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Luxury Villas & Chalets in Italy

Luxury villa holidays in Italy offer a unique opportunity to experience the best of the country's culture, cuisine, and history in the most luxurious and exclusive setting.

Luxury Villas & Chalets in Italy

Italy is a country that is synonymous with luxury. From its stunning coastlines to its world-famous cities like Rome and Venice, brimming with culture, Italy is a place where you can indulge in the finer things in life. It is also a land of stunning natural beauty. From the rolling hills of Tuscany to the major lakes and the snow-capped peaks of the Dolomites, there is something to suit all tastes.

For a truly memorable experience, renting a luxury holiday villa in Italy is the perfect way to go. With private pools, gourmet kitchens, and stunning views, a luxury villa is an ideal place to relax and indulge in the Italian lifestyle.

Tuscany is known for its rolling hills, vineyards, and olive groves. Luxury villas in Tuscany are typically located in secluded areas, offering a peaceful and relaxing setting. It is also home to some of Italy’s most beautiful cities, such as Florence and Siena.

The Renaissance city of Florence is home to some of Italy’s most important art and architecture. Siena is a beautiful walled city known for its medieval architecture, Piazza del Campo, and Palio horse race.

Lake Como and Lake Garda are two of the most popular lakes in Italy, both renowned for their natural beauty and charming villages.

Lake Como is a popular destination for celebrities and royalty, and it’s easy to see why. This picturesque lake is surrounded by lush green hills and towering mountains.

Lake Garda is the country’s largest lake, popular with those who enjoy water sports, hiking, and cycling. The lake is surrounded by mountains and craggy cliffs, and there are many quaint towns and villages dotted along its shores.

If you’re looking for villas in Italy near the beach, The Amalfi Coast is the place to go. This stretch of coastline on the southern Italian Peninsular is known for its dramatic cliffs, pretty villages, and crystal-clear waters. The Amalfi Coast is the perfect place to relax and soak up the Italian sun from a beautiful beach or a private pool.

A traditional trullo in Apulia (or Puglia) is perfect for those preferring a quieter retreat. Apulia is known for its relaxed atmosphere, friendly locals, beautiful beaches, and sprawling olive groves.

Italy is also home to some of the best ski slopes in the world. The Dolomites are a mountain range in the northern Italian Alps, renowned for their dramatic peaks, stunning scenery, and world-class skiing. The region is home to many luxury chalets with private pools and spas, perfect for those who want to experience the best of the Dolomites in style.

See our collection of luxury villas, catered ski chalets, and chic city apartments in Italy below.

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See

  • Sparkling blue seas, rolling green hills, placid lakes, and snow-covered mountains
  • The historical sites of Rome including The Colosseum, the Pantheon and the Trevi Fountain
  • Beautiful architecture from the Duomo of Florence to the traditional trulli of Apulia

Experience

  • Go wine tasting in Tuscany and sample some of the world's finest wines
  • Take a gondola trip along the canals of Venice
  • Enjoy a boat ride through the Blue Grotto on the Amalfi Coast
221 Properties found Sort by

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Villa Balbiano

Lake Como, Italy, Europe

Bedrooms: 6, Guests: 12
From 420,000 to 420,000 EUR per week

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Villa Astor

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 245,000 to 245,000 EUR per week

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Castello di Vicarello

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 20
From 154,000 to 199,500 EUR per week

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Villa La Cassinella

Lake Como, Italy, Europe

Bedrooms: 8, Guests: 17
From 164,000 to 196,800 EUR per week

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Villa Sola Cabiati

Lake Como, Italy, Europe

Bedrooms: 6, Guests: 12
From 70,000 to 140,000 EUR per week

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Villa Bonomi

Lake Como, Italy, Europe

Bedrooms: 11, Guests: 22
From 140,000 to 140,000 EUR per week

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Villa Pliniana

Lake Como, Italy, Europe

Bedrooms: 10, Guests: 20
From 110,000 to 130,000 EUR per week

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Dimora Ghirlandaio

Florence Area, Tuscany, Italy, Europe

Bedrooms: 20, Guests: 37
From 70,000 to 126,000 EUR per week

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Villa Machiavelli

Florence Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 22
From 80,500 to 110,000 EUR per week

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Villa La Rondinaia

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 63,000 to 109,000 EUR per week

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Villa Marzia

Sardinia, Italy, Europe

Bedrooms: 9, Guests: 17
From 41,200 to 94,120 EUR per week

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Offer

Villa Sphere Ovest

Early Booking Discount

Lake Garda, Italy, Europe

Bedrooms: 5, Guests: 10
From 52,500 to 80,500 EUR per week

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Villa Ardore

Florence Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 45,045 to 75,845 EUR per week

