Agriturismo Podere La Paolina - Residenza Di Charme
2 4
farm , Torrita di Siena
Podere La Paolina is a farm stay situated in Montefollonico, a picturesque village just a short drive from Torrita di Siena, offering easy access to the Valdichiana and the beautiful Tuscan countryside. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers seeking a relaxing escape. The accommodation offers a choice of rooms and self-catering apartments, all with private entrances and soundproofing for a peaceful stay. Guests can enjoy stunning garden views, a swimming pool, and a restaurant serving delicious Italian cuisine, as well as take advantage of the on-site yoga sessions, bicycle rental, and convenient amenities like free Wi-Fi and parking.
9.3 30 reviews
Pienza
07/12 – 10/12
SG$958/nighttotal: SG$2874 (3 )
Podere Casa Rossa A Pienza
4 8
apartment , Pienza
Podere Casa Rossa a Pienza is located in Pienza, just 13km from the picturesque village of Bagno Vignoni and 43km from the scenic Mount Amiata. This property has received excellent ratings for location, cleanliness and overall experience. The apartment offers a spacious 150 square metre layout with 4 bedrooms and 3 bathrooms, comfortably accommodating up to 15 guests. This family-friendly accommodation features a fully equipped kitchen, a private garden, a terrace, a shared lounge, a Jacuzzi, bike rental, a fireplace and free parking.
9.4 26 reviews
Pienza
09/07 – 19/07
SG$283/nighttotal: SG$2830 (10 )
Al Piccolo Ulivo, A Casa Di Mimo&sè
2 3
house , Castiglione d'Orcia
Al Piccolo Ulivo is located in Castiglione d'Orcia, just a short drive from the famous thermal baths of Bagno Vignoni and Mount Amiata, offering a peaceful retreat amidst the Tuscan countryside. This property consistently receives excellent ratings for its cleanliness, location, and overall user experience. The villa provides comfortable accommodation for up to four guests in two bedrooms, spanning 106 square metres. Enjoy a well-equipped kitchen, modern amenities, and a shared lounge, along with a private garden offering stunning views and access to outdoor activities like skiing, cycling, and hiking in the surrounding area.
8.0 1 review
Pienza
18/08 – 22/08
SG$237/nighttotal: SG$948 (4 )
Cozy 2-bedroom Apartment In The Historic Center, Located In A Quiet Area.
2 4
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.
9.7 153 reviews
Pienza
09/07 – 19/07
SG$276/nighttotal: SG$2760 (10 )
Agriturismo Casalpiano
1 3
farm , Pienza
Agriturismo Casalpiano, a family-friendly farmhouse in Pienza, enjoys a convenient location, 12.4km from Montepulciano Terme and 14.3km from Bagno Vignoni, both renowned for their thermal baths, and 45km from Mount Amiata. This self-catering property offers a private entrance, swimming pool, garden, free parking, Wi-Fi, and outdoor play equipment, perfect for families exploring the Tuscan countryside.
9.4 920 reviews
Pienza
28/07 – 31/07
SG$1509/nighttotal: SG$4527 (3 )
Agriturismo Bonello
3 5
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.
9.8 32 reviews
Pienza
16/07 – 19/07
SG$166/nighttotal: SG$498 (3 )
Sosta Nell'aia - Rondini (Studio In Val D'orcia)
1 2
apartment , Castiglione d'Orcia
This Tuscan farmhouse studio apartment in Castiglione d’Orcia, Val d’Orcia, offers breathtaking 360° views and is conveniently located for exploring nearby towns such as Pienza, Montepulciano, and Montalcino (distances unspecified). The self-catering apartment sleeps two, features a fully equipped kitchenette with dishwasher, air conditioning, a private garden, and access to a barbecue and ping-pong table upon request.
9.3 35 reviews
Pienza
25/07 – 28/07
SG$284/nighttotal: SG$852 (3 )
Lignanello Country House
3 3
apartment , Pienza
Lignanello Country House is situated in the countryside near Pienza, just 14 kilometres from Montepulciano Terme and 16 kilometres from Bagno Vignoni, offering a peaceful retreat away from the town. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience. This spacious three-bedroom apartment, spanning 120 square metres, comfortably accommodates up to six guests. Enjoy a fully equipped kitchen, a terrace with mountain views, a garden, a children's playground, and free parking and Wi-Fi.
