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: 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
Host and celebrate here your wedding just, 30 minutes from Florence. Extensive grounds ideal for hosting a wedding up to 200 guests. Church San Michele a Rupecanina within walking distance.
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: 16 - BEDROOMS: 8 - BATHROOMS: 8
Staffed 16th century fully air-conditioned villa with a heated private pool set in the Chianti. Spacious bedrooms with en-suite bathrooms, Fantastic cook included preparing breakfast & 6 evening meals. Maid service.
SLEEPING: 12 - BEDROOMS: 8 - BATHROOMS: 7
Beautiful stone farmhouse on the edge of the Chianti near Florence. Large infinity edge pool & air con bedrooms. Large stylish outdoor seating area & stunning views. Rental option including a cook avail.
SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7
Beautiful stone farmhouse on the edge of the Chianti near Florence. Large infinity edge pool & air con bedrooms. Large stylish outdoor seating area & stunning views. Rental option including a cook avail.
SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7
This staffed rental option at Il Cortile includes a professional chef that shall prepare 6 fantastic evening meals and breakfast. Please note that food and wine is not included and that cookings lessons can be arranged.
SLEEPING: 15 - BEDROOMS: 8 - BATHROOMS: 7
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.
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: 14 - BEDROOMS: 7 - BATHROOMS: 9
Luxury hilltop villa 18km from Orvieto with staff & cook. A/C interiors, antique painting collection & internal lift. Modern en-suite bathrooms & professional kitchen. 25-acre park with formal gardens & private mosaic-paved pool. 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: 16 - BEDROOMS: 8 - BATHROOMS: 9
Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.
SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 10
Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 11
Rural 18th-century farmhouse & guesthouse with A/C in all rooms 12km from San Gimignano. Classic Tuscan interiors with large bedrooms & en-suite bathrooms. Manicured lawns with panoramic outdoor dining & seating areas. Private pool & all-weather tennis court. Rental option with staff & cook available.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 11
This rental option for Il Renaccio includes services of a professional chef for dinner 6 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.
SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 11
This rental option for Il Renaccio includes an everflowing supply of DOCG Vernaccia di San Gimignano red & white wine & the services of a professional chef for dinner 6 days a week.
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. Rental option with chef & all-inclusive wine available.
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: 20 - BEDROOMS: 9 - BATHROOMS: 7
This staffed rental option for Santi Terzi includes an infinite supply of IGT Umbria white wine & the services of a professional chef for breakfast 6 days a week & dinner 4 days a week.
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: 6 - BEDROOMS: 3 - BATHROOMS: 3
This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, a welcome meal, a wine tasting experience in the estate’s wine cellars and evening meal, a cooking class with evening meal.
SLEEPING: 8 - BEDROOMS: 4 - 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: 3
This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, a welcome meal, a wine tasting experience in the estate’s wine cellars and evening meal, a cooking class with an evening meal.
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, a welcome meal, a wine tasting experience in the estate’s wine cellars and evening meal, a cooking class with an evening meal.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4
This staffed rental option for Santa Dieci includes an everflowing supply of DOC Chianti red wine & the services of a professional chef for breakfast 6 days a week, dinner 3 days a week, a cooking class & wine tasting experience.
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, one dinner and pizza lunch; excluding food and wine.
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, one dinner and pizza lunch; excluding food and wine.