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Italy Holidays 2022

If you’re looking for a slice of la dolce vita in 2022 our ltalian portfolio is the place to start. From romantic cottages in the Tuscan hills to luxury family villas near Puglia’s sensational coastline, Italy is a destination that never disappoints. You’ll find plenty to seduce you below, so why not plan ahead and secure your 2022 holiday today?

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La Madonnina

Tuscany, Italy

Villa | Bedrooms 1-2 | Sleeps 2-4

  • Two delightful 2-bedroom apartments, one studio cottage
  • Stunning views
  • Beautiful gardens
  • Complimentary welcome meal

Prices are based on 2 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

  • Apartment

Prices
from

£397pp Total price £793
View details
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Casa Brilli

Tuscany, Italy

Villa | Bedrooms 3 | Sleeps 6

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

Prices are based on 2 sharing for 7 nights on Saturday 16 October 2021

Accommodation Only

  • Villa

Prices
from

£425pp Total price £849
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Casa Momi

Tuscany, Italy

Villa | Bedroom 1 | Sleeps 2

  • Charming property for two
  • Comfortable and spacious
  • Stunning views across rolling hills
  • Radda in Chianti 5-minute drive

Prices are based on 2 sharing for 7 nights on Saturday 8 October 2022

Accommodation Only

  • Villa

Prices
from

£444pp Total price £887
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Casa Papa

Tuscany, Italy

Villa | Bedrooms 2 | Sleeps 2-4

  • Charming hillside villa
  • Classic Tuscan views
  • Outdoor kitchen with barbecue and pizza oven
  • 2min drive to Castelfiorentino

Prices are based on 2 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

  • Villa

Prices
from

£490pp Total price £980
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La Casa dei Mandorli

Tuscany, Italy

Villa | Bedroom 1 | Sleeps 2

  • Charming bijou Chianti villa
  • Stunning views
  • A romantic interlude
  • Beautiful sunset terrace

Prices are based on 2 sharing for 7 nights on Saturday 30 April 2022

Accommodation Only

  • Villa

Prices
from

£683pp Total price £1,365
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Villa Aurora

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 8

  • Stylish and contemporary villa
  • Delightful countryside views
  • Shaded balcony for al fresco dining
  • Bar/restaurant 15-minute walk

Prices are based on 2 sharing for 7 nights on Saturday 30 April 2022

Accommodation Only

  • Villa

Prices
from

£788pp Total price £1,575
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Villa Flavia

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 6

  • Spacious contemporary villa
  • Panoramic sea view
  • Large lawned garden
  • Polignano a Mare beach 10-minute drive

Prices are based on 2 sharing for 7 nights on Saturday 16 October 2021

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  • Villa

Prices
from

£945pp Total price £1,890
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Masseria Garrappa

Puglia, Italy

Hotel | Bedroom 1 | Sleeps 2

  • Charming Partner Hotel
  • Cookery courses available daily
  • Excellent restaurant
  • Short stays available

Prices are based on 2 sharing for 7 nights on Saturday 16 October 2021

Accommodation Only

  • Suite & breakfast

Prices
from

£408pp Total price £815
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Casetta Carina

Tuscany, Italy

Apartment | Bedrooms 2 | Sleeps 3

  • Contemporary and comfortable apartment
  • Ideally located to explore Chianti
  • Magnificent large private swimming pool
  • Shops/restaurants/supermarket 10-minute drive

Prices are based on 2 sharing for 7 nights on Saturday 15 October 2022

Accommodation Only

  • Villa

Prices
from

£567pp Total price £1,134
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Masseria Mongiò dell Elefante

Puglia, Italy

Hotel | Bedroom 1 | Sleeps 1-4

  • Stylishly restored Masseria in southern Puglia
  • Elegant restaurant and bar
  • Complimentary welcome dinner
  • Beautiful gardens and grounds

Prices are based on 2 sharing for 7 nights on Saturday 8 October 2022

Accommodation Only

  • Suite & breakfast

Prices
from

£575pp Total price £1,150
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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

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    France

    France

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

    Mallorca

    Mallorca

    • Pollença & Puerto Pollença

    Greece

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    • Corfu
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    Turkey

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    Italy

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  • Villas

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    • Romantic villas for two
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    • Beachfront villas
    • Villas with heated pools
    • Villas near the beach
    • Villas near a restaurant

    Back

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    Be Inspired

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