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October half-term holidays

It’s the longest term of the year, so break it up with a half-term holiday and enjoy lazy days together, not a homework book in sight, and temperatures that are still warm enough for the beach.

This is also the time when our villas with heated pools in France and Corsica come into their own, and you can enjoy the abundance of the harvest in the local markets and restaurants, which, of course, includes our villas in Italy.

The October half term is also a wonderful time to go exploring: the ancient ruins scattered across Crete and around Kalkan are easier to navigate out of the intense heat and walking trails just turning towards autumn are the antidote to the urban routine.

If you want to make summer last a little longer, without jetting off to far-flung destinations, an October half-term holiday is the answer.

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Simpson Hotels

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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Kalkan Regency

Kalkan, Turkey

Hotel | Bedrooms 1-2 | Sleeps 2-4

  • Stylish boutique Simpson Hotel
  • Adult Only except in school holidays
  • Stunning views
  • 41 rooms and suites

Prices are based on 2 sharing for 7 nights on Sunday 2 May 2021

Package holiday

  • Room & breakfast
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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Prices
from

$941pp Total price $1,882
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Accommodation Only

  • Room & breakfast

Prices
from

$471pp Total price $942
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Les Vignes de la Chapelle

Ile de Ré, France

Hotel | Bedroom 1 | Sleeps 4

  • Stylish Partner Hotel
  • Peaceful edge of village location
  • Heated pool
  • Sauna and spa

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

Accommodation Only

  • Room & breakfast

Prices
from

$951pp Total price $1,901
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Simpson Hotels

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.
Simpson Hotels

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Korsan Suites

Kalkan, Turkey

Hotel | Bedrooms 2-3 | Sleeps 2-6

  • Luxurious and stylish Simpson Hotel
  • Walking distance to Kalkan
  • Four 2-bedroom and four 3-bedroom suites
  • Stunning sea views

Prices are based on 2 sharing for 7 nights on Sunday 2 May 2021

Package holiday

  • Suite & breakfast
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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Prices
from

$1,073pp Total price $2,145
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  • Suite & breakfast

Prices
from

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Simpson Kids

Whether you're travelling with babes in arms, toddlers or school-age children, our Simpson Kids programme will help you find the perfect holiday to suit your family. From hotels with expert childcare to villas with complimentary infant packs and garden games for the kids, we have everything you need for a stress-free family holiday.
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Villa Trouli

Chania & West Crete, Crete, Greece

Villa | Bedrooms 3 | Sleeps 6

  • Stylish hilltop villa
  • Panoramic sea and mountain views
  • Light and spacious
  • Tavernas and shops 5-minute drive

Prices are based on 2 sharing for 7 nights

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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  • Departs 13 Apr 2021

Prices
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$1,233pp Total price $2,466
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  • Villa
  • Departs 06 Apr 2021

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Villa Asteriskos

Chania & West Crete, Crete, Greece

Villa | Bedrooms 3 | Sleeps 6

  • Beautiful sea views above Almyrida
  • Contemporary and stylish
  • Close to tavernas and sandy beach
  • Nearby to watersports and activities

Prices are based on 2 sharing for 7 nights

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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  • Departs 06 Apr 2021

Prices
from

$1,234pp Total price $2,467
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  • Villa
  • Departs 20 Apr 2021

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The Rou Estate

Corfu, Greece

Villa | Bedrooms 2-5 | Sleeps 2-10

  • Beautifully restored hamlet
  • 14 stylish and elegant houses
  • Breathtaking views
  • Magnificent landscaped gardens

Prices are based on 2 sharing for 7 nights

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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  • Departs 02 May 2021

Prices
from

$1,266pp Total price $2,531
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  • Villa
  • Departs 17 Oct 2021

Prices
from

$685pp Total price $1,369
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The Saints

