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Villas in Italy

Find your perfect Italian holiday rental

Villas, apartments and holiday rentals in Italy

Italy holidays are rivalled by few in their authentic and charming culture. In the heart of Italy, our villas in Umbria are perfect for exploring the untouched Italian countryside and enjoying traditional Italian food and wine. Alternatively, staying in one of our Tuscany villas will allow you to visit historical jewels in Pisa and immerse yourself in the Renaissance culture of Florence by visiting the infamous cathedral. Beach holidays in Italy are both relaxing as well as stylish and the best sun-kissed sands in mainland Italy can be found on the shores of Puglia. So, whether you want to wander through the quintessential streets of Sorrento, dine on the signature seafood of Sicily, swim in the turquoise waters of Sardinia or take an iconic gondola ride in Venice, why not do it from the luxury of a villa with a private pool?

Clickstay villas in Italy can be rented directly from the owner, giving you a first-hand experience of Italy’s bella vita – beautiful life…

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Villas and apartments in Italy

Villas and apartments in Tuscany

Tuscany holidays offer the ultimate Italian experience in one of the country’s most beautiful regions. Think signature cuisine, world-famous wines and inspiring history. Our highlights include Pisa and Florence Cathedral.

Villas and apartments in Sicily

Ruled over by magnificent Mount Etna, Sicily is an island full of traditional Italian charms and ancient civilisation. Hike the mountainous landscape, relax on the beach, explore Palermo’s markets and enjoy its famous seafood.

Villas and apartments in Sardinia

Renowned for its crystal-clear turquoise waters and white, sandy coves, Sardinia is the perfect destination for a beach holiday in Italy. If you want to see some history, Alghero is the most beautiful medieval city on the island.

Villas and apartments in Apulia - Puglia

The heel of Italy's boot, Apulia is becoming an increasingly popular destination for holidaymakers. With plenty of sunshine, beaches, baroque towns and white-washed trullo houses, this is undoubtedly an up and coming region of Italy.

Villas and apartments in Umbria

Arguably, the best of Italy's traditions can be found in the rolling green hills of Umbria. Bordered neither by sea or other country, this region has kept alive the customary food, wine and lifestyle of Italian culture.

Villas and apartments in Venice

The canals of Venice are unlike anywhere else in the world. The best way to enjoy this romantic city built on water is to take an iconic gondola ride and enjoy the marble city with a glass of signature prosecco.

Villas and apartments in Sorrento

A beautiful Italian town, Sorrento is the perfect base from which to explore the Campania region. Wander unspoilt countryside, climb to the top of Mount Vesuvius, discover Pompeii, or take a boat trip to the fabled island of Capri.

Villas and apartments in Lake Garda

The largest lake in Italy, Lake Garda is surrounded by beautiful mountains and hills. The spectacular weather, as well as active offerings such as water sports and hiking, make this beautiful setting a popular holiday destination.

Villas and apartments in Florence

Often cited as the most beautiful city in Italy, Florence has delighted travellers for centuries with its stunning architecture and incredible world-famous art. Enjoy real Italian life in the bustling streets of this Tuscan gem.

