Fully staffed and catered villas with chefs in Italy

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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.

Condé Nast Traveller 2022 Award
Showing: 35 villas
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Showing: 35 villas

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Cook included
  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Medieval staffed villa on a hilltop 12km from Orvieto with private cook. A/C bedrooms & modern ensuite bathrooms. Lush, planted garden with private pool & outdoor living areas. Easy walk to village shops & restaurants. Breakfast service included in the price, plus two dinners.

Weekly prices
From
To
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€ 5,516
€ 7,814
$ 7,089
$ 10,043
£ 5,354
£ 7,585

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Tastefully renovated house with a private heated pool at the edge of a pretty hilltop town. Contemporary interiors, walled garden, air-con bedrooms. Walk to the main square, bars, shops, & restaurants.

Weekly prices
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€ 1,660
€ 4,108
$ 2,133
$ 5,280
£ 1,611
£ 3,988

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Tastefully renovated house with a private heated pool at the edge of a pretty hilltop town. Contemporary interiors, walled garden, air-con bedrooms. Walk to the main square, bars, shops, & restaurants.

Weekly prices
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€ 1,804
€ 4,459
$ 2,319
$ 5,731
£ 1,751
£ 4,329

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

This option includes chef services for 3 dinners and 6 breakfasts, ingredients not included. Renovated house with a private heated pool and air-con bedrooms at the edge of a pretty hilltop town. Walk to the main square, bars, shops, & restaurants.

Weekly prices
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To
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€ 2,815
€ 5,613
$ 3,618
$ 7,214
£ 2,732
£ 5,448

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Hilltop stone villa with private heated pool, 10km from one of Tuscany’s prettiest medieval towns. Tuscan interiors with A/C bedrooms. Panoramic terrace with multiple outdoor seating & dining areas. Memorable sunsets over rural Tuscany.

Weekly prices
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To
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€ 2,750
€ 4,510
$ 3,535
$ 5,797
£ 2,670
£ 4,378

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Hilltop stone villa with staff & cook, 10km from one of Tuscany’s prettiest medieval towns. Tuscan interiors with A/C bedrooms. Private heated pool & panoramic terrace with multiple outdoor seating & dining areas. Memorable sunsets over rural Tuscany. Breakfast included in the price. 

Weekly prices
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To
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€ 2,931
€ 4,691
$ 3,767
$ 6,029
£ 2,845
£ 4,554

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Hilltop stone villa with private heated pool, 10km from one of Tuscany’s prettiest medieval towns. Tuscan interiors with A/C bedrooms. Panoramic terrace with multiple outdoor seating & dining areas. Memorable sunsets over rural Tuscany.

Weekly prices
From
To
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€ 3,080
€ 5,104
$ 3,959
$ 6,560
£ 2,990
£ 4,954

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Hilltop stone villa with staff & cook, 10km from one of Tuscany’s prettiest medieval towns. Tuscan interiors with A/C bedrooms. Private heated pool & panoramic terrace with multiple outdoor seating & dining areas. Memorable sunsets over rural Tuscany. Breakfast included in the price. 

Weekly prices
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€ 3,261
€ 5,285
$ 4,192
$ 6,793
£ 3,166
£ 5,131

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Very comfortable villa with a private pool, near San Gemini. Tastefully decorated. Air-conditioned bedrooms. Ensuite bathrooms. Beautiful garden, loggias, views. Large pool, Hike to village.

Weekly prices
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€ 1,206
€ 2,574
$ 1,551
$ 3,309
£ 1,171
£ 2,499

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

This rental option at l’Olmo includes a talented local cook that shall prepare your evening meals. Breakfast is also included and prepared by the maid. Please note that food & wine are not included.

Weekly prices
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€ 2,557
€ 3,925
$ 3,286
$ 5,045
£ 2,482
£ 3,810

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Very comfortable villa with a private pool, near San Gemini. Tastefully decorated. Air-conditioned bedrooms. Ensuite bathrooms. Beautiful garden, loggias, views. Large pool, Hike to village.

Weekly prices
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To
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€ 1,341
€ 2,860
$ 1,724
$ 3,676
£ 1,302
£ 2,776

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

This rental option at l’Olmo includes a talented local cook that shall prepare your evening meals. Breakfast is also included and prepared by the maid. Please note that food & wine are not included.

Weekly prices
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To
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€ 2,692
€ 4,211
$ 3,460
$ 5,412
£ 2,613
£ 4,088

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Very comfortable house with a beautiful garden, a private heated pool just minutes from the charming village of San Gemini. Satellite TV with DVD. Air-con. Wireless internet.

Weekly prices
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To
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€ 1,206
€ 2,005
$ 1,550
$ 2,577
£ 1,171
£ 1,946

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

This rental option at Il Cerro includes a talented local cook that shall prepare your evening meals. Breakfast is also included prepared by the maid. Please note that Food & winne is not included.

Weekly prices
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To
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€ 2,557
€ 3,356
$ 3,286
$ 4,313
£ 2,482
£ 3,258

SLEEPING: 5 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Very comfortable house with a beautiful garden, a private heated pool just minutes from the charming village of San Gemini. Satellite TV with DVD. Air-con. Wireless internet.

Weekly prices
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To
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€ 1,341
€ 2,310
$ 1,724
$ 2,969
£ 1,302
£ 2,242

SLEEPING: 5 - BEDROOMS: 2 - BATHROOMS: 2

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

This rental option at Il Cerro includes a talented local cook that shall prepare your evening meals. Breakfast is also included prepared by the maid. Please note that Food & winne is not included.

Weekly prices
From
To
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€ 2,692
€ 3,661
$ 3,460
$ 4,705
£ 2,613
£ 3,554

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