Rent Luxury Holiday Cottages in Umbria

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.

I Dream of Chianti

• 10 guests

• 5 bedrooms

Gaiole in Chianti, Siena

This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table-football set, and a children's playground to keep little ones busy and a private secluded pool and sauna for some adult relaxation time.

The Magic Valley

• 43 guests

• 18 bedrooms

Poggibonsi, Siena

Clustered together to form its own little village, this holiday hamlet gives you access to eight homes so that large groups can be broken up into smaller parties for Tuscan weddings or big family reunions in a picturesque location. Each one of these homes has been lovingly restored and features a unique blend of rustic charm and modern touches to make it feel comfortable and homely.