Casa Primavera is situated in the peaceful village of Rocca d'Orcia, just 5km from Castiglione d'Orcia, making it a great base for exploring the beautiful Val d'Orcia region and its natural wonders like Bagno Vignoni (5km) and Bagno San Filippo (18km). The property has received excellent ratings for its location, cleanliness, and overall experience. Casa Primavera offers 75 square metres of space, with two bedrooms and one bathroom, comfortably accommodating up to four guests. The self-catering holiday home features a fully equipped kitchen, a relaxing living room, free Wi-Fi, parking, and a peaceful location, perfect for a relaxing getaway.
9.8 52 reviews
Pienza
17/06 – 22/06
₹52863/nighttotal: ₹264315 (5 )
Cosona
6 2
farm , Pienza
Cosona Farmstay, in the Val d'Orcia countryside, is situated 12 kilometres from Pienza, 7 kilometres from Torrenieri, and a 30-minute drive from Montepulciano. Self-catering apartments, some with private BBQs and patios, offer views of Val d'Orcia and Crete Senesi, featuring a free outdoor pool (open May 31st to September 30th), shared laundry facilities (5+ night stays), and on-site parking.
9.3 592 reviews
Pienza
06/09 – 08/09
₹34653/nighttotal: ₹69306 (2 )
Poggio Ai Gelsi
2 2
house , Pienza
Poggio ai Gelsi is a holiday home located in Pienza, just 40km from Siena, offering stunning views of the Val d'Orcia. This property has received excellent ratings for its location, cleanliness, and overall user experience. The accommodation features private bathrooms, air conditioning, comfortable bedding, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy the private pool, terrace, garden, and parking, as well as the nearby attractions of Pienza's historic centre.
Pienza
10/10 – 12/10
₹31597/nighttotal: ₹63194 (2 )
160 M² Villa ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Trequanda
Villa Cielo is a spacious 160 square meter house situated within the Cignella Resort in Trequanda, offering panoramic views of the Tuscan hills and resort amenities. This family-friendly villa accommodates up to six guests across three bedrooms, featuring air conditioning, internet, a fully equipped kitchen with a fridge, and a private garden or terrace, with the option to use the resort's communal swimming pool.
9.1 6 reviews
Pienza
08/08 – 15/08
₹27314/nighttotal: ₹191198 (7 )
La Villa Bella Vista
2 5
house , Trequanda
Villa Bella Vista, located in Castelmuzio, offers a luxurious self-catering property a short drive (22.5km and 24km respectively) from Bagno Vignoni and Montepulciano Terme, providing easy access to thermal baths and cultural attractions. This 140 square metre Tuscan villa boasts two bedrooms, two bathrooms, and a spacious layout accommodating up to nine guests, complete with a private pool, Jacuzzi, free Wi-Fi, and parking.
9.2 18 reviews
Pienza
18/06 – 20/06
₹26983/nighttotal: ₹53966 (2 )
Vitalenta Agriboutique
1 2
farm , Pienza
Vitalenta Agriboutique, near Chianciano Terme, offers a convenient base for exploring Tuscany, situated 14 kilometres from Montepulciano Terme and within 16 and 18 kilometres respectively of Bagno Vignoni and Bagni San Filippo. This Pienza countryside property provides a 25 square metre one-bedroom, one-bathroom self-catering apartment sleeping up to three guests, complete with air conditioning, a garden, on-site restaurant and bar, room service, free parking and Wi-Fi.
8.6 52 reviews
Pienza
19/06 – 20/06
₹13045/nightfor 1 night
Masseria Del Bosco Poderuccio
1 2
farm , Chianciano Terme
Masseria del Bosco Poderuccio, a self-catering property in Chianciano Terme, is conveniently located near Montepulciano Terme (14km), Bagno Vignoni (21km), and Bagni San Filippo (21km), offering easy access to renowned thermal baths. This one-bedroom cottage boasts 16 square metres of space, a private garden, swimming pool, free Wi-Fi, and parking, perfect for a couple seeking a relaxing Tuscan getaway with stunning mountain views.
10 86 reviews
Pienza
26/06 – 29/06
₹82219/nighttotal: ₹246657 (3 )
Wine Loft Tra Le Vigne
1 4
gîte , San Quirico d'Orcia
Wine Loft is a charming self-catering property located just a short distance from the historic town of San Quirico d'Orcia, in the heart of the picturesque Val d'Orcia. The surrounding area is known for its rolling hills, vineyards, and stunning views. The property is a two-bedroom, two-bathroom cottage that can comfortably accommodate up to four guests. Wine Loft offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, and private parking. Guests can also enjoy a daily breakfast basket filled with local produce, a visit to the Tenuta Sanoner winery, and a wine tasting experience.
