Oliver's Travels

Launched in November 2013 through the amalgamation of luxury villa specialists Simply Chateau, Stately Escapes, Simply Italy and Simply Caribe, Oliver’s Travels brings over 15 years of experience to the world of extraordinary villa holidays. With a portfolio of more than 9,000 handpicked properties across Europe, the Caribbean, Asia and North America, we pride ourselves on personally selecting villas that are unique, quirky and full of character.We continue to set the standard in the villa holiday market and have been consistently recognised by industry leaders and travel communities. We’ve been voted one of the best villa rental companies in the world by Condé Nast Traveller readers for nine consecutive years and were named Best Villa Company in the World in 2024. Our recent accolades include Runner-Up at the Condé Nast Traveller Readers’ Choice Awards 2025, alongside wins at The Times Travel Awards, The Telegraph Travel Awards, The Shortyz Awards and Feefo Platinum Trusted Service Awards in 2026.Earlier honours span the British Travel Awards, Junior Design Awards, The Sunday Times, Spear’s Holiday Homes and more, reflecting our ongoing commitment to excellence in service, family-friendly offerings and luxury travel.We’re also proud partners of Homes & Villas by Marriott International, further strengthening our global presence and service offering.