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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. Book with confidence where 2022 prices are available, or use our Advance Registration scheme to secure your preferred dates with a fully refundable deposit.

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La Madonnina

Villa | Bedrooms 1-2 | Sleeps 2-4

Two delightful 2-bedroom apartments, one studio cottage
Stunning views
Beautiful gardens
Local bar and grocery shop 10-minute stroll

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

Accommodation Only

Apartment

Prices
from

$574pp Total price $1,148

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Casa Papa

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

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Villa

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from

$670pp Total price $1,339

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Casetta Carina

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

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Villa

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$807pp Total price $1,614

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Trullo Raffaella

Villa | Bedrooms 3 | Sleeps 5

Enchanting trulli house
Valle d’Itria location
Flexible accommodation
Private garden

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

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Villa

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from

$920pp Total price $1,840

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Casa al Colle

Villa | Bedrooms 5 | Sleeps 10

Elevated, spacious retreat
Stunning panoramic views
Comfortable interiors
Simpson family extras available

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

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Villa

Prices
from

$972pp Total price $1,944

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Casa Momi

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 2 July 2022

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Villa

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$984pp Total price $1,967

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La Casa dei Mandorli

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 15 October 2022

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Villa

Prices
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$1,029pp Total price $2,058

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Villa Passione

Villa | Bedrooms 3 | Sleeps 6

Stylish and comfortable barn conversion
Extensive garden with small lake
Cooking classes available
Simpson family extras available

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

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Villa

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from

$1,130pp Total price $2,259

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Villa Flavia

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 15 October 2022

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Villa

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$1,323pp Total price $2,646

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Villa Donatella

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 17 September 2022

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Villa

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$1,374pp Total price $2,747

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For up-to-date advice and information on travel from the UK, including passports, visas and health and safety, please visit the Foreign Commonwealth & Development Office website or call 020 7008 1500. For travel from countries outside the UK, please visit your corresponding government website.

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.

Copyright © 2022 Simpson Travel

British Airways Appointed Operator
ABTA Number W5698
ATOL Number 5858

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Destinations
Destinations
France

France

Provence

The Dordogne & South West

Vendée

Aquitaine Coast

Ile de Ré

Mallorca

Mallorca

Fornalutx & Sóller

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

Porto Vecchio & Bonifacio

The Valinco
Villas
Villas
Back
Hotels
Hotels
Back
Holiday inspiration
Holiday inspiration
Holiday Types

Holiday Types

Couples holidays

Beach holidays

Large group holidays

Car-free holidays

Twin Centre holidays

10-night holidays

Countryside holidays

Honeymoons

Babymoons

Special Interest Holidays

Experiences and Activities
Family Holidays

Family Holidays

Holidays with childcare

Easter holidays

Half-term holidays

Multi-gen holidays
Collections

Collections

Simpson Exclusive

Simpson Secrets

Simpson Hotels

Simply Simpson

Simpson Kids

Simpson Bespoke
Our Blog

Our Blog

Where to go

What to do

What's new

Views and reviews

Family travel

2022 holidays

Give the gift of travel
About us
About us
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Covid-19
Covid-19
- Simpson Safe
Back
Contact us
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Back
Late availability
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