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Pienza villas
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19 Villa rentals in Pienza

Browse Vacation Homes in the Historic District of Pienza

Booking central vacation homes in Pienza ensures seamless sightseeing, placing top-rated restaurants and downtown landmarks steps away.

Apartment "Agriturismo Il Casato Mag-il Vaglio" With Mountain View, Terrace And Wi-fi - Pienza
10 2 reviews

Apartment "Agriturismo Il Casato Mag-il Vaglio" With Mountain View, Terrace And Wi-fi

farm, Pienza
This Pienza farm stay, a smoke-free rental house, offers convenient access to Palazzo Borgia, Pienza Cathedral, and Palazzo Vescovile, all within a 10-minute walk.
The 750-square-foot (approximately 70-square-meter) property features two bedrooms, one bathroom, and accommodates four guests, including amenities such as air conditioning, a terrace, a garden, parking, and a kitchen equipped with a refrigerator and microwave; barbecue grills are available for guest use.
135 M² Farmhouse ∙ 2 Bedrooms ∙ 8 Guests - Pienza
9.9 6 reviews

135 M² Farmhouse ∙ 2 Bedrooms ∙ 8 Guests

farm, Pienza
Agriturismo Il Casato Mag-il Giogo, a farmhouse rental near Pienza, Italy, is located one kilometer from Pienza's historic center and offers easy access to Val d'Orcia attractions such as the Vitaleta Chapel (4.3 miles), Bagno Vignoni (6.2 miles), and Montepulciano (9.3 miles).
This 1450-square-foot property features two bedrooms, two bathrooms, and sleeps up to eight guests, boasting amenities like a terrace, garden, barbecue, table tennis, and parking, plus access to local produce and guided tours.
Il Tramonto Di Pienza - Pienza
9.0 4 reviews

Il Tramonto Di Pienza

house, Pienza
Pienza Apartment with garden is located in Pienza, Tuscany, offering easy access to the town's historic center and nearby attractions.
This 650-square-foot (approximately 60-square-meter) house sleeps nine guests and features a fully equipped kitchen, private garden, free parking, air conditioning, Wi-Fi, and a fireplace.
Renaissance House - Pienza
9.1 68 reviews

Renaissance House

house, Pienza
This Renaissance House is located in Pienza, a short distance from the charming town of Bagno Vignoni and the renowned Montepulciano Terme, offering easy access to the region's attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The home features 3 bedrooms, 4 bathrooms, and a spacious floor area of 1880 square feet, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen with a dishwasher, a cozy fireplace, free Wi-Fi, and parking, providing everything you need for a comfortable and enjoyable stay.

Best family friendly Pienza villas and beach houses

Among the 19 accommodations in Pienza, here are the 4 best family friendly villas and beach houses

Casa Con Giardino  Villa Emma - Pienza
9.9 28 reviews

Casa Con Giardino Villa Emma

house, Pienza
This Pienza apartment is conveniently located near the historic center, offering easy access to Pienza's attractions and free parking.
The one-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen with a dishwasher, air conditioning, Wi-Fi, and a private garden; optional Tuscan cooking classes and wine tastings are available.
Podere Spedalone - Pienza
8.8 973 reviews

Podere Spedalone

farm, Pienza
Podere Spedalone is a country farm located in the Tuscan countryside, just a short drive from the charming medieval town of Pienza and the picturesque wine town of Montepulciano. This farm consistently receives excellent ratings for cleanliness, location, and overall experience.
The farm features a spacious garden, a refreshing swimming pool, and a cozy terrace. Guests can enjoy authentic Tuscan cuisine at the on-site restaurant, relax in the peaceful countryside setting, and stay connected with free Wi-Fi.
69 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Pienza
10 1 review

69 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Pienza
Farm for 4 guests with an excellent rating of 100% based on 1 reviews. Your accommodation will be located in Pienza.
Facilities and services include a barbecue, a garden and a kitchen. You can bring your favorite pets this accommodation!
100 M² Villa ∙ 2 Bedrooms ∙ 6 Guests - Pienza
9.2 6 reviews

100 M² Villa ∙ 2 Bedrooms ∙ 6 Guests

house, Castiglione d'Orcia
Villa Agriturismo Il Pratone, located in Castiglione d’Orcia, Tuscany, offers a tranquil escape amidst olive groves, vineyards, and oak forests.
This 1,162-square-foot farmhouse features two bedrooms, two bathrooms, a private fenced pool (open May 1st to October 31st), and accommodates up to six guests, complete with Wi-Fi, a fully equipped kitchen, and parking for three vehicles.

