Villa holidays

Our award-winning luxury villa collection has something to suit everyone, from one-bedroom hideaways nestled in the heart of historic towns, to palatial retreats surrounded by blue seas, open skies and rolling hills. Whether you’re looking for time away as a couple or a family, we can provide an eclectic choice for a memorable holiday.

Imagine your own luxury villa, where all the indulgent pleasures of outdoor living await. A dawn swim, a sunset barbecue, an afternoon snooze. That glittering pool is all yours whenever you want it, so you can sleep late, eat when you feel like it and chat long into the herb-scented softness of a Mediterranean evening.

Our portfolio includes sleek contemporary villas with pools, character villas by the sea, intimate honeymoon hideaways and family villas with a range of thoughtful extras from gated pools to guest annexes and garden games.


In this section...


  • "Villa Zaffre is a stunning villa. We had three generations staying and we all thoroughly enjoyed it. Kalkan and its people are very friendly and welcoming."

    Mrs Lacey, Villa Zaffre, Kalkan 2018

  • "There was loads of space in the villa and the pool was huge... The Children’s Club was great and my daughter enjoyed the film night and barbecue night, giving us two nights off. Overall a fantastic holiday and we would recommend it."

    A Buist, Villa Castor, Lefkada 2018

  • "Casa al Colle was rented for 10 friends and it was perfect. Everything was catered for and cooking facilities were excellent in the kitchen as well as the outside barbecue, pizza oven and fridge-freezer by the pool.... The fireflies which lit up the night sky were a dream come true."

    Linda, Casa al Colle, Tuscany 2018

  • "…This was the first time I had booked with Simpson Travel and I would, without hesitation, book with them in future and I would strongly consider returning to Villa Niu one day."

    The Mills family, Villa Niu, Pollença & Puerto Pollença 2018

  • "My stay at Emily’s House has been quite exquisite and it is quite frankly one of the best villas I have laid my eyes on... Agios Stefanos is right around the corner with many restaurants that will sensate your taste buds with Greek cuisine."

    Joshua, Emily's House, Corfu 2018