Villa Holidays 2026
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 and up-and-coming destinations. In 2026, we’re bringing you even more exceptional homes in locations that matter – so your holiday is nothing short of unforgettable.
From ultra-exclusive beachfront escapes and architect-designed luxury abodes, to characterful cottages for families and out-of-the-ordinary stays like 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 and what’s next for 2026.
Don’t just travel – travel better. Make your next villa holiday truly extraordinary with Oliver’s Travels.
Make 2026 one to remember with a stay on the Royal Family’s private estate in Norfolk. Exclusive to Oliver’s Travels, you can only book The Folly at Sandringham with us!
Why stay with us?
As always, our dedicated concierge team is here to make your villa holiday seamless from start to finish. Friendly, proactive, and impressively knowledgeable, they’re on hand to turn your holiday ideas into reality – whether you’re still in the planning stages or already settling into your sun lounger.
From insider recommendations on the best local restaurants and hidden beaches, to arranging private chefs, in-villa spa treatments, boat charters, or unforgettable excursions, our team goes beyond the basics. Looking to plan a surprise celebration, book luxury transfers, or find that one-of-a-kind experience you won’t read about in any guidebook? Consider it done.
No matter how big or small the request, our concierge service exists to elevate every part of your stay – so all you need to focus on is making memories.
Where to stay in 2026
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Rural Villas
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Top Travel Trends for 2026
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 cannot match.
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.
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.
Check out this collection of whimsical stays that are full of character and unexpected delights. From castles to chapels and treehouses to converted jets (yes really!), each of these unusal homes has a story to tell. Ideal for those who value originality as much as comfort, these unique stays make every trip feel truly personal.
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.
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.
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 with mild climes and quiet vibes in the off-season.
From the blog...
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