Rent Luxury Self-Catering Apartments in San Gimignano

A Glass Of Chianti

• 2 guests

• 1 bedrooms

Montespertoli, Florence

This apartment shares its location with a family-run farm in pretty Montespertoli. The family produces wine and olive oil from a picturesque spot amid the gentle Chianti hills, surrounded by vineyards, olive groves and woods – it’s delightfully rustic.

The Hillside Escape

• 13 guests

• 5 bedrooms

Montespertoli, Florence

The sprawling grounds of this Tuscan villa are home to woodland walks where you can spot birds, a big private pool for cooling dips and lots of different places to dine and unwind out in nature. Inside, the traditional decor won’t be for everyone – the kitchen feels a little dated, but it’s got everything you need for big group meals, and the ramshackle collection of sofas and armchairs is homely.

Medieval Lullabies

• 8 guests

• 3 bedrooms

Torri, Poggibonsi

Situated in a small complex amid the Tuscan countryside, this pet-friendly home centres around a 13th-century tower. With a grand fireplace and stone arches awaiting inside, there's no better base for a fairytale holiday.