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: 37 villas
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Showing: 37 villas

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
$ 15,118
$ 19,851
£ 11,998
£ 15,755

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.

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€ 15,806
€ 21,069
$ 17,022
$ 22,690
£ 13,510
£ 18,008

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 50 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.

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€ 19,012
€ 24,275
$ 20,475
$ 26,142
£ 16,250
£ 20,748

SLEEPING: 18 - BEDROOMS: 10 - BATHROOMS: 9

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

Magnificent 17C Palladian Villa with staff minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

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€ 12,965
€ 18,855
$ 13,962
$ 20,305
£ 11,081
£ 16,115

SLEEPING: 18 - BEDROOMS: 10 - BATHROOMS: 9

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

Magnificent 17C Palladian Villa with staff & cook services included for 6 breakfasts and 3 dinners, ingredients excluded. Minutes from the centre of Verona. Beautifully furnished & frescoed air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

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€ 14,965
€ 20,855
$ 16,116
$ 22,459
£ 12,790
£ 17,825

SLEEPING: 18 - BEDROOMS: 10 - BATHROOMS: 9

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

Book a romantic Verona wedding with up to 28 guests in a magnificent 17th-century Palladian villa with private gated pool, chapel & formal gardens. Frescoed interiors with A/C bedrooms. 

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€ 13,881
€ 19,771
$ 14,949
$ 21,292
£ 11,864
£ 16,898

SLEEPING: 18 - BEDROOMS: 10 - BATHROOMS: 9

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

Book a romantic Verona wedding with up to 50 guests in a magnificent 17th-century Palladian villa with private gated pool & chef services for breakfast & dinner. Frescoed interiors with A/C bedrooms. Photogenic grounds with chapel & formal gardens.

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€ 17,255
€ 23,145
$ 18,582
$ 24,925
£ 14,748
£ 19,782

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

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

A 16th-century architectural jewel of Veneto with staff & cook. Starred in "The Merchant of Venice" with Al Pacino. Frescoed interiors, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Breakfast & dinner service included in the price.

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€ 12,619
€ 18,613
$ 13,590
$ 20,045
£ 10,785
£ 15,909

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

Stylish 16th-century luxury villa in Chianti with staff & cook. Terraced garden with outdoor living & dining areas. Private heated pool, gym & wellness area with treatment room and sauna [wellness area services available to those purchasing treatments]. Elegant interiors, internal lift & A/C in all rooms. On-site concierge. Breakfast & dinner included in the rental price.

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€ 11,446
€ 17,223
$ 12,326
$ 18,548
£ 9,783
£ 14,721

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Charming country villa with private infinity pool & hot tub 18km from San Gimignano. A/C bedrooms & ensuite bathrooms. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.

Weekly prices
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€ 4,593
€ 9,608
$ 4,946
$ 10,347
£ 3,925
£ 8,212

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

A food lover’s paradise complete with chef services for breakfast & dinner, plus one cooking class. A/C bedrooms & ensuite bathrooms. Private infinity pool & hot tub. On-site attentive concierge. 18km from San Gimignano. 

Weekly prices
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€ 8,505
€ 13,520
$ 9,159
$ 14,560
£ 7,269
£ 11,556

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

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

Charming country villa with private infinity pool & hot tub 18km from San Gimignano. A/C bedrooms with two family suites, perfect for younger families. Wealth of alfresco living areas. On-site attentive staff can prepare meals & offer cooking lessons.

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€ 5,511
€ 11,530
$ 5,935
$ 12,417
£ 4,711
£ 9,855

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

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

A food lover’s paradise complete with chef services for breakfast & dinner, plus one cooking class. A/C bedrooms with two family suites, perfect for younger families. Private infinity pool & hot tub. On-site concierge. 18km from San Gimignano.

Weekly prices
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€ 9,423
€ 15,442
$ 10,148
$ 16,630
£ 8,054
£ 13,198

SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7

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

Luxury stone farmhouse in Chianti with staff & cook. Private infinity pool, multiple alfresco living spaces & large A/C bedrooms with luxurious ensuite bathrooms. On-site concierge. Breakfast & dinner service included. 

Weekly prices
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€ 10,140
€ 15,023
$ 10,920
$ 16,179
£ 8,667
£ 12,840

SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7

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

This rental option new for 2019 at Il Cortile Pratolino includes traditional or vegetarian cooking lessons & food experiences, alongside the chef & staff who will prepare breakfast and evening meals included in the rental price.

Weekly prices
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€ 15,241
€ 20,124
$ 16,414
$ 21,672
£ 13,027
£ 17,200

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

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

Large, elegant farmhouse & guest house with a private pool near Florence. Air-con bedrooms in main house. Modern bathrooms. lovely garden and spectacular views. Shaded terrace ideal for al fresco meals.

Weekly prices
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€ 4,853
€ 7,905
$ 5,226
$ 8,513
£ 4,148
£ 6,757

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

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

Plan a wedding for up to 150 guests in the Mugello countryside, 40km from Florence. A spacious converted farmhouse with wrap-around gardens & terrace, large private pool, A/C bedrooms, professional kitchen for events. Chapel within walking distance. Chef services included for arrival dinner & Sunday breakfast.

Weekly prices
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€ 7,348
€ 12,791
$ 7,913
$ 13,775
£ 6,280
£ 10,932

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7

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

This rental option includes fantastic local chefs who will prepare a pizza dinner upon arrival, breakfast for seven days and three dinners during the week. Cost of ingredients and drinks is not included. 

Weekly prices
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€ 9,573
€ 14,745
$ 10,310
$ 15,879
£ 8,182
£ 12,602

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

Elegant 17th-century villa with a private pool surrounded by a stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service [ingredients excluded] and maid service included.

Weekly prices
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€ 8,829
€ 13,856
$ 9,508
$ 14,922
£ 7,546
£ 11,843

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

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

For an Umbrian wedding with up to 50 guests (up to 90 with an extra fee) in a 17th-century villa with private pool, surrounded by 10-acre park with formal gardens, fountains & amphitheatre. A/C bedrooms with ensuite bathrooms. Breakfast service [ingredients excluded] and maid service included.

Weekly prices
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€ 11,036
€ 17,321
$ 11,885
$ 18,653
£ 9,433
£ 14,804

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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€ 7,118
€ 11,162
$ 7,666
$ 12,021
£ 6,084
£ 9,540

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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€ 7,493
€ 11,750
$ 8,069
$ 12,654
£ 6,404
£ 10,043

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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To
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€ 8,154
€ 12,787
$ 8,781
$ 13,770
£ 6,969
£ 10,929

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5

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

Beautiful home with private pool & tennis court including a private cook for breakfast & evening meals on the famous Camugliano Estate. A/C bedrooms, sofisticated outdoor dining & living areas.

Weekly prices
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To
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€ 8,815
€ 13,823
$ 9,493
$ 14,887
£ 7,534
£ 11,815

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury villa with stunning views overlooking San Gimignano with an oversized private swimming pool and full size tennis court. Air conditioned bedrooms with en suite bathrooms.  

Weekly prices
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€ 7,913
€ 11,444
$ 8,521
$ 12,324
£ 6,763
£ 9,781

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

This rental option for Diaspero includes services of a professional chef for breakfast 6 days a week and dinner upon arrival. The cost of food is included, but drinks are not included. Additional meals can be arranged as an extra.

Weekly prices
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To
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€ 10,242
€ 13,773
$ 11,030
$ 14,832
£ 8,754
£ 11,772

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