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: 36 villas
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Showing: 36 villas

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
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€ 4,768
€ 9,535
$ 5,175
$ 10,350
£ 4,075
£ 8,150

SLEEPING: 16 - BEDROOMS: 11 - BATHROOMS: 9

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Elegant 17th-century farmhouse & guesthouse on a hilltop 5km from Greve in Chianti. Private pool & Chianti views. Interior has beamed ceilings, terracotta floors, A/C bedrooms & modern bathrooms. Ideal location to explore Tuscany.

Weekly prices
From
To
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€ 6,756
€ 13,508
$ 7,333
$ 14,662
£ 5,774
£ 11,545

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

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

Newly restored Renaissance-style villa with private pool & Italianate gardens 15km from Florence. Immaculate interiors with classic Tuscan decor & contemporary art collection. A/C in all rooms, ensuite bathrooms & modern kitchen. Large shaded loggia with outdoor living & dining areas.

Weekly prices
From
To
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€ 8,359
€ 12,872
$ 9,073
$ 13,972
£ 7,144
£ 11,002

Special rates for July and August

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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€ 3,660
€ 7,196
$ 3,973
$ 7,811
£ 3,128
£ 6,150

Special rates for July and August

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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€ 5,792
€ 9,642
$ 6,286
$ 10,467
£ 4,950
£ 8,241

Special rates for July and August

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
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€ 4,210
€ 8,291
$ 4,570
$ 9,000
£ 3,598
£ 7,086

Special rates for July and August

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
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€ 7,161
€ 11,679
$ 7,773
$ 12,677
£ 6,120
£ 9,982

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
From
To
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€ 7,519
€ 11,702
$ 8,162
$ 12,702
£ 6,427
£ 10,002

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
From
To
-
€ 8,099
€ 12,602
$ 8,791
$ 13,679
£ 6,922
£ 10,771

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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€ 5,298
€ 9,889
$ 5,751
$ 10,734
£ 4,528
£ 8,452

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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€ 7,427
€ 12,017
$ 8,062
$ 13,044
£ 6,348
£ 10,271

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
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€ 4,723
€ 6,904
$ 5,127
$ 7,494
£ 4,037
£ 5,901

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
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€ 5,557
€ 8,122
$ 6,032
$ 8,816
£ 4,749
£ 6,942

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
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€ 8,189
€ 11,240
$ 8,889
$ 12,201
£ 6,999
£ 9,607

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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€ 4,825
€ 9,708
$ 5,237
$ 10,538
£ 4,124
£ 8,298

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
-
€ 5,492
€ 11,014
$ 5,962
$ 11,955
£ 4,694
£ 9,413

Special rates for July

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Cook included
  • Maid included
  • Fully air-conditioned villa
  • Internet connection
  • Hot tub

Classic stone farmhouse in the Val d’Orcia with panoramic views of Pienza. Fully A/C, spacious open-plan living areas with ensuite bathrooms. 12m infinity pool, hot tub & dining terrace.

Weekly prices
From
To
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€ 7,384
€ 10,548
$ 7,957
$ 11,367
£ 6,365
£ 9,093
New villa, be the first to review

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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€ 5,098
€ 10,245
$ 5,534
$ 11,121
£ 4,358
£ 8,756

New for 2024

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
From
To
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€ 6,452
€ 9,332
$ 6,952
$ 10,056
£ 5,562
£ 8,045

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