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 2023 Award
Showing: 37 villas
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Showing: 37 villas

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. Comfortable homey interiors with many nooks, three kitchens and Chef service for 6 breakfast is also included in the price.

Weekly prices
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To
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€ 7,519
€ 11,702
$ 8,559
$ 13,321
£ 6,775
£ 10,544

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. Comfortable homey interiors with many nooks, three kitchens and chef service for 6 breakfast included in the price.

Weekly prices
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€ 8,099
€ 12,602
$ 9,220
$ 14,345
£ 7,298
£ 11,355

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
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€ 4,825
€ 9,708
$ 5,492
$ 11,051
£ 4,347
£ 8,748

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
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€ 5,492
€ 11,014
$ 6,252
$ 12,537
£ 4,949
£ 9,924
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
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€ 8,170
€ 10,364
$ 9,300
$ 11,797
£ 7,361
£ 9,338

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
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To
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€ 5,098
€ 10,245
$ 5,804
$ 11,662
£ 4,594
£ 9,231

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
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€ 5,298
€ 9,889
$ 6,031
$ 11,257
£ 4,774
£ 8,911

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
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€ 7,427
€ 12,017
$ 8,455
$ 13,679
£ 6,692
£ 10,828

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

A luxury contemporary villa in the Tuscan hills near San Gimignano. A/C throughout with precious marble finishes. 15m private gated pool, immaculate grounds, sauna & tennis court. 

Weekly prices
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€ 6,452
€ 9,332
$ 7,344
$ 10,623
£ 5,813
£ 8,408

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
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€ 5,700
€ 8,614
$ 6,489
$ 9,806
£ 5,136
£ 7,762

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 [heated from 2024]. Estate T. Court.

Weekly prices
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€ 12,756
€ 15,951
$ 16,395
$ 20,501
£ 12,383
£ 15,484

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 [heated from 2024]. Estate T. Court.

Weekly prices
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To
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€ 8,469
€ 12,098
$ 10,885
$ 15,549
£ 8,221
£ 11,744

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 [heated from 2024]. Estate T. Court.

Weekly prices
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To
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€ 14,618
€ 18,611
$ 16,640
$ 21,186
£ 13,172
£ 16,769

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
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To
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€ 3,660
€ 7,196
$ 4,167
$ 8,191
£ 3,298
£ 6,484

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
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To
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€ 5,792
€ 9,642
$ 6,593
$ 10,976
£ 5,218
£ 8,688

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
-
€ 4,210
€ 8,291
$ 4,792
$ 9,438
£ 3,793
£ 7,471

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
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To
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€ 7,161
€ 11,679
$ 8,151
$ 13,295
£ 6,452
£ 10,524

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
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To
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€ 3,922
€ 7,374
$ 4,465
$ 8,394
£ 3,534
£ 6,644

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
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€ 4,357
€ 8,176
$ 4,959
$ 9,307
£ 3,926
£ 7,367

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