Simpson Travel Villa Holidays

Considering a villa holiday in 2025? For couples, groups, friends and families, villa holidays are an ideal way to make the most of your holiday destination, giving you maximum flexibility and privacy, plus the chance to enjoy a more authentic local experience. Our villa holidays give you exclusive use of your own space, with the reassurance of knowing that our friendly local concierges are just a phone call away.

What kind of villa holiday are you looking for?

Villas for Couples
If you thought a villa holiday was only for big groups, think again! We have over 130 cottages, studios and villas with pools ideal for two, so whether you’re looking for honeymoon luxury, romantic seclusion, a base with lots to do, or all three of these and more, we have one to to suit you.

Beachfront Villas
The vast majority of our villas have private pools, but if you prefer to feel sand between your toes and salt on your skin, we have a range of properties where the sea is just moments from your front door.

Luxury Villas
Luxury means different things to all of us, but if you’re looking for a villa holiday where the comfort and facilities levels are the very best available, you’ll find it in our Exclusive collection. From houses with tennis courts and home cinemas to villas with direct beach access as well as private pools, these properties are exceptional, with service levels carefully tailored to match.

Villas for Large Groups
Organising a group villa holiday can be challenging, but booking a villa with a pool is a very cost effective way to enjoy a holiday with several generations or a group of friends. Look out for villas with guest annexes for those that need extra privacy, and consider houses within walking distance of local facilities so everyone gets to holiday at their own pace.

Car-free Villas
If you spend a lot of time driving at home, or just like to enjoy a glass or two of wine with your meal out, a car-free villa holiday is the one for you. Choose from over 80 properties across our collection.

Still not sure? Browse our villa holiday categories below for even more inspiration and a huge selection of villas with pools.

Quotes
  • We found Villa Mantilari excellent and exceeded our expectations in terms of quality and facilities. We celebrated a 70th birthday with 16 adults. Everything went smoothly and the Simpson’s Rep and owner were quite excellent. Highly recommended for a group or large family get together.

    Mr John McLauchlan

  • What an amazing place Villa La Piste and Capbreton is. Somewhere where you can forget your every day and live for the moment - surf, cycling instead of the car and great food - what’s not to like? The host is the owner and the villa is exceptional - and what a position! We didn’t use our car once in the week we were there. We would have happily stayed longer.

    Ms Susan Webster

  • "We have just enjoyed one of the greatest holidays of our life. Trullo Ashi was absolute bliss - an incredible property, beautiful views, so clean, the pool was a dream, and the location was amazing - so many glorious places to visit nearby. Excellent service from Simpson too - we can't wait to return next year!!!"

    Mr T Worsley