Frequently Asked Questions about villa rentals in Pienza

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

    The Val d'Orcia is a great place to spot wildlife. You might see red deer, wild boar, and even the occasional fox or hare. You can also find a variety of birds, including hawks, owls, and woodpeckers.
  • 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.

  • What is the best time to visit Pienza?

    Spring and fall are the best times to visit Pienza. The weather is mild, and the crowds are smaller. You'll enjoy beautiful wildflowers in the spring and stunning fall foliage. Summer can be very hot and crowded, and winter can be chilly.
  • 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.

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

    You'll find the best deals on villa rentals in Pienza during the shoulder seasons, spring and fall. Summer is the peak season, so expect higher prices and fewer availability. If you're looking for the best value, book early, especially for the summer months.
  • 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 top hiking trails near Pienza?

    The Sentiero del “Percorso Natura” is a great trail that winds through the Val d'Orcia, offering stunning views. Another popular trail is the “Sentiero delle Crete Senesi,” which takes you through the unique landscape of the Crete Senesi.
  • 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.

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

    Renting a villa in Pienza gives you the freedom to cook your own meals, relax in your own space, and enjoy the privacy of your own garden or patio. It's also a great way to experience the local culture and enjoy the stunning views of the Val d'Orcia.
  • 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.

  • Are there popular destinations near Pienza?

    Absolutely! The beautiful hill town of Montepulciano is just a short drive away, known for its wine and stunning views. Siena, a larger city, is also within easy reach and offers a rich history and beautiful architecture. You can also visit the charming towns of Montalcino and San Quirico d'Orcia, both within a 30-minute drive.
  • 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 houses with a garden

Agriturismo Vergelle - Pienza
9.2 65 reviews

Agriturismo Vergelle

farm, Montalcino
Vergelle is a farm stay located in the Crete Senesi, a 30-minute drive from San Quirico d’Orcia and 12 miles from the Abbey of Monte Oliveto Maggiore. The farm has received very good ratings for its location, cleanliness, and overall experience.
The farm features apartments with wood beamed ceilings and terracotta floors, offering a taste of traditional Tuscan living. Guests can enjoy a restaurant serving fresh, locally sourced ingredients, a swimming pool, a garden with BBQ facilities, and stunning views of the surrounding countryside.
Agriturismo Bagnolo - Pienza
9.0 234 reviews

Agriturismo Bagnolo

farm, Pienza
Agriturismo Bagnolo is located in the Tuscan countryside, just 2.5 miles from Pienza and a short drive from Montepulciano and Chianciano Terme. The farm has excellent user, location, and cleanliness ratings, making it a great choice for travelers seeking a relaxing and authentic experience.
The farm offers a variety of accommodations, including rooms with private entrances and apartments with furnished patios and kitchenettes, suitable for couples or small families. Guests can enjoy a range of amenities, including a jacuzzi, a terrace, a garden, a kitchen, free Wi-Fi, and parking, as well as participate in the production of oil and cheese, witness farm animals, and explore the nearby attractions.
Terre Di Nano - Pienza
10 19 reviews

Terre Di Nano

farm, Pienza
Terre di Nano farm, in Tuscany's Val d'Orcia, offers stunning views of Montepulciano, Pienza, and Monticchiello, with Monticchiello di Pienza a 10-minute drive away (approximately 6 miles).
This one-bedroom, one-bathroom apartment rental boasts a kitchen, fireplace, and access to a pool, plus on-site olive oil and Chianti Terre di Nano wine tasting and estate tours.
200 M² Farmhouse ∙ 4 Bedrooms ∙ 8 Guests - Pienza
No reviews

200 M² Farmhouse ∙ 4 Bedrooms ∙ 8 Guests

farm, Torrita di Siena
Farm rental for 8 people. Your accommodation will be based in Torrita di Siena.
Facilities and services include a fridge, a dish washer and free parking.

