Winner:JOINT GOLD Best Luxury Villa Holiday for Families
Who:Oliver's Travels
What:A travel brand offering a curated collection of homes worldwide.
Why:
Oliver’s Travels has spent over 20 years redefining luxury family villa escapes, with a portfolio of 9,000+ homes across 30+ destinations. From countryside estates to coastal retreats and hidden gems, each villa is chosen for its character, charm, and sense of place.
Our judges loved the attention to detail shown by this entry who really love to make their guests feel incredibly welcome and special.  Thoughtful details like a fridge stocked before arrival, access to a roster of help including  private chefs, yoga teachers and a concierge to arrange seamless family experiences really impressed. Homes balance style, comfort, and family-friendly design, letting parents and children relax, explore, and connect.
The high calibre of the luxury villas and their surroundings at Oliver’s Travels  – all hand-picked in person by their team of roving villa experts – was hugely impressive. The wide variety of different settings from stunning Greek Island getaways to historic homes surrounded by vineyards really excited the JTA panel.
"With a huge range of villas at different price points and sizes to suit every family's needs it's so relaxing to know that every villa has been personally reviewed and checked by Oliver's Travels."
"A gorgeous company with amazing villas in incredible locations."
"I've been lucky enough to stay in two Oliver's Travels properties and they were both stunning with a wonderfully relaxed feel that suited family life. The properties always have something unique about them and the Oliver's Travels team go out of their way to help with any request. A great way to holiday with friends and family and to cook and eat to your heart's content - something I always look for."
Glass Igloo Suite, Finland
Palazzo Canaletto, Italy
Devasom Beach Resort & Villas, Thailand
What makes them special...
Every family has a different idea of the perfect escape, from historic châteaux to contemporary beach houses. Oliver’s Travels celebrates this individuality with handpicked villas that reflect how modern families explore together.
Its curated collections -from Multi-Generational Holidays and Eco Retreats to Wow Factor Homes and Resort Villas – cater to adventure, relaxation, and meaningful family time. Thoughtful touches, such as private chefs, stocked fridges, in-villa spa treatments, and tailored experiences, make every stay effortless and unforgettable.
With a focus on freedom, laughter, and connection, Oliver’s Travels transforms each villa into a home from home, while its Go Beyond initiative ensures travel can give back, letting children facing challenges experience the joy of a holiday too.
Junior Says...
Oliver’s Travels helps families rediscover the joy of shared time with handpicked villas designed for connection and comfort. From milestone celebrations to long-awaited reunions, each stay blends effortless luxury with memorable experiences.
Every property is carefully vetted through a 10-point checklist and personally reviewed by Destination Experts, ensuring family-friendly features, character, and modern comforts. Thoughtful touches -from private chefs and fridge-stocking to bespoke concierge services – make every visit seamless.
The brand also champions responsible travel, supporting local communities, promoting sustainability, and giving back through the brilliant Go Beyond initiative by donating 1% of profits from every booking to provide free, week-long breaks for disadvantaged children.
Ideal for...
Oliver’s Travels caters to discerning families seeking luxury villa holidays that combine comfort, privacy, and unforgettable experiences. Guests value personalised service, curated local adventures, and seamless support, trusting the brand to create meaningful escapes that delight every generation.
"At Oliver’s Travels, family holidays are anything but ordinary. Our villas have soul, spaces that bring generations together, and experiences that blend luxury, laughter, and adventure - because when it comes to family, extraordinary is the only option."
Junior Fact File
Oliver’s Travels villas offer families spacious, stylish, and comfortable stays, often for groups of around 10. Starting from £69 per person per night, they combine accessible luxury with privacy, thoughtful details, and family-friendly design, from coastal retreats to countryside estates, making every holiday effortless, memorable, and connected.
