Book Luxury Holiday Rentals in Pienza

The Maestro's Retreat

• 2 guests

• 1 bedrooms

San Quirico d'Orcia, Siena

Located in the heart of San Quirico d'Orcia, this apartment has romance written all over it. Inside, the Tuscan character beckons you to cosy up with your loved one after exploring the town's historic squares and local eateries.

Tuscan Sweet

• 4 guests

• 2 bedrooms

Torrita di Siena, Siena

This apartment near Torrita di Siena has lovely views over this little slice of Tuscany from the terrace – perfect for alfresco meals. Or have a stroll through the communal gardens to the shared swimming pool.

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.