Pienza
02/07 – 03/07
₹136076/nightfor 1 night
Apartment In A Hotel "Villa Pesca" With Shared Pool, Private Balcony & Wi-fi
3 2
house , Trequanda
This detached villa is located in Trequanda, a Tuscan town with convenient access to Siena (60 kilometres), Florence (100 kilometres), Pienza (20 kilometres), and Montepulciano (15 kilometres). This 156 square meter, two-storey holiday home offers three bedrooms, three bathrooms, and accommodates up to six guests, featuring Wi-Fi, air conditioning, a dishwasher, a private balcony, and access to a shared swimming pool.
Pienza
02/07 – 03/07
₹134972/nightfor 1 night
Hotel Apartment "Villa Limone" With Shared Pool & Wi-fi
3 2
house , Trequanda
This villa apartment is located in Trequanda, a short drive from the Val di Chiana and the historic centre of Pienza, with Artemisia Gallery and Palazzo Borgia nearby. This property offers 156 square meters of living space for up to 6 guests, featuring 3 bedrooms, 3 bathrooms, air conditioning, Wi-Fi, a shared swimming pool, and on-site parking.
9.5 129 reviews
Pienza
13/08 – 17/08
₹70997/nighttotal: ₹283988 (4 )
Le Sorbelle D'orcia
2 6
farm , Pienza
Agriturismo Le Sorbelle d'Orcia, near Pienza in Tuscany, is conveniently located 19 kilometres from Montepulciano Terme, 21 kilometres from Bagni San Filippo, and 4.3 kilometres from Bagno Vignoni, offering easy access to these popular towns. This one-bedroom, one-bathroom rural retreat sleeps three guests and boasts a swimming pool, free private parking, and a varied breakfast; bachelor/hen parties are not permitted.
9.5 45 reviews
Pienza
27/08 – 31/08
₹11367/nighttotal: ₹45468 (4 )
Casa Costanza
2 2
house , Castiglione d'Orcia
Casa Costanza is located in Castiglione d'Orcia, a short drive from the renowned thermal baths of Bagno Vignoni and the picturesque village of Bagni San Filippo. The property has excellent user, location and cleanliness ratings. The two-bedroom, two-bathroom property spans 68 square metres. Guests can enjoy stunning views, a shared lounge, an outdoor fireplace, a fully equipped kitchen, a flat-screen TV, complimentary Wi-Fi, bathrobes, towels and bed linen.
Best villas and farmhouses in Pienza with a pool
Among the 8 villas in Pienza, here are the 4 best villas with a pool
Pienza
21/06 – 25/06
₹37296/nighttotal: ₹149184 (4 )
Villa Basilico
2 2
house , Trequanda
This Trequanda villa is located 46 kilometres from Piazza Grande and 24 kilometres from Bagno Vignoni, with Bagni San Filippo also accessible 39 kilometres away. This 93 square metre holiday home offers accommodation for up to seven guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a private swimming pool, and complimentary WiFi.
9.8 87 reviews
Pienza
07/12 – 10/12
₹75686/nighttotal: ₹227058 (3 )
Villa Storica"la Memoria Del Tempo "With A/c
1 8
house , Montalcino
This 15th-16th century Tuscan farmhouse, near Montalcino, boasts breathtaking views of the rolling hills and is ideally situated for exploring the region’s vineyards and medieval town. The property sleeps up to 10 guests, features a large private garden with a swimming pool and barbecue, a fully equipped kitchen, and offers additional accommodation nearby for larger groups; bed linen, utilities (water, gas, electricity), and heating (up to €100 for stays of 2+ nights) are included.
Pienza
01/07 – 08/07
₹54911/nighttotal: ₹384377 (7 )
Cignella Resort - Villa Limone
3 2
house , Trequanda
This villa in Trequanda offers a tranquil Tuscan retreat, situated 46 kilometres from the historic Piazza Grande and 24 kilometres from the Bagno Vignoni thermal baths, with Bagni San Filippo a further 39 kilometres away. This property boasts 156 square metres of living space with three bedrooms and three bathrooms, accommodating up to eleven guests and featuring a private swimming pool, a fully equipped kitchen with a dishwasher and microwave, and an outdoor dining area.
