Le Maribelle is a charming vacation rental located in Monticchiello, a peaceful village just a short drive from the historic town of Pienza. This house has received very good user ratings for cleanliness and location, making it a great choice for travelers seeking a comfortable and convenient stay. This two-bedroom vacation rental provides a relaxing retreat with a terrace offering stunning garden views. The property offers modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as on-site services like a mini-market and bicycle rentals.
9.9 37 reviews
Pienza
09/13 – 09/16
$134/nighttotal: $402 (3 )
Mini Gioia Monolocale Studio
1 2
apartment , Pienza
This Pienza studio apartment is located in the historic center, overlooking the main street and within walking distance of Piazza Pio II and the Duomo. The second-floor unit, accessible via stairs only, features a loft, one bedroom, one bathroom, a kitchen, air conditioning, internet access, and accommodates two guests; pets are welcome.
10 3 reviews
Pienza
08/17 – 08/19
$360/nighttotal: $720 (2 )
70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 4
farm , Pienza
Agriturismo Il Casato Mag-il Vaglio, a rural lodging one kilometer from Pienza's historic center, boasts stunning Val d'Orcia views and easy access to attractions like the Vitaleta Chapel (7km) and Montepulciano (15km). This 750-square-foot (approximately 70 square meter) farmhouse rental sleeps four, featuring two bedrooms, one bathroom, a fully equipped kitchen, and amenities including air conditioning, Wi-Fi, a private outdoor area with barbecue, and on-site parking; guided winery tours and other activities are available.
10 31 reviews
Pienza
07/13 – 07/15
$160/nighttotal: $320 (2 )
Dimora Del Poggio Deluxe Apartment, Cozy & Elegant
1 2
apartment , San Quirico d'Orcia
This San Quirico d'Orcia apartment is conveniently located within walking distance of the town's piazzas and shops, offering easy access to San Quirico d'Orcia's attractions. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with a refrigerator, freezer, microwave, and dishwasher, plus air conditioning, parking, and access to Altabella wine produced on the property.
9.8 19 reviews
Pienza
08/17 – 08/19
$292/nighttotal: $584 (2 )
Podere Travagliola
1 4
farm , Castiglione d'Orcia
Podere Travagliola is a farm stay located in Castiglione d’Orcia, a short distance from the thermal baths of Bagno Vignoni and within easy reach of other attractions like Bagni San Filippo and Montepulciano Terme. It has excellent user, location and cleanliness ratings, making it a great choice for travelers seeking a peaceful escape in the Tuscan countryside. This 140 square foot farm stay has one bedroom, one bathroom and can accommodate up to two guests. It offers a fully equipped kitchen, air conditioning, a garden, parking, internet access, and a scenic setting with stunning views of the surrounding mountains.
9.9 151 reviews
Pienza
06/27 – 06/28
$217/nightfor 1 night
Casa Belmonte
1 4
apartment , Montepulciano
This recently renovated apartment is located in the historic center of Montepulciano, just a short walk from the Piazza Grande and the Porta al Prato. The apartment has earned excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. The apartment includes modern amenities like a dishwasher, microwave, coffee maker, TV, and free Wi-Fi, ensuring a comfortable and convenient stay.
9.6 8 reviews
Pienza
07/21 – 07/22
$134/nightfor 1 night
Tuscany Pink Suite
1 2
apartment , San Quirico d'Orcia
The Tuscany Pink Suite is an apartment located in San Quirico d'Orcia, 2.8 miles from Bagno Vignoni and 29 miles from Piazza del Campo, with Mount Amiata 25 miles away. This 430 square feet unit accommodates up to 4 guests with 1 bedroom and 1 bathroom, offering air conditioning, complimentary WiFi, a private terrace, and soundproofing for a comfortable stay.
10 89 reviews
Pienza
08/13 – 08/17
$930/nighttotal: $3720 (4 )
Il Giardino Del Cardinale - Deb's Monticchiello
1 6
house , Pienza
Il Giardino del Cardinale, located in Monticchiello near Pienza, offers easy access to Montepulciano (6.5 miles) and Bagno Vignoni (8.2 miles), allowing for convenient exploration of Tuscany's renowned hilltop towns and thermal springs. This 3770-square-foot (350-square-meter) villa features three bedrooms, four bathrooms, two living rooms, a private terrace, and a garden, accommodating families or groups comfortably, with amenities including a fully equipped kitchen, air conditioning, free Wi-Fi, and on-site restaurant and mini-market.
