Tuscan Cypresses
10 guests
7 bedrooms
Castelnuovo Berardenga, Siena
Nestled amid the rolling hills and vineyards of Tuscany, this beautiful home is a tranquil escape perfect for families and groups of friends. It’s spread between a cottage and three apartments, so couples and small groups can enjoy their privacy – when they’re not dining together outside or admiring the views from the private pool.
Landscape Artist
6 guests
2 bedrooms
Monteroni d'Arbia, Siena
In years gone by, this building in the countryside surrounding Siena was a farmhouse. Today, however, those paying a visit to the address will find a really rather dreamy Tuscan getaway.
Chianti Belle
8 guests
4 bedrooms
Gaiole in Chianti, Siena
This 17th-century villa in the heart of the Chianti countryside offers far-reaching views across the vineyards and olive groves out to Siena. You're within walking distance of Lecchi, as well as being a fifteen-minute drive from Radda in Chianti for dreamy day trips exploring the region.
Chianti Sunset
10 guests
5 bedrooms
Radda in Chianti, Tuscany
Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here.
Explore the 3848 most perfect homes in our collection
Are you hoping for a stay in one of the best holiday homes with staff in Siena, Tuscany, Italy? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Siena, Tuscany, Italy as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.
