At Oliver’s Travels, we make it our mission to stay ahead of the curve – curating a portfolio of handpicked villas in the world’s most talked-about destinations. In 2026, we’re bringing you even more exceptional homes, so your holiday is nothing short of unforgettable.
From ultra-exclusive beachfront escapes and architect-designed luxury hideaways, to characterful cottages for families and anything-but-ordinary mountaintop chalets and historic castles – we specialise in holidays that break the mould.
Whether you’re planning a milestone celebration, a chic city escape, or an unforgettable destination wedding, our team has scoured the globe to uncover where’s hot for 2026.
Make your next villa holiday truly extraordinary with Oliver’s Travels.
Our concierge team is here to smooth out the details that make a holiday feel effortless. They know the regions inside out and can suggest places locals love, reserve your table at that tucked-away restaurant, or arrange special touches at your villa. Private chefs, spa treatments, day trips, boat excursions – if it’s possible at your destination, they’ll help make it happen.
Some requests depend on the villa or the local area, but you’ll always have someone ready to guide, recommend, and help. Think of them as your behind-the-scenes support, so you can stay in holiday mode from the moment you arrive.
In 2026, travel trends are leaning into authenticity and connection. Multigenerational trips are on the rise, with families prioritising quality time and shared experiences. Countryside escapes are gaining traction as travellers seek hidden gems away from busy hotspots, favouring nature and tranquillity.
Demand is growing for unique lodgings with charm and character — think historic villas, converted farmhouses, and boutique retreats — where the accommodation itself becomes part of the experience, offering depth, narrative and a sense of place, the likes of which hotels simply cannot match.
Multigenerational Travel
More and more families are prioritising meaningful time together over material gifts. With remote work and flexible schooling now common, extended families are embracing shared experiences in private villas — offering space, comfort, and connection in one place. It’s travel that strengthens bonds across generations.
Island Hopping
Driven by growing demand for immersive, multi-location travel, travellers are seeking flexible itineraries, eco-conscious transport options, and authentic cultural experiences. Coastal archipelagos like the Cyclades, Dalmatian Coast, and Caribbean are trending — offering seamless connectivity and diverse island charm.
Out of the Ordinary Stays
Check out this collection of whimsical stays, full of character and unexpected delights. From castles and chapels to treehouses and converted jets (yes really!), each of these unusual homes has a story to tell. Ideal for those who value originality as much as comfort, these unique stays make every trip feel personal.
Super Luxe Getaways
Elevate every moment with our Luxe Collection, a glimmering portfolio of handpicked villas that define high-end living. Think seamless design, standout service, and breathtaking settings. These exceptional homes offer a refined escape for travellers who expect nothing less than extraordinary.
Rural Retreats
Travellers are seeking countryside retreats for their sense of space, stillness, and authenticity. Escaping crowded cities, guests are drawn to slower living, local food, and nature-led experiences. Private homes in rural settings offer privacy without isolation — ideal for rest, reconnection, and a more grounded, meaningful kind of luxury.
Winter Sun
Escape the bleak of winter and head south for some much-needed heat, sunshine, and good fun. With villas across the Caribbean, Asia, and Africa, you’ll be spoilt for choice in endless summer locations. Even the islands of the Med will surprise you off-season with mild climates and quiet vibes.
Where's Hot In January? Escape The Winter Blues
Where's Hot In February? 6 Winter Sun Spots
Where's Hot in March? 6 Must-Visit Destinations
Where's Hot in April? 6 Places to Get Your Sun Fix
Where's Hot in May? 6 Sizzlers for a Spring Getaway
Where to Go in June: Inspiration for Sunshine Breaks
Where to Go in July: Summer Hotlist Destinations
Where to Go in August: End Summer on a High
Where's Hot in September: 6 End of Summer Destinations
Where's Hot in October? 6 Autumn Getaway Ideas
Where's Hot in November? 6 Superb Destinations for Autumn Escapes
Where's Hot in December? Our Top 6 Destinations for Winter Sun
Sign up to our newsletter for beautiful villas, destinations and things to do.
