Our luxury villas for rent in Italy offer something a little extra. Like every villa rental from Tuscany Now & More, each has a private swimming pool. These luxury Italian villa rentals offer more: they represent the highest standard you will find anywhere in Italy.
Grand designs, innovative architecture, sumptuous interiors and Italian elegance combine in luxury holiday rentals you will remember forever.
Many of our luxury villas for rent have been welcoming Italy’s most esteemed guests for centuries. With the help and advice of Tuscany Now & More, villa owners have enhanced historic buildings with 21st-century amenities like air-conditioning — in bedrooms or throughout all rooms — private tennis courts, hot tubs, private spas, professional-quality kitchens, and much more.
Over 30 years’ experience finding the finest rental villas in Italy has taught us how to serve our clients better. Every traveller who chooses one of our luxury villa rentals in Italy also has unlimited access to our award-winning travel concierge service. Your concierge knows Italy and has spent time getting to know the areas around the luxury villa you choose. Our team is Italy-based and/or Italian.
Whether you select a luxury villa in Tuscany, one of our luxury Umbria villas or a luxury villa near Verona, we can arrange a private chef to cook for you in your villa. We can reserve your party a table at the most sought-after restaurants in the local area.
Our expert concierges can also recommend experiences and activities to help you get under the skin of Italy, whether that’s a Tuscan cookery class, an early morning truffle hunt in virgin woodland, or a chauffeur-driven tour around the top wineries.
Remember: all our villas in Italy have a private pool. We also have special collections of historic and heritage villas in Italy; contemporary-styled villas in Italy; villas in Italy with private gym; and many more. Check our villa collections page for a range of properties pre-selected to meet your travel dreams.
Sleeping: 46 - Bedrooms: 23 - Bathrooms: 23
Stunning five hundred year old Hamlet in the hills south of Florence converted into six very stylish luxury residences. Luxury accommodations staffed with cook & staff preparing breakfast and evening meals included in the rental price. Two private swimming pools, an enoteca, a private restaurant, a theatre, a library, and air-conditioned bedrooms.
Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15
Three private luxury residences on a 900 acre estate with two private pools, Jacuzzi, Spa & tennis court amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.
Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15
Celebrate your wedding in the beautiful Estate of Petroio. Have an intimate blessing in the private chapel of the Villa for a max of 40 guests. Wedding planner and catering services upon request.
Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15
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 is not included. Lunches avail.
Sleeping: 30 - Bedrooms: 15 - Bathrooms: 15
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.
Sleeping: 12 - Bedrooms: 7 - Bathrooms: 7
Beautiful luxury home near Portofino. magical views of the Italian Riviera. Immaculate garden, heated pool and spa pool, gym, sauna, air conditioned throughout with a charming village within walking.
Sleeping: 16 - Bedrooms: 8 - Bathrooms: 9
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 & secure grounds.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 12
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 & secure grounds.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 12
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.
Sleeping: 26 - Bedrooms: 13 - Bathrooms: 14
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 & secure grounds.
Sleeping: 26 - Bedrooms: 13 - Bathrooms: 14
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.
Sleeping: 26 - Bedrooms: 13 - Bathrooms: 13
Wedding option for up to 50 guests. Luxury fully air-con stone farmhouse near San Gimignano with a large private pool. Beautifully decorated bedrooms & comfortable en suite bathrooms. Breakfast service (5 mornings) included. Wedding planner available on demand.
Sleeping: 16 - Bedrooms: 11 - Bathrooms: 11
Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.
Sleeping: 20 - Bedrooms: 11 - Bathrooms: 11
Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11
Luxury staffed villa in the Chianti with cook & staff preparing breakfast, lunch & evening meals included in the rental price. Infinity edge pool & hot tub. A/C bedrooms & en-suite bathrooms.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11
Celebrate your wedding at Corbezzoli, with an on-site concierge & staff included with a fantastic cook for breakfast, lunch & evening meals. Beautiful garden and pool area with stunning views as a backdrop.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11
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.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11
Wedding venue for up to 50 guests in a beautiful Medieval castle with private heated pool & air-conditioned bedrooms. Beautiful location near Siena, personal cook services for breakfast & evening meals included.
Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11
Beautiful staffed Medieval castle with private heated pool & air-conditioned bedrooms near Siena. Service for breakfast & evening meals included. Lots of outdoor living areas fantastic for large parties, family reunions, and small weddings.
Sleeping: 8 - Bedrooms: 7 - Bathrooms: 6
Luxury home with a private pool on the Tuscan coast with stunning views of the sea and coastline. Beautiful grounds, air cond. bedrooms, lots of shaded outside areas, Gym, sauna, maids and cooks available.
Sleeping: 12 - Bedrooms: 7 - Bathrooms: 6
Luxury home with a private pool on the Tuscan coast with stunning views of the sea and coastline. Beautiful grounds, air cond. bedrooms, lots of shaded outside areas, Gym, sauna, maids and cooks available.
Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6
Rent a 16th-century architectural jewel of Veneto with staff & cook. Frescoed walls & ceilings, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Short walk to estate’s golf course & Michelin-star restaurant. Breakfast service included in the price plus 1-day Green Fee for party leader.
Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8
Elegant hilltop 17th-century villa in the Chianti, near Greve and Florence. Beautiful views with a private infinity-edge heated pool. Fully air-conditioned with luxury bathrooms & a large well-equipped kitchen.
Sleeping: 20 - Bedrooms: 10 - Bathrooms: 10
Elegant hilltop 17th-century villa in the Chianti, near Greve and Florence. Beautiful views with a private infinity-edge heated pool. Fully air-conditioned with luxury bathrooms & a large well-equipped kitchen.
Sleeping: 16 - Bedrooms: 8 - Bathrooms: 7
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.
Sleeping: 20 - Bedrooms: 10 - Bathrooms: 9
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.
Sleeping: 20 - Bedrooms: 10 - Bathrooms: 9
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.