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Luxury villa holidays in Umbria

Our luxury villa holidays in Umbria open the doors to the perfect rural retreat for couples and families, drawn to the region’s abundant natural beauty. From the smoothly rounded tree-covered hills to lush, fertile valleys, the ‘green heart of Italy’, truly lives up to its name.

The charming countryside

After scouring the countryside of Umbria, we’re delighted to introduce Villa Lidia and Villa Donatella to our Italy collection – a chance to swap the landscape of your day-to-day life for the sweeping views of the Umbrian hills and two charming country retreats. Peaceful places to spend lazy afternoons spent by your private pool, a good holiday read in hand beneath the Umbrian sun.

The many pleasures of Umbria

Synonymous with good food, Umbria is a place to tantalise the tastebuds – and pick up some local produce for a lavish meal back at your luxury villa. Journey through the regional flavours of olives, pulses, cheese and charcuterie, but, the regional speciality is truffles – certainly not to be missed.

Food and wine aside, Umbria also has some spectacular architecture, including the cathedral and Ducal Palace of Gubbio, the region’s oldest village. But, the medieval town of Assisi, a UNESCO World Heritage Site, is a great way to spend an afternoon discovering the castles, amphitheatre and the abbey.

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Villa Donatella

Umbria, Italy

Villa | Bedrooms 5 | Sleeps 6-9

  • Calming and welcoming country house
  • Spacious and comfortable
  • Captivating views
  • Excellent location to explore Umbria

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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  • Villa

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$1,457pp Total price $2,913
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Villa Vita

Umbria, Italy

Villa | Bedrooms 3 | Sleeps 2-6

  • Stunning contemporary villa
  • State-of-the-art design
  • Heated swimming pool and sauna
  • Exceptional countryside views

Prices are based on 2 sharing for 7 nights on Saturday 18 September 2021

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  • Villa

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$2,535pp Total price $5,070
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Simpson Travel in the press

  • ‘[Simpson Travel] specialise in the sort of magical, unspoilt destinations my family loves’ Author: The Telegraph

  • ‘So how did we find the near-perfection that was Villa Cabanellas in Mallorca? The first step was to approach… Simpson Travel… we needed expertise, not just blinding choice.’ Author: Sunday Times Travel Magazine, The Villas Handbook

  • ‘The Simpson Travel check-in at Heathrow’s Terminal 5 was seamless.’ Author: Family Traveller, Katy Hill

  • ‘Where Simpson [Exclusive] really excels is in its first-hand knowledge of properties and destinations’ Author: House & Garden

  • ‘Simpson [Exclusive] delivers holidays that combine sunshine, five-star luxury and friendly service’ Author: House & Garden

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Travel advice from the Foreign Office

For up-to-date advice and information on travelling abroad, including passports, visas and health and safety, please visit the Foreign Commonwealth & Development Office website or call 020 7008 1500.

The air holidays and flights shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is ATOL 5858. ATOL protection extends primarily to customers who book and pay in the United Kingdom. Find out more about ATOL. Simpson Travel is the trading name of Far & Wide Ltd.

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  • Destinations

    Destinations

    France

    France

    • Côte d'Azur
    • Provence
    • The Dordogne & South West
    • Vendée
    • Aquitaine Coast
    • Ile de Ré

    Mallorca

    Mallorca

    • Pollença & Puerto Pollença

    Greece

    Greece

    • Corfu
    • Crete
    • Ithaca
    • Kefalonia
    • Lefkada
    • Meganissi
    • Paxos
    • Sivota
    • Zakynthos

    Turkey

    Turkey

    • Akyaka
    • Bozburun Peninsula
    • Islamlar & Uzumlu
    • Kalkan
    • Kaş

    Italy

    Italy

    • Tuscany
    • Umbria
    • Puglia

    Corsica

    Corsica

    • Calvi & The Balagne
    • Central Corsica
    • Porto Vecchio & Bonifacio
    • The Valinco
    • West Coast
  • Villas

    Villas

    • Villas with childcare
    • Luxury villas
    • Off the beaten track villas
    • Car-free villas
    • Large group villas
    • Villas together
    • Romantic villas for two
    • Family Favourite villas
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    • Villas with heated pools
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    • Villas near a restaurant

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  • Holiday types

    Holiday types

    • 2021 Holidays
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    • Family holidays
    • Easter holidays
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    • Large group holidays
    • Solo Travel
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    • Honeymoons
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