Vacation Rentals in Pienza

Il Chiassino apartment is centrally located in Pienza's historic centre, a short walk from Piazza Pio II.
This two-bedroom, two-bathroom flat sleeps three guests, offering a fully equipped kitchen with dishwasher, private parking 0.25km away, and a three-story layout comprising a ground floor kitchen, first-floor single bedroom and bathroom, and a second-floor double bedroom and bathroom.

Larocchettina is a self-catering apartment situated in the peaceful Tuscan village of Rocca D'Orcia, just a short drive from the thermal springs of Bagno Vignoni and the medieval town of Pienza. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment is a beautifully restored stone tower, offering a unique and memorable stay. Guests can enjoy a comfortable seating area, a private bathroom, and a fully equipped kitchenette, allowing them to prepare their own meals. The property also features a terrace, garden, and free Wi-Fi.

This villa offers unrivalled panoramic views of the Val d'Orcia, situated just 2.5 kilometres from the historic town of Pienza.
This family-friendly property, ideal for up to 13 guests, features 7 bedrooms, 1 bathroom, a kitchen with a fridge and dishwasher, a swimming pool, and a garden, with 4 independent living units ensuring privacy around a central courtyard.

This three-bedroom, three-bathroom apartment in Pienza's historic centre is steps from Piazza Pio II and a major church.
The 6-guest property boasts a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and self check-in via key box.

This apartment is situated in a peaceful location, just 5.5 kilometres from Montepulciano Terme and within easy reach of other thermal baths such as Bagno Vignoni (21 kilometres) and Bagni San Filippo (27 kilometres). It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms and two bathrooms, offering ample space for six guests across 80 square metres. Enjoy modern amenities such as a flat-screen TV and free Wi-Fi, and take advantage of its proximity to the picturesque village of Pienza (16 kilometres) and the historic city of Siena (48 kilometres).

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.

Terre di Nano farm, in Val d'Orcia, is situated approximately 1.6km from Monticchiello, offering stunning views of Montepulciano and Pienza.
This one-bedroom, one-bathroom self-catering apartment in a 19th-century building features terracotta floors, exposed beams, a fully equipped kitchen, fireplace, swimming pool, and on-site olive oil and Chianti Terre di Nano wine tasting and tours.

This farmhouse complex, La Villa, La Casa Rosa, and Il Cottage, is situated in the Val d'Orcia countryside, 5km from Montepulciano and 5km from the Theia thermal baths.
Seven apartments, each with a private bathroom and kitchen, offer accommodation for up to 16 guests, plus on-site amenities including a swimming pool, 70 hectares of private land, a tavern, and free Wi-Fi.

NEM Tiny House, a self-catering apartment in Chianciano Terme, is conveniently located 6.1km from Montepulciano Terme and 24km from the picturesque villages of Bagno Vignoni and Bagni San Filippo.
This 28 square metre apartment sleeps seven guests and features a fully equipped kitchen with dishwasher, air conditioning, a terrace, free Wi-Fi, and free on-site parking, plus access to spa facilities.

Montorio is a charming country house located just 1.5 kilometres from the historic centre of Montepulciano, a short walk from the San Biagio Church, surrounded by olive groves, vineyards, and woods. The house has received excellent ratings for its cleanliness, location, and overall experience.
The house features a spacious garden with hammocks, a patio and gazebo with stunning views of the countryside, and each apartment has a fully equipped kitchen. Guests can enjoy amenities such as a fitness centre, tennis court, and free Wi-Fi, as well as parking on-site.

This charming apartment is located in the historic village of San Quirico d'Orcia, just a short walk from the Collegiate Church and other important landmarks, making it ideal for exploring this picturesque Tuscan town. The apartment has received excellent ratings for its cleanliness, location and overall experience, ensuring a comfortable and enjoyable stay.
The apartment features a separate bedroom and a living room with a double sofa bed, comfortably accommodating up to 3 guests. It is fully equipped with a kitchen, bathroom with shower and a TV, offering everything you need for a relaxing and enjoyable stay.

Tenuta Santo Pietro is a working farm located just three miles from the historic town of Pienza, nestled in the Tuscan countryside. The farm enjoys excellent ratings for its location, cleanliness, and overall experience.
The farmhouse dates back to the 13th century and has been beautifully restored, featuring terracotta floors and exposed wooden beams. Guests can enjoy a swimming pool, a restaurant serving traditional Tuscan cuisine, and a range of activities including wine and olive oil tastings, as well as exploring the peaceful gardens.

PienzaLettings is a traditional medieval building located in the historic centre of Pienza, just a short walk from the famous Piazza del Duomo and the scenic Val d'Orcia. The property is situated in a peaceful and tranquil part of town, offering a true taste of authentic Italian life.
PienzaLettings comprises three independent apartments, accommodating groups of 2, 4, and 5 people, making it suitable for a variety of travellers. Each apartment is equipped with a kitchen, air conditioning, and Wi-Fi, and guests can enjoy stunning views of the surrounding countryside.

