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Fully staffed and catered villas with chefs in Italy

At our staffed and catered villas in Italy, you are in the hands of experts. You concentrate on enjoying yourself — relaxing by your private swimming pool or taking daytrips to some of Italy’s prettiest towns and villages — while our chef, maid and other staff look after you throughout your stay. Our villas with staff and cook sleep from two people to 30.

Each of our staffed villas with chef in Tuscany and Umbria has air-conditioning, either in bedrooms or throughout the villa. Even on warm summer nights, you are sure to get a good night’s sleep.

You will rise refreshed to enjoy breakfast prepared for you. Staff serve breakfast indoors or on your private terrace. Evening meals are cooked by local chefs following the traditional recipes of Tuscany and Umbria. See the individual villa listings, below, for details of exactly what your catered villa with chef includes. The cost of ingredients and wine is not generally included in the villa rental price.

Like every Tuscany Now & More villa rental, you also benefit from free use of our award-winning concierge service. Our experienced concierges are available from the minute you book to help tailor a trip around you and your travelling companions. They can arrange a wine tasting in your villa kitchen, an early morning truffle hunt or just find you a table at the best local restaurant on your chef’s evening off. Our concierges can order shopping delivered to your villa on arrival. We also have dedicated ground staff in Italy and a 24-hour emergency number.

Our special collection of fully staffed villas in Italy includes a range of holiday rentals in Tuscany and Umbria. Each catered villa listed below is exclusive to Tuscany Now & More, including a wine and olive oil estate near Rufina, a restored Medici villa overlooking Florence and original stone farmhouses of all sizes. Many also make unforgettable wedding venues, for anyone looking to get married in Italy.

If you want to explore even deeper into the regional food of Italy, we also offer a select few cooking vacations in Tuscany, with private cooking lessons, culinary excursions and wine tasting included in the villa rental price.

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Showing: 24 villas

Villa Albizi

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Heated Pool
Weekly prices
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Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Heated Pool
Weekly prices
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Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Heated Pool
Weekly prices
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Poggio ai Grilli

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 12 - Bedrooms: 6 - Bathrooms: 5
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 14 - Bedrooms: 7 - Bathrooms: 5
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
Weekly prices
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Sleeping: 16 - Bedrooms: 8 - Bathrooms: 9
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 18 - Bedrooms: 9 - Bathrooms: 10
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 20 - Bedrooms: 10 - Bathrooms: 11
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 20 - Bedrooms: 10 - Bathrooms: 11
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Santa Dieci (x 10 people) with Staff & Cook

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
Weekly prices
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Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub
Weekly prices
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Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
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Sleeping: 14 - Bedrooms: 7 - Bathrooms: 6
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
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Sleeping: 14 - Bedrooms: 7 - Bathrooms: 6
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
View full details
Sleeping: 20 - Bedrooms: 9 - Bathrooms: 7
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
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Sleeping: 20 - Bedrooms: 9 - Bathrooms: 7
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
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Montesassi (x 10 people)

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court
Weekly prices
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Solomonio (x 18 people) with Staff and Cook

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
Weekly prices
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Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
Weekly prices
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Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
Weekly prices
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Ocrata Bianca

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
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Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
View full details
Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
View full details
Sleeping: 18 - Bedrooms: 9 - Bathrooms: 6
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
View full details
Sleeping: 18 - Bedrooms: 9 - Bathrooms: 6
  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
  • Heated Pool
Weekly prices
View full details

Gugliaie (x 14 people) with Staff and Cook

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
Weekly prices
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Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
Weekly prices
View full details
Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool
Weekly prices
View full details