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
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: 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.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Fantastically located on the famous “Corsini” Chianti wine estate 15 mins from Florence. Private pool A/C bedrooms, en-suite bathrooms. 5 min walk to shops & restaurants. Option including a cook avail.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Fantastically located on the famous “Corsini” Chianti wine estate 15 mins from Florence. Private pool A/C bedrooms, en-suite bathrooms. 5 min walk to shops & restaurants. Option including a cook avail.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
This rental option includes a professional cook and waiter that shall prepare wonderful evening meals for 3 nights and daily breakfast at villa Gugliaie.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Converted 400-year-old farmhouse on a Chianti hilltop with staff & cook. Private pool, tennis court & A/C bedrooms with en-suite bathrooms. Plenty of outdoor living & dining areas. Breakfast & dinner service included in the rental price.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Classic stone farmhouse in the Val d’Orcia with panoramic views of Pienza. Fully A/C, spacious open-plan living areas with ensuite bathrooms. 12m infinity pool, hot tub & dining terrace.
SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 5
Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 8
Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.
SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7
Fully-staffed Tuscan townhouse near Florence, in charming Mugello village. Short walk to shops, restaurants & hiking trails. Elegant interiors, all-ensuite bathrooms & private pool. Breakfast & dinner service included in the price.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3
Fully-staffed stone villa near Rome with 360° views of Tuscia countryside. Fully A/C, bright contemporary interiors and ensuite bathrooms. 13m infinity pool, stunning terraced garden.
SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5
Fully-staffed stone villa near Rome with 360° views of Tuscia countryside. Fully A/C, bright contemporary interiors and ensuite bathrooms. 13m infinity pool, stunning terraced garden.
SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2
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.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3
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.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3
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.
SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2
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.
SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2
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.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 2
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.
SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 2
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.