Villas and Holiday Homes in Siena

Set within the Chianti Classico region, this authentic Tuscan stone farmhouse offers stunning countryside views and is conveniently located approximately 30 kilometres from Siena, 50 kilometres from Volterra, and 60 kilometres from Florence.
This expansive villa rental, covering 139 square meters, accommodates up to 16 guests across 9 bedrooms and 6 bathrooms, boasting a private swimming pool, garden, and an on-site SPA facility with a sauna and Turkish bath available at an additional cost, alongside opportunities for wine tastings and vineyard tours.

Situated in Siena's most ancient district, this apartment is just a few minutes' walk from the iconic Duomo and the famous Piazza del Campo, offering prime access to historical sites.
This welcoming apartment sleeps up to 4 guests, featuring a well-equipped kitchen and secure garage facilities, with assistance available for navigating the ZTL for car arrivals, providing a convenient base for exploring this Tuscan gem which is not a typical holiday home.

Centrally located in Siena's historic centre, Casa Pittori is situated directly opposite the House of Santa Caterina and just 200 meters from Piazza San Domenico, offering views of the Duomo and Torre del Mangia.
This recently renovated 1-bedroom apartment, ideal for up to 4 guests, features an open-plan living area with a sofa bed, a fully equipped kitchen including a dishwasher and washer-dryer, and a bathroom with a spacious shower, providing an excellent base for exploring Siena, much like a convenient villa rental.

Located in Castelnuovo Berardenga, this villa is just a 10-minute drive from the historic city of Siena, offering a prime Tuscan base for exploration.
This welcoming 90 square metre holiday home accommodates up to 4 guests in 2 bedrooms, boasting amenities such as Wi-Fi, a dishwasher, and access to shared gardens with a swimming pool and barbecue, with truffle hunting and riding lessons available locally.

Perfectly situated for exploring Siena's historic centre, this spacious 3-bedroom villa rental is located 3.6 kilometres from Palazzo Chigi-Saracini and 4.7 kilometres from Piazza del Campo.
This allergy-free, non-smoking holiday home accommodates up to 14 guests across 130 square meters, featuring air conditioning, a fully equipped kitchen with a fridge and dishwasher, complimentary WiFi, a garden, and a terrace for your enjoyment.

Centrally located in Siena, this welcoming villa offers a tranquil retreat with stunning views of the Tuscan hills, situated within easy reach of the city's main attractions.
This holiday home comfortably accommodates up to 7 guests across 3 bedrooms, each with a private bathroom, and features a beautiful garden for a peaceful escape.

Located in the Tuscan countryside, this historic villa offers a journey through time with original frescoes and antique furnishings, situated just 20 kilometres from Siena.
This expansive holiday home boasts ten bedrooms and nine bathrooms, a private pool with views of Siena, extensive Italian and French gardens, and ample parking, accommodating up to 16 guests.

Located in Siena's historic centre, this elegant Liberty style villa offers immediate access to key sights, situated directly opposite a public paid parking facility.
This welcoming villa rental accommodates up to 6 guests across two bedrooms and two bathrooms, featuring air conditioning, a private terrace, and a spacious living area for a comfortable stay.

Casa Monelli, a welcoming holiday home in Siena, is located a 9-minute walk from Piazza del Campo and a 12-minute walk from San Cristoforo Church, with Siena Train Station 5.8 kilometres away.
This 50 square meter house offers accommodation for up to 5 guests, featuring 1 bedroom, a living room, 1 bathroom, and a fully equipped kitchen with a dishwasher and microwave, all complemented by free WiFi.

Located in Castelnuovo Berardenga, Villa Nero Scopeti offers unparalleled panoramic views of Siena, including the Torre del Mangia and Siena Cathedral, from this historic estate formerly owned by the noble Sozzini family.
This expansive villa rental boasts 5400 square meters of floor area, accommodating up to 100 guests across 49 elegantly appointed rooms and suites, featuring a wellness centre with sauna and Turkish bath, and offering exclusive experiences such as private dining with a starred chef and bespoke Tuscan cooking classes.