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Offer

Villa Breakwater Griante

Spring Savings

Lake Como, Italy, Europe

Bedrooms: 8, Guests: 16
From 55,000 to 75,000 EUR per week

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Masseria Antonio Augusto

Apulia, Italy, Europe

Bedrooms: 9, Guests: 18
From 56,000 to 70,000 EUR per week

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Chalet Dolce Vita – LV 01

Cortina, Dolomites, Italy, Europe

Bedrooms: 6, Guests: 12
From 31,000 to 70,000 EUR per week

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Villa Altrove

Lake Como, Italy, Europe

Bedrooms: 6, Guests: 12
From 60,000 to 70,000 EUR per week

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Castello del Monsignore

Florence Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 20
From 54,600 to 68,600 EUR per week

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Villa Breakwater Bellagio

Lake Como, Italy, Europe

Bedrooms: 7, Guests: 14
From 45,000 to 65,000 EUR per week

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Podere Tesoro

Siena Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 22
From 30,000 to 64,800 EUR per week

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Villa Talamo

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 22
From 33,000 to 60,000 EUR per week

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Villa Cetinale

Siena Area, Tuscany, Italy, Europe

Bedrooms: 13, Guests: 25
From 25,000 to 60,000 EUR per week

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Chalet Perla – LV 02

Cortina, Dolomites, Italy, Europe

Bedrooms: 6, Guests: 12
From 31,000 to 60,000 EUR per week

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Offer

Villa Sphere Nord

Early Booking Discount

Lake Garda, Italy, Europe

Bedrooms: 4, Guests: 8
From 31,500 to 59,500 EUR per week

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Villa San Giacomo

Amalfi Coast, Italy, Europe

Bedrooms: 12, Guests: 24
From 32,900 to 56,600 EUR per week

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Villa Il Cellese

Siena Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 19
From 56,000 to 56,000 EUR per week

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Vitigliano Relais & Spa

Florence Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 34,300 to 48,300 EUR per week

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Villa Smeralda

Sardinia, Italy, Europe

Bedrooms: 6, Guests: 12
From 15,000 to 45,000 EUR per week

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Anna - Porto Cervo

Sardinia, Italy, Europe

Bedrooms: 6, Guests: 12
From 16,000 to 45,000 EUR per week

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Villa Cristina

Lake Como, Italy, Europe

Bedrooms: 8, Guests: 13
From 38,180 to 44,420 EUR per week

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Villa Viesca

Florence Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 32,200 to 43,400 EUR per week

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Chalet Cesa del Louf

Arabba, Dolomites, Italy, Europe

Bedrooms: 5, Guests: 20
From 34,800 to 43,200 EUR per week

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Villa Gelso

Florence Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 20
From 31,500 to 42,000 EUR per week

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Villa Camilla

Lake Como, Italy, Europe

Bedrooms: 10, Guests: 20
From 32,000 to 42,000 EUR per week

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Pettolecchia La Residenza

Apulia, Italy, Europe

Bedrooms: 5, Guests: 10
From 15,000 to 40,000 EUR per week

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Villa Farfalla

Sardinia, Italy, Europe

Bedrooms: 8, Guests: 16
From 20,000 to 40,000 EUR per week

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Trullo delle Dame

Apulia, Italy, Europe

Bedrooms: 6, Guests: 12
From 21,700 to 39,200 EUR per week

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Villa Molli

Lake Como, Italy, Europe

Bedrooms: 5, Guests: 10
From 23,100 to 38,500 EUR per week

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Trullo dei Pumi

Apulia, Italy, Europe

Bedrooms: 5, Guests: 10
From 18,200 to 37,800 EUR per week

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Offer

Villa Sabrina

Spring Savings

Amalfi Coast, Italy, Europe

Bedrooms: 9, Guests: 18
From 22,500 to 35,750 EUR per week

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Villa Commenda di San Calogero 12

Sicily, Italy, Europe

Bedrooms: 12, Guests: 24
From 21,000 to 35,000 EUR per week

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Villa Musa

Lake Como, Italy, Europe

Bedrooms: 6, Guests: 12
From 35,000 to 35,000 EUR per week

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Villa Arrighi

Umbria, Italy, Europe

Bedrooms: 6, Guests: 12
From 21,000 to 33,000 EUR per week

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Villa Castelnuovo Tancredi

Siena Area, Tuscany, Italy, Europe

Bedrooms: 8, Guests: 16
From 28,000 to 33,000 EUR per week

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Villa La Encina

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 5, Guests: 10
From 20,000 to 32,500 EUR per week

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Offer

Villa Aranjaya

Save 15%

Sicily, Italy, Europe

Bedrooms: 10, Guests: 20
From 25,750 to 32,300 EUR per week

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Villa Giada

Capri, Italy, Europe

Bedrooms: 4, Guests: 8
From 24,000 to 32,000 EUR per week

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Villa Commenda di San Calogero 9

