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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
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.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7
Plan a wedding for up to 100 guests (up to 150 for outdoor reception) 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.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 7
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.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4
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.
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5
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.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 5
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
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.
SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6
Large stone farmhouse with staff and private heated pool, 15 mins from Siena. Fully air-conditioned and featuring beautiful gardens. Rental price includes daily breakfast service, excluding food.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 6
Large stone farmhouse with staff and private heated pool, 15 mins from Siena. Fully air-conditioned and featuring beautiful gardens. Rental price includes daily breakfast service, excluding food.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6
Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6
This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included.
SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7
Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.
SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7
This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.
SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7
Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti. Comfortable homey interiors with many nooks, three kitchens and Chef service for 6 breakfast is also included in the price.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8
Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti. Comfortable homey interiors with many nooks, three kitchens and chef service for 6 breakfast included in the price.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Historic Chianti villa with staff & cook 30km from Florence. Tuscan decor, terracotta floors and frescoed walls. A/C suites, en-suite bathrooms & fully-equipped kitchen. Private, gated pool on large, manicured garden. Breakfast & dinner service included in the price.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Luxury hill top farmhouse with large saltwater infinity pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook and cooking lessons available.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Luxury hill top farmhouse with large infinity-edge pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook & cooking lessons available.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3
Beautiful farmhouse with a private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the centre of Siena.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4
Beautiful farmhouse with a private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the centre of Siena.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4
This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, two dinners, a cooking class & a wine tasting in the estate’s wine cellars.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4
Beautiful farmhouse with a private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the centre of Siena.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4
This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, two dinners, a cooking class & a wine tasting in the estate’s wine cellars.