Villa Mulinello, Secluded, Panoramic View Over Montepulciano Valley.
3 4
apartment , Torrita di Siena
This family-friendly holiday home is located in a peaceful rural setting near Torrita di Siena, just a short drive from the historic Church of St Agnes and the Colonna del Marzocco. The property has received excellent ratings for its location, cleanliness, and overall experience. The house has three bedrooms and can accommodate up to six guests. Guests can enjoy a range of amenities, including a private garden, swimming pool, tennis court, and a fully equipped kitchen with a dishwasher.
9.1 101 reviews
Pienza
27/06 – 28/06
256 €/nightfor 1 night
Pulcinella Appartamento Tipico Centro Storico
2 4
house , Montepulciano
This charming two-bedroom apartment is situated in the historic centre of Montepulciano, just 5.8 kilometres from the thermal baths of Montepulciano Terme and a scenic 21-kilometre drive from the famous thermal springs of Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The 67 square metre apartment comfortably accommodates up to five guests and features a fully equipped kitchen with a dishwasher, a shared lounge, and bicycle parking. The apartment offers modern amenities, including free Wi-Fi, and a peaceful atmosphere, perfect for exploring the town's attractions, relaxing, and enjoying the surrounding countryside.
Pienza
16/08 – 19/08
2652 €/nighttotal: 7956 € (3 )
Villa Pianoia Elegance And Historic Charm For Groups And Special Events
7 13
house , Montepulciano
Villa Pianoia, a large holiday home in the Tuscan countryside between Montepulciano and the Val d'Orcia, offers easy access to attractions such as the Piscine Termali Theia and Terme di Chianciano. This 450-square-metre, two-level property boasts seven bedrooms, nine bathrooms, and accommodates up to sixteen guests, featuring two living rooms with fireplaces, two dining areas with fully equipped kitchens, a mini pool with a whirlpool, and an Italian garden.
9.8 122 reviews
Pienza
29/08 – 02/09
573 €/nighttotal: 2292 € (4 )
Agriturismo Le Macchie
3 2
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.
Pienza
10/10 – 20/10
351 €/nighttotal: 3510 € (10 )
150 M² Villa ∙ 4 Bedrooms ∙ 8 Guests
4 7
house , Pienza
This spacious 150 square meter villa is located in a peaceful district of Pienza, providing easy access to the town's Renaissance architecture and the scenic Val d'Orcia landscape. This property offers accommodation for up to 8 guests across 4 bedrooms, including en-suite options with Jacuzzi showers, a well-equipped kitchen, a living room with a fireplace, a laundry room, and a private garden with a swimming pool and terrace.
9.6 34 reviews
Pienza
29/08 – 02/09
200 €/nighttotal: 800 € (4 )
Casa In Campagna Casagori
1 2
farm , Pienza
Casa in Campagna Casagori is a farm stay in Pienza, located 45 kilometres from Mount Amiata and 14 kilometres from Bagno Vignoni. This 16-square-metre farm offers one bedroom, one bathroom, and accommodation for up to three guests, with amenities including air conditioning, Wi-Fi, a garden, terrace, bar, and on-site parking, plus daily Italian breakfast.
9.0 4 reviews
Pienza
25/07 – 28/07
185 €/nighttotal: 555 € (3 )
Il Tramonto Di Pienza
2 3
house , Pienza
Pienza Apartment with garden is situated in Pienza, Tuscany, offering easy access to local attractions in the historic town centre. This 60 square metre house sleeps nine guests and features a fully equipped kitchen with dishwasher, air conditioning, a private garden with outdoor dining, free parking, and Wi-Fi.
10 4 reviews
Pienza
10/10 – 12/10
256 €/nighttotal: 512 € (2 )
Pienza Appartamento Con Giardino
1 5
apartment , Pienza
This two-bedroom apartment in Pienza, Val d'Orcia, is conveniently located near the region's major tourist attractions, although precise distances aren't specified. Sleeping up to five guests, this end-of-terrace property features a garden, private parking, air conditioning, a kitchen and WiFi, plus a registration code (IT052021C2Y7SOQUGI) for verification.
