Renaissance House is situated in Pienza, just 6.3 kilometres from the thermal baths of Bagno Vignoni and 11 kilometres from Montepulciano Terme, offering a peaceful retreat in the heart of Tuscany. The property enjoys excellent user, location, and cleanliness ratings. This 3-bedroom, 4-bathroom villa spans 175 square metres and comfortably accommodates up to 6 guests. The fully equipped kitchen includes a dishwasher and coffee machine, and you can enjoy a relaxing fire in the evenings, while staying connected with free Wi-Fi.
9.6 378 reviews
Pienza
09/07 – 10/07
SG$186/nightfor 1 night
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.
8.0 49 reviews
Pienza
27/06 – 28/06
SG$239/nightfor 1 night
Casa Di Isma
1 4
apartment , San Quirico d'Orcia
Casa di Isma is a family-friendly apartment in San Quirico d'Orcia, conveniently located 6km from Bagno Vignoni and 40km from Siena's Piazza del Campo, offering easy access to Mount Amiata. This 63 square metre flat features one bedroom, one bathroom, and sleeps nine guests, boasting a terrace, parking, Wi-Fi, and a kitchen with a fridge; an Italian breakfast and full-day security are optional extras.
8.8 4 reviews
Pienza
27/06 – 04/07
SG$183/nighttotal: SG$1281 (7 )
Antica Dimora Del Borgo
1 2
apartment , San Quirico d'Orcia
This San Quirico d'Orcia flat, Antica dimora del borgo, is located in the historic village centre, 5.3 kilometres from Bagno Vignoni thermal springs and 43 kilometres from Palazzo Chigi-Saracini and the National Picture Gallery in Siena. This 70-square-metre apartment accommodates up to three guests with one bedroom and one bathroom, featuring a fully equipped kitchen and a flat-screen television, and is a 40-kilometre drive from Mount Amiata for outdoor pursuits.
9.7 78 reviews
Pienza
27/06 – 28/06
SG$479/nightfor 1 night
Charming Tuscan Home With Splendid Terrace
1 3
apartment , Torrita di Siena
This charming apartment is located in the medieval village of Montefollonico, just 10 kilometres from Torrita di Siena, in the heart of the UNESCO World Heritage site of Val d'Orcia, known for its rolling hills and stunning scenery. The accommodation has received excellent ratings for its location, cleanliness, and overall experience. The apartment has two bedrooms and can comfortably accommodate up to four guests. It is equipped with modern amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a private garden, and parking, perfect for a relaxing and comfortable stay.
Pienza
29/08 – 02/09
SG$983/nighttotal: SG$3932 (4 )
Amazing View 3 Bdr Villa With Pool & A/c In Pienza | Leccino
3 2
farm , Pienza
This farm stay is situated in the beautiful Val di Chiana, just a short distance (2km) from the charming town of Pienza, a UNESCO World Heritage Site. The surrounding countryside is known for its rolling hills and stunning views. This property offers comfortable accommodation for up to 6 guests across 3 bedrooms and 2 bathrooms, with a total floor area of 190 square metres. Guests can enjoy a range of amenities including a private pool, fireplace, fully equipped kitchen, and a terrace with views of the surrounding countryside.
Pienza
16/08 – 19/08
SG$1947/nighttotal: SG$5841 (3 )
Luxury Historic Estate With Panoramic Tuscan Views
1 13
house , Sinalunga
This historic luxury villa, offering complete privacy, is located in the Tuscan countryside near Sinalunga, providing panoramic views of local villages. This exclusive residence accommodates up to 16 guests, featuring 7 bathrooms, a kitchen, air conditioning, and internet, with pets welcome, ensuring a comfortable and authentic Tuscan experience.
9.7 13 reviews
Pienza
03/07 – 05/07
SG$236/nighttotal: SG$472 (2 )
La Corte Antica Monolocale "Il Rocchetto"
1 2
apartment , Pienza
Il Rocchetto studio apartment enjoys a central Pienza location, close to Piazza Pio II and Corso Rossellino, with private parking approximately 0.25km away. This self-catering flat offers a double bed, a fully equipped kitchen including a dishwasher, a private bathroom, and free Wi-Fi, sleeping up to two guests.
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.
9.6 360 reviews
Pienza
29/08 – 02/09
SG$351/nighttotal: SG$1404 (4 )
Agriturismo Cantagalli
3 2
farm , San Quirico d'Orcia
Agriturismo Cantagalli is a family-friendly farm stay in San Quirico d'Orcia, offering stunning views of the town and located just 39 kilometres from Mount Amiata and 47 kilometres from Piazza del Campo. This self-catering property features air conditioning, a fully equipped kitchen, a private terrace with garden views, and access to a shared tennis court, barbecue facilities, and free parking.
