Villas in vineyards in Italy

PRESS PLAY TO WATCH THE TEASER

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: 14 villas
Sort by:
Select your currency:
Showing: 14 villas

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
From
To
-
€ 5,313
€ 9,347
$ 5,725
$ 10,073
£ 4,580
£ 8,058

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
-
€ 6,666
€ 11,665
$ 7,184
$ 12,570
£ 5,747
£ 10,056

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
From
To
-
€ 2,927
€ 6,557
$ 3,154
$ 7,066
£ 2,523
£ 5,653

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
From
To
-
€ 3,605
€ 7,271
$ 3,885
$ 7,836
£ 3,108
£ 6,268

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

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. 

Weekly prices
From
To
-
€ 7,308
€ 10,974
$ 7,876
$ 11,826
£ 6,300
£ 9,461

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
From
To
-
€ 3,822
€ 7,708
$ 4,118
$ 8,306
£ 3,295
£ 6,645

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

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.

Weekly prices
From
To
-
€ 7,747
€ 11,633
$ 8,348
$ 12,536
£ 6,678
£ 10,028

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

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.

Weekly prices
From
To
-
€ 4,723
€ 6,904
$ 5,090
$ 7,439
£ 4,072
£ 5,951

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

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.

Weekly prices
From
To
-
€ 5,557
€ 8,122
$ 5,988
$ 8,752
£ 4,790
£ 7,002

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

This rental option includes a professional cook and waiter that shall prepare wonderful evening meals for 3 nights and daily breakfast at villa Gugliaie. 

Weekly prices
From
To
-
€ 8,189
€ 11,240
$ 8,824
$ 12,113
£ 7,059
£ 9,690

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

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. 

Weekly prices
From
To
-
€ 7,220
€ 10,645
$ 7,780
$ 11,471
£ 6,224
£ 9,177

Subscribe to our newsletter

loading
Searching for your villa