Seaside Rentals in Cortona

Chianti Castle

• 7 guests

• 4 bedrooms

Gaiole in Chianti, Siena

High on a Tuscan hillside, this enchanting castle retreat offers jaw-dropping views across Chianti’s rolling vineyards and olive groves. Surrounded by nature and centuries of history, it’s a place to slow down, sip local wine produced at the home, and savour the peace.

Tartufo Bianco

• 8 guests

• 4 bedrooms

Cagli, Pesaro and Urbino

With white marble, dark stained woods, and rough-hewn stone, this villa feels like an extension of the Italian hillside rather than anything made by man. Overlooking the countryside of the quiet province of Pesaro and Urbino, this home is made for relaxation; float in the crystal waters of the pool, swing in the huge hammock on the deck while the kids entertain themselves in the little playhouse, and admire the panoramic views of the poplars, cypresses and oaks that surround the home.

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.