9.2 22 reviews
Pienza
10/10 – 10/12
$312/nighttotal: $624 (2 )
Stunning Apartment In Monticchiello
3 5
apartment , Pienza
This Pienza vacation rental, located in Monticchiello, is a short drive from Montepulciano Terme (6.5 miles) and offers easy access to Bagno Vignoni and Bagni San Filippo. This 2153-square-foot apartment features three bedrooms, two bathrooms, and accommodates up to 15 guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, a terrace, and free private parking.
9.2 74 reviews
Pienza
07/09 – 07/10
$156/nightfor 1 night
Pienzalettings Studio & Room
1 2
studio , Pienza
Pienza Lettings Studio & Room offers a convenient Pienza studio apartment, located within 10 miles of Montepulciano Terme and Bagno Vignoni, and 15 miles from Bagni San Filippo. This pet-friendly unit sleeps three, features a kitchenette with a microwave and refrigerator, and includes free Wi-Fi, a coffee machine, and a private bathroom with a bidet and hairdryer.
9.3 84 reviews
Pienza
06/27 – 07/04
$97/nighttotal: $679 (7 )
La Casa Di Dina
2 2
apartment , Trequanda
La Casa Di Dina, a recently renovated apartment near Trequanda, Tuscany, is conveniently located 13 miles from Bagno Vignoni and 14 miles from Montepulciano Terme. This 590-square-foot (approximately 55-square-meter) rental offers two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a terrace with garden views, free Wi-Fi, parking, and accommodates families and pets.
9.5 596 reviews
Pienza
07/26 – 08/02
$190/nighttotal: $1330 (7 )
Agriturismo Poggio Tobruk
1 2
farm , Pienza
Agriturismo Poggio Tobruk is a family-friendly farm located in the heart of the Val d'Orcia Park, a UNESCO World Heritage Site. It offers panoramic views of the surrounding countryside and is just a short drive from Pienza, San Quirico d’Orcia, and Bagno Vignoni. The farm has excellent user and location ratings. Guests can choose from well-equipped apartments with private kitchens and living areas. The farm also has a spacious dining room serving traditional Tuscan cuisine, a tennis court, a garden, and free parking. Guests can also purchase the farm's own olive oil.
Discover Family-Friendly Vacation Rentals in Pienza
The right family vacation rental in Pienza makes all the difference, keeping you close to top city attractions.
9.4 528 reviews
Pienza
07/09 – 07/10
$160/nightfor 1 night
Montorio
1 2
house , Montepulciano
This charming house sits on a peaceful hilltop just a 15-minute walk from Montepulciano's historic center, offering stunning views of the San Biagio Church and the surrounding countryside. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The house features a spacious garden with hammocks, a gazebo, and a patio overlooking the church, perfect for relaxing and enjoying the Tuscan landscape. Guests can take advantage of amenities like a fully equipped kitchen, free Wi-Fi, private parking, a fitness center, a tennis court, and room service.
9.0 10 reviews
Pienza
07/26 – 08/02
$98/nighttotal: $686 (7 )
70 M² House ∙ 1 Bedroom ∙ 2 Guests
1 2
house , San Quirico d'Orcia
This Tuscan vacation rental is situated near San Quirico d'Orcia, offering easy access to the Renaissance garden at the Church of Santa Maria Assunta and the town's historic center. This 810-square-foot house features one bedroom, two bathrooms, and sleeps four, complete with a fully equipped kitchen (including a fridge and dishwasher), a garden, parking, and internet access.
9.4 1219 reviews
Pienza
07/09 – 07/10
$466/nightfor 1 night
Agriturismo Il Macchione
1 2
house , Pienza
This 18th-century farmhouse is located in the Val d'Orcia Natural Park, just 0.9 miles outside of Pienza, a charming medieval town. This property boasts excellent user, location, and cleanliness ratings. The farmhouse offers spacious apartments with a rustic style, featuring wood-beamed ceilings and antique furniture. Guests can enjoy a swimming pool with a hydromassage area, a fitness center, a tennis court, a garden, and a barbecue area.
9.7 95 reviews
Pienza
06/27 – 06/28
$412/nightfor 1 night
Entro Le Mura
1 4
apartment , Montepulciano
This Montepulciano apartment is located just 3.3 miles from the Montepulciano Terme spa and 13 miles from the charming medieval village of Bagno Vignoni, offering a peaceful retreat near popular attractions. It's highly rated for location, cleanliness, and overall experience, making it a great choice for travelers. This one-bedroom rental has a comfortable living area, a fully equipped kitchen, and a private balcony with garden views. It provides everything you need for a relaxing stay, including a private entrance, internet, and a peaceful garden where you can enjoy the Tuscan sunshine.
