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 2023 Award
Showing: 38 villas
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Showing: 38 villas

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

This rental option for the Estate of Petroio includes a professional cook that shall prepare wonderful evening meals served by a waiter as breakfast. Note that food & wine are not included. Lunches avail.

Weekly prices
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€ 26,448
€ 37,250
$ 28,500
$ 40,140
£ 22,800
£ 32,112

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub
  • Tennis court

Celebrate your wedding at the Estate of Petroio for max 40 guests including a professional cook and waiter that shall prepare evening meals. Wedding planner and catering services upon request.

Weekly prices
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€ 27,591
€ 38,881
$ 29,731
$ 41,898
£ 23,785
£ 33,518

SLEEPING: 16 - BEDROOMS: 7 - BATHROOMS: 8

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Fully staffed, contemporary villa with enviable views near Monte Argentario. Design-led interiors. Chef services for breakfast & dinner. Private 20-m infinity pool, tennis court, gym & spa. Option to have an on-site butler.

Weekly prices
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€ 27,200
€ 32,000
$ 29,310
$ 34,483
£ 23,448
£ 27,586

SLEEPING: 18 - BEDROOMS: 8 - BATHROOMS: 9

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Fully staffed, contemporary villa with enviable views near Monte Argentario. Design-led interiors. Chef services for breakfast & dinner. Private 20-m infinity pool, tennis court, gym & spa. Option to have an on-site butler.

Weekly prices
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€ 30,600
€ 36,000
$ 32,974
$ 38,793
£ 26,379
£ 31,034

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

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

Live like royalty in a fully-staffed villa near Lake Garda. Daily continental breakfast service & chef services for dinner. Prestigious history, frescoed interiors & modern guesthouses. Famous gardens with unique private pool. Short walk to two villages. 

Weekly prices
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€ 25,829
€ 28,044
$ 27,833
$ 30,219
£ 22,267
£ 24,176

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

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

For a stately wedding with up to 70 guests in a fully-staffed imperial residence near Lake Garda. Famous romantic gardens & private pool. Prestigious history with opulent interiors. Within a short walk to two pretty villages with churches.

Weekly prices
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€ 32,213
€ 34,428
$ 34,712
$ 37,099
£ 27,770
£ 29,679

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 9

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Top-level luxury villa facing Orvieto with staff & cook. Large, private pool & gym. Contemporary A/C interiors, luxury bathrooms & professionally equipped kitchen. Grounds with panoramic outdoor living & dining areas. Breakfast & dinner service included in the price. 

Weekly prices
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€ 18,600
€ 30,286
$ 20,043
$ 32,636
£ 16,034
£ 26,109

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. Breakfast, lunch & dinner service included.

Weekly prices
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€ 18,379
€ 22,974
$ 19,805
$ 24,757
£ 15,844
£ 19,805

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Organise a 5* Tuscan wedding in a hilltop villa with staff & cook. Manicured gardens with private infinity pool & expansive views will frame your vows in style. On-site concierge. Breakfast, lunch & dinner service included. Nearby villa for extra accommodation.

Weekly prices
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€ 20,898
€ 25,493
$ 22,520
$ 27,471
£ 18,016
£ 21,977

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

This rental option new for 2019 at I Corbezzoli includes traditional or vegetarian cooking lessons & food experiences other than the chef & staff preparing breakfast, lunch & evening meals included in the rental price.

Weekly prices
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€ 24,801
€ 29,694
$ 26,725
$ 31,998
£ 21,380
£ 25,598

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 12

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

Weekly prices
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€ 17,394
€ 25,899
$ 18,744
$ 27,908
£ 14,995
£ 22,327

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Luxury fully air-con stone farmhouse in Chianti with a large private pool. Beautifully decorated bedrooms & luxury ensuite bathrooms. Breakfast service included (5 mornings). Professional kitchen & large dining loggia. Sauna [fees apply] & secure grounds.

Weekly prices
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€ 13,404
€ 22,344
$ 14,444
$ 24,078
£ 11,555
£ 19,262

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

This rental option for Podere Celli includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week, in addition to a hands-on cooking class before one of the dinners. The cost of food and drinks is not included.

Weekly prices
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€ 19,306
€ 28,253
$ 20,804
$ 30,445
£ 16,643
£ 24,356

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 13

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Plan an intimate wedding for up to 50 guests in a fully A/C luxury farmhouse. Tuscan interiors with ensuite bathrooms & well-equipped kitchen. Private travertine infinity pool, sauna, manicured gardens & stunning views. Chef services included for five breakfasts a week.

Weekly prices
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€ 14,295
€ 23,233
$ 15,404
$ 25,035
£ 12,324
£ 20,028

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

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

Hold a fairytale wedding with up to 60 special guests at Torre Palazzone, an enchanting medieval castle just 15km from Siena. Say ‘I do’ surrounded by the estate’s romantic olive groves, sit down to a wedding feast in the beautiful rustic barn then dance the night away in the magical villa courtyard.

Weekly prices
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€ 22,004
€ 25,114
$ 23,711
$ 27,063
£ 18,969
£ 21,650

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

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

Magnificent medieval castle near Siena with daily continental breakfast service & chef services for dinner. A/C bedrooms & ensuite bathrooms. Private heated pool with outdoor living & dining areas. Short walk to village & winery. 

Weekly prices
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€ 19,742
€ 22,965
$ 21,273
$ 24,747
£ 17,019
£ 19,798

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Private pool

Luxury stone farmhouse with staff & cook 3km from Montepulciano. Tuscan interiors, spacious A/C bedrooms & en-suite bathrooms. Private infinity pool on large manicured garden with unforgettable views of Pienza. Breakfast & dinner service included in the price.

Weekly prices
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To
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€ 26,718
€ 26,718
$ 28,790
$ 28,790
£ 23,032
£ 23,032

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

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

Magnificent villa with a private pool near Fiesole within easy reach of Florence. Air-conditioned luxury bedrooms & en suite bathrooms. Beautiful interiors and Glorious gardens. Fantastic local concierge. Breakfast dinner service included in the price.

Weekly prices
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€ 14,038
€ 18,434
$ 15,127
$ 19,864
£ 12,102
£ 15,891

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 9

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

Magnificent villa with a private pool near Fiesole within easy reach of Florence. Air-conditioned luxury bedrooms & en suite bathrooms. Beautiful interiors and Glorious gardens. Fantastic local concierge. Breakfast dinner service included in the price.

Weekly prices
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To
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€ 15,806
€ 21,069
$ 17,032
$ 22,704
£ 13,626
£ 18,163

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 9

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

Host an Intimate wedding ceremony for up to 60 guests in the elegant & magnificent 16C Villa di Masseto. with a nearby country retreat ideal for your guests. Superb local concierge service. Breakfast & dinner service included in the price.

Weekly prices
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To
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€ 19,012
€ 24,275
$ 20,487
$ 26,158
£ 16,390
£ 20,927

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 11

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

18th-century villa with staff & cook 9km from Montepulciano. Restored period interiors, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast & dinner service included in the price.

Weekly prices
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€ 16,015
€ 21,152
$ 17,258
$ 22,793
£ 13,806
£ 18,234

SLEEPING: 24 - BEDROOMS: 12 - BATHROOMS: 14

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

18th-century villa with staff & cook 9km from Montepulciano. Restored period interiors, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast & dinner service included in the price.

Weekly prices
From
To
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€ 18,130
€ 24,174
$ 19,536
$ 26,049
£ 15,629
£ 20,839

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