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Oliver's Travels Awards
We always want to make sure that we’re providing the very best service we can. That’s why we’re honoured to have received so many wonderful awards over the years, recognising everything from our trusted service to our family-friendly experiences.
Among these accolades, we’re especially proud to have been recognised by Condé Nast Traveller Readers as one of the Best Villa Rental Companies in the World for nine consecutive years.
There is no greater motivator for us to keep growing and getting better at what we do than knowing our customers trust and value us. And we’re so glad so many publications, and their readers, feel the same.
Go ahead and have a look at some of the awards we’ve been honoured to win – we’re rather proud of them.
The Times Travel Awards 2025
We’re pleased to announce that we have been awarded runners-up in the The Times Travel Awards 2025, for the Best Villa Operator.
Condé Nast Traveller Readers’ Choice Awards 2025
We’re delighted to share that we’ve been awarded Runner-Up in Condé Nast Traveller Readers’ Choice Awards for 2025. We have been voted one of the Best Villa Rental Companies in the World by Condé Nast Traveller readers for 9 consecutive years!
The Telegraph Travel Awards 2025
We have been awarded the runner up for Best Villa Operator by the Telegraph Travel Awards for 2025!
The Rolling Stone Travel Awards 2025
We’re excited to share that we earned a spot on Rolling Stone’s coveted travel awards list, named the Best Luxury-Vacation Rental Service. We were recognised for our curated portfolio of high-end villas around the world.
Junior Design Awards 2025
We’re pleased to announce that we’ve been awarded joint Silver in the Junior Design Awards 2025 in the Best Family Travel Brand category.
The Shortyz Awards 2025
We’re thrilled to announce that we’ve been named Best OTA / Online Accommodation Booking Platform at The Shortyz 2025 Awards.
Condé Nast Traveller Readers’ Choice Awards 2024
We’re winners! We are so excited to have been named Best Villa Company in the world for 2024! This really is the gold standard of awards in the travel industry.
The Times Travel Awards 2024
We are runners-up for the The Times Travel Awards 2024 in the Best Villa Operator category.
Junior Design Awards 2024
We’ve been awarded Silver in the Junior Design Awards 2024 in the Best Family Travel Brand category.
MadeforMums Gold Award for Best Family Holiday
We’ve won gold for the MadeforMums gold award for best family holiday product over £25.
The Telegraph Travel Awards - Best Villa Operator 2023
We have been awarded the runner up for Best Villa Operator by the Telegraph Travel Awards 2023.
Condé Nast Traveller Readers' Choice Award 2023
We won silver for the Condé Nast Traveller Readers’ Choice Award 2023.
Best Villa Rental Company
We were runners up in the Best Villa Rental Company category for the Luxury Lifestyle Magazine Readers’ Travel Awards 2023.
Made for Mums Editor's Choice Award 2023
We’ve been awarded the Made for Mums Editor’s Choice Award for 2023.
Condé Nast Traveller Readers' Choice Award 2022
We won Silver for Condé Nast’s “Best Villa Rental Companies: 2022 Readers’ Choice Awards”.
Junior Design Awards 2022
We win Gold for the for the “Best Family Travel Brand” in the Junior Design Awards 2022.
Spear's 2022 Holiday Homes
We’ve been awarded one of Spears best holiday homes for high net worth individuals in 2022.
Condé Nast Traveller Readers' Choice Award 2021
Once again, we were voted one of the ‘Best Villa Rental Companies’ in the Conde Nast Traveller’s Readers’ Choice Awards 2021!
Condé Nast Traveller Readers' Choice Award 2020
Voted one of the ‘Best Villa Rental Companies’ in the Condé Nast Traveller’s 2020 Readers’ Choice Awards.
British Travel Awards 2019
We won Gold for the ‘Best Villa Holiday Company’ award in the British Travel Awards 2019.
British Travel Awards 2019
We won Bronze for the ‘Best UK Cottage Company’ award in the British Travel Awards 2019.
Junior Design Awards 2019
We secured a Gold award for the ‘Best Family Brand’ in the Junior Design Awards 2019.
Luxury Travel Award 2019
We’ve been awarded with an ‘Editor’s Choice’ award in the Luxury Travel Guide Awards 2019.
MadeForMums Awards 2019
We got a Gold in the ‘Best Family Holiday’ Category in the MadeForMums Awards 2019.
British Travel Awards 2018
We won Gold in the ‘Best Villa Holiday Company’ in the British Travel Awards 2018.
British Travel Awards 2018
We won Silver for the ‘Best UK Self Catering/Cottage Holiday Company’ in the British Travel Awards 2018.
Condé Nast Awards 2018
We placed third in the ‘Best Villa Rental Companies’ in the Condé Nast Traveller Readers’ Awards 2018.
Family Traveller Awards 2018
We won the Family Traveller Award for the ‘Best Villa Operator for Families ‘ in 2018.
MadeForMums Awards 2018
We got a Silver in the ‘Best Family Holiday’ Category in the MadeForMums Awards 2018.
Junior Design Awards 2018
We secured a Bronze award for the ‘Best Family Brand’ in the Junior Design Awards 2018.
Angels & Urchins Awards 2018
We’ve been shortlisted for the ‘Best Villa Specialist’ in the Angels & Urchins Family Travel Awards 2018.
Condé Nast Awards 2017
We were placed ninth in the ‘Best Villa Rental Companies’ in the Condé Nast Traveller Readers’ Awards 2017.
British Travel Awards 2017
We won Silver for the ‘Best Villa Holiday Company’ in the British Travel Awards 2017.
MadeForMums Awards 2017
We won Silver in the ‘Best Family Holiday’ Category in the MadeForMums Awards 2017.
British Travel Awards 2016
We won Silver in the ‘Best Villa Holiday Company’ at the British Travel Awards 2016.
Family Traveller Awards 2016
We won a Family Traveller Award for the ‘Best Multi-Generational Family Holiday Company’ in 2016.
British Travel Awards 2015
We won Gold in the ‘Best Villa Holiday Company’ at the British Travel Awards 2015.
British Travel Awards 2014
We won Bronze for the ‘Best Villa Holiday Company’ at the British Travel Awards 2014.
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