Villas near restaurants and shops in Italy

There’s nothing quite like sipping a fine Tuscan wine and sharing a platter of local cold-cuts and cheese in a sunny piazza. Our centrally located villas near restaurants and shops bring the experience to your doorstep. This handpicked collection of luxury villas near restaurants gives you the flexibility to walk or drive a short distance to a gourmet osteria or ceramics shop. If fine dining and artisan shopping are high on your to-do list, these Italian villa rentals are the perfect choice.

For a totally car-free holiday, you should also browse our collection of villas near villages, where you will enjoy the freedom to walk to the local trattoria or to spend an evening at the village bar with no need to drive home. And remember, our expert concierge team can arrange a private chef to cook for you during your stay at a luxury villa in Italy. 

Condé Nast Traveller 2022 Award
Showing: 34 villas
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Showing: 34 villas

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

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

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
From
To
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€ 5,431
€ 7,729
$ 6,980
$ 9,934
£ 5,272
£ 7,503

SLEEPING: 16 - BEDROOMS: 8 - BATHROOMS: 7

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

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
From
To
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€ 6,470
€ 9,342
$ 8,315
$ 12,007
£ 6,280
£ 9,069

SLEEPING: 18 - BEDROOMS: 9 - BATHROOMS: 8

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

Spacious 16C stone farmhouse with air-conditioned bedrooms and a private pool on the edge of the Chianti . Wonderful views of rolling hills laced with olive trees. Comfortable homey interiors with many nooks, three kitchens.

Weekly prices
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To
-
€ 7,001
€ 10,168
$ 8,999
$ 13,069
£ 6,797
£ 9,871

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.

Weekly prices
From
To
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€ 4,417
€ 8,887
$ 5,677
$ 11,423
£ 4,288
£ 8,628

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

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

Luxury stone farmhouse in Tuscany with a private swimming pool just outside a village. Air-con bedrooms & ensuite bathrooms. Beautiful gardens with unspoilt views. Within walking distance to great restaurants & the village Sarteano.

Weekly prices
From
To
-
€ 5,028
€ 10,083
$ 6,462
$ 12,959
£ 4,881
£ 9,788
Rental options (size of party):

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 7

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Beautiful 14th century stone farmhouse & guest house with air-conditioned bedrooms and a gated private infinity pool. Beautiful location and wonderful views on a private wine estate just minutes from Castellina in Chianti.  

Weekly prices
From
To
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€ 7,870
€ 9,982
$ 10,115
$ 12,830
£ 7,639
£ 9,691

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

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

Stone villa on Monte Argentario with private pool & sea views. The Interior has a modern kitchen, a light-filled living room & A/C in all rooms. Gorgeous shaded outdoor dining & living areas. Short drive to famous coves & beaches.

Weekly prices
From
To
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€ 4,682
€ 9,408
$ 6,018
$ 12,092
£ 4,545
£ 9,133

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury hill top farmhouse with large saltwater infinity pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook and cooking lessons available.

Weekly prices
From
To
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€ 4,860
€ 9,072
$ 6,246
$ 11,660
£ 4,718
£ 8,807

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

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

Luxury hill top farmhouse with large infinity-edge pool, air conditioned bedrooms and en-suite bathrooms near San Gimignano. Modern interiors with stylish shaded seating & dining areas. Cook & cooking lessons available.

Weekly prices
From
To
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€ 6,814
€ 11,024
$ 8,758
$ 14,169
£ 6,614
£ 10,701

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Beautifully restored 15th-century farmhouse with breath-taking views of the Tuscan coastline. Lake Massaciuccoli and, in the distance, the Leaning Tower of Pisa. Private swimming pool, semi-professional kitchen, and spacious, air-conditioned bedrooms with en suite bathrooms and private terrazzos.

Weekly prices
From
To
-
€ 5,219
€ 7,886
$ 6,707
$ 10,136
£ 5,066
£ 7,655

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 5

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

Converted farmhouse on organic wine estate with staff & cook. Private panoramic pool & A/C bedrooms. Short walk to winery, cooking school, restaurants & medieval village. Breakfast service included plus one dinner & wine tasting. On-site experiences.

Weekly prices
From
To
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€ 6,324
€ 7,824
$ 8,128
$ 10,055
£ 6,139
£ 7,595

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Medieval staffed villa on a hilltop 12km from Orvieto with private cook. A/C bedrooms & modern ensuite bathrooms. Lush, planted garden with private pool & outdoor living areas. Easy walk to village shops & restaurants. Breakfast service included in the price, plus two dinners.

Weekly prices
From
To
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€ 5,516
€ 7,814
$ 7,089
$ 10,043
£ 5,354
£ 7,585

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

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

Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.

Weekly prices
From
To
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€ 3,377
€ 6,608
$ 4,341
$ 8,493
£ 3,278
£ 6,415

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

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

This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included.

Weekly prices
From
To
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€ 5,343
€ 8,855
$ 6,868
$ 11,382
£ 5,187
£ 8,596

SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7

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

Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.

Weekly prices
From
To
-
€ 3,884
€ 7,614
$ 4,992
$ 9,787
£ 3,771
£ 7,392

SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7

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

This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.

Weekly prices
From
To
-
€ 6,607
€ 10,726
$ 8,491
$ 13,786
£ 6,413
£ 10,412

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Stylish farmhouse with air-con bedrooms with en suite bathrooms & private pool on a hilltop with stunning views, very near to Florence. Restaurant within walking distance, great choice for families or groups of couples.

Weekly prices
From
To
-
€ 3,598
€ 6,765
$ 4,625
$ 8,695
£ 3,493
£ 6,567

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

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

Stylish farmhouse with air-con bedrooms with en suite bathrooms & private pool on a hilltop with stunning views, very near to Florence. Restaurant within walking distance, great choice for families or groups of couples.

Weekly prices
From
To
-
€ 3,997
€ 7,500
$ 5,137
$ 9,640
£ 3,880
£ 7,281

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