Best Pienza vacation rentals with parking
8.4 209 reviews
Pienza
07/21 – 07/22
$145/nightfor 1 night
Casa Beccofino
1 2
apartment , Pienza
Casa Beccofino in Pienza offers a one-bedroom apartment conveniently located near Montepulciano Terme (16 km), Bagno Vignoni (15 km), and Bagni San Filippo (26 km), providing easy access to Tuscan thermal spas and attractions. This rental sleeps three, features a terrace, air conditioning, free parking, a kitchen with a refrigerator and microwave, and a flat-screen TV.
Pienza
06/27 – 06/28
$393/nightfor 1 night
Agritourism In Val D'orcia
2 4
apartment , Montalcino
This Montalcino vacation rental is conveniently located near Torrenieri Montalcino Station (a 15-minute walk), Horti Leonini (a 10-minute drive), Val di Chiana (a 28-minute drive), and Basso Merse Nature Reserve (a 31-minute drive), offering easy access to both public transportation and natural attractions. This two-bedroom, one-bathroom apartment comfortably sleeps six guests and includes amenities such as Wi-Fi, parking, and a garden; nearby activities include exploring the Val d'Orcia and visiting the historic town of Montalcino.
9.3 10 reviews
Pienza
06/29 – 07/02
$324/nighttotal: $972 (3 )
Casa D'orcia
2 3
house , Pienza
Casa d'Orcia, a renovated vacation rental in Pienza, Italy, is 4.7 miles from Bagno Vignoni and 24 miles from Mount Amiata. This 700-square-foot (approximately 65 square meter) house sleeps four guests and features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a private plunge pool, a Jacuzzi, and free Wi-Fi; packed lunches are provided for excursions.
9.8 84 reviews
Pienza
07/09 – 07/19
$245/nighttotal: $2450 (10 )
Donna Laura - Holiday Home
1 3
house , San Quirico d'Orcia
Donna Laura, a renovated 11th-century vacation home in San Quirico d'Orcia, Val d'Orcia, is located 25 miles from Mount Amiata and 29 miles from Piazza del Campo in Siena. This pet-friendly rental offers air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, and private bathrooms with bidets; selected units feature flat-screen TVs with streaming services.
Frequently Asked Questions about vacation rentals in Pienza
What are some interesting places to visit in or near Pienza?
Pienza is a beautiful town, and you shouldn't miss the Duomo, a stunning cathedral with a Renaissance-era facade. The town is also known for its historic center, which is a UNESCO World Heritage Site. If you want to explore nearby, the Val d'Orcia region is a short drive away and offers rolling hills, vineyards, and charming villages like Montepulciano and Montalcino.
What are the best Airbnb and vacation rentals in Pienza?
Which walking or cycling routes are the best in Pienza?
The best walking route is the 'Sentiero del Vino' - it's a 6-mile loop that takes you through vineyards and olive groves, with stunning views of the Val d'Orcia. For cycling, try the 'Strada del Vino Nobile di Montepulciano', a 30-mile route that passes through vineyards and charming towns.
What sports or outdoor activites can visitors enjoy in and around Pienza?
Pienza is a great place for hiking, biking, and horseback riding. You can also go wine tasting in the vineyards, or take a cooking class and learn how to make local dishes. In the summer, there are many festivals and events, including the Palio di Siena, a horse race held in nearby Siena.
What are the best vacation rentals with a pool in Pienza?
What other towns or cities can be easily accessed from Pienza?
Siena, with its famous Piazza del Campo, is about a 40-minute drive from Pienza. Florence, the capital of Tuscany, is about a 1.5-hour drive. You can also easily reach the charming towns of Montepulciano and Montalcino, both known for their wines.
What are the best rentals for families and kids in Pienza?
What amenities are commonly available in vacation rentals in Pienza?
Most vacation rentals in Pienza have kitchens, bathrooms, and bedrooms. Many also have Wi-Fi, air conditioning, and laundry facilities. Some even have private pools or gardens.
What are the best rentals or Airbnbs with a jacuzzi in Pienza?
What time of year is best to rent a vacation rental Pienza?
Spring and fall are the best times to visit Pienza, as the weather is mild and the crowds are smaller. Summer can be very hot, and winter can be cold and rainy.
What are the local dishes in Pienza region?
Pienza is famous for its pecorino cheese, a sheep's milk cheese that is produced in the region. Other local dishes include ribollita, a Tuscan bread soup, and pici, a thick pasta that is often served with a simple tomato sauce.
Destinations nearby
Top Vacation Rentals with Balconies in Pienza
Start your morning right with a vacation rental in Pienza featuring a private balcony and stunning views.
