such as the Artemisia Gallery and Palazzo Borgia, and historical landmarks including Chiesa di San Francesco and Palazzo Piccolomini, offering a gateway to the region's heritage.
This 93 square meter property accommodates up to four guests across two bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, Wi-Fi, a swimming pool, and a terrace, with parking available.

Frequently asked questions about villa rentals in Pienza

  • What are the must-see attractions in and around Pienza?

    Pienza is a real gem! You absolutely must visit the Duomo, a beautiful cathedral with stunning Renaissance architecture. The Palazzo Piccolomini is another must-see, offering breathtaking views of the Val d'Orcia. And if you're looking for a unique experience, check out the Corsignano Fortress, a medieval fortress with a fascinating history.
  • What are the best villas in Pienza?

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

  • What types of wildlife can travelers expect to see in the area of Pienza?

    The Val d'Orcia is home to a variety of wildlife. You might spot deer, wild boar, and even the occasional fox. You're also likely to see a variety of birds, including hawks, owls, and woodpeckers. Keep an eye out for the local sheep, too, as they are a common sight in the area.
  • What are the best villas with a pool in Pienza?

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

  • What is the best time to visit Pienza?

    Spring and autumn are the best times to visit Pienza. The weather is mild, and the crowds are smaller. You'll also be able to enjoy the stunning colours of the Val d'Orcia, especially in autumn. Summer can be very hot and crowded, while winter can be chilly and wet.
  • What are the best villas with a jacuzzi in Pienza?

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

    Booking a villa rental in Pienza is easier outside of peak season. If you're looking for the best deals, try booking in the shoulder seasons of spring and autumn. You'll find that availability is better and prices are lower during these months.
  • What are the best villas for families and kids in Pienza?

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

  • What are the top hiking trails near Pienza?

    The Val d'Orcia is a hiker's paradise. One of the most popular trails is the Sentiero del Latte, which follows an old mule track through rolling hills and vineyards. Another great option is the Sentiero del Brunello, which takes you past vineyards and olive groves. Both offer stunning views of the Tuscan countryside.
  • What are the best pet friendly villas in Pienza?

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

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

    Renting a villa in Pienza offers a lot of advantages. You'll have more space and privacy than in a hotel. You'll also be able to enjoy the convenience of having a kitchen and laundry facilities. Plus, you'll be able to experience the true Tuscan lifestyle, surrounded by the beauty of the Val d'Orcia.
  • What are the best villas with parking in Pienza?

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

  • Are there popular destinations near Pienza?

    Absolutely! Pienza is a great base for exploring the surrounding area. You can easily take day trips to Siena, Montepulciano, and Montalcino, all within an hour's drive. Each town offers its own unique charm and attractions, from medieval architecture to world-class wineries.

Popular destinations

Best Pienza villas and holiday homes with parking

Borgo Lucignanello Bandini - Pienza
9.5 38 reviews

Borgo Lucignanello Bandini

house, Montalcino
Borgo Lucignanello Bandini is located in the peaceful countryside, just 5 kilometres from San Giovanni d’Asso, 27 kilometres from Montepulciano and a 50-minute drive from Siena. The property has excellent ratings for location, cleanliness and user experience.
This charming holiday home features exposed-beam ceilings and traditional Tuscan furnishings. Guests can enjoy a range of amenities, including a swimming pool, a garden, a terrace, a fitness centre and free Wi-Fi.
Agriturismo Colombaiolo - Pienza
9.2 68 reviews

Agriturismo Colombaiolo

farm, Pienza
Agriturismo Colombaiolo, a 15th-century farmhouse, is situated 0.5km from Pienza's centre in the Val d'Orcia, a UNESCO World Heritage site.
This one-bedroom, one-bathroom property offers guests a complimentary Italian breakfast, on-site parking, and the opportunity to sample the owners' homemade olive oil, all within its 30-hectare estate of olive groves, vineyards, and vegetable gardens.
Poggio Ai Gelsi - Pienza
9.2 605 reviews

Poggio Ai Gelsi

house, Pienza
Poggio ai Gelsi is a holiday home located in Pienza, just 40km from Siena, offering stunning views of the Val d'Orcia. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features private bathrooms, air conditioning, comfortable bedding, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy the private pool, terrace, garden, and parking, as well as the nearby attractions of Pienza's historic centre.
Casa Cardinali: Sogno A Pienza - Pienza
No reviews

Casa Cardinali: Sogno A Pienza

house, Pienza
This three-bedroom, three-bathroom apartment in central Pienza is situated just 0.3km from Piazza Pio II, offering easy access to the town's historic centre and its attractions.
Sleeping six guests, the property boasts a fully equipped kitchen with freezer and dishwasher, air conditioning, private parking, and a garden; all within easy reach of shops and restaurants.

Best Pienza villas and holiday homes with a garden

140 M² Villa ∙ 4 Bedrooms ∙ 12 Guests - Pienza
No reviews

140 M² Villa ∙ 4 Bedrooms ∙ 12 Guests

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

280 M² Farmhouse ∙ 6 Bedrooms ∙ 15 Guests

farm, Castiglione d'Orcia
Farm for 15 people with an excellent rating of 100% based on 9 reviews. This accommodation is located in Castiglione d'Orcia.
Services and facilities include a tennis court, a swimming pool and a garden. This accommodation in Castiglione d'Orcia also has a Spa!
Villa 'Tiberini - Casale Il Pecino' With Panoramic Valdichiana View, Private Pool & Wi-fi - Pienza
No reviews

Villa 'Tiberini - Casale Il Pecino' With Panoramic Valdichiana View, Private Pool & Wi-fi

house, Torrita di Siena
This private villa is situated in Torrita di Siena, a few kilometres from Montepulciano, offering convenient access to Valdichiana and Val d'Orcia, with historical sites such as the Church of San Francesco and Palazzo Piccolomini, and natural attractions like the Historic Centre of Pienza, within easy reach.
This four-bedroom, four-bathroom holiday home accommodates up to eight guests and features a private outdoor pool, garden, barbecue, high-speed Wi-Fi, and breakfast, with proximity to Villa Tiberini Wine Relais for additional amenities and opportunities for cycling and hiking.
Podere Ginestra - Four Bedroom Villa, Sleeps 8 - Pienza
No reviews

Podere Ginestra - Four Bedroom Villa, Sleeps 8

house, Pienza
Podere Ginestra, in the Val d'Orcia, is conveniently located near Montalcino and a short drive (precise distances unspecified in the source text) from Pienza, offering easy access to explore Tuscany's renowned wine region and Renaissance architecture.
This four-bedroom property, comprising two renovated 17th-century apartments, sleeps eight guests and boasts a large swimming pool (5m x 14m), a shaded portico, fully equipped kitchens with dishwashers, and free Wi-Fi.
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