2026 Holidays
There’s a lot to be said for planning ahead…
What’s the one thing that everyone looks forward to? Holidays! Be it a villa break with the family, a luxury hotel suite for two or that friends reunion you’ve talked about for years, we’re happy to announce that your 2026 holiday just got one step closer and even easier to book.
The majority of our 2026 holidays are now ready, with early bird prices and deposits reduced to just 15% of the accommodation price when you book by 31 December. Even better, when your chosen holiday includes any British Airways or Simpson-allocated Easyjet flights, there's no additional deposit to pay, your price will be locked in and protected against the steep increases often imposed by airlines closer to the departure date.
Most of our villas and boutique hotels are charming, privately-owned, one-of-a-kind properties, exclusive to Simpson Travel. When they’re gone, they’re gone, so early booking is essential if you want the pick of the crop, particularly if you're looking for a two-week holiday in our peak weeks, with availability reducing significantly as the booking season progresses.
Search for your preferred holiday dates now
Where will 2026 take you..?
New to view
We have some exciting new properties and destinations in the 2026 pipeline too... watch this space for more news coming soon!
Villa Mea
Sleeps 12
Puglia, Italy
The Elounda Estate
Sleeps 16
Crete, Greece
Discover our new Dreamcrafter...
If you’re looking for inspiration, give our clever new Dreamcrafter holiday finder a try: from home cinemas to roof terraces, just enter your must-have facility and we’ll show you pictures of the places we think you’ll love.