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Cool Villas

35 CoolStays...

  • Sleeps: 10
  • Bedrooms: 5

"A captivating trullo house set deep in the beautiful Istira Valley with pretty pool and lovely gardens"

Live Calendar
  • Sleeps: 2-6
  • Bedrooms: 10

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

  • Sleeps: 28 (12 in the villa + 16 in the Farmhouse)
  • Bedrooms: 14

"Close to historic Lucca, beautiful Villa Mori is set amid the Tuscan countryside and includes a spa, wine cellar and pool."

Live Calendar
  • Sleeps: 12
  • 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"

  • Boutique Hotel with 6 rooms.

"Escape to the Italian countryside at this Puglian retreat with swimming pool, spa and seductive surroundings... Ocean views included"

  • Sleeps: 12
  • Bedrooms: 6

"An exclusive, sea-front villa on Italy's sun-kissed Puglia coast...just moments from the sparkling sea and a white sandy cove..."

Live Calendar
  • Sleeps: 9
  • Bedrooms: 3

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

Live Calendar
  • Sleeps: 2-8
  • Bedrooms: 1-3 per property
 (1 review)

"Two chic, designer villas in Italy's rich Tuscan landscape, with private pools and stunning country vistas...."

  • Sleeps: 15 adults + 2 babies
  • Bedrooms: 7
Multiple Units Available

"The ultimate family friendly getaway - An authentic, Italian farmhouse in rural Puglia that's just a short drive from the sea..."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

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

Live Calendar
  • Sleeps: 6
  • Bedrooms: 3

"Experience life within the walls of an ancient castle villa, with beautiful gardens, pool and a summer house kitchen."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"Huge swimming pool, fabulous coastal views and a private beach mere moments away, relax an unwind at this spectacular traditional villa near Naples and Pompeii"

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"Escape to the Italian countryside in this stunning 400-year-old converted farmhouse perfect for large groups."

Live Calendar
  • Sleeps: 5
  • Bedrooms: 2

"Make this home in the hills with a view your base for trips to Sorrento, Pompeii and across the Amalfi Coast."

Live Calendar
  • Sleeps: 7
  • Bedrooms: 3

"A gorgeous casa in Positano on the Amalfi coast with inspiring views of the sea and the rugged mountainous coastline"

Live Calendar
  • Sleeps: 19
  • Bedrooms: 7

"Hillside Tuscan Villa with luxury pool and breathtaking views offering a wonderful spot for a break in the sun"

  • Sleeps: 14
  • Bedrooms: 6

"Majestic hillside Tuscan Villa with pool, private gardens, incredible views and stunning original architectural features."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"Get ready to fall in love with the wonders of northern Sicily from this stunning designer villa with ocean-facing terraces, perfect for al fresco living."

  • Sleeps: 18
  • Bedrooms: 8

"This incredible Tuscan villa has huge outdoor spaces, characterful interiors and great facilities - all minutes from Foiano della Chiana."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"Sublime Italian villa sat high up on the hill with heart-stopping coastal views and a fabulous private pool."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Spectacular coastal views, private pool and access to some of Italy's most sought after destinations - Relax and unwind in this stunning cutting edge villa"

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"History and luxury combine at Villa Cretole - a 200-year-old country house that has been renovated to the highest spec."

Live Calendar
  • Sleeps: 11
  • Bedrooms: 3

"Luxurious villa with pool overlooking the breathtaking Tuscan landscape offering a traditional and peaceful break for all the family."

  • Sleeps: 12
  • Bedrooms: 5

"The perfect coastal Italian getaway for large groups - relax in the infinity pool gazing at the heart stopping sea views."

Live Calendar
  • Sleeps: 10+3
  • Bedrooms: 5

"This marvellous villa with gorgeous pool is situated in a beautiful part of Tuscany and offers relaxation and tranquility"

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Enjoy the beautiful Italian island of Sicily at Villa La Luna, a six-bedroom property positioned right on the seafront in the popular resort of Fontane Bianche."

Live Calendar
  • Sleeps: 9
  • Bedrooms: 5

"Tucked into the hills, on the borders of Lazio, Tuscany and Umbria, is where you'll find the lovely stone villa of Casale Cocca."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Spacious, luxury Puglian villa with pool, jacuzzi, chef and sea view to delight the senses"

Check For Availability
  • Sleeps: 6
  • Bedrooms: 3

"Luxury Italian villa with panoramic views - Sit by the pool and gaze down at the sea over olive trees and villages."

Check For Availability
  • Sleeps: 10
  • Bedrooms: 5

"Stay under the stone cone roof of your own Puglian trulli... in beautiful gardens with a 12m pool, and moments from historic Locorotondo"

Check For Availability
  • Sleeps: 8
  • Bedrooms: 4

"Fabulous Italian villa with lovely pool, picturesque gardens and a rustic, yet modern and luxurious interior."

Check For Availability
  • Sleeps: 8
  • Bedrooms: 3

"Tradition, exclusivity and an exquisite attention to detail and quality: everything you could ask for at Puglia's beautiful Paringa!"

Live Calendar
  • Sleeps: 30
  • Bedrooms: 9

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

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  • Sleeps: 10 adults + 2 children
  • Bedrooms: 5

"Savour the delights of authentic, Italian life at this 18th century farmhouse in the Tuscan and Umbrian hillsides...."

Live Calendar
  • Sleeps: 9
  • Bedrooms: 4

"Indulge in Italy! Stay at this large and luxurious villa for eight that comes with a huge garden with art installations, a swimming pool and space to eat and relax outdoors at the foot of the Euganean Hills."

Live Calendar
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