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Italy

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.

  • Sleeps: 2-6
  • Bedrooms: 10

Gorgeous Tuscan Farmhouse with a sparkling infinity pool that offers stunning views of the Carrara Mountains whilst you swim

  • Sleeps: 10
  • Bedrooms: 5

Beautiful 5-bedroom villa in the Perugian hills, with outdoor pool and stunning gardens – the perfect place to experience the wonder of rural Italy

  • Sleeps: 12
  • Bedrooms: 5

Hang out with the artists in residence on this spectacular Tuscan estate.

  • Sleeps: 29
  • Bedrooms: 15

Rustic-chic Italian farmhouse with breath-taking views over the Tuscan hills.

  • Sleeps: 10
  • Bedrooms: 5

Grand, striking Tuscan home built into ancient City walls; incredibly authentic; irresistibly unique.

  • Sleeps: 8
  • Bedrooms: 5

Lovingly restored 11th century church and 18th century farmhouse set in rich Umbrian countryside

  • Sleeps: 14
  • Bedrooms: 8

A secluded 600 year old farmhouse that has beautifully restored in the heart of the Umbrian countryside.

  • Sleeps: 12
  • Bedrooms: 6

Gorgeous triple-cone trullo in the heart of Puglia, Southern Italy – designer style, rustic character, true relaxation

  • Sleeps: 9
  • Bedrooms: 3

Beautiful rural views await at this restored country house in Italy’s lush Umbrian hills.

  • Sleeps: 6
  • Bedrooms: 3

Overlooking the historic Sardinian village of Bitti, extra-special Su Lithu is a charming poolside retreat with fine local cuisine and captivating views

  • Boutique Hotel with 18 rooms.

Beautifully styled boutique hotel right on Venice’s grand canal – live an opulent Art Deco lifestyle within minutes of the sights

  • Boutique Hotel with 18 rooms.

A boutique bed & breakfast in the heart of rural Sardinia that captures the romance of a bygone era…

  • Boutique Hotel with 4 rooms.

A stunning renovation of an 1850s Sardinian lighthouse, now offering boutique Mediterranean living on the island’s southern coast

  • Boutique Hotel with 6 rooms.

Delightful guesthouse overlooking the protected Ispica valley and necropolis of Calicantone, Casa al Castello is exclusive and fascinating.

  • Boutique Hotel with 6 rooms.

A 16th century palazzo in the centre of Renaissance Florence, with three bohemian suites just moments from the Duomo…

  • Boutique Hotel with 3 rooms.

A boutique Sicilian hotel on the dramatic Mt Etna slopes, with chic-rustic interiors and a rich, local heritage…

  • Boutique Hotel with 8 rooms.

Take a step back and live for the moment at this boutique farm hotel in rural Tuscany….

  • Boutique Hotel with 8 rooms.

A beautiful Italian casa in the serene Umbrian mountains, where panoramic views look down over the valleys...

  • Sleeps: 10
  • Bedrooms: 5

Über stylish trullo with Eastern-influenced decor and lush gardens, perfect for a romantic and relaxing holiday.

  • Sleeps: 6
  • Bedrooms: 2

Elegant farmhouse. The essence of authentic rural Italy. A perfect base for an inspiring cultural treat.

  • Sleeps: 4
  • Bedrooms: 2

Delightful former farm house in a stunning location with spectacular views across the rolling Niccone valley and towards Tuscany

  • Sleeps: 8
  • Bedrooms: 4

Character filled property that is one half deconsecrated church, half ancient watch tower and completely inspiring

  • Sleeps: 8
  • Bedrooms: 3

Three rustic cool villas with jaw dropping views of Umbria - Perfect to explore Italy’s beautiful cultural soul.

  • Sleeps: 2-4
  • Bedrooms: 1-2
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