9.8 23 reviews
Pienza
29/08 – 02/09
SG$541/nighttotal: SG$2164 (4 )
110 M² Farmhouse ∙ 3 Bedrooms ∙ 7 Guests
3 2
farm , Pienza
Farm for up to 7 people with an excellent rating of 98% based on 23 reviews. Your accommodation will be based in Pienza. Facilities and services include a garden, a kitchen and a freeze. Take advantage of the terrace in this accommodation!
9.4 21 reviews
Pienza
04/07 – 12/07
SG$127/nighttotal: SG$1016 (8 )
30 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests
1 2
farm , Castiglione d'Orcia
Farm rental for 3 guests with an excellent rating of 94% based on 21 reviews. Your accommodation will be located in Castiglione d'Orcia. Facilities and services: a sauna, a spa and a kitchen. This is a pet-friendly accommodation!
Best family friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best family friendly rentals
9.6 217 reviews
Pienza
27/06 – 04/07
SG$541/nighttotal: SG$3787 (7 )
Le Checche
1 2
farm , Pienza
Le Checche is a farm stay situated 35 kilometres from Mount Amiata, near Pienza, with Bagno Vignoni 8.7 kilometres away and Bagno San Filippo 16 kilometres distant. This family-friendly property offers a range of amenities including a swimming pool, hot tub, restaurant, and outdoor play equipment, making it a perfect choice for families seeking a relaxing rural retreat.
10 18 reviews
Pienza
27/06 – 29/06
SG$459/nighttotal: SG$918 (2 )
Dolce Pienza – Modern Home In The Historic Center
1 2
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.
9.9 70 reviews
Pienza
10/07 – 12/07
SG$290/nighttotal: SG$580 (2 )
Apartment Montello 1
1 2
apartment , Pienza
This Pienza apartment, near Monticchiello (2km from Pienza), boasts breathtaking Val d'Orcia views and is conveniently located for exploring the region. The self-catering flat offers one bedroom, one bathroom, sleeps two, includes a fully equipped kitchen with a barbecue, a panoramic terrace, private parking, and free Wi-Fi, plus complimentary Italian breakfast provisions.
9.0 4 reviews
Pienza
28/07 – 31/07
SG$342/nighttotal: SG$1026 (3 )
Il Tramonto Di Pienza
2 5
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.
Best Pienza holiday rentals with parking
9.4 131 reviews
Pienza
09/07 – 10/07
SG$416/nightfor 1 night
Locanda In Tuscany
1 2
farm , Castiglione d'Orcia
The Locanda in Tuscany is a rural retreat situated just 3.1 miles from the charming town of Castiglione d'Orcia and 16 miles from the historic Montepulciano, making it an ideal base for exploring the beautiful Tuscan countryside. This farm stay consistently receives excellent ratings for its location, cleanliness, and overall experience. The property offers a range of accommodation options, each featuring charming wood-beamed ceilings and a choice of bed linens. Guests can enjoy the on-site restaurant, relax by the outdoor pool and garden, or participate in activities like cooking classes, horse riding, and mushroom picking.
Pienza
25/07 – 30/07
SG$1804/nighttotal: SG$9020 (5 )
200 M² Villa ∙ 4 Bedrooms ∙ 8 Guests
4 2
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.
9.3 12 reviews
Pienza
27/06 – 04/07
SG$197/nighttotal: SG$1379 (7 )
Frattina1860
1 2
apartment , Montalcino
This holiday let in Montisi provides easy access to Bagno Vignoni at 21 kilometres and Montepulciano Terme at 26 kilometres, with Siena landmarks approximately 45-48 kilometres away. This 36 square metre one-bedroom flat accommodates two guests and features a garden, private parking, free Wi-Fi, a kitchen with an oven and microwave, air conditioning, and an outdoor dining area.
9.1 180 reviews
Pienza
05/08 – 08/08
SG$192/nighttotal: SG$576 (3 )
La Chiusa Dei Monaci
1 3
farm , Trequanda
La Chiusa dei Monaci is a farm stay located in Castelmuzio, a small village near Trequanda, just 50 km from both Siena and Arezzo, offering a peaceful escape from the hustle and bustle. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience. The farm stay offers a 40 square metre, one-bedroom apartment with a fully equipped kitchen, perfect for a family of four. Guests can enjoy the private terrace with stunning views, the garden, and barbecue facilities for al fresco dining.
