The Main Event
10 guests
5 bedrooms
Metelliano, Cortona
Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arrival, you’ll want to pause to admire the unique charm of this setting.
Wrapped in Jasmine & Aloe
12 guests
6 bedrooms
Castiglion Fiorentino, Arezzo
Nestled quietly in the countryside, this beautiful home will enchant you from the moment you first set eyes on it. With views over the Val di Chiana and Cortona, this home has it all – stunning stonework, exposed beams, comfortable furnishings and rich gardens.
The Vine Song
8 guests
4 bedrooms
Castelnuovo Berardenga, Siena
Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding.
Hillside Splendour
20 guests
10 bedrooms
San Giovanni del Pantano, Perugia
Originally a castle with an adjoining 11th-century church adorned with frescoes, this grand home is perfect for weddings and special celebrations. Set on a renowned estate, there are stunning views of the Umbrian hills and vineyards from the gardens, alfresco dining areas and the heated infinity pool.
Explore the 432 most perfect homes in our collection
A handpicked selection of the best luxury homes in Cortona, Arezzo, Tuscany, Italy, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.
