Villas in vineyards in Italy

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Our vineyard accommodation in Italy comprises luxury villas and converted farmhouses on wine estates, sleeping from 2 to 30 people. Every Tuscany Now & More villa is handpicked for traditional luxury and style, and has its own private swimming pool. Most properties in our portfolio, including our vineyard accommodation, are either villas with air-conditioned bedrooms or Italian villas with air-conditioning throughout.

A Tuscany vineyard stay connects you with unforgettable landscapes where many of the world’s iconic wines are made. Our vineyard villa accommodation includes luxury Chianti villas and villas near Montepulciano, in southern Tuscany. At Gugliaie, a villa on the noble “Villa Le Corti” Corsini wine estate, you can enjoy a tasting of prestigious vintages at the estate’s Cantina, which just 2 minutes from your property — part of the “new face of fine wine tourism”, according to the FT.

Italian wine information on our website gives you the low-down on everything you need for a wine tasting holiday in Italy, from pairing niche Tuscan wines to background on the Sangiovese, Tuscany’s king of grapes and the main ingredient in a fine Chianti.

At our Tuscan vineyard accommodation, this unforgettable wine tasting holiday is on your doorstep — at the end of your private garden, literally. If you want to further your knowledge, our expert travel concierges will arrange a sommelier-led wine tasting at your luxury Tuscany villa; advise on the best local cantina visits; or connect you with local tour specialists who offer a range of tailored food and wine experiences.

Our concierges and ground staff are available 24/7 while you are in destination, to assist in an emergency, arrange for shopping to be delivered to your vineyard accommodation, or just offer local travel expertise. (There’s lots more to see here besides the vineyards.)

Our Italy travel specialists will help you pick your perfect Tuscan vineyard accommodation: contact them now.

Condé Nast Traveller 2023 Award
Showing: 17 villas
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Showing: 17 villas

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 are not included. Lunches avail.

Weekly prices
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To
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€ 25,189
€ 35,476
$ 28,674
$ 40,384
£ 22,697
£ 31,966

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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€ 26,277
€ 37,030
$ 29,912
$ 42,153
£ 23,677
£ 33,366

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Luxury stone farmhouse with staff & cook 3km from Montepulciano. Tuscan interiors, spacious A/C bedrooms & en-suite bathrooms. Private infinity pool on large manicured garden with unforgettable views of Pienza. Breakfast & dinner service included in the price.

Weekly prices
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€ 26,718
€ 26,718
$ 30,414
$ 30,414
£ 24,074
£ 24,074

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 10

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

Luxurious hilltop farmhouse south of Siena with staff & cook. Large A/C bedrooms & modern en-suite bathrooms. Private pool, tennis court, football pitch, gym & sauna. Breakfast & dinner service included in the price.

Weekly prices
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€ 16,491
€ 23,558
$ 18,772
$ 26,817
£ 14,859
£ 21,227

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

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. Daily breakfast & 5 dinner service included in the price.

Weekly prices
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€ 15,047
€ 18,809
$ 17,129
$ 21,411
£ 13,558
£ 16,948

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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€ 12,619
€ 18,613
$ 14,365
$ 21,188
£ 11,370
£ 16,771

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
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€ 11,413
€ 16,900
$ 12,992
$ 19,238
£ 10,284
£ 15,228

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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€ 11,626
€ 14,369
$ 14,942
$ 18,468
£ 11,286
£ 13,949

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Luxury stone farmhouse set on a large estate amid vineyards & olive groves near Florence. Fantastic kitchen, air-con bedrooms, en suite bathrooms. Large private fenced pool, hot tub, sauna, spa, yoga deck and yoga studio with gym. Access to the Estate's private tennis court.

Weekly prices
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€ 13,048
€ 16,398
$ 14,853
$ 18,667
£ 11,757
£ 14,776
Rental options (size of party):

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

  • Fully air-conditioned villa
  • Internet connection
  • Heated pool

Restored luxury stone farmhouse & guesthouse with private heated infinity pool in Siena outskirts. Interior has terracotta floors, beamed ceilings, A/C in all rooms & en-suite bathrooms. Plenty of panoramic outdoor living & dining areas. Private gym.

Weekly prices
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€ 10,311
€ 14,664
$ 11,738
$ 16,693
£ 9,291
£ 13,213

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

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

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.

Weekly prices
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€ 9,776
€ 13,553
$ 11,129
$ 15,428
£ 8,809
£ 12,212

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
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To
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€ 5,313
€ 9,347
$ 6,048
$ 10,641
£ 4,787
£ 8,422

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Fully air conditioned luxury villa on the edge of the Chianti with a large private heated pool, en suite bathrooms, professional kitchen, fantastic outside living & dining areas. Superbly managed.

Weekly prices
From
To
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€ 6,666
€ 11,665
$ 7,589
$ 13,278
£ 6,007
£ 10,510

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