Corfu, Greece

Villa | Bedrooms 1-2 | Sleeps 2-4

  • A cluster of six 1 and 2-bedroom cottages
  • Each with private terrace
  • Stunning sea views
  • Shared swimming pool

Prices are based on 2 sharing for 7 nights

Package holiday

  • Cottage
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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  • Departs 02 May 2021

Prices
from

$1,268pp Total price $2,535
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  • Cottage
  • Departs 13 Oct 2021

Prices
from

$702pp Total price $1,404
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Simpson Kids

Whether you're travelling with babes in arms, toddlers or school-age children, our Simpson Kids programme will help you find the perfect holiday to suit your family. From hotels with expert childcare to villas with complimentary infant packs and garden games for the kids, we have everything you need for a stress-free family holiday.
Simpson Kids

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Emily's House

Corfu, Greece

Villa | Bedrooms 3 | Sleeps 6

  • Uniquely turreted castle villa
  • Beautiful sea views
  • Secluded gardens
  • Simpson family extras available

Prices are based on 2 sharing for 7 nights on Sunday 2 May 2021

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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Prices
from

$1,888pp Total price $3,775
View details

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  • Villa

Prices
from

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View details
Simpson Kids

Whether you're travelling with babes in arms, toddlers or school-age children, our Simpson Kids programme will help you find the perfect holiday to suit your family. From hotels with expert childcare to villas with complimentary infant packs and garden games for the kids, we have everything you need for a stress-free family holiday.
Simpson Kids

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Villa Sotiris

Corfu, Greece

Villa | Bedrooms 3 | Sleeps 6

  • Spacious family villa
  • Delightful sea views
  • Beautiful lawned gardens
  • Simpson family extras available

Prices are based on 2 sharing for 7 nights on Sunday 2 May 2021

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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Prices
from

$1,982pp Total price $3,964
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Simpson Exclusive

The most luxurious of our villas include a dedicated pre-departure booking service to arrange all the indulgent essentials before you travel, from private chefs to spa treatments – and while you’re away, your personal Concierge will be on hand to add the finishing touches.
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Korsan Guney

Kalkan, Turkey

Villa | Bedrooms 5 | Sleeps 10

  • Spectacular location
  • Mesmerising sea views
  • Private beach platform
  • Outdoor games room

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

Package holiday

  • Villa
  • Return flights from London Gatwick Airport
  • Car hire or transfers

    Included option varies by selected accommodation, arrival airport & date

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Prices
from

$2,067pp Total price $4,133
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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

Awards

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Holiday ideas

  • Holidays in Corsica
  • Villas in Corsica
  • Holidays in France
  • Villas in France
  • Holidays in Greece
  • Villas in Greece
  • Holidays in Italy
  • Villas in Italy
  • Holidays in Mallorca
  • Villas in Mallorca
  • Holidays in Turkey
  • Villas in Turkey

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.

Copyright © 2021 Simpson Travel

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  • Destinations

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    France

    France

    • Côte d'Azur
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    • The Dordogne & South West
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    • Ile de Ré

    Mallorca

    Mallorca

    • Pollença & Puerto Pollença

    Greece

    Greece

    • Corfu
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  • Villas

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    • Villas with childcare
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    • Off the beaten track villas
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    • Large group villas
    • Villas together
    • Romantic villas for two
    • Family Favourite villas
    • Teen-friendly villas
    • Beachfront villas
    • Villas with heated pools
    • Villas near the beach
    • Villas near a restaurant

    Back

  • Hotels

    Hotels

    • Simpson Hotels
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    • Beachfront hotels
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    • Romantic hotels for two
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    • Car-free hotels

    Back

  • Holiday types

    Holiday types

    • 2021 Holidays
    • Couples holidays
    • Easter holidays
    • Half-term holidays
    • Holidays with childcare
    • Multi-gen holidays
    • Large group holidays
    • Solo Travel
    • Beach holidays
    • Twin centre holidays
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    • Honeymoons
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