Podere Piazza Casa dell'Arcivescovo is a welcoming villa situated in Siena, just 2.6 kilometres from Piazza del Campo and Palazzo Chigi-Saracini, offering free private parking and complimentary WiFi.
This expansive holiday home, covering 105 square metres, accommodates up to seven guests with three bedrooms and features a fully equipped kitchen, a private patio, a garden with outdoor dining and barbecue facilities, and play equipment for families, alongside opportunities for local cycling activities.

Just 9.8 kilometres from Siena's Piazza del Campo and San Cristoforo Church, this expansive villa offers a luxurious Tuscan escape with exceptional ratings for location, cleanliness, and user experience.
This 280 square metre holiday home boasts five bedrooms, a well-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a bar, and a tennis court, alongside on-site activities like table tennis and fitness classes, with free private parking and WiFi included.

Villa Giusterna, an 18th-century villa, is strategically positioned in the Tuscan hills near Monteroni d'Arbia, offering easy access to Siena and Florence.
This expansive holiday home accommodates 16 guests across 8 en-suite bedrooms, featuring a magnificent terrace, a park of 800 square meters, and a large room suitable for therapeutic groups and corporate events.

Located in Monteriggioni, this agriturismo is conveniently situated within walking distance of public transport and offers easy access to local wineries such as Casalvento's Wines and Terra di Seta, as well as attractions like Frateria di Padre Eligio and Siena Circuit.
This 55 square meter farm stay offers accommodation for up to 3 guests with 1 bedroom and 1 bathroom, featuring a seasonal swimming pool, garden, barbecue facilities, air conditioning, and on-site production of local products including saffron, olive oil, and wine, alongside two dedicated parking spaces.

Set within a 340-acre wine estate in the Sienese countryside, this villa is located just 6 kilometres from Siena's historic city centre, offering an authentic Tuscan experience with stunning views of the Sienese hills and iconic towers.
This spacious 400 square meter holiday home, accommodating up to 10 guests, features 4 bedrooms and 4 bathrooms, with exclusive use of a shared swimming pool from May to September and opportunities for wine tastings, horse riding, and truffle hunting on the estate.

Located in San Sano, Celle di Lecchi Padronale is approximately 25.7 kilometres from Piazza del Campo and Piazza Matteotti, offering a tranquil retreat in the Tuscan countryside.
This expansive 200 square metre villa rental boasts 2 bedrooms, 3 bathrooms, and sleeps up to 17 guests, featuring a fully equipped kitchen, a swimming pool, a terrace with garden views, and complimentary private parking with free WiFi, making it an ideal holiday home for exploring the Gaiole in Chianti region.

Offering a picturesque countryside setting in the renowned Chianti wine region, this expansive villa is located 4 kilometers from the nearest town with amenities and 10 kilometers from Siena.
This welcoming villa rental provides comfortable accommodation for up to 14 guests, featuring seven bedrooms, five bathrooms, a private pool, expansive gardens, air conditioning, and high-speed internet, with staff and a chef included for a luxurious stay.

Set in the Sienese Chianti region near Castelnuovo Berardenga, this villa offers an idyllic location surrounded by vineyards, directly on the famous L'Eroica cycling and hiking trail, and within a 40-minute drive of Siena.
This spacious holiday home, covering 160 square meters and accommodating up to 10 guests, features a private pool, a substantial 360 square meter terrace, a games room with billiards and table tennis, and barbecue facilities, with bicycles available for rent.

Set within a 340-acre family-run wine estate, this villa offers an authentic Tuscan countryside experience, conveniently located just 20 minutes by car from Siena's historic city centre and its iconic Piazza del Campo.
This spacious 330 sqm country house, accommodating up to 8 guests plus 2 children, boasts a large living room with a fireplace, a reading area with a ping-pong table, and access to a shared swimming pool, with on-site activities including wine tastings and truffle hunting.

Located in Vico d'Arbia, this villa offers stunning panoramic views from its position on a hill, just 10 kilometres from Siena and easily accessible to Florence and the coast.
This exclusive holiday home, a renovated former stable, boasts 300 square metres of living space, accommodating up to 8 guests across 4 bedrooms and 3 bathrooms, and features air conditioning, a fully equipped kitchen, and access to an outdoor swimming pool from May to October.