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?
Apartment "Agriturismo Il Casato Mag-il Giogo" With Mountain View, Terrace And Wi-fi
2 4
farm , Pienza
This Pienza farmhouse, a 135-square-metre self-catering holiday home, enjoys a peaceful mountain setting less than a kilometre from Pienza's historic centre, including Palazzo Borgia, the Pienza Cathedral, and Palazzo Vescovile. Sleeping up to eight guests in two bedrooms and two bathrooms, the property boasts a terrace, garden, parking, air conditioning, and a fully equipped kitchen (including fridge and microwave), plus barbecue facilities for al fresco dining.
9.1 137 reviews
Pienza
27/06 – 29/06
SG$240/nighttotal: SG$480 (2 )
Le Corolle
2 2
house , Montepulciano
Le Corolle is a holiday home located just 2 kilometres outside of Montepulciano, offering a peaceful retreat close to the town's attractions. The property has consistently received excellent ratings for location, cleanliness and overall user experience. The self-catering accommodation features a well-equipped kitchenette, a private bathroom, a terrace and a garden. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace, cook up a meal on the barbecue, or make use of the free private parking.
Pienza
27/06 – 28/06
SG$722/nightfor 1 night
110 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests
3 4
apartment , San Quirico d'Orcia
This three-bedroom, two-bathroom Tuscan apartment is located in San Quirico d'Orcia, surrounded by gardens and offering easy access to the region's green hills and villas, with free parking at the entrance. This 110 square meter holiday home accommodates up to six guests and features a fully equipped kitchen with a dining table for eight, a living room with a fireplace, and a terrace or balcony, with pets welcome.
9.2 143 reviews
Pienza
29/06 – 02/07
SG$394/nighttotal: SG$1182 (3 )
Agriturismo Palazzo Conti A
2 3
house , San Quirico d'Orcia
Agriturismo Palazzo Conti A is located just outside Pienza, a short drive from Montalcino, offering stunning views of the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience. The apartments are classically decorated and feature flat-screen TVs, seating areas, and fully equipped kitchenettes. Guests can enjoy a range of amenities including a swimming pool, a natural pool, a garden with BBQ facilities, a spa, a restaurant, a bar, and room service.
Best pet friendly Pienza holiday rentals
Among the 69 accommodations in Pienza, here are the 4 best pet friendly rentals
9.3 6 reviews
Pienza
09/08 – 10/08
SG$415/nightfor 1 night
Apartment Azzurro- Cignella Resort Tuscany
2 4
apartment , Torrita di Siena
Apartment Azzurro is located in the Cignella district, just a short distance from the historic centre of Torrita di Siena, offering stunning views of the Tuscan countryside. This two-bedroom, two-bathroom property sleeps four guests and boasts a private terrace with countryside views, a fully equipped kitchen, and a swimming pool, making it perfect for families or groups of friends.
9.4 7 reviews
Pienza
21/07 – 23/07
SG$141/nighttotal: SG$282 (2 )
Appartamento La Serra
1 2
apartment , Pienza
This Pienza apartment, ideally located within easy reach of the town's attractions (though precise distances aren't specified), offers a private garden perfect for al fresco dining. The self-catering flat features a loft-style bedroom, a fully equipped kitchenette, a private bathroom, air conditioning, and accommodates two guests.
Pienza
21/07 – 22/07
SG$244/nightfor 1 night
Locanda Di Montisi Castello Room Among The Hills Of Montalcino
1 2
apartment , Montalcino
This one-bedroom flat is located in the medieval village of Montisi, within the Crete Senesi region, offering convenient access to Siena (50 km), Arezzo (65 km), Pienza (20 km), Montalcino (15 km), and Montepulciano (25 km). This accommodation for three guests features Tuscan-style decor, exposed beams, terracotta floors, air conditioning, Wi-Fi, a workspace, and allows one pet for an additional fee, with street parking and self check-in available.
9.4 699 reviews
Pienza
29/08 – 02/09
SG$353/nighttotal: SG$1412 (4 )
Agriturismo San Marcello
1 2
farm , Castiglione d'Orcia
Agriturismo San Marcello is located in Castiglione d'Orcia, a short drive from the thermal baths of Bagno Vignoni and Bagni San Filippo, offering a peaceful escape in the Tuscan countryside. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The farm offers spacious accommodation units, some with fully equipped kitchens and private bathrooms. Guests can enjoy a continental breakfast, relax on the sun terrace, or explore the surrounding area with skiing and cycling opportunities.