8.8 303 reviews
Pienza
13/07 – 17/07
170 €/nighttotal: 680 € (4 )
La Romita Ospitalità Rurale Familiare
1 2
farm , Montalcino
La Romita Ospitalità Rurale Familiare is situated in Montisi, a charming village just a 30-minute drive from Montepulciano, offering a peaceful escape in the Tuscan countryside. The farm has received very good user ratings and excellent ratings for its location and cleanliness. The rural retreat offers a range of country-style rooms with tile or hardwood floors and wrought iron beds. Guests can enjoy a delicious local Tuscan breakfast, relax in the garden with its outdoor seating area, and take advantage of amenities such as laundry facilities and a restaurant serving regional specialties.
9.6 31 reviews
Pienza
19/07 – 23/07
102 €/nighttotal: 408 € (4 )
La Casina Di Nonna Lola
2 2
house , Castiglione d'Orcia
La Casina di Nonna Lola is a charming house located in Castiglione d'Orcia, just 5km from the spa town of Bagno Vignoni and 18km from the natural hot springs of Bagni San Filippo, making it an ideal base for exploring the Tuscan countryside. The house has received excellent ratings for its location, cleanliness, and overall experience. This 2-bedroom cottage offers 50 square meters of space and can comfortably accommodate up to 4 guests. The house is equipped with a well-equipped kitchen, a relaxing garden, a patio with stunning mountain views, and a mini-market, providing everything you need for a comfortable and enjoyable stay.
9.9 28 reviews
Pienza
05/08 – 08/08
289 €/nighttotal: 867 € (3 )
La Corte Antica Appartamento" La Loggia"
1 3
apartment , Pienza
This two-bedroom apartment is situated in the historic centre of Pienza, just a short walk from the famous Piazza Pio II, offering easy access to the town's main attractions. The self-catering property features a fully equipped kitchen, two bathrooms, a private courtyard, and free Wi-Fi, making it perfect for families or groups of up to four people.
9.6 191 reviews
Pienza
19/07 – 23/07
253 €/nighttotal: 1012 € (4 )
La Corte Antica
2 2
apartment , Pienza
La Corte Antica, a Pienza apartment, enjoys a convenient location near Bagno Vignoni (15km), Montepulciano Terme (16km), and Bagni San Filippo (26km), offering easy access to these thermal spa towns. This self-catering flat provides free Wi-Fi, private parking, a well-equipped kitchen with a fridge and dishwasher, and includes an Italian breakfast; guests can also enjoy the property's garden.
Best family friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best family friendly rentals
9.7 490 reviews
Pienza
13/07 – 15/07
148 €/nighttotal: 296 € (2 )
Dimora Del Poggio - Charming Historic Centre - San Quirico D'orcia
1 2
apartment , San Quirico d'Orcia
DIMORA DEL POGGIO is situated in the historic centre of San Quirico d'Orcia, just 40km from Siena's Piazza del Campo and 40km from Mount Amiata, making it an ideal base for exploring the beautiful Tuscan countryside. The property has received excellent ratings for location, cleanliness and guest satisfaction. The apartment offers a private entrance and modern amenities, including a flat-screen TV, a private bathroom with a hairdryer, bidet and shower, and a coffee machine. Guests can enjoy a fully equipped kitchen in select units, a garden, free Wi-Fi, on-site parking and a snack bar, as well as cycling and hiking opportunities in the surrounding area.
Pienza
09/07 – 19/07
161 €/nighttotal: 1610 € (10 )
A Casa Di Gabri By Interhome
3 3
apartment , Torrita di Siena
This detached house in the Montefollonico district, 10 kilometres from Montepulciano and 10 kilometres from Torrita di Siena centre, offers an isolated yet sunny position 500 metres from woodland and 200 metres from local shops and restaurants. The 100 square metre, two-storey property sleeps five, features air conditioning in all bedrooms, a 500 square metre private garden with barbecue, and includes a washing machine, dishwasher, Wi-Fi, and parking for two cars, with baby equipment available on reservation.