Sicily, Italy, Europe

Bedrooms: 9, Guests: 18
From 18,900 to 31,500 EUR per week

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Offer

Villa Castiglione Ugolino

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 10, Guests: 20
From 28,500 to 29,800 EUR per week

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Villa Ostuni Art

Apulia, Italy, Europe

Bedrooms: 9, Guests: 18
From 14,000 to 29,400 EUR per week

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Villa Frangi

Amalfi Coast, Italy, Europe

Bedrooms: 5, Guests: 10
From 21,000 to 29,400 EUR per week

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Villa Spinaltermine

Umbria, Italy, Europe

Bedrooms: 5, Guests: 10
From 19,000 to 29,000 EUR per week

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Villa Principe & Guest House

Siena Area, Tuscany, Italy, Europe

Bedrooms: 8, Guests: 16
From 18,000 to 29,000 EUR per week

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San Lorenzo Mountain Lodge

San Lorenzo di Sebato, Dolomites, Italy, Europe

Bedrooms: 4, Guests: 10
From 25,900 to 28,000 EUR per week

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Villa San Gerolamo

Siena Area, Tuscany, Italy, Europe

Bedrooms: 5, Guests: 10
From 13,500 to 27,000 EUR per week

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Chianti Classico

Siena Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 27,000 to 27,000 EUR per week

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Villa Piantaverna

Umbria, Italy, Europe

Bedrooms: 4, Guests: 8
From 19,000 to 26,500 EUR per week

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Villa Commenda di San Calogero 6

Sicily, Italy, Europe

Bedrooms: 6, Guests: 12
From 17,800 to 26,200 EUR per week

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Villa Borghese

Florence Area, Tuscany, Italy, Europe

Bedrooms: 6, Guests: 12
From 24,200 to 25,850 EUR per week

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Villa Podere Capannelle

Siena Area, Tuscany, Italy, Europe

Bedrooms: 7, Guests: 14
From 22,500 to 25,000 EUR per week

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Villa Mon Repos

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 21,000 to 25,000 EUR per week

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Villa Principe

Siena Area, Tuscany, Italy, Europe

Bedrooms: 6, Guests: 12
From 15,000 to 25,000 EUR per week

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Villa Il Santo

Florence Area, Tuscany, Italy, Europe

Bedrooms: 8, Guests: 16
From 17,500 to 24,500 EUR per week

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Villa Il Serratone

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 16,380 to 23,940 EUR per week

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La Villa

Umbria, Italy, Europe

Bedrooms: 6, Guests: 12
From 8,900 to 23,900 EUR per week

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Offer

Dimora Biancarancio

Special Discount

Apulia, Italy, Europe

Bedrooms: 6, Guests: 12
From 14,000 to 23,000 EUR per week

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La Palma

Amalfi Coast, Italy, Europe

Bedrooms: 4, Guests: 8
From 14,500 to 23,000 EUR per week

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Villa Ponti Bellavista

Lake Como, Italy, Europe

Bedrooms: 6, Guests: 12
From 12,600 to 22,050 EUR per week

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Villa Monte Mario

Siena Area, Tuscany, Italy, Europe

Bedrooms: 7, Guests: 14
From 16,250 to 21,250 EUR per week

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Villa Il Poderone

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 7, Guests: 14
From 18,781 to 21,189 EUR per week

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Villa Eris

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 17,500 to 21,000 EUR per week

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Villa Mugnello

Siena Area, Tuscany, Italy, Europe

Bedrooms: 10, Guests: 20
From 14,000 to 21,000 EUR per week

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Offer

Villa Neranyum

Save 15%

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 13,006 to 20,006 EUR per week

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Villa Clara

Rome, Italy, Europe

Bedrooms: 4, Guests: 8
From 20,000 to 20,000 EUR per night

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Villa Il Gioiello

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 15,000 to 20,000 EUR per week

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Villa Orizzonte

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 7, Guests: 14
From 8,000 to 20,000 EUR per week

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Villa il Piccolo Principe

Siena Area, Tuscany, Italy, Europe

Bedrooms: 4, Guests: 8
From 13,000 to 20,000 EUR per week

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Villa Miragalli

Amalfi Coast, Italy, Europe

Bedrooms: 4, Guests: 8
From 14,000 to 20,000 EUR per week

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Pettolecchia La Piccola

Apulia, Italy, Europe

Bedrooms: 3, Guests: 6
From 8,000 to 20,000 EUR per week

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Villa Oleandra

Sicily, Italy, Europe

Bedrooms: 6, Guests: 12
From 14,000 to 19,800 EUR per week

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Offer

Villa Subtilia

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 8, Guests: 16
From 17,800 to 19,800 EUR per week

