
Which is the best Greek island for a villa holiday?
- By Heather Moore
- 16 Apr 2025
- Where to go
Search by property or destination…
Looking for inspiration for your next holiday? Then you’re in the right place.
Created by our resort managers, destination experts and a handful of guest writers, our blogs distil decades of travel experience into a series of personal guides designed to inform and inspire as you plan your next trip. Take a virtual journey around our favourite places below, and discover personal insights, destination overviews and practical travel advice for families.
Fancy a holiday in the Greek Islands this summer but have no idea which one to choose? Here’s our easy Greek cheat sheet to help you decide. Read more >
At the start of 2025, we launched Simpson Signature: our finest luxury villas in Greece, Turkey, Italy, Mallorca and Corsica. Sarah Barnes, our dedicated Signature specialist, explains what this new collection is all about. Read more >
Love to eat out? Prefer not to drive? Choose a villa within walking distance of one of Mallorca's charming towns and villages and you can enjoy it all without the car. Read more >
Connect with your kids, challenge your friends and up your game when you book a villa with a private tennis court. Read more >
The fifth instalment of Founder Graham Simpson’s blog looks back at summer 2024, and the realisation of a dream 40 years in the making… Read more >
Discover North and South Kefalonia in Greece. Readers first fell in love with Kefalonia through the pages of Captain Corelli’s Mandolin. Louis de Bernières wove his gripping story of wartime love in amongst the day-to-day lives and landscapes of Kefalonia, taking inspiration from the warmth of the people and the outstanding natural beauty of the island, poignantly contrasted with the brutality of war. More than 30 years on, the lure of the island’s enchanting coastline and emerald interior is undimmed, and we are delighted to offer our most diverse Kefalonia collection ever for 2025. Read more >
Discover a side to Greece that most visitors never experience, expertly guided by Jonathan Peat. Read more >
We’re very proud of all our villas and hotels, but which ones do our guests love most? Below you’ll find a round up of our best-sellers; all of these properties completely sold out for the entire 2024 season... Read more >
We believe that finding your perfect holiday should be easy (at least once you’ve got as far as our website), but with over 400 gorgeous villas and hotels to choose from, a little expert guidance is always welcome. Read more >
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‘[Simpson Travel] specialise in the sort of magical, unspoilt destinations my family loves’ Author: The Telegraph
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‘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
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‘Where Simpson [Exclusive] really excels is in its first-hand knowledge of properties and destinations’ Author: House & Garden
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‘Simpson [Exclusive] delivers holidays that combine sunshine, five-star luxury and friendly service’ Author: House & Garden
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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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