Villas and Holiday homes in Montepulciano

Agriturismo Le Anfore is situated in the Tuscan countryside, a 10-minute drive from Sarteano and a 40-minute drive from Montepulciano. The farm enjoys a peaceful setting and has received very good ratings for location, cleanliness, and overall user experience.
The property features a range of amenities, including a swimming pool, a terrace, a garden, and a restaurant serving authentic Tuscan cuisine. Guests can also enjoy hiking trails starting directly from the farm and benefit from free parking and Wi-Fi access.

This expansive villa, situated in the Montepulciano countryside, offers easy access to the town's attractions, a short drive from the historic centre.
This 450 square metre property boasts seven en-suite bedrooms sleeping sixteen guests, two fully equipped kitchens, multiple living areas with fireplaces, extensive gardens totalling 3300 m², a swimming pool, jacuzzi, and ample parking.

Villa Incanto is a country estate located 900 metres from Montepulciano, offering proximity to Pienza (14 kilometres) and Cortona (30 kilometres), with convenient train access from Chianciano Terme for travel to Florence and Rome.
This property features seven bedrooms, eight bathrooms, and accommodates up to fifteen guests, boasting a private swimming pool, Jacuzzi, garden, Wi-Fi, air conditioning, and barbecue facilities across two renovated stone buildings.

This seven-bedroom villa is situated in Montepulciano, close to the Torre del Pulcinella and Palazzo Comunale, offering easy access to the natural beauty of Pienza and Val di Chiana.
Sleeping up to 15 guests, this large property boasts a private swimming pool, hot tub, fully equipped kitchen including a dishwasher, and is conveniently located near tourist attractions.

La Casa degli Archi is a charming house located in Montepulciano, just a short distance from the town's thermal baths and within easy reach of the majestic Mount Amiata. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The property provides comfortable accommodation for up to four guests, with two bedrooms and a spacious 80 square metre floor area. Enjoy a range of amenities including air conditioning, a fully equipped kitchen, a private balcony with city views, and access to a garden, parking and bicycle rental services.

Villa Tiberini Wine Relais, situated in Osteria Delle Noci, is 46 kilometres from Piazza Grande and 17 kilometres from the Terme di Montepulciano.
This farm stay offers satellite TV, a fully equipped kitchen, free Wi-Fi, private parking, an outdoor swimming pool, and a garden with barbecue facilities, with Montepulciano Thermal Baths a 17-kilometre drive away.

This ground floor villa is located between the Valdichiana and Val d'Orcia regions, offering easy access to historic towns such as Siena, Pienza, San Quirico d'Orcia, and Montalcino, with Montepulciano renowned for its wine production just a short distance away.
This apartment sleeps five guests and features two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, freezer, and dishwasher, air conditioning, and a large garden with an outdoor dining area and barbecue, alongside access to a fitness centre and parking, with pets also welcome.

Azienda Agricola Barbi is a farmhouse located 8km from Pienza, a charming medieval town known for its Renaissance architecture, and is set within the stunning Val d'Orcia, a UNESCO World Heritage Site famed for its rolling hills and vineyards. The property enjoys excellent ratings for location, cleanliness, and user experience.
The farmhouse offers self-catering apartments with traditional Tuscan features and a fully equipped kitchen. Guests can enjoy a shared garden with BBQ facilities, a tennis court, and free parking and Wi-Fi.

This Tuscan farmhouse, 1.3 km from Montefollonico and 7 km from Montepulciano, boasts panoramic views of the Val d'Orcia, San Biagio temple, Monte Amiata, and the surrounding hills.
The 90 square metre property sleeps six, offering three bedrooms, two bathrooms, a fully equipped kitchen with fridge, Wi-Fi, a terrace, garden, and washing machine, plus a barbecue and a baby bed.

Villa San Biagio, situated in the Orcia Valley, is a 3km walk from Montepulciano and within easy driving distance of other Tuscan towns such as Cortona (34km) and Montalcino (37km).
This seven-bedroom, seven-bathroom property sleeps fourteen guests, offering a private pool, garden, Jacuzzi, and well-equipped kitchens in the main house and a separate building; on-site services include winery tours and e-bike rentals.

Podere Sionne is a restored 18th-century country house located 2.2 kilometres from the Chiusi-Chianciano motorway exit and 5 kilometres from the town centre, offering a peaceful setting surrounded by vineyards and views of the surrounding hills. This property has received excellent ratings for its location, cleanliness and overall experience.
The accommodation features a seating area and a fully equipped kitchen with a dishwasher and fridge, making it ideal for families or groups. Guests can enjoy the terrace with an outdoor dining area, perfect for enjoying meals al fresco and soaking up the Tuscan sunshine, as well as explore the surrounding area by bike, visiting vineyards and sampling the region's renowned red wines and local cuisine.

This charming apartment is located in the heart of Montepulciano's historic centre, just a short walk from the bustling Piazza Grande and the town's main attractions. It has consistently received excellent ratings for location, cleanliness and overall experience from previous guests.
The spacious property spans three floors and comfortably sleeps up to 10 guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a private sauna, a jacuzzi and a laundry room, as well as a stunning view of the Val d'Orcia.

Villa Pianoia, a large holiday home near Montepulciano, enjoys a hilltop position overlooking the medieval town and the Val d'Orcia, offering stunning views.
This 450 square metre, two-level property sleeps up to 16 guests in seven en-suite bedrooms, and boasts two kitchens, multiple living areas, a private mini-pool with hydromassage, and a large garden with dining areas; optional chef service is available.

Podere Le Pozze, a large villa in Sinalunga, Tuscany, is located 23 kilometres from Montepulciano Terme and 39 kilometres from Piazza Grande.
This seven-bedroom, seven-bathroom property boasts 430 square metres of space, accommodating up to 26 guests, and features a private swimming pool, jacuzzi, and extensive gardens with barbecue facilities, a billiards table, and free Wi-Fi and parking.

Agriturismo Raggio di Sole, near Montepulciano, is conveniently located 5.5km from Montepulciano Terme and 48km from Mount Amiata, offering easy access to Tuscan attractions.
This family-friendly property boasts a seasonal outdoor pool, jacuzzi, and barbecue facilities, alongside well-equipped kitchens and free Wi-Fi in each self-catering unit, perfect for a relaxing Tuscan getaway.

This expansive villa is located in a district of Montepulciano providing easy access to the town's historic centre, a UNESCO World Heritage site renowned for its Renaissance architecture.
Offering accommodation for up to 14 guests, this property features seven bedrooms, multiple well-equipped kitchens including one with seating for 20, a swimming pool, Jacuzzi, air conditioning, and WIFI throughout, with six bedrooms boasting ensuite bathrooms and several with whirlpool bathtubs.