✨ May’s Most Luxurious Villa Destinations for the Discerning Traveler

The World’s Finest Villa Escapes

A Curated Selection by Haute Retreats

There are moments when a hotel suite simply won’t do. When you crave not just a place to stay—but a place to live, to breathe, to disappear into. May is one of those months. The crowds haven’t arrived just yet, the days are long enough to stretch, and the air in most corners of the world is tinged with possibility.

At Haute Retreats, we specialize in experiences that go far beyond five-star. We’re talking private chefs, clifftop terraces, discreet staff who anticipate needs you didn’t even know you had—and locations that are bucket list, yes, but also blissfully off-script.

This is not just a collection of villas. This is your next chapter. Here’s where to start.

Punta Cana, Dominican Republic

Because barefoot elegance never goes out of style.

Punta Cana is a destination that knows exactly what it’s doing. Sun-drenched days melt into balmy nights, and the pace of life slows to something softer. Our top pick, Villa Serena 4, delivers the kind of low-key opulence that seasoned travelers quietly chase—private beach access, a full-service staff, and interiors that are less about showing off and more about sinking in. Perfect for families, couples, or groups looking for the kind of getaway where shoes feel optional and luxury feels effortless.

Ibiza, Spain

Not just for the party crowd—unless that’s what you’re after.

Sure, Ibiza has its nightlife. But the real magic? It’s in the golden light that hits the hills at dusk, the private pools that overlook quiet coves, and the villas that whisper instead of shout. Haute Retreats’ Ibiza collection leans into that understated luxury: clean-lined modern estates perched above the sea, curated art, chef-level kitchens, and yes, easy access to beach clubs—if the mood strikes.

Amalfi Coast, Italy

La dolce vita, with a side of panoramic cliffside views.

The Amalfi Coast is never a bad idea. But experiencing it from your own private villa? That’s a power move. Our mansions for rent here are old-world stunners—think lemon trees in bloom, hand-painted tiles underfoot, and balconies that all seem to frame Positano just so. And because it’s Haute Retreats, the service is dialed in to the smallest detail, from arranging private boat tours to securing that impossible-to-get lunch reservation.

Lake Como, Italy

Where old money vacations quietly.

Lake Como has always known how to do quiet glamour. You won’t find flashy here—just centuries-old villas with ivy-covered facades, velvet-smooth lake water lapping at private docks, and an atmosphere that makes time slow. Villa Camilla, one of our most requested properties, offers an immersive Italian experience: manicured gardens, ornate interiors, and the kind of views that have inspired poets and fashion icons alike.

Tuscany, Italy

Rustic charm, reinvented.

Tuscany has its clichés—but let’s be honest, they exist for a reason. Rolling hills? Check. Cypress-lined roads? Absolutely. But Haute Retreats goes deeper. Take Villa Giunia, for example: a restored farmhouse where tradition meets elevated comfort. Vineyards out your window, a chef in your kitchen, and medieval towns like Montepulciano a short drive away. It’s everything you’ve imagined, but somehow better.

Phuket, Thailand

Tropical seclusion with service that redefines hospitality.

Phuket is one of those places where you can do absolutely nothing—and somehow it feels like everything. Our villas here are sanctuaries in every sense: open-air living rooms, private infinity pools that melt into the sea, and teams of staff that orchestrate the entire experience with warmth and grace. Think in-villa massages, sunset dinners crafted just for you, and excursions to nearby islands that are somehow still under the radar.

Miami, Florida

The Grand Prix meets grand design.

May in Miami hits different—especially when the Grand Prix rolls into town. Our villas in the city are designed for those who want to live large but come home to calm. These are bold, architectural spaces with rooftop decks, designer kitchens, and private pools—offering an oasis just minutes from the action. It’s Miami at its most elevated: adrenaline by day, elegance by night.

Haute Retreats: Where Luxury Is Personal

f there’s one thing we believe in, it’s that true luxury isn’t loud—it’s intentional. It’s the stillness of a private pool at sunrise, the way a dinner feels when someone else thought of everything, the seamless rhythm of a place that feels like it was waiting just for you.

As Memorial Day weekend approaches—a moment that signals the unofficial start of summer—there’s no better time to embrace a different kind of escape. One that’s not rushed, not crowded, and absolutely not ordinary.

Whether you’re planning a long weekend to reset, gathering family for a warm-weather reunion, or simply seeking a new view for a few perfect days, Haute Retreats offers access to the kind of villas that elevate every moment. From the Riviera to the Caribbean, Tuscany to Thailand, we’ll help you find the one that fits—beautifully.