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  • Destinations

    Destinations

    France

    France

    • 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
    • Zakynthos
    • Sivota & Epirus
    • The Peloponnese

    Turkey

    Turkey

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

    Italy

    Italy

    • Tuscany
    • Umbria
    • Puglia

    Corsica

    Corsica

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

    Villas

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

    Hotels

    Simpson Hotels
    Partner hotels
    Family hotels
    Beachfront hotels
    Adult-only hotels
    Romantic hotels for two
    Hotels with childcare
    Car-free hotels
  • 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
    • School Summer Holidays

    Collections

    Collections

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

    More inspiration

    More inspiration

    • Our Blog
    • 2025 Holidays
    • Our digital brochures
    • Holiday gift vouchers
    • The Simpson Travel Book Club
    • Experiences and Activities
  • About us

    About us

    Why choose Simpson Travel?
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Luxury villa holidays in Rethymno & Central Crete

A luxury villa holiday in the heart of Crete is to be in great company – as legend has it, this is the birthplace of Zeus, and certainly the mountains and beaches create a worthy setting. However, villages and tavernas tell a different story of simple pleasures for a holiday that’s deeply relaxing too.

Our carefully chosen villas in Rethymno & Central Crete include private pools to ensure you can make the most of the sunshine without having to go far from your own front door, but for those who wish to explore, turquoise waters and sandy beaches are waiting, along with the impressive ruins of Knossos and a host of lesser-known archaeological sites that are still imbued with the myths and legends of an ancient history.

Getting out and about in Rethymno

Medieval Rethymno is the third largest city in Crete, its harbour and charming Old Town combining Venetian and Ottoman architecture. Weekly markets, an archaeological museum, Venetian fortress and plentiful cafés and restaurants are offset by an attractive harbour where an evening stroll is a wonderful way to complete a day before returning to the comfort of your luxury holiday villa.

To find out more about this beautiful island destination, read our guide to Rethymno & Central Crete.

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White Oak Tree Villa

Rethymno & Central 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 2 sharing for 7 nights
on Tuesday 14 October 2025

Accommodation Only
Villa
Prices
from
$932pp
Total price $1,863
View details
Reserve now for 2026 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $650, fully refundable when prices are published

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Red Oak Tree Villa

Rethymno & Central Crete , Crete , Greece

Villa | Bedrooms 3 | Sleeps 6

  • Beautiful high spec villa
  • Contemporary and stylish
  • Enclosed lawned garden
  • Outdoor jacuzzi

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 7 October 2025

Accommodation Only
Villa
Prices
from
$1,014pp
Total price $2,028
View details
Reserve now for 2026 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $650, fully refundable when prices are published

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Simpson Secrets

Our search for exceptional villas occasionally leads us along the road less travelled to find hidden gems just too lovely to leave behind. Aimed at the adventurous at heart, each Simpson Secret offers a unique take on what a holiday off the beaten track can be.
Simpson Secrets

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Simpson Secret – Crete

Rethymno & Central Crete , Crete , Greece

Villa | Bedrooms 2 | Sleeps 4

  • Charming house in rural village
  • Set amongst rolling hills and vineyards
  • Carefully tended garden with barbecue and bread oven
  • Authentic Crete at its best

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 13 May 2025

Accommodation Only
Villa
Prices
from
$1,176pp
Total price $2,352
View details
Reserve now for 2026 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $650, fully refundable when prices are published

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Villa Velanidia

Rethymno & Central Crete , Crete , Greece

Villa | Bedroom 1 | Sleeps 2

  • Attractive and idyllic stone house
  • A charming retreat for two
  • Delightful mature gardens
  • Unspoilt Crete at its best

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 1 July 2025

Accommodation Only
Villa
Prices
from
$1,443pp
Total price $2,886
View details
Reserve now for 2026 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $650, fully refundable when prices are published

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Simpson Signature

Discover our top-rated, most luxurious villas, with exceptional service to match.
Simpson Signature

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The Mantilari Estate

Rethymno & Central Crete , Crete , Greece

Villa | Bedrooms 11 | Sleeps 25

  • Simpson Signature villa
  • Luxury accommodation in 10-acre private estate
  • Two swimming pools (one heated)
  • Vineyard and wine cellar

Prices are per person, based on 2 sharing for 7 nights
on Saturday 27 September 2025

Accommodation Only
Villa
Prices
from
$6,097pp
Total price $12,194
View details
Reserve now for 2026 with a fully refundable deposit of $650

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $650, fully refundable when prices are published

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Why travel with us..?

Talk to one of our experts

Talk to one of our experts
CONTACT US

A brand you can trust

A brand you can trust

See what others say about us

See what others say about us
Reviews

Simpson Travel in the media

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

  • ‘So how did we find the near-perfect villa 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

  • ‘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

  • Our stay was also infused with his thoughtful brand of hospitality, matched with that of the experienced tour operator (Simpson Travel). Author: Claire Irvin, The Times

Awards

  • Award - Telegraph 2018
  • Award - Baby 2019
  • Award - Conde Naste Traveller 2020
  • Award - Conde Naste Traveller 2021
  • Award - Conde Naste Traveller 2022
  •  Silver British travel awards 2021/22
  • Runner up Telegraph travel awards 2023
  • Award - Conde Naste Traveller 2024

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Holiday ideas

  • Holidays in Corsica
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  • Holidays in Greece
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  • Holidays in Turkey
  • Villas in Turkey

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.

Copyright © 2025 Simpson Travel

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