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Villa Angela

Lake Como, Italy, Europe

Bedrooms: 7, Guests: 14
From 14,500 to 19,500 EUR per week

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Villa Zen

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 5, Guests: 10
From 16,875 to 19,375 EUR per week

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Villa Ada

Umbria, Italy, Europe

Bedrooms: 4, Guests: 8
From 10,450 to 19,200 EUR per week

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Villa Ada & Guest House

Umbria, Italy, Europe

Bedrooms: 7, Guests: 14
From 12,500 to 19,200 EUR per week

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Casa Massa

Amalfi Coast, Italy, Europe

Bedrooms: 4, Guests: 8
From 14,800 to 19,200 EUR per week

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Offer

Villa Penna

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 4, Guests: 8
From 18,800 to 19,200 EUR per week

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Villa Capodilista

Venice, Italy, Europe

Bedrooms: 5, Guests: 10
From 12,500 to 18,500 EUR per week

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Villa Adinolfi - Lake Annone

Lake Como, Italy, Europe

Bedrooms: 9, Guests: 18
From 17,000 to 18,500 EUR per week

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Villa Mambrini

Amalfi Coast, Italy, Europe

Bedrooms: 6, Guests: 12
From 9,500 to 18,000 EUR per week

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Casa Badra

Apulia, Italy, Europe

Bedrooms: 5, Guests: 8
From 10,000 to 18,000 EUR per week

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Villa La Vigna

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 7, Guests: 14
From 11,760 to 17,640 EUR per week

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Torre Bisenzio

Umbria, Italy, Europe

Bedrooms: 8, Guests: 16
From 15,000 to 17,500 EUR per week

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Villa Ludovica

Apulia, Italy, Europe

Bedrooms: 6, Guests: 12
From 8,750 to 17,150 EUR per week

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Offer

Villa San Savino

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 4, Guests: 8
From 16,500 to 17,000 EUR per week

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Fattoria dei Medici

Florence Area, Tuscany, Italy, Europe

Bedrooms: 8, Guests: 16
From 12,700 to 16,450 EUR per week

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Offer

Villa Caminata

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 6, Guests: 12
From 15,500 to 16,200 EUR per week

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Villa Baraquiel

Apulia, Italy, Europe

Bedrooms: 4, Guests: 8
From 7,900 to 15,250 EUR per week

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Villa Montesoli

Siena Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 11,000 to 15,000 EUR per week

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Offer

Villa Santa Croce

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 3, Guests: 6
From 13,500 to 14,200 EUR per week

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Villa Montesoli 6

Siena Area, Tuscany, Italy, Europe

Bedrooms: 6, Guests: 12
From 9,500 to 14,000 EUR per week

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Villa Tafuri

Apulia, Italy, Europe

Bedrooms: 5, Guests: 10
From 7,400 to 13,800 EUR per week

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Offer

Villa Torre

Short Stay Special

Umbria, Italy, Europe

Bedrooms: 3, Guests: 8
From 12,500 to 13,200 EUR per week

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Villa Il Poggino

Siena Area, Tuscany, Italy, Europe

Bedrooms: 5, Guests: 10
From 9,750 to 13,000 EUR per week

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Villa Dei Sogni

Lake Como, Italy, Europe

Bedrooms: 4, Guests: 8
From 12,950 to 12,950 EUR per week

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Villa Poggio Fibbia

Siena Area, Tuscany, Italy, Europe

Bedrooms: 5, Guests: 10
From 10,500 to 12,600 EUR per week

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Villa Ivana

Siena Area, Tuscany, Italy, Europe

Bedrooms: 9, Guests: 18
From 8,810 to 12,550 EUR per week

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Villa Dolce Vita - Lake Como

Lake Como, Italy, Europe

Bedrooms: 4, Guests: 8
From 9,800 to 11,900 EUR per week

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Villa Grifone

Tuscan Coast, Tuscany, Italy, Europe

Bedrooms: 4, Guests: 8
From 7,000 to 11,000 EUR per week

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Masseria Pezza

Apulia, Italy, Europe

Bedrooms: 6, Guests: 12
From 6,000 to 10,500 EUR per week

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Villa Romantica

Siena Area, Tuscany, Italy, Europe

Bedrooms: 6, Guests: 12
From 5,900 to 9,950 EUR per week

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Masseria Raganella Celeste

Apulia, Italy, Europe

Bedrooms: 6, Guests: 12
From 8,350 to 9,900 EUR per week

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Villa Zagara

Apulia, Italy, Europe

Bedrooms: 5, Guests: 12
From 9,850 to 9,850 EUR per week

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Villa Cabbiavoli

Florence Area, Tuscany, Italy, Europe

Bedrooms: 6, Guests: 12
From 7,980 to 9,850 EUR per week