Luxury villas in Italy

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.

Condé Nast Traveller 2022 Award
Showing: 33 villas
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Showing: 33 villas

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 9

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

Top-level luxury villa facing Orvieto with staff & cook. Large, private pool & gym. Contemporary A/C interiors, luxury bathrooms & professionally equipped kitchen. Grounds with panoramic outdoor living & dining areas. Breakfast & dinner service included in the price. 

Weekly prices
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To
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€ 15,579
€ 25,368
$ 19,106
$ 31,111
£ 15,123
£ 24,626

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

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

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. 

Weekly prices
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To
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€ 20,268
€ 28,140
$ 24,857
$ 34,511
£ 19,675
£ 27,317

SLEEPING: 20 - BEDROOMS: 11 - BATHROOMS: 11

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

Beautiful staffed Medieval castle with private heated pool near Siena. Service for breakfast & evening meals included. Lots of outdoor living areas fantastic for large parties, family reunions, and small weddings.  

Weekly prices
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€ 17,500
€ 24,380
$ 21,462
$ 29,900
£ 16,988
£ 23,667

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private 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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€ 12,878
€ 16,910
$ 15,794
$ 20,739
£ 12,501
£ 16,416

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 9

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private 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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€ 14,500
€ 19,328
$ 17,783
$ 23,704
£ 14,076
£ 18,763

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 9

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

Weekly prices
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€ 17,441
€ 22,269
$ 21,390
$ 27,311
£ 16,931
£ 21,618

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 9

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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€ 8,748
€ 15,120
$ 10,729
$ 18,543
£ 8,492
£ 14,678

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 12

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 10,556
€ 18,360
$ 12,946
$ 22,517
£ 10,248
£ 17,823

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 12

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 15,974
€ 23,784
$ 19,590
$ 29,169
£ 15,507
£ 23,088

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 12,311
€ 20,520
$ 15,099
$ 25,166
£ 11,951
£ 19,920

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 14

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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.

Weekly prices
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To
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€ 17,730
€ 25,946
$ 21,744
$ 31,821
£ 17,211
£ 25,187

SLEEPING: 26 - BEDROOMS: 13 - BATHROOMS: 13

  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool

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. 

Weekly prices
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€ 13,543
€ 22,572
$ 16,610
$ 27,683
£ 13,147
£ 21,912

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. On-site concierge. Breakfast, lunch & dinner service included.

Weekly prices
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To
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€ 14,109
€ 17,568
$ 17,304
$ 21,546
£ 13,697
£ 17,055

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. On-site concierge. Breakfast, lunch & dinner service included.

Weekly prices
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To
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€ 13,993
€ 17,599
$ 17,162
$ 21,584
£ 13,584
£ 17,085

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

Luxury hilltop villa in Chianti with staff & cook. Private infinity pool & hot tub. Professional kitchen & large A/C bedrooms with luxurious en-suite bathrooms. On-site concierge. Breakfast, lunch & dinner service included.

Weekly prices
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€ 16,094
€ 20,117
$ 19,738
$ 24,671
£ 15,623
£ 19,528

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
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To
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€ 18,300
€ 22,324
$ 22,443
$ 27,378
£ 17,765
£ 21,671

SLEEPING: 22 - BEDROOMS: 11 - BATHROOMS: 11

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
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To
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€ 21,717
€ 26,002
$ 26,635
$ 31,890
£ 21,082
£ 25,242

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

Three private luxury residences on a 900 acre estate with two private pools, Jacuzzi, Spa, tennis court and beach volley amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

Weekly prices
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To
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€ 15,392
€ 21,989
$ 18,877
$ 26,968
£ 14,942
£ 21,346

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

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.

Weekly prices
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To
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€ 16,252
€ 23,218
$ 19,932
$ 28,475
£ 15,777
£ 22,539

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

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.

Weekly prices
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To
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€ 22,023
€ 31,017
$ 27,009
$ 38,039
£ 21,379
£ 30,110

SLEEPING: 30 - BEDROOMS: 15 - BATHROOMS: 15

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

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.

Weekly prices
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To
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€ 22,974
€ 32,375
$ 28,175
$ 39,705
£ 22,302
£ 31,428

SLEEPING: 10 - BEDROOMS: 7 - 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.

Weekly prices
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To
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€ 11,576
€ 17,075
$ 14,197
$ 20,941
£ 11,238
£ 16,576

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, sauna & gym. Elegant interiors, internal lift & A/C in all rooms. On-site concierge. Breakfast & dinner included in the rental price.

Weekly prices
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To
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€ 10,500
€ 15,800
$ 12,877
$ 19,377
£ 10,193
£ 15,338

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 8

  • Fully air-conditioned villa
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

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.

Weekly prices
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To
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€ 7,608
€ 14,266
$ 9,331
$ 17,495
£ 7,386
£ 13,848

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 10

  • Fully air-conditioned villa
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

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.

Weekly prices
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To
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€ 8,370
€ 15,692
$ 10,265
$ 19,245
£ 8,125
£ 15,233

SLEEPING: 20 - BEDROOMS: 10 - BATHROOMS: 11

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Huge rambling Luxury home with a fantastic private swimming pool & stunning views on a hill top near Florence. Great kitchen, large air-con bedrooms & modern bathrooms. Summer kitchen, gym & Turkish bath.

Weekly prices
From
To
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€ 10,448
€ 15,472
$ 12,814
$ 18,975
£ 10,143
£ 15,019

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