Villas in vineyards in Italy

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 2020 Award
Showing: 17 villas
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Showing: 17 villas

Sleeping: 46 - Bedrooms: 23 - Bathrooms: 23

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

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.

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€ 45,586
€ 51,173
$ 61,806
$ 69,382
£ 43,839
£ 49,213

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 amongst vineyards and olive groves near Florence. Air-con bedrooms with en suite bathrooms.

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€ 15,392
€ 21,989
$ 20,869
$ 29,813
£ 14,802
£ 21,146

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.

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€ 16,252
€ 23,218
$ 22,035
$ 31,479
£ 15,629
£ 22,328

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.

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€ 19,081
€ 27,258
$ 25,870
$ 36,957
£ 18,350
£ 26,214

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.

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€ 19,942
€ 28,488
$ 27,038
$ 38,625
£ 19,178
£ 27,396

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 10

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

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.

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€ 12,101
€ 18,754
$ 16,407
$ 25,428
£ 11,637
£ 18,036

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Private Pool

Luxury stone farmhouse & guesthouse with staff & cook, 3 Km 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.

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€ 18,749
€ 18,749
$ 25,420
$ 25,420
£ 18,030
£ 18,030

Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6

  • Cook Included
  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

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.

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€ 10,499
€ 15,487
$ 14,235
$ 20,997
£ 10,097
£ 14,893

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court

Luxury 12th Century Villa with beautiful views near Florence amid vineyards and olive groves. Immaculately maintained with gorgeous gardens. Air-con bedrooms. Private fenced pool. Estate T. Court.

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€ 6,775
€ 9,678
$ 9,186
$ 13,122
£ 6,515
£ 9,307

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Tennis Court

Luxury 12th Century Villa with beautiful views near Florence amid vineyards and olive groves. Immaculately maintained with gorgeous gardens. Air-con bedrooms. Private fenced pool. Estate T. Court.

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€ 8,469
€ 12,098
$ 11,482
$ 16,403
£ 8,144
£ 11,634

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.

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€ 8,062
€ 11,938
$ 10,931
$ 16,186
£ 7,753
£ 11,481

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 9

  • Cook Included
  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Luxury hilltop villa 18km from Orvieto with staff & cook. 25-acre park with formal gardens, fountain and private mosaic-paved pool. A/C in all rooms, modern en-suite bathrooms & professional kitchen. Antique painting collection, billiard table & internal lift. Breakfast service included in the rental price, plus two dinners. 

Weekly prices
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€ 7,250
€ 10,250
$ 9,830
$ 13,897
£ 6,972
£ 9,857

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.

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€ 5,815
€ 8,308
$ 7,884
$ 11,264
£ 5,592
£ 7,990

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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€ 7,107
€ 10,153
$ 9,636
$ 13,766
£ 6,835
£ 9,764
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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€ 6,326
€ 10,016
$ 8,576
$ 13,579
£ 6,083
£ 9,632
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