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Rural retreats in Italy

For the ultimate ‘get away from it all’ countryside holiday, Italy’s abundance of unspoilt landscapes and picturesque villages offer the discerning traveller a taste of times gone – and an irresistible choice of rural retreats. Allow Simpson Travel to be your guide to the rolling hills and valleys of Tuscany and Umbria.

Of course, Italy’s fertile interior has more than scenery to savour: you’ll find freshly-grown local produce in the country markets across Tuscany, as well as numerous seasonal festivals celebrating everything from Chianti’s fine wines to steaks and chestnuts. It’s a taste of authentic Italy that you can take back to your cosy rural retreat for a meal bursting with traditional flavours

Umbria, sometimes known as ‘the green heart of Italy‘, offers similar delights. Not only is the countryside a feast for the eyes, it rewards you more literally with traditional delicacies such as truffles and cured meats, as well as its own collection of world-famous wines.

And after a day of exploration, your Simpson Travel luxury villa will be waiting for you: the perfect countryside retreat. Hand-picked for the quality of its finish and furnishings, and its tranquillity, your rural hideaway gives you the space to relax and re-charge, close enough to shops and restaurants to make life easy, secluded enough to give you the gift of perfect peace and privacy.

Then you’ll be ready to emerge again, all set for another adventure in the beautiful Italian countryside.

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Showing search results for 'Italy'. (37 results found)

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Tuscany, Italy

Accom only prices from £770 Help

Price is based on 1 week, accommodation only.

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Villa | 3 bedrooms | Sleeps 6

  • Comfortable refurbished villa
  • Set in an extensive manicured garden
  • Ideal for two families travelling together

Tuscany, Italy

Accom only prices from £770 Help

Price is based on 1 week, accommodation only.

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Villa | 1 bedroom | Sleeps 2

  • Charming property for two
  • Comfortable and spacious
  • Stunning views across rolling hills

Tuscany, Italy

Accom only prices from £800 Help

Price is based on 1 week, accommodation only.

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Villa | 2 bedrooms | Sleeps 4

  • Delightful Tuscan villa
  • Beautiful countryside views
  • Comfortable interiors

Tuscany, Italy

Accom only prices from £820 Help

Price is based on 1 week, accommodation only.

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Apartment | 2 bedrooms | Sleeps 3

  • Contemporary and comfortable apartment
  • Ideally located to explore Chianti
  • Magnificent large private swimming pool

Puglia, Italy

Accom only prices from £1,100 Help

Price is based on 1 week, accommodation only.

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Villa | 2 bedrooms | Sleeps 5

  • Enchanting trulli house
  • Val d’Itria location
  • Flexible Accommodation

Tuscany, Italy

Accom only prices from £1,210 Help

Price is based on 1 week, accommodation only.

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Villa | 1 bedroom | Sleeps 2

  • Charming bijou Chianti villa
  • 'Room with a view'
  • A romantic interlude

La Madonnina

United by warm welcomes, excellent service and attention to detail, our handpicked Simpson Hotels include our unique Adult Only Collection and, for families, comfortable, versatile accommodation in locations well suited to guests of all ages.
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Tuscany, Italy

Prices from £608pp Help

Price is based on 2 sharing for 1 week, including flights, car hire or transfers.

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Hotel | 1-2 bedrooms | Sleeps 2-4

  • Delightfully small Simpson Hotel
  • Stunning views
  • Two 2-bedroom suites, one cottage

Tuscany, Italy

Accom only prices from £1,330 Help

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Villa | 5 bedrooms | Sleeps 10

  • Tranquil, spacious retreat
  • Stunning panoramic views
  • Comfortable interiors

Puglia, Italy

Accom only prices from £1,350 Help

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Villa | 2 bedrooms | Sleeps 4

  • Two-bedroom suite
  • Stunning sea views
  • Direct access to rocky beach

Tuscany, Italy

Accom only prices from £1,360 Help

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Villa | 3 bedrooms | Sleeps 6

  • Stylish and comfortable barn conversion
  • Extensive garden with small lake
  • Cooking classes available