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Rural retreats in Greece

So leisurely is the ebb and flow of Greek countryside life that it’s hard to imagine a more fitting location for a relaxing rural retreat. Olives ripen slowly in the Mediterranean sunshine, while men socialise over coffee in dappled village squares and, all around, the countryside is alive with the song of cicadas.

Holidays in Greece and its islands come with a landscape steeped in myths and epic legends, ancient history residing in its peaceful ruins and along well-worn walking tracks that wind through pine forests and around mountains. On a rural retreat in this magical destination, the senses are awakened as your body unwinds, and stresses simply ebb away.

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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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Arethusa Cottage

Ithaca , Greece

Villa | Bedroom 1 | Sleeps 2

Simply Simpson
Romantic open-plan cottage
Private pool and garden
5min drive to Vathy

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$526pp

Total price $1,052

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Simply Simpson

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Amalthia Cottage

Ithaca , Greece

Villa | Bedroom 1 | Sleeps 2

Simply Simpson
Romantic open-plan cottage
Private pool and garden
5min drive to Vathy

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$570pp

Total price $1,139

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Kastanida House

Paxos , Greece

Villa | Bedrooms 3 | Sleeps 6

Charming country home
Comfortable and private
Delightful extensive walled gardens
Loggos/Lakka/Gaios 10min drive

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$742pp

Total price $1,484

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Elysia

Palekastro & Eastern Crete , Crete , Greece

Villa | Bedrooms 2 | Sleeps 2-3

Beautifully restored village house
Idyllic setting with panoramic views
Local taverna 5min walk
Perfect location for walking and exploring hidden Crete

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 21 October 2025

Accommodation Only

Villa

Prices
from

$791pp

Total price $1,582

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Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

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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 2 sharing for 7 nights
on Sunday 12 October 2025

Accommodation Only

Villa

Prices
from

$791pp

Total price $1,582

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Villa Aetos

Palekastro & Eastern Crete , Crete , Greece

Villa | Bedroom 1 | Sleeps 2

Short walk to best beach in Crete
Set in unspoilt Xerokambos
Beautiful views
Tavernas and mini-market 5min drive

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 21 October 2025

Accommodation Only

Villa

Prices
from

$844pp

Total price $1,687

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Avlaki Bay House

Paxos , Greece

Villa | Bedrooms 4 | Sleeps 8

Delightful family house
Stunning sea views
Complete privacy
Gaios 5min drive

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$887pp

Total price $1,773

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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 29 September 2026

Accommodation Only

Villa

Prices
from

$923pp

Total price $1,846

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Villa Lefki

Lefkada , Greece

Villa | Bedrooms 2 | Sleeps 5

Beautiful home from home
Outstanding sea views
Charming interiors
Private setting

Prices are per person, based on 2 sharing for 7 nights
on Sunday 4 October 2026

Accommodation Only

Villa

Prices
from

$1,103pp

Total price $2,205

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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 16 September 2025

Accommodation Only

Villa

Prices
from

$1,141pp

Total price $2,282

View details

Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

Reserve Now

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‘[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

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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.

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