Your dream villa holiday: why it pays to book early
- By Simpson Travel
- 08 Sept 2026
- Views and reviews
Summer 2026 was a great year for European travel as holiday makers turned away from some of the more controversial long-haul destinations, and sweltering weather in the UK gave air-conditioned villas with private pools even more appeal than usual. In another interesting shift in travel trends, June and September are now just as popular as the traditional peak season period of July and August. Current booking patterns suggest this will repeat for 2027, and some of our villas are already more than 70% sold for next year. So now is the time to get ahead, book that summer 2027 villa holiday and enjoy the satisfaction of a job well done.
Reasons to book now for 2027
Greatest choice, no compromise
The vast majority of our villas are one-offs: unique, privately-owned and lovingly cared for. Which is wonderful, right up until somebody else books the one you’ve been mentally lounging beside the pool at.
When they’re gone, they’re gone, and suddenly a year feels like a very long time to wait for another chance...
“We needed a bigger villa and left it too late to book the one we wanted.” Ms C.T., missed out on Avlaki Bay House in 2026
Fiskardo, Kefalonia
Bay near Fiskardo, Kefalonia
Time to plan
Multi-generation holidays are becoming more and more popular, which means our big villas and villa clusters are in high demand. Given the additional planning that comes with getting a group together, these villas are the first to be booked, so it pays to think well ahead - especially if you're hoping for a two-week break.
Lower deposits let you spread the cost
Holidays are a big investment, and by booking early you can spread that cost a little. Confirm your choice by the end of this year and you’ll secure your holiday for just a 15% deposit. Leave it to a few weeks before, and the whole lot is due at once!
Plumbago, The Rou Estate, Corfu
Cheaper flights
Airline prices are very reactive to supply and demand, and tend to see sharp increases as volume dwindles. Get ahead of the game and avoid supplementary flight fees by booking early. And if you choose British Airways or our allocated EasyJet flights, you'll only need to pay the deposit on your accommodation price, with our no surcharge guarantee for added reassurance.
The pleasure of anticipation
When winter gloom descends, it’s a joy to know there’s a sunshine villa holiday waiting not too far away. Enjoy the run up by browsing our destination guides and take your pick of our pre-bookable experiences, designed to make your holiday even more memorable.
READY TO BOOK?
