Luxury villas in Italy

Our luxury villas for rent in Italy offer something a little extra. Like every villa rental from Tuscany Now & More, each has a private swimming pool. These luxury Italian villa rentals offer more: they represent the highest standard you will find anywhere in Italy.

Grand designs, innovative architecture, sumptuous interiors and Italian elegance combine in luxury holiday rentals you will remember forever.

Many of our luxury villas for rent have been welcoming Italy’s most esteemed guests for centuries. With the help and advice of Tuscany Now & More, villa owners have enhanced historic buildings with 21st-century amenities like air-conditioning — in bedrooms or throughout all rooms — private tennis courts, hot tubs, private spas, professional-quality kitchens, and much more.

Over 30 years’ experience finding the finest rental villas in Italy has taught us how to serve our clients better. Every traveller who chooses one of our luxury villa rentals in Italy also has unlimited access to our award-winning travel concierge service. Your concierge knows Italy and has spent time getting to know the areas around the luxury villa you choose. Our team is Italy-based and/or Italian.

Whether you select a luxury villa in Tuscany, one of our luxury Umbria villas or a luxury villa near Verona, we can arrange a private chef to cook for you in your villa. We can reserve your party a table at the most sought-after restaurants in the local area.

Our expert concierges can also recommend experiences and activities to help you get under the skin of Italy, whether that’s a Tuscan cookery class, an early morning truffle hunt in virgin woodland, or a chauffeur-driven tour around the top wineries.

Remember: all our villas in Italy have a private pool. We also have special collections of historic and heritage villas in Italy; contemporary-styled villas in Italy; villas in Italy with private gym; and many more. Check our villa collections page for a range of properties pre-selected to meet your travel dreams.

Condé Nast Traveller 2020 Award
Showing: 37 villas
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Showing: 37 villas
Rental options (size of party):

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Luxury stone farmhouse with A/C bedrooms, luxurious en-suite bathrooms & private heated swimming pool. Bright contemporary interiors, well-equipped kitchen & private gym. Lush, planted garden on a hilltop with unforgettable views 20km from Siena

Weekly prices
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To
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€ 5,800
€ 10,000
$ 7,864
$ 13,558
£ 5,578
£ 9,617

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
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€ 4,419
€ 7,775
$ 5,991
$ 10,541
£ 4,250
£ 7,477

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
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€ 5,547
€ 9,706
$ 7,521
$ 13,159
£ 5,335
£ 9,334

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool

This rental option for Podere Brogi includes an everflowing supply of DOC Tuscan white wine for your stay in this luxury farmhouse & guesthouse in Chianti.

Weekly prices
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€ 7,025
€ 11,184
$ 9,525
$ 15,163
£ 6,756
£ 10,755

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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To
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€ 2,620
€ 4,731
$ 3,552
$ 6,415
£ 2,519
£ 4,550

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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€ 3,667
€ 6,562
$ 4,972
$ 8,897
£ 3,527
£ 6,311

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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€ 3,977
€ 7,103
$ 5,392
$ 9,630
£ 3,824
£ 6,831

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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To
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€ 4,523
€ 8,061
$ 6,132
$ 10,929
£ 4,350
£ 7,752

Sleeping: 20 - Bedrooms: 10 - Bathrooms: 10

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large villa & guest house with a private pool, air-con bedrooms all with ensuite bathrooms near Montepulciano. Very spacious, lovely sitting areas. Gorgeous garden with a beautiful dining loggia.

Weekly prices
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€ 5,030
€ 8,959
$ 6,820
$ 12,146
£ 4,837
£ 8,615

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Spectacular 13C hilltop farmhouse with a private pool surrounded by rolling hills in the heart of the Chianti. Beautifully furnished interiors, great kitchen. Air-con bedrooms, with luxury bathrooms.

Weekly prices
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€ 4,282
€ 7,753
$ 5,806
$ 10,511
£ 4,118
£ 7,456

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Spectacular 13C hilltop farmhouse with a private pool surrounded by rolling hills in the heart of the Chianti. Beautifully furnished interiors, great kitchen. Air-con bedrooms, with luxury bathrooms.

Weekly prices
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To
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€ 4,939
€ 8,942
$ 6,696
$ 12,124
£ 4,750
£ 8,599

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant villa in the heart of the Chianti Classico near Greve with a private inifinity pool. Air conditioned bedrooms, stunning views, beautiful walled garden. Shaded dining area & modern seating area.

Weekly prices
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€ 5,470
€ 7,033
$ 7,416
$ 9,535
£ 5,260
£ 6,763

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant villa in the heart of the Chianti Classico near Greve with a private inifinity pool. Air conditioned bedrooms, stunning views, beautiful walled garden. Shaded dining area & modern seating area.

Weekly prices
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€ 6,512
€ 8,372
$ 8,829
$ 11,351
£ 6,262
£ 8,051

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large and luxurious 15C manor house with a private pool and four air-con bedrooms in the heart of the Chianti. Elegant interiors featuring a superb kitchen. Spectacular garden with exceptional views of the hills.

Weekly prices
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€ 3,749
€ 6,558
$ 5,083
$ 8,892
£ 3,605
£ 6,307

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Large and luxurious 15C manor house with a private pool and four air-con bedrooms in the heart of the Chianti. Elegant interiors featuring a superb kitchen. Spectacular garden with exceptional views of the hills.

Weekly prices
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€ 4,687
€ 8,199
$ 6,355
$ 11,116
£ 4,507
£ 7,884

Sleeping: 16 - Bedrooms: 9 - Bathrooms: 9

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Glorious stone villa with a magical garden and private pool facing Lake Trasimeno. Beautifully decorated, air conditioned bedrooms, huge sitting rooms, huge loggia for dining & seating, Billiard room.

Weekly prices
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To
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€ 5,074
€ 7,249
$ 6,879
$ 9,828
£ 4,879
£ 6,971

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Glorious stone villa with a magical garden and private pool facing Lake Trasimeno. Beautifully decorated, air conditioned bedrooms, huge sitting rooms, huge loggia for dining & seating, Billiard room.

Weekly prices
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€ 5,637
€ 8,054
$ 7,643
$ 10,919
£ 5,421
£ 7,745

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.

Weekly prices
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€ 3,477
€ 6,995
$ 4,714
$ 9,484
£ 3,344
£ 6,727

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.

Weekly prices
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To
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€ 3,957
€ 7,936
$ 5,366
$ 10,760
£ 3,806
£ 7,632

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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To
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€ 3,603
€ 5,697
$ 4,885
$ 7,724
£ 3,465
£ 5,479

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 7

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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To
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€ 4,240
€ 6,701
$ 5,748
$ 9,085
£ 4,077
£ 6,444

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 8

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Stylish villa set in the centre of a medieval Tuscan village with restaurants & shops. Heated indoor pool. A/C. bedrooms & en-suite bathrooms. Lawned garden with a dining & seating areas.

Weekly prices
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To
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€ 4,988
€ 7,884
$ 6,763
$ 10,689
£ 4,797
£ 7,582

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 3,312
€ 6,575
$ 4,490
$ 8,915
£ 3,185
£ 6,323

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 3,588
€ 7,099
$ 4,864
$ 9,625
£ 3,450
£ 6,827

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Luxurious stone farmhouse & guest house with private swimming pool and air-con bedrooms. Near San Gimignano & Florence and close to a stunning 18-hole golf course. Large bedrooms & modern en suite bathrooms. Fantastic kitchen. Air-con bedrooms in the main house only. 

Weekly prices
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To
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€ 3,867
€ 7,619
$ 5,242
$ 10,329
£ 3,719
£ 7,327
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