Search Montepulciano villas and holiday homes

Terra Antica Apartments - La Fornace is a farm stay located just 13.5 km from Montepulciano Terme and 29 km from Bagno Vignoni, offering a peaceful escape in the Tuscan countryside. It has excellent user, location and cleanliness ratings.
The apartments are spacious and well-equipped, with air conditioning, a seating area, a flat-screen TV, a fully equipped kitchen, a dining area, a safety deposit box, and a private bathroom. Guests can enjoy a private pool, a sun terrace, free Wi-Fi, free parking and bicycle rental.

Masseria del Bosco Palazzone, near Chianciano Terme, offers a peaceful countryside escape, 13km from Montepulciano Terme and 19km from both Bagno Vignoni and Bagni San Filippo, with stunning garden and mountain views.
This self-catering farmhouse provides guests with a swimming pool, free Wi-Fi, private parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher; barbecue facilities are also available for outdoor dining.

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.

Villa Bene, a luxurious 12-bedroom property, is situated in the countryside between Val di Chiana and Val d'Orcia, 3km from Montepulciano's historic centre and close to Pienza.
This large holiday home boasts a private wellness centre with an indoor heated pool, jacuzzi, and sauna, plus a 1.5km private trail, access to Villa Treci's park, and offers daily breakfast and optional chef-prepared meals.

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.

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.

Villa Cicolina, near Montepulciano in the Tuscan countryside, offers a luxurious stay within easy reach of the town's attractions.
This 18th-century villa and its two annexes provide spacious accommodation for up to 24 guests across 12 bedrooms and 11 bathrooms, boasting a private pool with hydromassage, a professional kitchen, and three self-contained apartments with kitchenettes and fireplaces.

This self-catering apartment near Montepulciano, Tuscany, is located a 3.2km drive from the historic centre, offering a tranquil setting amidst olive groves and vineyards.
The single-storey property sleeps four, boasts a private terrace, garden, swimming pool with hydromassage, and fully equipped kitchen, plus parking and the option to book the entire villa.

This charming self-catering cottage is located in Torrita di Siena, just a short drive from the Val di Chiana and within a 15-minute drive of The Saints Peter and Andrew Church and the Monastery of Sant'Anna in Camprena, offering a tranquil escape in the heart of Tuscany. The property has received excellent reviews from previous guests, highlighting its peaceful setting and authentic rural charm.
The cottage spans 90 square metres and comprises two bedrooms and one bathroom, providing comfortable accommodation for a small family or group of friends. Guests can enjoy access to a private terrace or balcony, a swimming pool, and barbecue facilities, as well as a fully equipped kitchen with a fridge and microwave oven.

Villa Salice, a spacious 240 square metre property, is located in Nottola, 48 kilometres from Piazza Grande and 24 kilometres from Bagno Vignoni, offering ample room for up to 19 guests with five bedrooms and four bathrooms. This villa boasts a seasonal swimming pool, a garden, a terrace with pool views, air conditioning, complimentary WiFi, and private parking with an electric vehicle charging station, making it ideal for families and groups seeking a comfortable stay in the Montepulciano region.

Villa Oliveta, in Torrita di Siena, boasts stunning views of Montepulciano and is situated 16km from Montepulciano Terme and 26km from Bagno Vignoni.
This 130 square metre property offers three bedrooms, three bathrooms, and sleeps six guests, featuring a fully equipped kitchen with dishwasher, private garden, parking, and a fireplace.

This three-story townhouse in Montefollonico, a hilltop village near Montepulciano and Pienza (both approximately 24km away), offers a convenient base for exploring the Tuscan countryside and is a short drive from Torrita di Siena.
The property features two bathrooms, sleeps six guests in two air-conditioned bedrooms (one adaptable to a queen or twin), a fully equipped kitchen, and two private entrances, plus free parking nearby.

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.

La Maison de Elena Tuscany is a villa situated 2.9 miles from Montepulciano Terme and 12 miles from Bagno Vignoni, offering a peaceful retreat in the Tuscan countryside. The property boasts excellent user and cleanliness ratings, with a good location rating.
This one-bedroom villa provides 100 square metres of space, comfortably accommodating up to four guests. The villa features a fully equipped kitchen, a private hot tub, a terrace with garden views, and access to a spa, barbecue facilities, and a peaceful garden.

This spacious six-bedroom villa in Montepulciano is situated just 2km from the Val di Chiana and Triacca Winery, and 5km from San Biagio and Torre del Pulcinella, offering easy access to both wine tasting and historical sites.
The 400 square metre property boasts six bathrooms, sleeps twelve guests, and includes a private pool, jacuzzi, sauna, and fully equipped kitchen; on-site amenities ensure a relaxing stay.

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.