9.1 1624 reviews
Pienza
07/12 – 10/12
SG$488/nighttotal: SG$1464 (3 )
Abbadia Sicille Relais
2 8
resort , Trequanda
Abbadia Sicille Relais is situated in Trequanda, a picturesque village just a short drive from the historic cities of Siena and Arezzo, offering easy access to Tuscan attractions. The resort has received very good ratings for its location, cleanliness, and overall experience. The hotel offers a range of comfortable rooms, each equipped with modern amenities. Guests can enjoy a variety of features including a seasonal outdoor pool, a tranquil garden, a sun terrace, a spa, a fitness centre, and a restaurant.
10 4 reviews
Pienza
10/10 – 12/10
SG$381/nighttotal: SG$762 (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.
Pienza
16/08 – 19/08
SG$3941/nighttotal: SG$11823 (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.
8.9 79 reviews
Pienza
24/07 – 27/07
SG$185/nighttotal: SG$555 (3 )
Le Pietre Antiche
3 3
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.
Best family friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best family friendly rentals
9.8 12 reviews
Pienza
25/07 – 28/07
SG$276/nighttotal: SG$828 (3 )
La Terrazza Del Papa
2 3
apartment , Pienza
La Terrazza del Papa is a tranquil apartment situated in Pienza, located 14 kilometres from Bagno Vignoni and 26 kilometres from Bagni San Filippo, with Mount Amiata 45 kilometres away. This 64 square metre apartment offers air conditioning, complimentary WiFi, a fully equipped kitchen, and accommodation for up to seven guests across two bedrooms and one bathroom, with check-out between 8am and 11am.
10 18 reviews
Pienza
24/07 – 27/07
SG$384/nighttotal: SG$1152 (3 )
Dolce Pienza – Modern Home In The Historic Center
1 3
apartment , Pienza
This Pienza apartment, situated in the historic centre, offers easy walking access to Piazza Pio II and the Duomo. Sleeping up to five guests, the self-catering flat features a master bedroom, a fully equipped kitchen with fridge and freezer, air conditioning, and parking; a bathroom with bathtub and bidet completes this one-bedroom property.
9.0 35 reviews
Pienza
30/09 – 03/10
SG$237/nighttotal: SG$711 (3 )
Note In Val D'orcia
2 4
apartment , San Quirico d'Orcia
This apartment in San Quirico d'Orcia is located 40km from Mount Amiata and 45km from Piazza del Campo in Siena, offering a peaceful setting in the heart of the Val d'Orcia landscape. It has received excellent ratings for its cleanliness, location, and overall experience. The two-bedroom apartment has a floor area of 90 square metres and can accommodate up to 7 guests. It features a terrace with views, a fully equipped kitchen, a washing machine, a flat-screen TV, free Wi-Fi, and parking. You can also enjoy the nearby thermal baths of Bagno Vignoni (5.3km) and Bagni San Filippo (21km).
9.6 375 reviews
Pienza
19/07 – 23/07
SG$195/nighttotal: SG$780 (4 )
Pienzalettings "Casa Gioia"
1 2
apartment , Pienza
This apartment is located in Pienza, just 10km from Bagno Vignoni and 18km from Montepulciano Terme, offering easy access to these popular destinations. The accommodation has received excellent ratings for cleanliness, location and user experience. This self-catering property has a private entrance and a fully equipped kitchen, allowing you to prepare your own meals. The apartment also boasts air conditioning, free Wi-Fi, a private bathroom, and parking, making it a comfortable and convenient choice for your stay.