9.9 190 reviews
Pienza
16/08 – 19/08
2400 €/nighttotal: 7200 € (3 )
Agriturismo Palazzi Del Papa Val D'orcia Pienza
1 13
gîte , Pienza
Palazzi del Papa is a farmhouse located in the Val d'Orcia, just a few kilometres from the charming hilltop town of Pienza, within the Natural Reserve of Lucciola Bella. The property has received excellent ratings for location, cleanliness, and overall user experience. This farmhouse offers nine rooms, accommodating up to 18 guests, perfect for families or groups. Guests can enjoy a swimming pool, garden, and private access to the entire property, including Wi-Fi and table tennis, as well as breakfast and dinner featuring fresh, locally-sourced produce from the farm.
9.3 555 reviews
Pienza
10/10 – 12/10
516 €/nighttotal: 1032 € (2 )
Agriturismo Barbi
3 5
farm , Pienza
Azienda Agricola Barbi is a farmhouse located 8km from Pienza, a charming medieval town known for its Renaissance architecture, and is set within the stunning Val d'Orcia, a UNESCO World Heritage Site famed for its rolling hills and vineyards. The property enjoys excellent ratings for location, cleanliness, and user experience. The farmhouse offers self-catering apartments with traditional Tuscan features and a fully equipped kitchen. Guests can enjoy a shared garden with BBQ facilities, a tennis court, and free parking and Wi-Fi.
Best Pienza holiday rentals with parking
8.0 1 review
Pienza
09/07 – 19/07
153 €/nighttotal: 1530 € (10 )
Cozy 2-bedroom Apartment In The Historic Center, Located In A Quiet Area.
2 3
apartment , Pienza
This Pienza apartment, a 5-minute walk from the historic centre and Pienza Cathedral, offers easy access to Palazzo Piccolomini and nearby wineries such as Enoteca Di Ghino and Triacca Winery. The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with oven, hob, fridge, and WiFi, and includes housekeeping service.
9.7 276 reviews
Pienza
16/07 – 19/07
146 €/nighttotal: 438 € (3 )
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.
9.0 1811 reviews
Pienza
16/08 – 19/08
2642 €/nighttotal: 7926 € (3 )
Podere Spedalone
5 13
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.
9.8 52 reviews
Pienza
05/08 – 08/08
140 €/nighttotal: 420 € (3 )
Casa Di Castello
3 3
house , Trequanda
Casa Di Castello is situated in the medieval village of Castelmuzio, just 10 kilometres from the Renaissance town of Pienza and a 30-minute drive from Montepulciano, offering a taste of authentic Tuscan life in the stunning Val D'Orcia region. The property consistently receives excellent ratings for its location, cleanliness and overall experience. This charming house provides comfortable accommodation for up to six guests, with three bedrooms and a bathroom, covering 120 square metres. Amenities include a fully equipped kitchen, a terrace with views of the Val D'Orcia, a fireplace for cosy evenings, and parking for your convenience.
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?
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 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?
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?
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?
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
Pienza
16/08 – 19/08
2100 €/nighttotal: 6300 € (3 )
450 M² Villa ∙ 7 Bedrooms ∙ 16 Guests
7 13
house , Montepulciano
This expansive villa, situated in the Montepulciano countryside, offers easy access to the town's attractions, a short drive from the historic centre. This 450 square metre property boasts seven en-suite bedrooms sleeping sixteen guests, two fully equipped kitchens, multiple living areas with fireplaces, extensive gardens totalling 3300 m², a swimming pool, jacuzzi, and ample parking.
9.7 216 reviews
Pienza
10/10 – 20/10
619 €/nighttotal: 6190 € (10 )
Agriturismo Poggio Istiano
3 7
apartment , Castiglione d'Orcia
Agriturismo Poggio Istiano is situated in Castiglione d'Orcia, just 2.6 kilometres from the charming village of Bagno Vignoni and 15 kilometres from the thermal baths of Chianciano Terme, offering a peaceful escape in the Tuscan countryside. Guests consistently rate this property highly for its location, cleanliness, and overall experience. The property offers a choice of rooms and apartments, providing flexibility for different group sizes. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, garden, and spa, along with free Wi-Fi and parking.
