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Italy

We found 28 CoolStays for you.
Use the filters to narrow your selection.
Ordered by: Recommended.

Italy
Umbria
Tuscany
Puglia
Sicily
Sardinia
Amalfi Coast
Italian Lakes
Rome

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

  • Sleeps: 29
  • Bedrooms: 15

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

  • Sleeps: 9
  • Bedrooms: 3

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

  • Sleeps: 10
  • Bedrooms: 4

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

Three family-friendly apartments in Italy’s lush Umbrian landscape, packed with enchanting play areas for kids of all ages….

  • Sleeps: 4-5 per apartment
  • Bedrooms: 2 per apartment

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

  • 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

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

  • Sleeps: 14
  • Bedrooms: 8

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

  • Sleeps: 2-4
  • Bedrooms: 2

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

  • Sleeps: 6
  • Bedrooms: 3

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

  • Boutique Hotel with 6 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.

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.

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

  • Boutique Hotel with 6 rooms.

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

  • Sleeps: 12
  • Bedrooms: 6

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

  • Boutique Hotel with 4 rooms.

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

  • Boutique Hotel with 8 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.

Stunning boutique apartments in a breathtaking Tuscan vineyard setting with wonderful views.

  • Sleeps: 2-6
  • Bedrooms: 10

A quirky B&B in a medieval Umbrian village, where themed rooms look out over the majestic Italian landscapes…

  • Sleeps: 20
  • Bedrooms: 8

A restored 13th-century monastery in breathtaking Umbria, now with 7 glorious apartments, a pool and more

  • Sleeps: 30
  • Bedrooms: 9

A luxurious and romantic getaway on the Sorrento coast, with a private terrace, sea view and a beautiful shared pool.

  • Sleeps: 4
  • Bedrooms: 1

Enjoy sea views from this stylish apartment in the centre of Sorrento, the perfect base for exploring the Amalfi Coast.

  • Sleeps: 7
  • Bedrooms: 3

17th century mansion in the Italian Lakes, recently renovated to inject luxury and technology while maintaining all the period architectural details, with stunning results.

  • Sleeps: 8
  • Bedrooms: 4

A designer hotel in the centre of ancient Rome that blends its endless loves of the arts with an ageing grandeur…

  • Boutique Hotel with 10 rooms.

Stylish in the city; these selection of rooms and apartments in central Rome have it all, including chic furniture, wide windows to let in all the light and huge, comfortable beds.

  • Boutique Hotel with 9 rooms.

A hillside rural retreat with a stunning pool in the Umbrian countryside in Italy.

  • Sleeps: 12
  • Bedrooms: 6
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