CASA REFENERO, a family-friendly apartment in Torrita di Siena, is conveniently located 16km from Montepulciano Terme and within easy driving distance of other Tuscan attractions including Piazza Grande (45km), Bagno Vignoni (31km), and Bagni San Filippo (43km).
This 90 square metre dwelling boasts two bedrooms, two bathrooms, and sleeps up to nine guests, offering free Wi-Fi, private parking, a terrace, a fully equipped kitchen with dishwasher, and packed lunches for day trips.

La Tresa Country Living is a farm stay located in Montepulciano, offering garden views and convenient access to local attractions.
This pet-friendly, family-friendly accommodation features one bedroom and one bathroom, with complimentary WiFi, private parking, a garden, a terrace, and an outdoor picnic area.

La Falegnameria apartment in Castiglione d’Orcia is conveniently located a short distance (5.5km) from Bagno Vignoni's thermal baths and 18km from Bagni San Filippo, offering easy access to these popular spa towns.
This 50 square metre flat features one bedroom, one bathroom, and can accommodate up to seven guests, boasting a private terrace, fully equipped kitchenette, free Wi-Fi, and parking.

This self-catering apartment boasts a hillside location 1km from San Quirico d'Orcia, offering stunning views of the town and Montalcino, and is also within easy reach of Bagno Vignoni (5km), Bagni San Filippo (15km), and Pienza (9km).
The one-bedroom apartment sleeps two (with an optional extra bed for a child), features a kitchenette, bathroom, living room, and access to an on-site olive grove and vineyard, with wine and olive oil tasting available.

This 120 sqm, two-storey residence is situated in Monticchiello's historic centre, a short 3 kilometre drive from Pienza, offering direct access to local wineries like Cantina Triacca and Enoteca Di Ghino, as well as artistic sites such as Art Studio di Adelina Quadri.
This pet-friendly apartment accommodates up to six guests with three bedrooms and two bathrooms, featuring air conditioning, internet, and a garden, and is conveniently located for exploring Tenuta La Foce and Parco cinquecentesco Horti Leonini.

This Pienza apartment is centrally located in the historic district, steps from Enoteca Di Ghino, the Artemisia Gallery, RI Crea RE, Palazzo Piccolomini, and the historic centre.
The 70-square-metre flat offers one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, Wi-Fi, and a shared hot tub; nearby activities include wine tasting and exploring the town's historical attractions.

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.

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.

This Trequanda holiday home is situated in a peaceful rural setting near Val di Chiana, less than 15km from the Saints Peter and Andrew Church and the Sant'Anna in Camprena Monastery, and also the Triacca Winery and Artemisia Gallery.
This 160 square metre property boasts three bedrooms, three bathrooms, and sleeps six, offering a fully equipped kitchen with dishwasher, air conditioning, a swimming pool, a terrace, a garden, parking, and free Wi-Fi.

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.

Cignella Villa Limone, a three-bedroom villa in Trequanda, Tuscany, is situated near the Val di Chiana valley and within 15km of the Saints Peter and Andrew Church, the Sant'Anna in Camprena Monastery, Triacca Winery and Enoteca Di Ghino.
This 156 square metre property sleeps six, boasting three bathrooms, a private garden, swimming pool, fully equipped kitchen, fireplace, and parking; it also offers internet access and is pet-friendly.

This Pienza house is situated just 7 kilometres from the village of Bagno Vignoni and 37 kilometres from Mount Amiata, a convenient location for exploring the Tuscan countryside.
The property offers a private pool with views, a garden, and a fully equipped kitchen, perfect for families or groups looking for a self-catering holiday.

The Dolce Dormire apartment is located in the Tuscan countryside, just 4 kilometres from the charming hilltop town of Montepulciano, surrounded by vineyards and olive groves. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and a living room, comfortably accommodating up to six people. Guests can enjoy a private spa, an outdoor swimming pool, and a fitness centre, as well as easy access to the town's historic centre, renowned wineries, and cultural attractions.

This San Quirico d'Orcia apartment, located in a peaceful neighbourhood, offers convenient access to the town's main square and historical sites, though precise distances are not specified.
The self-catering flat features one bedroom, one bathroom, sleeps four guests and includes a fully equipped kitchen and complimentary high-speed Wi-Fi.

This charming farmhouse apartment is situated just outside Pienza, a short walk from the historic town centre, offering easy access to its restaurants, shops and attractions. The property has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The apartment comprises four suites, comfortably accommodating up to eight guests, providing ample space for families or groups. Guests can enjoy a well-equipped kitchen, a cosy fireplace, a private garden and stunning views of the Val d'Orcia and Mount Amiata.