Best Pienza houses with parking

Agriturismo Selvoli - La Civetta - Pienza
10 30 reviews

Agriturismo Selvoli - La Civetta

gîte, Pienza
This charming cottage is located in the picturesque Val d'Orcia, just 5 kilometers from both the historic town of Pienza and the thermal baths of Bagno Vignoni. It has earned excellent ratings for location, cleanliness, and overall guest experience.
This one-bedroom, one-bathroom rental comfortably sleeps three guests. The cottage features a private courtyard, a shared pool, a cozy living area with a fireplace, and a fully equipped kitchen, along with amenities like a shared laundry room, internet access, and pet-friendly accommodations.
Palazzo Massaini - La Pieve - Pienza
9.3 1004 reviews

Palazzo Massaini - La Pieve

farm, Pienza
Palazzo Massaini - Cavarciano is a farm stay located in the Tuscan countryside, just 3.1 miles from Pienza and a short drive from the San Biagio Church and Chianciano Terme. This farm stay has received excellent ratings for its location, cleanliness, and overall user experience.
The farm features spacious rooms and apartments with private bathrooms and kitchenettes. Guests can enjoy a sweet Italian breakfast daily, access to a swimming pool at a nearby property, and free on-site parking. The farm also produces its own wheat, olives, and wine, offering a taste of authentic Tuscan life.
Podere Pratovecchio 14&2, Emma Villas - Pienza
8.9 3 reviews

Podere Pratovecchio 14&2, Emma Villas

house, Torrita di Siena
This eight-bedroom villa, located in Montefollonico near Montepulciano Terme, is 8.7 miles from Montepulciano Terme and a short drive from Bagno Vignoni and Bagni San Filippo, offering easy access to Tuscan historical sites.
The 6460-square-foot (approximately 600-square-meter) property boasts a private pool, garden, and barbecue, accommodating large groups with amenities including a fully equipped kitchen, Wi-Fi, and parking.
Villa Petroio - Luxury Home With Private Pool - Pienza
No reviews

Villa Petroio - Luxury Home With Private Pool

house, Trequanda
This expansive villa, Villa Petroio, is located in Rome, offering 7 bedrooms and 7 bathrooms with a capacity for 27 guests, and is situated 2.8 to 4.3 miles from Anagnina, Ponte Lungo, Porta Maggiore, and Rebibbia metro stations, with the Archbasilica of Saint John Lateran as its closest point of interest.
The property features a private swimming pool, a terrace, complimentary private parking, and free WiFi, alongside a fully equipped kitchen with a minibar, all within a 4840 square foot floor area designed for large group stays.

Check Out Vacation Homes with a Pool in Pienza

Having a pool at your vacation home in Pienza lets you enjoy a proper swim in the city without any extra planning.

Elegant And Spacious Two-storey Villa Of 156 M2 Composed Of A Large Living Room, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Master Double Bedroom With Priv - Pienza
No reviews

Elegant And Spacious Two-storey Villa Of 156 M2 Composed Of A Large Living Room, Kitchen Complete With Dishwasher, Microwave Oven, Electric Oven, Coffee Machine, Kettle, Fridge And Freezer.indoor And Outdoor Dining Area, A Master Double Bedroom With Priv

house, Trequanda
Agriturismo Collosodo - Pienza
9.8 108 reviews

Agriturismo Collosodo

farm, Pienza
Casale Il Gugnolo - Pienza
9.2 5 reviews

Casale Il Gugnolo

house, Castiglione d'Orcia
Podere Le Mulina - Pienza
8.8 82 reviews

Podere Le Mulina

farm, Castiglione d'Orcia

Search 5-Star Holiday Houses in Pienza

Luxury vacation homes in Pienza feature high-end finishes and prime locations. Enjoy designer decor in a carefully considered private stay.

90 M² Farmhouse ∙ 3 Bedrooms ∙ 10 Guests - Pienza
No reviews

90 M² Farmhouse ∙ 3 Bedrooms ∙ 10 Guests

farm, San Quirico d'Orcia

Find the Best Holiday Houses with Jacuzzi in Pienza

Enjoy a private hot tub at your city vacation home in Pienza. These properties offer a secluded soak after a day of exploration.

La Maison De Elena Tuscany - Pienza
9.2 34 reviews

La Maison De Elena Tuscany

house, Montepulciano
La Maison Di Elena Casa Toscana A Montepulciano - Pienza
8.0 2 reviews

La Maison Di Elena Casa Toscana A Montepulciano

house, Montepulciano
Agriturismo Il Macchione - Pienza
9.3 571 reviews

Agriturismo Il Macchione

house, Pienza
Casa D'orcia - Pienza
9.4 11 reviews

Casa D'orcia

house, Pienza
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