Showing 1,594 villas and apartments in Italy

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Country House in Italy, Alberobello
  • Country house
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Private pool
  • WiFi
  • Parking
  • Private garden
"AS FEATURED IN A PLACE IN THE SUN MAGAZINE Oct 2010!" Trullo Patrizia is a 300 year old trullo - romantic Southern Italian farmhouse.
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Villa in Italy, Alberobello: Trullo Olivia from the pool
  • Villa
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Private pool
  • Internet
  • Parking
  • Private garden
Trullo Olivia is a historic stone house restored to a high standard. PRIVATE SOLAR HEATED INFINITY POOL. Peacefully situated among the olive groves with wonderful views of the Itria Valley.
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Apartment in Italy, Caprese Michelangelo: The apartment
  • Apartment
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Parking
  • Private garden
  • Open fire
A single holiday rental apartment in the Tuscany countryside. Detached, with it's own private terrace and garden. Sleeps 2 to 4 people.
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Cottage in Italy, Florence - Firenze: pool and capanna
  • Cottage
  • Sleeps 5
  • 1 Bedroom
  • 1 Bathroom
  • Private pool
  • WiFi
  • Balcony / terrace
  • Parking
Renovated barn in farm complex, large pool, tennis court, garden, patio, barbeque, with olive grove, pizzere/trattorie nearby, ideal for visiting Florence and other Tuscan/Umbrian localities
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Villa in Italy, Ostuni: Pool and patio area - Villa Rosa
  • Villa
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Private pool
  • WiFi
  • Balcony / terrace
  • Parking
A secluded, detached quiet 3 bedroom villa with large private pool in its own olive grove (sleeps 6).
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Villa in Italy, Sorrento: Panoramic arial view
  • Villa
  • Sleeps 8
  • 2 Bedrooms
  • 2 Bathrooms
  • Private pool
  • WiFi
  • Near beach
  • Air conditioning
Our Villa is placed on top of a promontory in the middle of the sea at less then half an hour driving from Pompei, Amalfi, Positano, Sorrento, Naples and Capri. Swimming pool on top of the sea!
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Apartment in Italy, Cortona
  • Apartment
  • Sleeps 4
  • 2 Bedrooms
  • 3 Bathrooms
  • Shared pool
  • WiFi
  • Private garden
  • BBQ
Recently refurbished and renovated villa offering exceptional value for those looking for a bright and cheerful home in Tuscany's countryside with a pool. Good location for touring and easy access
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Villa in Italy, Sorrento
  • Villa
  • Sleeps 12
  • 5 Bedrooms
  • 6 Bathrooms
  • Private pool
  • WiFi
  • Air conditioning
  • Balcony / terrace
VILLA BIANCA 1is a 200 square meters villa, has 5 bedrooms, 4 bathrooms and can host up to 12 people (10+2 on the sofa bed). The villa has a splendid sea view, large terraces and private swimming pool
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Apartment in Italy, ETNA: Pool and Mount Etna
  • Apartment
  • Sleeps 6
  • 2 Bedrooms
  • 1 Bathroom
  • Private pool
  • Internet
  • Parking
  • Private garden
Lovely Villetta in Agriturismo, located Etna National park. Wonderful Mountain/Sea views. Centrally positioned for Taormina, Siracusa and sea. Private swimming pool with new caretakers for 2015
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Villa in Italy, Pescara: Dine on the terrace with wonderful views of the Adriatic Coast and Abruzz..
  • Villa
  • Sleeps 12
  • 4 Bedrooms
  • 4 Bathrooms
  • Internet
  • Near beach
  • Air conditioning
  • Parking
Sitting high on a hill this charming very spacious villa offers spectacular, panoramic views and everything that you may need for both a relaxing and active time.
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Villa in Italy, Sorrento
  • Villa
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Shared pool
  • WiFi
  • Near beach
  • Air conditioning
Villa in the center of Sorrento with swimming pool, air conditiong, near shops, bars, restaurants, bus stop. Has 2 bed rooms and 2 bathrooms. Private parking included.
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Apartment in Italy, Vatican: Bedroom king size bed
  • Apartment
  • Sleeps 4
  • 1 Bedroom
  • 1 Bathroom
  • Internet
  • Air conditioning
  • Balcony / terrace
  • Washing machine
Friendly holiday apartment for vacation in Rome, close to the Vatican and city centre, sleeps 5, 200m away from metro station Line A, free WIFI/ADSL.
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Village House in Italy, Lunigiana: View from the terrace
  • Village house
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Internet
  • Balcony / terrace
  • Washing machine
  • Open fire
Traditional Tuscan village house. Luxury accommodation - Sleeps 6, 3 bathrooms, 2 terraces. Stunning views.
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Cottage in Italy, Castiglion Fiorentino
  • Cottage
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Shared pool
  • Internet
  • Balcony / terrace
  • Parking
3 charming cottages surrounded by wooded hills & olives groves. Each has two bedrooms and can sleep between 3-4 guests. A stunning pool with lovely views of the valley. Perfect too for touring Tuscany
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Cottage in Italy, Castiglion Fiorentino
  • Cottage
  • Sleeps 5
  • 2 Bedrooms
  • 1 Bathroom
  • Shared pool
  • WiFi
  • Balcony / terrace
  • Parking
Charming Tuscan cottage with fabulous pool set in a medieval village of just three beautifully restored cottages. Surrounded by olive groves and natural beauty, everything for a relaxing family holida
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Apartment in Italy, Castiglion Fiorentino: Large and sun drenched pool. visible from Apartment ter..
  • Apartment
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Shared pool
  • WiFi
  • Balcony / terrace
  • Parking
Tucked away in a quiet corner of Tuscany lies Villa Maria offering great value family vacations. The villa offers two lovely independent apartments - perfect for family and friends each
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Cottage in Italy, Castiglion Fiorentino
  • Cottage
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Shared pool
  • WiFi
  • Balcony / terrace
  • Parking
A Charming detached cottage set in a small medieval village of just three cottages, surrounded by wooded hills & olives groves. A fantastic Pool with stunning views
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Apartment in Italy, Porto Ercole: View from the patio
  • Apartment
  • Sleeps 4
  • 2 Bedrooms
  • 1 Bathroom
  • Shared pool
  • Air conditioning
  • Balcony / terrace
  • Parking
A beautiful 2 bedrooms maisonette with a panoramic patio in a splendid residence. It enjoys the use of a swimming pool and private access to the sea.
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Villa in Italy, Castiglion Fiorentino: one of three terraces
  • Villa
  • Sleeps 6
  • 3 Bedrooms
  • 3 Bathrooms
  • WiFi
  • Balcony / terrace
  • Private garden
  • BBQ
This lovely house has all the benefits of being away from it all whilst just a ten minute walk there is a lovely restaurant and in just a 10 minute drive, you have the bustling ancient towns.
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Villa in Italy, Cortona: Unique Private Pool and Villa. Magnificent Views....
  • Villa
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Private pool
  • WiFi
  • Balcony / terrace
  • Parking
Private and beautifully restored traditional Tuscan villa perfect for families and friends. Villa Francesca is a hidden gem. Tucked away in the quiet countryside of Cortona and perfect for touring
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