Best Pienza holiday rentals with parking
9.0 235 reviews
Pienza
25/07 – 28/07
SG$221/nighttotal: SG$663 (3 )
Agriturismo Bagnolo
1 3
farm , Pienza
Agriturismo Bagnolo is a farm stay situated in the Tuscan countryside, just 4km from the historic town of Pienza, and within easy reach of Montepulciano and Chianciano Terme. This highly-rated property boasts excellent user, location, and cleanliness ratings. The farm offers a choice of rooms and apartments, accommodating up to two guests. Enjoy a range of amenities including a jacuzzi, terrace, garden, and parking, as well as the opportunity to participate in the production of oil and cheese, and witness the farm's animals firsthand.
9.3 10 reviews
Pienza
13/07 – 15/07
SG$223/nighttotal: SG$446 (2 )
A Casa Di Gabri
3 2
house , Torrita di Siena
This charming holiday home is located in Montefollonico, a peaceful village just a short drive from Torrita di Siena, offering easy access to the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. The house provides ample space for up to five guests, with three bedrooms, two bathrooms, and a total floor area of 100 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, and a terrace for outdoor dining, as well as free Wi-Fi access throughout the property.
9.8 33 reviews
Pienza
10/10 – 20/10
SG$739/nighttotal: SG$7390 (10 )
140 M² Farmhouse ∙ 4 Bedrooms ∙ 12 Guests
4 7
farm , San Quirico d'Orcia
Farm listing for up to 12 guests with an excellent rating of 98% based on 33 reviews. This accommodation is based in San Quirico d'Orcia. Facilities and services include a spa, a kitchen and a dish washer. This is a pet-friendly accommodation!
Pienza
07/12 – 10/12
SG$741/nighttotal: SG$2223 (3 )
Stunning Private Villa With Wifi, A/c, Tv, Veranda And Pets Allowed, Close To Montepulciano
3 8
house , Pienza
This spacious villa is situated in Monticchiello, within the Val d'Orcia region, 9 kilometres from Montepulciano and 63 kilometres from Siena. The 600 square metre property accommodates up to eight guests with three bedrooms and four bathrooms, offering air conditioning, Wi-Fi, a well-equipped kitchen, a garden with barbecue, and personalised tours from the owner.
Frequently asked questions about holiday rentals in Pienza
What are some interesting places to visit in or near Pienza?
Pienza is a beautiful town, so you'll want to explore its historic centre, especially Piazza Pio II, with its stunning cathedral. You can also visit the nearby town of Montepulciano, known for its wine production and beautiful Renaissance architecture.
What are the best Airbnb and vacation rentals in Pienza?
Which walking or cycling routes are the best in Pienza?
The Val d'Orcia is a great area for cycling, so you could try the 40km route from Pienza to San Quirico d'Orcia. For a shorter walk, you can take the 1.5km trail from Pienza to the Corsignano Fortress, which offers fantastic views of the valley.
What other towns or cities can be easily accessed from Pienza?
You can easily reach Siena by car in about 45 minutes, or by bus. The charming town of Montalcino is also within easy reach, about 30 minutes away by car. Florence is about 1 hour and 45 minutes away by car.
What are the best vacation rentals with a pool in Pienza?
What amenities are commonly available in vacation rentals in Pienza?
Most vacation rentals in Pienza will have a kitchen, a bathroom, and a living area. Many also have a private garden or terrace, and some may have a swimming pool. You'll usually find Wi-Fi and air conditioning, too.
What are the best rentals for families and kids in Pienza?
What time of year is best to rent a vacation rental Pienza?
The best time to visit Pienza is during the shoulder seasons, from April to May or September to October, when the weather is mild and the crowds are smaller. You can also enjoy the summer months, from June to August, but it can get quite hot and busy.
What are the best rentals or Airbnbs with a jacuzzi in Pienza?
This apartment is situated in the heart of Montepulciano, just a short walk from the Civic Museum, Palazzo Ricci, and Palazzo Comunale, with the scenic Val di Chiana and Cantina del Redi also within easy reach. It has received excellent reviews from previous guests, making it a popular choice for travellers to this historic town. The apartment offers one bedroom, one bathroom and can accommodate up to four guests in its 55 square metres of space. It comes with a fully equipped kitchen, a washing machine, a comfortable sofa bed, a private balcony, and free Wi-Fi, ensuring a comfortable and convenient stay.
