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We found 24 CoolStays for you.Use the filters to narrow your selection.Ordered by: Recommended.
Surrounded by vineyards, in the heart of Tuscany, this is the Italian escape you’ve been looking for.
Gorgeous Tuscan Farmhouse with a sparkling infinity pool that offers stunning views of the Carrara Mountains whilst you swim
Beautiful 5-bedroom villa in the Perugian hills, with outdoor pool and stunning gardens – the perfect place to experience the wonder of rural Italy
Hang out with the artists in residence on this spectacular Tuscan estate.
Rustic-chic Italian farmhouse with breath-taking views over the Tuscan hills.
Grand, striking Tuscan home built into ancient City walls; incredibly authentic; irresistibly unique.
Lovingly restored 11th century church and 18th century farmhouse set in rich Umbrian countryside
A secluded 600 year old farmhouse that has beautifully restored in the heart of the Umbrian countryside.
Gorgeous triple-cone trullo in the heart of Puglia, Southern Italy – designer style, rustic character, true relaxation
Beautiful rural views await at this restored country house in Italy’s lush Umbrian hills.
Overlooking the historic Sardinian village of Bitti, extra-special Su Lithu is a charming poolside retreat with fine local cuisine and captivating views
Beautifully styled boutique hotel right on Venice’s grand canal – live an opulent Art Deco lifestyle within minutes of the sights
A boutique bed & breakfast in the heart of rural Sardinia that captures the romance of a bygone era…
A stunning renovation of an 1850s Sardinian lighthouse, now offering boutique Mediterranean living on the island’s southern coast
Delightful guesthouse overlooking the protected Ispica valley and necropolis of Calicantone, Casa al Castello is exclusive and fascinating.
A 16th century palazzo in the centre of Renaissance Florence, with three bohemian suites just moments from the Duomo…
A boutique Sicilian hotel on the dramatic Mt Etna slopes, with chic-rustic interiors and a rich, local heritage…
Take a step back and live for the moment at this boutique farm hotel in rural Tuscany….
A beautiful Italian casa in the serene Umbrian mountains, where panoramic views look down over the valleys...
Über stylish trullo with Eastern-influenced decor and lush gardens, perfect for a romantic and relaxing holiday.
Elegant farmhouse. The essence of authentic rural Italy. A perfect base for an inspiring cultural treat.
Delightful former farm house in a stunning location with spectacular views across the rolling Niccone valley and towards Tuscany
Character filled property that is one half deconsecrated church, half ancient watch tower and completely inspiring
Three rustic cool villas with jaw dropping views of Umbria - Perfect to explore Italy’s beautiful cultural soul.