Villas and Holiday Homes in Siena

Located just three kilometres from Siena's historic centre, this luxury villa offers secluded Tuscan countryside living with breathtaking panoramic views of the surrounding landscape.
This expansive 340 square metre holiday home accommodates up to 16 guests with 8 bedrooms and 8 bathrooms, featuring an infinity pool, wellness area with whirlpool and sauna, and extensive estate grounds with olive groves and vineyards.

Set within a vast 460-hectare estate near Castellina in Chianti, this secluded villa offers unparalleled privacy and expansive panoramic views across the Tuscan countryside.
This restored farmhouse, featuring 5 bedrooms and 5 bathrooms for up to 10 guests, boasts a private, enclosed swimming pool (7x14m) with an al fresco dining area and barbecue, alongside central heating and air conditioning for year-round comfort, with optional services including a cook and wine tasting available.

Agriturismo La Grotta di Montecchino is located in the Tuscan countryside, 5-6 km from Siena and 2-3 km from the nearest town, offering a peaceful retreat with easy access to regional attractions and tennis courts just 300 meters away. This 60 square meter house, accommodating up to 4 guests in 2 bedrooms and 1 bathroom, features a shared swimming pool, garden with furniture and BBQ facilities, and a kitchen with a freezer, providing an authentic Tuscan experience.

Villa Larniano, a spacious 5-bedroom villa, is located in Siena, approximately 8.7 kilometres from Piazza del Campo and 48.3 kilometres from Piazza Matteotti, with Florence Airport 82.1 kilometres away.
This family-friendly holiday home boasts 510 square meters of floor area, featuring three living rooms, a private garden with a fenced swimming pool, a patio with barbecue facilities, a pool table, and complimentary WiFi and parking.

Chiara Luxury Country Home is located in Monteriggioni, 5 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti.
This spacious 6-bedroom villa offers a private outdoor swimming pool, jacuzzi, spa, fitness centre, and a garden, alongside a fully equipped kitchen and air conditioning, ensuring a luxurious stay for families and groups.

Located 8.5 kilometers from Siena's historic centre, this spacious villa offers a tranquil retreat with Piazza del Campo 5.7 miles away and key attractions like Palazzo Chigi-Saracini and the National Museum of Etruscan Archaeology within 3.8 miles.
This welcoming holiday home boasts a generous 180 square meters of living space, featuring 4 bedrooms, a living room, a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, and a garden, alongside complimentary WiFi and private parking, with accessibility features for disabled guests and a children's playground.

Secluded in the renowned Chianti region, this villa is located in Castellina in Chianti, 16 kilometres from Piazza del Campo and 29 kilometres from Piazza Matteotti, with Florence Airport 59 kilometres away.
This holiday home offers a private pool, hot tub, tennis court, and barbecue facilities, alongside a fully equipped kitchen and patio, with cycling and hiking opportunities nearby.

Located in a peaceful residential area on the outskirts of Siena, Casa Loren offers easy access to the city's historic centre, just a 10-kilometre drive away, and is conveniently situated for professionals working at the GSK plant in Rosia, a 15-kilometre journey. This welcoming villa rental, perfect for up to 4 guests, boasts a spacious living area with a sofa bed, a well-equipped kitchen featuring a fridge, freezer, microwave, and dishwasher, a double bedroom, and a bathroom with a shower, all complemented by a garden and excellent user ratings for cleanliness and location.

Located 8.5 kilometres from Siena's Piazza del Campo, Villa Santa Virginia offers a secluded retreat with convenient access to local attractions.
This spacious 6-bedroom villa rental boasts a private fenced pool, solarium, and open-air bath, alongside a fully equipped kitchen and barbecue facilities, making it a perfect holiday home for families and groups.

Offering breathtaking views of Siena's rooftops and the Torre del Mangia, this exclusive 120 sqm apartment is situated in the city centre.
This family-friendly villa rental accommodates up to 6 guests across three bedrooms and three bathrooms, featuring powerful air conditioning and high-speed Wi-Fi throughout.

Offering a tranquil escape, this chalet is situated in Siena, 3.7 miles from Piazza del Campo and 2.4 miles from Palazzo Chigi-Saracini, providing a peaceful base for exploring the region's historical sites.
This family-friendly holiday home, covering 45 square meters, accommodates up to 7 guests with its 1 bedroom, living room sofa bed, and features a well-equipped kitchenette, air conditioning, and a washing machine, alongside streaming services for entertainment.

Located in a rural setting outside Siena, this villa offers panoramic Tuscan countryside views and convenient on-site parking.
This 60 sqm, 2-bedroom holiday home accommodates up to 4 guests, featuring air conditioning, free Wi-Fi, a well-equipped kitchen, and a covered terrace with a garden and barbecue.

Located on the northern outskirts of Siena, Cottage La Vita offers convenient access to Chianti hill towns, with Castellina in Chianti just 20 kilometres away and San Gimignano 30 kilometres distant.
This welcoming villa rental boasts two suites, a private swimming pool and hot tub, and a generous outdoor dining area, perfect for exploring the Sienese hills and enjoying fresh fruit from the property's trees.

Perched in the picturesque village of Pianella within the renowned Chianti Classico region, this 18th-century Tuscan retreat is a former residence of a Florentine fashion dynasty, offering an elegant blend of historical charm and modern luxury just a short distance from Siena and Florence.
This exclusive villa rental, boasting 5 bedrooms and accommodating up to 14 guests, features air conditioning, a swimming pool, Jacuzzi, and a garden, providing a welcoming base for exploring the surrounding vineyards and cultural landmarks.

Villa Canina, an 18th-century farmhouse located in the Crete region, is precisely situated 12 kilometres from Siena along the historic Via Francigena.
This spacious 200 sqm villa rental offers exclusive use of its grounds, featuring two private suites, a semi-professional kitchen, a monumental fireplace, a large courtyard with a garden, and on-request facilities for cyclists and motorcyclists exploring the 'Strade Bianche dell'Eroica'.

Located in Colle Malamerenda, this welcoming villa is 10.9 kilometres from Piazza del Campo and 48.3 kilometres from Piazza Matteotti, offering a tranquil escape for 5 guests.
This 78 square metre holiday home boasts air conditioning, a kitchen with a fridge, a Jacuzzi, and a garden with barbecue facilities, providing a comfortable and well-equipped base for exploring the surrounding area with walking tours available nearby.