9.7 48 reviews
Pienza
09/07 – 19/07
216 €/nighttotal: 2160 € (10 )
Borgo La Grancia
1 3
resort , Montalcino
Borgo La Grancia is located in Montisi, a charming village just 10 kilometres from the historic town of Montalcino, famous for its Brunello wine, and offers a peaceful escape from the hustle and bustle. The resort has excellent user, location and cleanliness ratings. The resort offers comfortable rooms with private bathrooms and some even have kitchens. Guests can enjoy a range of amenities including a swimming pool, garden, terrace, table tennis, free bikes and free Wi-Fi.
10 2 reviews
Pienza
19/08 – 22/08
311 €/nighttotal: 933 € (3 )
Apartment "Agriturismo Il Casato Mag-il Vaglio" With Mountain View, Terrace And Wi-fi
2 4
farm , Pienza
This Pienza farm stay, a 70 square metre (753 square foot) self-catering cottage, is a 10-minute walk from landmarks including Palazzo Borgia, Pienza Cathedral, and Palazzo Vescovile. Offering two bedrooms, one bathroom, sleeping up to four guests, it features air conditioning, a terrace, garden, parking, and barbecue facilities, plus a fully equipped kitchen including a fridge and microwave.
Best pet friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best pet friendly rentals
9.7 103 reviews
Pienza
06/09 – 08/09
146 €/nighttotal: 292 € (2 )
Pienza Romantica Valdorcia La Torre Di S.guglielmo
1 2
gîte , Pienza
This charming tower house is located just 600 metres from the historic walls of Pienza, in the heart of the stunning Val d'Orcia. This property has consistently received excellent ratings for location, cleanliness and user experience. The self-catering accommodation sleeps two guests and features a spacious garden with olive trees, perfect for relaxing and enjoying the Tuscan sunshine. Enjoy modern amenities like Wi-Fi, Netflix, and a coffee machine, as well as breakfast provisions and walking trails starting directly from the property.
9.4 266 reviews
Pienza
07/12 – 10/12
842 €/nighttotal: 2526 € (3 )
Agriturismo Palazzi Del Papa
4 8
farm , Pienza
Agriturismo Palazzi del Papa is located in the Lucciola Bella Nature Reserve, 15 kilometres from both Pienza and Montepulciano, offering a tranquil escape in the Tuscan countryside. The farm has excellent user, location, and cleanliness ratings. The accommodation features terracotta floors, wood-beamed ceilings, and comfortable lounge areas. Guests can enjoy an outdoor pool, a garden, a restaurant serving farm-fresh meals, and the opportunity to sample the farm's own Orcia DOC wine and extra-virgin olive oil.
9.6 12 reviews
Pienza
13/07 – 17/07
250 €/nighttotal: 1000 € (4 )
Villa Tiberini Wine Relais
1 2
farm , Torrita di Siena
Villa Tiberini Wine Relais, situated in Osteria Delle Noci, is 46 kilometres from Piazza Grande and 17 kilometres from the Terme di Montepulciano. This farm stay offers satellite TV, a fully equipped kitchen, free Wi-Fi, private parking, an outdoor swimming pool, and a garden with barbecue facilities, with Montepulciano Thermal Baths a 17-kilometre drive away.
9.0 7 reviews
Pienza
07/12 – 10/12
244 €/nighttotal: 732 € (3 )
Stunning Apartment In Monticchiello With Wifi
3 8
apartment , Pienza
This spacious Pienza apartment, near the Art Studio di Adelina Quadri, is conveniently located 3.7km from Val di Chiana, and within 9.7km of both the Artemisia Gallery and Enoteca Di Ghino. The 195 square metre property sleeps eight guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a fireplace, Smart TV, air conditioning, parking, and a washing machine; barbecue facilities are also available.