Book Luxury Holiday Rentals in Montepulciano

Il Doppio

• 6 guests

• 6 bedrooms

Montepulciano, Siena

There's nothing more magical and romantic than the sight of an ancient hilltop Tuscan town, surrounded by rolling hills and cypress trees, and here it's what you'll be waking up to each morning. Set just outside the walls of Montepulciano, surrounded by vineyards and olive trees, this traditional farmhouse has been lovingly modernised by your host to create a perfect, authentic experience of life in this beautiful region.

Tuscan White

• 6 guests

• 3 bedrooms

Torrita di Siena, Siena

Situated on a private resort, this villa drops you in the heart of the Tuscan countryside to indulge in pure rest and relaxation. Set over two floors, there’s plenty of space for guests to spread out, plus an inviting private terrace to soak up the rural vistas.

Sunflower Sunset

• 8 guests

• 4 bedrooms

Pienza, Siena

In the heart of the Val d'Orcia, this villa offers sweeping views as far as the eye can see. Montepulciano, San Quirico d'Orcia, and Seina further afield are all within driving distance – and all make great options for days out and about in the countryside.