Pienza
08/08 – 15/08
₹143375/nighttotal: ₹1003625 (7 )
700 M² Villa ∙ 7 Bedrooms ∙ 14 Guests
7 5
house , Pienza
Farmhouse 'La Fontana' is located in the Orcia Valley countryside, 2 kilometres from Monticchiello and 5 kilometres from Pienza, offering spectacular views of wheat fields, olive groves, and cypress trees. This spacious farmhouse, covering 700 square metres, is divided into two independent units, accommodating up to 14 guests with 7 bedrooms and 9 bathrooms, featuring air conditioning, Wi-Fi, a large swimming pool, and an outdoor dining space with a pizza oven and barbecue.
Best family friendly villas in Pienza
Among the 8 villas in Pienza, here are the 4 best family friendly villas
10 32 reviews
Pienza
09/07 – 19/07
₹27866/nighttotal: ₹278660 (10 )
The Garden Of The Oaks (Podere Santa Caterina)
1 3
gîte , San Quirico d'Orcia
This three-bedroom farmhouse wing, sleeping six, is situated in the Val d'Orcia park, a five-minute walk from Bagno Vignoni's historic thermal baths. The self-catering property boasts a private courtyard, solarium, fully equipped kitchen, two bathrooms, and offers local culinary tastings, excursions to Siena and other Tuscan towns, and activities including electric bike hire and truffle hunting.
9.4 131 reviews
Pienza
09/10 – 12/10
₹15892/nighttotal: ₹47676 (3 )
Agriturismo Bombina
1 2
farm , Montalcino
Agriturismo Bombina is situated in Montisi, a picturesque village near Montalcino, just a short drive from the historic city of Siena and the charming towns of Bagno Vignoni and Montepulciano Terme. This farm stay boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable experience. The property offers a range of spacious and well-equipped apartments with modern amenities, including private bathrooms, kitchens and flat-screen TVs. Guests can enjoy a refreshing dip in the private pool, relax on the terrace or in the garden, and make use of the outdoor fireplace and the packed lunches provided for excursions.
10 6 reviews
Pienza
13/09 – 16/09
₹68324/nighttotal: ₹204972 (3 )
Villa Cassia By Posarellivillas
4 1
house , Pienza
Villa Cassia, near Bagno Vignoni, is a 5km drive from the village and 19km from Montepulciano Terme, offering easy access to the Val d'Orcia region and its thermal baths. This 150 square metre property boasts a spacious layout with four bedrooms and four bathrooms, a fully equipped kitchen, a private terrace, a seasonal swimming pool, and free Wi-Fi; ideal for families or groups seeking a self-catering holiday in Pienza.
Pienza
19/06 – 21/06
₹140766/nighttotal: ₹281532 (2 )
200 M² Farmhouse ∙ 4 Bedrooms ∙ 8 Guests
4 2
farm , Torrita di Siena
Farm for 8 guests. You will stay in Torrita di Siena. Facilities and services include a swimming pool, free parking and event friendly rooms. This accommodation also has a garden!
Frequently asked questions about villa rentals in Pienza
What are the must-see attractions in and around Pienza?
Pienza is a real gem! You absolutely must visit the Duomo, a beautiful cathedral with stunning Renaissance architecture. The Palazzo Piccolomini is another must-see, offering breathtaking views of the Val d'Orcia. And if you're looking for a unique experience, check out the Corsignano Fortress, a medieval fortress with a fascinating history.
What types of wildlife can travelers expect to see in the area of Pienza?
The Val d'Orcia is home to a variety of wildlife. You might spot deer, wild boar, and even the occasional fox. You're also likely to see a variety of birds, including hawks, owls, and woodpeckers. Keep an eye out for the local sheep, too, as they are a common sight in the area.
Spring and autumn are the best times to visit Pienza. The weather is mild, and the crowds are smaller. You'll also be able to enjoy the stunning colours of the Val d'Orcia, especially in autumn. Summer can be very hot and crowded, while winter can be chilly and wet.
What are the best villas with a jacuzzi in Pienza?
When is it easiest to book a villa rental in Pienza?
Booking a villa rental in Pienza is easier outside of peak season. If you're looking for the best deals, try booking in the shoulder seasons of spring and autumn. You'll find that availability is better and prices are lower during these months.
What are the best villas for families and kids in Pienza?