9.3 97 reviews
Pienza
06/27 – 06/28
$850/nightfor 1 night
Nobilis Charme Relais
2 4
resort , Montepulciano
Nobilis Charme Relais, a Montepulciano hotel, is conveniently located near Montepulciano Terme, a renowned spa town, approximately 2.9 miles away, offering easy access to other Tuscan attractions like Mount Amiata, Bagno Vignoni, and Bagni San Filippo. This one-bedroom, one-bathroom inn boasts a spa, sauna, jacuzzi, swimming pool, restaurant, bar, and free private parking, along with amenities including air conditioning, a terrace, a garden, and free Wi-Fi.
9.0 35 reviews
Pienza
09/30 – 10/03
$184/nighttotal: $552 (3 )
Note In Val D'orcia
2 4
apartment , San Quirico d'Orcia
This apartment is located in San Quirico d'Orcia, a picturesque town in the Val d'Orcia region, just 25 miles from Mount Amiata and 28 miles from Siena. The apartment has received very good user ratings, with excellent ratings for location and cleanliness. The apartment offers 970 square feet of space, with 2 bedrooms, 1 bathroom, and a capacity for 7 guests. Amenities include a fully equipped kitchen, a private terrace with views of the Tuscan countryside, a washing machine, free Wi-Fi, and parking.
9.3 411 reviews
Pienza
07/08 – 07/12
$193/nighttotal: $772 (4 )
Agriturismo Poderino
2 2
farm , San Quirico d'Orcia
Agriturismo Poderino is located in San Quirico d'Orcia, Tuscany, just a short drive from Mount Amiata and Siena's Piazza del Campo, offering a peaceful escape in the heart of the Tuscan countryside. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience. The property features comfortable accommodations with private kitchens and air conditioning, perfect for families and groups. Guests can enjoy the on-site hot tub, relax on the terrace, explore the surrounding area on bicycles, and gather around the outdoor fireplace for cozy evenings.
Pienza
07/09 – 07/10
$174/nightfor 1 night
Farmhouse ∙ 2 Bedrooms ∙ 3 Guests
2 2
farm , Pienza
Farm listing for 3 people. This accommodation is based in Pienza. Services and facilities include free parking, a terrace and a swimming pool. This accommodation in Pienza also has air conditioning!
Find the Best Dog-Friendly Vacation Rentals in Pienza
Experience a pet-friendly stay in Pienza with vacation rentals located steps away from city dog parks and walking trails.
9.0 172 reviews
Pienza
10/10 – 10/12
$259/nighttotal: $518 (2 )
Il Colombaiolo
3 5
farm , Trequanda
Il Colombaiolo is a farm stay located in Castelmuzio, a village near Trequanda, about 12 miles from Bagno Vignoni and 15 miles from Montepulciano Terme, offering a peaceful escape in the Tuscan countryside. The property has received very good ratings for location, cleanliness, and overall experience. This rural retreat features one bedroom and one bathroom, comfortably accommodating two guests. Enjoy a refreshing dip in the seasonal outdoor pool, relax in the garden, and stay connected with free Wi-Fi, all while being conveniently located near major roads for easy exploration.
8.8 28 reviews
Pienza
06/29 – 07/02
$169/nighttotal: $507 (3 )
La Dimora Dell'alfiere
1 3
apartment , San Quirico d'Orcia
La Dimora dell'Alfiere, a pet-friendly apartment in San Quirico d'Orcia, is conveniently located a short drive from Bagno Vignoni's thermal baths (3.6 miles) and offers easy access to Montepulciano Terme (16 miles) and Siena (27 miles). This 700-square-foot rental features one bedroom, one bathroom, sleeps seven, and includes a fully equipped kitchen, free Wi-Fi, and a flat-screen TV.
Pienza
06/27 – 06/28
$250/nightfor 1 night
La Loggia
2 4
apartment , Chianciano Terme
This Chianciano Terme apartment rental boasts stunning mountain views and is conveniently located near the town's thermal baths and other attractions. The 850-square-foot (80m²) unit sleeps up to five guests, features two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and offers access to a shared pool, garden, and parking; high-speed Wi-Fi and pet-friendly options are also available.
Pienza
08/10 – 08/11
$317/nightfor 1 night
Locanda Di Montisi Torre Room Among The Montalcino Hills
1 2
apartment , Montalcino
This Montalcino apartment is located in the medieval village of Montisi, approximately 20 miles from Siena and 18 miles from Arezzo, serving as a base for exploring the Crete Senesi region. This pet-friendly unit offers 1 bedroom, 1 bathroom, and accommodates up to 4 guests with amenities including Wi-Fi and air conditioning, with hiking and biking opportunities nearby.