Our Travel Awards

We're incredibly proud of our trophy cabinet, having collected a range of awards from Condé Nast TravellerThe Guardian & Observer newspapers, Silver Travel Advisors and The British Travel Awards amongst others over the past few years.

We work hard to provide our customers with exceptional service every step of the way, but it's always a pleasure to know that what we do is appreciated, both by our guests and within the travel industry.

A very big thank you to everyone who has voted for and supported us in the past.


Condé Nast Readers' Choice Awards 2022  Villa Rental Category

Once again Simpson Travel is named one of the world's top ten villa rental companies by readers of Condé Nast Traveller. This prestigious accolade means the world to us and, viewed alongside our exceptional Trustpilot rating, is one of the reasons we continue to attract such a loyal following. 

Condé Nast Readers' Choice Awards 2021  Villa Rental Category

In 2021 we were named one of the world's top ten villa rental companies as voted for by readers of Condé Nast Traveller. Improving our position from 2020 in the face of a global pandemic is testament to the hard work and dedication of our team and we are delighted that our efforts have once again been recognised by the people who matter most - our clients. 

Condé Nast Readers' Choice Awards 2020  Villa Rental Category

Condé Nast Traveller is one of the most highly regarded travel publications and enjoys a global following. In 2020 we were delighted to be named one of the world's top fifteen villa rental companies by readers of this prestigious magazine.

Baby Awards 2019 Winner Best Family Travel Company

In 2019, we were delighted to be voted Best Family Travel Company by readers of Little London magazine. This glowing endorsement is a rewarding reminder that our portfolio continues to offer fantastic choice for travellers at every age and stage.

Condé Nast Readers' Choice Awards 2018 Villa Rental Category

Condé Nast Traveller is one of the most highly regarded travel publications and enjoys a global following. In 2018 we were delighted to be named one of the world's top ten villa rental companies by readers of this prestigious magazine.

Winner – Telegraph Travel Awards 2018 – Best Villa Operator

The Telegraph Travel Awards are the most prestigious in our industry, showcasing the best of the best in tourism. With around 50,000 readers participating in the awards survey in 2018, we are tremendously proud to have been named Best Villa Operator. We are truly honoured to receive such an esteemed accolade, and enormously grateful to all those who took the time to cast their vote.

Silver Travel Advisor Awards 2018 – Best Villa Holiday Company

A staggering 100,000 public votes were cast to determine which companies cater particularly well to over-50s travellers, with Simpson Travel taking runner up position in the Best Villa Holiday Company category.

British Travel Awards 2017

We were delighted to repeat our success in this wide-ranging survey and achieve a Silver award as Best Holiday Company to East & Southeast Europe.

British Travel Awards 2016

The British Travel Awards are the largest and most influential poll of consumer opinion within the UK’s leisure travel and tourism industry. The 2016 results were based on an incredible 1,332,516 votes and opinions cast between 4 July and 30 September.

Silver – Best Holiday Company to Hellenic Europe

Silver – Best Holiday Company to The Iberian Peninsula

Silver – Best Holiday Company to East & Southeast Europe

Silver Travel Advisor's Exceptional Achievement Award 2016

Winner – Graham Simpson

In June 2016, our founder Graham Simpson won Silver Travel Advisor's Exceptional Achievement Award. It's a fantastic industry accolade from one of Britain's largest travel portals and acknowledges the passion and dedication that he's been putting into serving ‘silver travellers’ since he and his wife, Yianna, set up Simply Travel almost 40 years ago.

British Travel Awards 2015

Winner – Best Holiday Company to Hellenic Europe

Winner – Best Holiday Company to The Iberian Peninsula

Silver – Best Villa/Self-catering Holiday Booking Company

The Sunday Times’ Value for Money Awards 2016

Holding our own against companies that operate on a global scale is no mean feat and yet that’s exactly what we did in May 2016 when we won a Silver award in the Best-value Travel Company category. It recognised our commitment to remaining "competitively priced and great quality" and credited us for our exclusive portfolio that features properties you just won’t find cheaper anywhere else.

One of the 1,000 Companies to Inspire Britain

We always aim to set an example in the travel industry, but it's an honour to find out that we’re setting an example for the nation too! In February 2016, we were listed in the London Stock Exchange’s 1,000 Companies to Inspire Britain report, which ranked us alongside the country’s most successful and entrepreneurial businesses. It’s a testament to the fact that our long-term commitment to customer service is still making waves in the 21st-century.

Writing in the publication, The Rt Hon. George Osborne MP said:

“UK high-growth businesses are leading the charge in rebuilding our economy. These companies are the backbone of the British economy. They create high-quality, well-paid jobs, innovate and drive economic growth.”

For more details, visit www.lseg.com/resources/1000-companies-inspire-britain.

British Travel Awards 2014

Silver – Best Holiday Company to Hellenic Europe

Silver – Best Holiday Company to The Iberian Peninsula

Silver – Best Villa/Self Catering Holiday Booking Company

Condé Nast Traveller – The Readers’ Travel Awards 2012

We are pleased to have been included in The World’s Top 100 list published by Condé Nast Traveller, which pays tribute to top travel companies, destinations, spas, hotels and airlines – worldwide!

The magazine’s readers also voted us third in the Favourite Villa Company category in their Readers’ Travel Awards and highest for Value for Money.

The Guardian & Observer Travel Awards 2012

Winner – Best Online Booking Service

The Guardian & Observer Travel Awards are often considered to be the Oscars of the travel industry, so we were thrilled to be in the top spot for the Best Online Booking Service category and achieved second place in the Best Small Tour Operator category.

For our online booking service, the organisers commented: “Simpsontravel.com takes the top spot, the achievement all the more impressive considering the company did not appear at all in the 2011 rankings. Its site is a simple, classy showcase for the gorgeous villas, apartments and hotels on its books. Useful sections on summer offers, autumn availability, family summer sun and more make the search as simple as possible for readers, while the Simpson Secrets tab reveals exactly the sort of off-the-beaten track properties packed with character that Guardian and Observer readers love.”

See full details about the winners The Guardian & Observer Travel Awards 2012.

British Travel Awards 2012

Winner – Best Small Regional Luxury Tour Operator

Winner – Best Small Family Holiday Company

With a record-breaking 100,000+ UK households who cast 1,088,339 votes and insights into their holiday plans for 2013, we were delighted therefore to receive these two awards.