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Simpson Travel
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  • Destinations

    Destinations

    France

    France

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

    Mallorca

    Mallorca

    • Pollensa & Puerto Pollensa
    • Palma

    Greece

    Greece

    • Corfu
    • Crete
    • Ithaca
    • Kefalonia
    • Lefkada
    • Meganissi
    • Paxos
    • Skopelos
    • Zakynthos
    • Sivota & Epirus
    • The Peloponnese
    • Alonissos

    Turkey

    Turkey

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

    Italy

    Italy

    • Tuscany
    • Umbria
    • Sicily
    • Puglia

    Corsica

    Corsica

    • Calvi & The Balagne
    • Porto Vecchio & Bonifacio
    • The Valinco

    Portugal

    Portugal

    • The Algarve
  • Villas

    Villas

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

    Hotels

    Simpson Hotels
    Partner hotels
    Family hotels
    Beachfront hotels
    Adult-only hotels
    Hotels for two
    Hotels with childcare
    Car-free hotels
    Exclusive use
  • 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
    • Walking holidays in Greece
    • Special Interest Holidays

    Family holidays

    Family holidays

    • Holidays with childcare
    • Easter holidays
    • Half-term holidays
    • Multi-gen holidays

    Collections

    Collections

    • Simpson Signature
    • Simpson Secrets
    • Simpson Hotels
    • Simply Simpson
    • Simpson Kids
    • Simpson Bespoke

    More inspiration

    More inspiration

    • Our Blog
    • 2027 Holidays
    • Our digital brochures
    • Holiday gift vouchers
    • The Simpson Travel Book Club
    • Experiences and Activities
    • The Dreamcrafter Holiday Finder
  • About us

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For more information on our variety collections and what they can offer, head to our Collections section

Children playing and cartwheeling in the sea at sunset | Simpson Travel

October half-term holidays

It’s the longest term of the year, so why not break it up with a half-term holiday? While the winter woollies are out in the UK, many of our Mediterranean destinations are still enjoying plenty of warm sunshine and sea temperatures raised by a long hot summer. October half term is a wonderful time for exploring too: the ancient ruins scattered across Crete and around Kalkan are easier to navigate out of the intense heat, and the walking trails in Corfu offer the perfect antidote to the urban routine. So whether you're looking for a little culture or some lazy days by the beach, there's no need to jet off to the far-flung corners of the world, we've got the answer. 

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Villa Frosso

Kefalonia , Greece

Villa | Bedrooms 4 | Sleeps 8

  • Charming and character villa
  • Pretty enclosed garden
  • Stunning sea views
  • Family friendly

Prices are per person, based on 8 sharing for 7 nights
on Sunday 17 October 2027

Accommodation Only
Villa
Prices
from
$262pp
Total price $2,093
View details
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Villa Sigalia

Zakynthos , Greece

Villa | Bedrooms 3 | Sleeps 6

  • Charming character house
  • Beautiful countryside setting
  • Peaceful and private
  • Additional 1-bedroom guest cottage

Prices are per person, based on 6 sharing for 7 nights
on Sunday 17 October 2027

Accommodation Only
Villa
Prices
from
$266pp
Total price $1,597
View details
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
  • Welcome dinner included

Accommodation only, available on Sunday 24 October 2027
Call for Price

Accommodation Only
Hotel
Please call
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Villa Morell

Pollensa & Puerto Pollensa , Mallorca

Villa | Bedrooms 4 | Sleeps 8

  • Characterful renovated finca
  • Extensive grounds
  • Spacious and secluded
  • Perfect for families

Prices are per person, based on 8 sharing for 7 nights
on Friday 15 October 2027

Accommodation Only
Villa
Prices
from
$343pp
Total price $2,743
View details
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Villa Kral

Kalkan , Turkey

Villa | Bedrooms 6 | Sleeps 12

  • Private waterfront
  • Walking distance to Kalkan harbour
  • Magnificent sea views
  • Ideal for groups

Accommodation only, available on Sunday 17 October 2027
Call for Price

Accommodation Only
Villa
Please call
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Kefalonia Escape

Kefalonia , Greece

Villa | Bedrooms 3 | Sleeps 6

  • Stylish contemporary villa
  • Set in Trapezaki
  • Beautiful sea views
  • Family friendly

Prices are per person, based on 6 sharing for 7 nights
on Sunday 17 October 2027

Accommodation Only
Villa
Prices
from
$361pp
Total price $2,163
View details
Simply Simpson

The simple things in life often give the greatest pleasure and we believe our Simply Simpson Collection offers the chance to experience a more authentic taste of local living in some of the most idyllic locations in the Mediterranean. Take time to discover our comfortable, no-frills accommodation and join us on the road less travelled.
Simply Simpson

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Apothikes Beach Suites

Palekastro & Eastern Crete , Crete , Greece

Villa | Bedroom 1 | Sleeps 2-4

  • Magical beachfront location
  • On Crete's unspoilt southern shore
  • Four comfortable self-catering suites
  • Nearest taverna 1min walk

Prices are per person, based on 4 sharing for 7 nights
on Tuesday 19 October 2027

Accommodation Only
Villa
Prices
from
$362pp
Total price $1,449
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Villa Isidora

Palekastro & Eastern Crete , Crete , Greece

Villa | Bedrooms 3 | Sleeps 6

  • Stunning contemporary villa
  • Mesmerising sea views
  • Gym
  • Close to vibrant Sitia

Prices are per person, based on 6 sharing for 7 nights
on Tuesday 19 October 2027

Accommodation Only
Villa
Prices
from
$372pp
Total price $2,234
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Villa Avinent

Pollensa & Puerto Pollensa , Mallorca

Villa | Bedrooms 2 | Sleeps 4

  • Charming farmhouse villa
  • Private and romantic
  • Large, lawned gardens
  • Beach 5min drive

Prices are per person, based on 4 sharing for 7 nights
on Friday 22 October 2027

Accommodation Only
Villa
Prices
from
$376pp
Total price $1,505
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White Oak Tree Villa

Chania & West Crete , Crete , Greece

Villa | Bedrooms 3 | Sleeps 6

  • Beautiful high spec villa
  • Contemporary interiors
  • Enclosed lawned garden
  • Outdoor jacuzzi

Prices are per person, based on 6 sharing for 7 nights
on Tuesday 19 October 2027

Accommodation Only
Villa
Prices
from
$384pp
Total price $2,304
View details
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Awards

  • Award - Conde Naste Traveller 2022
  •  Silver British travel awards 2021/22
  • Runner up Telegraph travel awards 2023
  • Award - Conde Naste Traveller 2024
  • Runner up Telegraph travel awards 2025
  • Award - Conde Naste Traveller 2025
  • Award - Conde Naste Traveller 2026

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Travel advice

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.

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