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Luxury boutique hotels in Italy

Offering a standard of hospitality that’s second to none, our luxury hotels in Italy have earned their place amongst our carefully chosen collection of Simpson Hotels. Thoughtfully and stylishly finished, they give our guests access to the many pleasures that a holiday in this beautiful country can bring.

And a boutique hotel comes with many advantages, not least the personalised care and attention our guests receive from the hotel owners. Their passion for customer service and extensive local knowledge will help make your luxury hotel holiday the best it can be. 

The many pleasures of a hotel holiday in Italy

In a country that prides itself on its wine and makes every mealtime a celebration of fresh, local produce, there’s much to savour on the local menus, alongside breathtakingly beautiful countryside and a myriad of hilltop towns and villages, all waiting to be explored. If you can tear yourself away from your luxury hotel pool.

Handpicked hotels with plenty to do

We chose our boutique hotels because, like every Simpson Hotel, they have something special about them – and that unique quality is created, in part, by the people who own them. However, it’s also about their location in the heart of Tuscany’s glorious landscape giving you access to walking trails, horse riding, wine tasting and the region’s rich history and culture in the form of art galleries, chic boutiques, local arts and crafts, museums, majestic cathedrals and peaceful churches. It’s what makes our luxury hotels in Italy the magical holiday destinations that they truly are.

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Showing search results for 'Italy'. (6 results found)

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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 £736pp 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

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Tuscany, Italy

Accom only prices from £910 Help

Price is based on 1 week, accommodation only.

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Hotel | 1 bedroom | Sleeps 2

  • Charming bed and breakfast
  • Ideal base for exploring
  • 9 delightful rooms

Puglia, Italy

Accom only prices from £1,225 Help

Price is based on 1 week, accommodation only.

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Hotel | 1-2 bedrooms | Sleeps 2-4

  • Beautifully restored 14th-century Masseria
  • Family run with attentive service
  • 21 rooms and suites

Masseria Le Torri

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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Puglia, Italy

Prices from £761pp Help

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

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Hotel | 1 bedroom | Sleeps 2

  • An elegant Adult Only Simpson Hotel
  • Beautifully restored
  • 9 stylish suites

Tuscany, Italy

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Hotel | 1 bedroom | Sleeps 2

  • Part of a beautifully restored historic hamlet
  • Informal and friendly
  • 3-bedroom bed and breakfast

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Tuscany, Italy

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Hotel | 1 bedroom | Sleeps 2

  • Elegant boutique hotel
  • Outstanding views
  • Heated swimming pools