The Val d'Orcia is a hiker's paradise. One of the most popular trails is the Sentiero del Latte, which follows an old mule track through rolling hills and vineyards. Another great option is the Sentiero del Brunello, which takes you past vineyards and olive groves. Both offer stunning views of the Tuscan countryside.
What are the advantages of renting a house or a villa in Pienza
Renting a villa in Pienza offers a lot of advantages. You'll have more space and privacy than in a hotel. You'll also be able to enjoy the convenience of having a kitchen and laundry facilities. Plus, you'll be able to experience the true Tuscan lifestyle, surrounded by the beauty of the Val d'Orcia.
Absolutely! Pienza is a great base for exploring the surrounding area. You can easily take day trips to Siena, Montepulciano, and Montalcino, all within an hour's drive. Each town offers its own unique charm and attractions, from medieval architecture to world-class wineries.
Destinations nearby
Best Pienza villas and holiday homes with parking
9.6 17 reviews
Pienza
10/10 – 20/10
₹97209/nighttotal: ₹972090 (10 )
Whole Big Tuscan Villa With Pool & Vineyards In The Heart Of Tuscany
9 7
house , Pienza
This charming house is located in a peaceful rural setting, just 15 kilometres from Pienza's main attractions, including Piazza delle Sorgenti, Art Studio di Adelina Quadri, and La Foce. It has received excellent reviews from previous guests. The house spans 400 square metres and comfortably accommodates up to 20 guests. The property features a private pool, a spacious garden, and a barbecue area, perfect for relaxing and enjoying the Tuscan sunshine.
Pienza
17/08 – 19/08
₹45640/nighttotal: ₹91280 (2 )
Villa Falco
2 4
house , Trequanda
Villa Falco is situated in Trequanda, a village in Tuscany, approximately 18 kilometres from Montepulciano Terme. This two-bedroom chalet sleeps up to eight guests and offers a fully equipped kitchen, a private pool, and a garden with a terrace, all within a 142 square metre living space.
10 6 reviews
Pienza
08/08 – 15/08
₹157218/nighttotal: ₹1100526 (7 )
600 M² Villa ∙ 7 Bedrooms ∙ 14 Guests
7 5
house , Pienza
Spinarello farmhouse, a 10th-century post-house on the Via Francigena, is situated in the Val d'Orcia, near Pienza. This 600 square metre property sleeps 14 guests in 7 en-suite bedrooms, boasting a 15m x 5m pool, extensive garden, and parking, ideal for families exploring Tuscany.
9.4 920 reviews
Pienza
13/07 – 17/07
₹52422/nighttotal: ₹209688 (4 )
Agriturismo Bonello
1 2
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.
Best Pienza villas and holiday homes with a garden
9.6 335 reviews
Pienza
21/06 – 25/06
₹22514/nighttotal: ₹90056 (4 )
Monastero Sant'anna In Camprena
1 2
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.
9.3 175 reviews
Pienza
13/07 – 17/07
₹8994/nighttotal: ₹35976 (4 )
Agriturismo I Capraccioni Monticchiello - Pienza
1 2
gîte , Pienza
This self-catering apartment, situated in the Val d'Orcia countryside, is 4km from Montepulciano and 2.5km from Monticchiello, offering easy access to these historic Tuscan towns. The 80 sq m ground-floor property sleeps two, features a private garden with children's play area and barbecue, and includes a kitchen, bathroom, and on-site parking.
8.0 1 review
Pienza
19/06 – 20/06
₹26106/nightfor 1 night
Villa Basilico - Cignella Resort Chalet In Tuscany
2 2
chalet , Trequanda
This Trequanda holiday home is located in Osteria Delle Noci, 46 kilometres from Piazza Grande and 17 kilometres from Montepulciano Terme. This two-bedroom, two-bathroom chalet offers 93 square metres of living space for up to seven guests, featuring air conditioning, a dishwasher, a microwave, and access to a communal swimming pool at Villa Basilico - Cignella Resort.
9.7 701 reviews
Pienza
17/06 – 22/06
₹14479/nighttotal: ₹72395 (5 )
Agriturismo Il Poderuccio
1 2
farm , Castiglione d'Orcia
Agriturismo Il Poderuccio is situated in Castiglione d'Orcia, a village in the Val d'Orcia, 24 kilometres from Montepulciano and 50 kilometres from Siena. This farm stay offers a range of amenities including a swimming pool, a Jacuzzi, a terrace, a garden and a restaurant, with rooms offering panoramic views of the surrounding countryside.