Villas and Vacation Homes in Siena

Chiara Luxury Country Home is located in Monteriggioni, a historic walled village, offering convenient access to Siena's Piazza del Campo, just 3.1 miles away, and Piazza Matteotti, 23 miles away.
This spacious 6-bedroom villa features air conditioning, a private swimming pool, jacuzzi, fitness center, and a garden, making it an ideal holiday home for families and groups seeking luxury amenities and ample space.

Located 10 miles from Piazza del Campo in Castellina in Chianti, this country villa is also 18 miles from Piazza Matteotti and 37 miles from Florence Airport.
This welcoming 2-bedroom holiday home offers a private patio with barbecue, an outdoor bath, a pool with hot tub, and an on-site tennis court, perfect for outdoor adventures and relaxation.

Located in Sant'Andrea a Montecchio, this villa is 3.7 miles from the National Museum of Etruscan Archaeology and 5.6 miles from Piazza del Campo in Siena.
This holiday home features 2 bedrooms, 1 bathroom, and a guest capacity of 7, offering a garden, pool, and barbecue facilities for outdoor enjoyment.

Strategically located in a quiet residential area, this house is a 15-20 minute walk or short bus ride from Siena's historic center, offering convenient access to its attractions and excellent transport links for day trips to Florence and Arezzo, with ample free street parking or nearby Palasport parking.
This welcoming 968 sq ft holiday home, featuring a spacious 753 sq ft terrace, comfortably accommodates up to 4 guests with 2 air-conditioned bedrooms, 1 bathroom, and a fully equipped kitchen including a dishwasher and microwave, making it an ideal base for exploring Siena and the Tuscan countryside.

Located in Castelnuovo Berardenga, this guesthouse offers panoramic views of the Siena Hills and is situated 7.5 miles from the renowned Piazza del Campo and 28 miles from Piazza Matteotti.
This 750 square foot villa accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen, WiFi, and access to an outdoor swimming pool, making it an ideal holiday home for exploring the Tuscan countryside.

Agriturismo La Grotta di Montecchino is ideally located in the Tuscan countryside, just 3-4 miles from Siena's historic center and 1-2 miles from the nearest town with bus service.
This welcoming 650 sq ft house accommodates up to 4 guests, offering 2 bedrooms and 1 bathroom, with a shared swimming pool and garden, perfect for exploring nearby horseback riding and tennis facilities.

Villa Nero Scopeti, a historic estate in Castelnuovo Berardenga, offers unparalleled views of Siena, including the Torre del Mangia and Siena Cathedral, and is situated a short distance from the city.
This luxurious villa spans over 58,130 square feet, featuring 49 bedrooms and 49 bathrooms to accommodate up to 100 guests, with amenities such as a private pool, spa, fitness center, and extensive grounds for exclusive events and bespoke experiences.

Villa Raggio di Luce Stigliano is located in Stigliano, 10 miles from the National Museum of Etruscan Archaeology and 11 miles from Piazza del Campo.
This spacious 5170 sq ft villa accommodates up to 21 guests with 4 bedrooms and 4 bathrooms, offering a private pool, garden, sauna, spa, and on-site bar.

Accommodation for up to 4 people with an excellent rating of 100% based on 3 reviews. You will be based in Siena.
Services and facilities include free parking, an iron and a kitchen. Pets are welcome in this accommodation.

Located in Murlo, this holiday home offers convenient access to Siena's historical sites, with Piazza del Campo and Siena Train Station 16 miles away.
This welcoming 1-bedroom villa, accommodating up to 4 guests, features a fully equipped kitchen with a dishwasher and microwave, complimentary Wi-Fi, and a garden for relaxation.

Villa Cucule offers a spacious country house escape just 6.2 miles from Siena's Piazza del Campo and 30 miles from Piazza Matteotti, with Florence Airport 52 miles away.
This expansive 3770 sq ft holiday home features 5 bedrooms, 5 bathrooms, a private fenced swimming pool, outdoor barbecue, and bicycle rentals, providing a welcoming base for exploring the Tuscan countryside.

Located within the Siena District, this farm stay offers a rural escape with proximity to Casalvento's Wines and Terra di Seta for wine enthusiasts, as well as attractions like Mens Sana Basket Siena and the Leonetto Comparini Anatomy Museum.
This welcoming villa, ideal for two families, features self-sufficient upper and ground floor units, traditional Tuscan architecture with exposed wooden beams, and is perfect for outdoor activities like game walks and birdwatching, serving as an excellent base for exploring Tuscany.

This luxurious villa in Siena offers convenient onsite parking and is a short 11-minute drive to Piazza del Campo and 9 minutes to Santa Maria della Scala.
With 6 bedrooms and 6 bathrooms, this expansive holiday home accommodates up to 14 guests and features a full kitchen, air conditioning, WiFi, a swimming pool, and a garden for a comfortable stay.

Farm for 3 guests with an excellent rating of 96% based on 86 reviews. This accommodation is based in Monteroni d'Arbia.
Services and facilities include a washing machine, a freeze and a garden. This accommodation is ideal for families.

Located on an ancient street in Siena's city center, the Santa Caterina House offers an immersive medieval experience directly from your accommodation, positioning you deep within the city's rich history.
This renovated 2-bedroom house accommodates up to 6 guests, featuring a modern kitchen with Tuscan furniture, a bathroom with a large shower, and a living room with ancient arches, providing a comfortable and historic holiday home experience.

Located in Carpineto, a peaceful residential area just a few miles from Siena, this apartment offers an excellent countryside setting with secure, private parking and proximity to essential services.
This welcoming 1-bedroom apartment comfortably accommodates up to 4 guests and features a spacious open-plan living area with a sofa bed, a well-equipped kitchenette, air conditioning, and access to a large garden with beautiful Tuscan countryside views from the balcony.