Villas and Vacation Homes in Montepulciano

Located in Torrita di Siena, this villa is approximately 24 miles from Piazza Grande and 6.8 miles from Il Torrione, offering a peaceful retreat in Tuscany.
This spacious three-bedroom, two-bathroom holiday home spans 1350 square feet and features a fully equipped kitchen, air conditioning, complimentary WiFi, a garden, and private parking with an EV charging station, accommodating up to 16 guests.

Located in the Tuscan countryside near Montepulciano, this farm stay offers a peaceful retreat just a short drive from the Val d'Orcia and Lake Trasimeno.
This welcoming 80 square feet holiday home accommodates up to 4 guests in 2 bedrooms and features a private pool, hot tub, and a large garden with a barbecue area, perfect for enjoying wine tastings at the on-site family winery.

This welcoming villa on the Capanne di Sopra estate offers a peaceful, panoramic setting with sweeping views of the Montepulciano valley, San Biagio temple, Monte Amiata, and the Val d'Orcia hills, located just 1.3 miles from Montefollonico and 7 miles from Montepulciano.
Featuring a Tuscan-style restoration with antique furnishings and a fireplace-barbecue, this 1400 square foot holiday home accommodates up to 6 guests across 3 bedrooms and 3 bathrooms, with a spacious outdoor courtyard for relaxation and electricity and gas available at an extra charge.

Located in the historic town of Monticchiello within the Val d'Orcia district, this villa offers proximity to Pienza, a UNESCO World Heritage site renowned for its Renaissance architecture.
This restyled, two-floor holiday home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring air conditioning, a full kitchen with a fridge, freezer, and dishwasher, and an outdoor garden.

Farm for up to 4 people. You will be located in Chianciano Terme.
Services and facilities include a washing machine, a garden and a barbecue. Enjoy free parking with this accommodation in Chianciano Terme!

Located in Acquaviva, this holiday home is 5 miles from Il Torrione and 14 miles from the Historic Center of Pienza, offering convenient access to Tuscan landmarks.
This 1180 square foot villa accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a dishwasher, free WiFi, and a private garden with an outdoor seating area.

Located in Montepulciano's historic district, this villa offers convenient access to renowned landmarks, placing you within walking distance of the town's rich heritage.
This luxurious holiday home accommodates up to 15 guests with 7 bedrooms and 8 bathrooms, featuring a private garden, swimming pool, jacuzzi, and two living areas with working fireplaces, perfect for an authentic Tuscan experience.

Just 0.56 miles from Montepulciano, this country house offers panoramic views of the historic town and serves as an excellent base for exploring Tuscany and Umbria, with Florence 75 miles away and Rome 112 miles away via the Chianciano Terme train station.
This luxury villa boasts 7 bedrooms and 8 bathrooms for up to 15 guests, featuring a private swimming pool, jacuzzi, garden, and the unique opportunity to pick and cook seasonal vegetables from the owners' farm, complemented by hydro-massage showers and fireplaces within its recently renovated stone buildings.

Farm listing for up to 4 guests. Your accommodation will be based in Montepulciano.
Services and facilities: a barbecue, a swimming pool and an iron. Enjoy free parking with this accommodation in Montepulciano!

Accommodation for up to 6 guests with an excellent rating of 94% based on 19 reviews. Your accommodation will be based in Montepulciano.
Facilities and services include a barbecue, a restaurant and event friendly rooms. This accommodation also has a Spa!

Farm rental for 5 guests with an excellent rating of 97% based on 5 reviews. You will be located in Montepulciano.
Facilities and services include a kitchen, a tennis court and a barbecue. This accommodation in Montepulciano is ideal for families.

Located in the Tuscan countryside, this villa is just a short drive from the renowned historic town of Montepulciano.
This spacious 2-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a private covered patio, shared swimming pool access, and a full kitchen, offering comfort and privacy for your holiday home stay.

Villa Cielo offers a luxurious villa experience in Osteria Delle Noci, Tuscany, located 16 miles from Parco dei Mulini and 3.7 miles from Cook in Tuscany.
This 1720 square foot holiday home features 3 air-conditioned bedrooms, 3 bathrooms, and accommodates up to 11 guests with amenities including a refrigerator, free WiFi, and a swimming pool.

Farm for up to 4 guests with an excellent rating of 93% based on 58 reviews. You will be based in Trequanda.
Services and facilities: a terrace, a kitchen and a dish washer. Take advantage of the Free Parking with this accommodation.

Villa Salvia is a spacious 1680 sq ft villa in Trequanda, conveniently located 3.7 miles from Cook in Tuscany and 8.1 miles from the Historic Center of Pienza.
This welcoming holiday home features three bedrooms, three bathrooms, and a year-round outdoor swimming pool, offering ample space for up to 11 guests with amenities including a microwave, dishwasher, and air conditioning.

Located in Trequanda, this villa is conveniently situated within the Villa Salvia hotel, providing easy access to the Artemisia Gallery and Palazzo Borgia, and serving as an excellent base for exploring nearby towns like Siena and Florence.
This welcoming holiday home offers 1680 square feet of living space with 3 bedrooms and 3 bathrooms, accommodating up to 6 guests with amenities including air conditioning, Wi-Fi, a dishwasher, and a private terrace, plus access to a shared seasonal swimming pool and two parking spaces.