9.6 340 reviews
Pienza
16/09 – 19/09
SG$752/nighttotal: SG$2256 (3 )
Monastero Sant'anna In Camprena
2 4
farm , Pienza
Fattoria Monastero Sant'Anna in Camprena is located in the Tuscan countryside, just 19 kilometres from Bagno Vignoni and 23 kilometres from Montepulciano Terme, offering a peaceful escape from the hustle and bustle of Pienza. This farm stay has consistently received excellent ratings for its location, cleanliness and overall guest experience. The property features a charming restaurant, a garden and a terrace, providing ample space for relaxing and enjoying the beautiful surroundings. This farm stay can accommodate up to two guests in its comfortable and modern accommodation, which includes air conditioning, a private bathroom, a fridge, a microwave oven and free Wi-Fi.
9.5 22 reviews
Pienza
18/08 – 22/08
SG$213/nighttotal: SG$852 (4 )
Theia Apartment
2 4
apartment , Chianciano Terme
This two-bedroom apartment is situated in a peaceful, green area of Chianciano Terme, just 800 metres from the town centre and 3 kilometres from the stunning Val d'Orcia landscape. The property has received excellent ratings for cleanliness, location and overall experience. The apartment spans 80 square metres and features a private terrace and garden, perfect for enjoying the warm Italian weather. Guests can benefit from amenities such as a fully equipped kitchen, a tennis court, parking and a secure electric gate.
Pienza
28/07 – 31/07
SG$275/nighttotal: SG$825 (3 )
Holiday Home A Casa Di Gabri By Interhome
3 5
house , Torrita di Siena
This three-bedroom holiday home, near Montefollonico, is situated 15km from Montepulciano Terme and 24km from Bagno Vignoni, offering easy access to the Tuscan countryside. The 100 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, private parking, Wi-Fi, and a terrace, comfortably sleeping up to nine guests.
Best pet friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best pet friendly rentals
Pienza
13/08 – 17/08
SG$7556/nighttotal: SG$30224 (4 )
Agriturismo La Chiusa Tuscany
18 6
house , Torrita di Siena
This luxurious villa is located in Torrita di Siena, just a short drive from the charming town centre and surrounded by rolling hills with stunning views of Montepulciano and Monte Amiata. The villa is situated in a peaceful and secluded location, perfect for a relaxing getaway. The villa spans 3716 square metres and can accommodate up to 40 guests in its 18 bedrooms and 18 bathrooms. Guests can enjoy a range of amenities, including a swimming pool, spa, garden, and terrace, as well as activities such as wine tours, mountain biking, and horseback riding.
9.7 276 reviews
Pienza
13/07 – 15/07
SG$225/nighttotal: SG$450 (2 )
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.
8.9 22 reviews
Pienza
16/08 – 19/08
SG$2908/nighttotal: SG$8724 (3 )
Cottage Le Pozze
7 13
chalet , Sinalunga
Cottage Le Pozze is located in Sinalunga, just 39 kilometres from Piazza Grande and 23 kilometres from Montepulciano Terme, making it an ideal base for exploring the beautiful Tuscan countryside. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience. This charming chalet offers a comfortable and well-equipped space for your stay. The property boasts a range of amenities, including a private pool, outdoor fireplace, fully equipped kitchenette, free bikes, and a shared lounge, ensuring a relaxing and enjoyable experience.
9.0 343 reviews
Pienza
19/08 – 22/08
SG$312/nighttotal: SG$936 (3 )
Casa Della Fonte
2 4
apartment , San Quirico d'Orcia
Casa della Fonte is a self-catering apartment located in San Quirico d'Orcia, a short distance from the picturesque village centre and close to Mount Amiata and Fontebranda. The apartment has received excellent ratings for location, cleanliness, and overall user satisfaction. The apartment offers a private entrance and a peaceful garden where you can relax after exploring the region. It is fully equipped with modern amenities, including air conditioning, a flat-screen TV, and free Wi-Fi, as well as a kitchen with a fridge, freezer, microwave, and oven. Guests can also enjoy fresh pastries for breakfast and take advantage of the nearby cycling opportunities.