United States Joins Canada, Mexico, Costa Rica, Dominican Republic, Jamaica and More Countries in Supercharging Luxury Tourism with Short Private Villas, Here is a New Study for All High End Tourists

Published on December 23, 2025

By: Tuhin Sarkar

The United States has joined Canada, Mexico, Costa Rica, the Dominican Republic, Jamaica, and more countries in supercharging luxury tourism with short private villas. This new trend has reshaped the luxury tourism market, providing high-end tourists with exclusive stays that offer privacy, luxury, and tailored experiences. These short private villas are becoming the go-to choice for those seeking intimate getaways, from beachfront estates to secluded mountain retreats. The rise of these luxurious accommodations marks a significant shift in the travel industry, catering to the growing demand for bespoke, premium vacations. Discover how these destinations are setting new standards for luxury tourism.

Luxury travel is evolving, and as we approach 2026, the demand for personalized and exclusive experiences is skyrocketing. Gone are the days when luxury simply meant opulence. Today’s affluent travellers are seeking bespoke adventures, whether it’s a private chef crafting a gourmet meal in a secluded villa or a yacht charter exploring the hidden gems of the Mediterranean. As the luxury travel market continues to grow, now worth over $1.48 trillion and projected to reach $2.36 trillion by 2030, there are new trends taking the spotlight. Let’s dive into the key trends that will shape luxury villa travel in 2026.

The Rise of Short Villa Breaks: More Frequent Getaways for the Modern Traveller

Why Short Villa Stays Are Becoming a Favourite for Luxury Holidaymakers in 2026
One of the most significant shifts in luxury travel is the rise of short villa breaks. While traditional villa stays of 7–14 nights are still popular, there’s an increasing trend towards shorter, more frequent getaways. A study conducted by Deloitte shows that today’s travellers are taking more, shorter trips throughout the year. Gone are the days of committing to long vacations. Instead, luxury holidaymakers are opting for long weekends, quick breaks, and frequent escapes that allow them to explore multiple destinations.

For example, island hopping across Greece’s Cyclades has become more popular than ever. Visitors may spend a few days in Mykonos before hopping over to Paros or Antiparos, enjoying a whirlwind experience of each island’s unique charm. Founder of Kinglike Concierge, Thanasis Mougios, explains, “Guests love coming for long weekends—beach clubs, fine dining, and the vibrant atmosphere of the Greek islands are perfect for short breaks.” With shorter breaks, holidaymakers can make the most of their time without the need for extended time away.

Shifting Booking Patterns: Last-Minute Villa Bookings Are the New Norm

Why Luxury Travellers Are Booking Villas Closer to Their Travel Dates
The pandemic has changed how people travel, and one of the most significant shifts in luxury villa bookings is the rise of last-minute reservations. Prior to Covid-19, travellers from regions like the US and Australia often booked well in advance, sometimes months ahead of their planned stay. However, as travel restrictions, health concerns, and changing schedules made advance planning more challenging, travellers began opting for last-minute bookings.

This shift is here to stay, with many now booking villas in March or even June, rather than securing properties at the start of the year. With villa availability on the rise, especially in destinations like Mykonos, travellers feel more confident about finding the perfect property, even at the last minute. As Thanasis explains, “With so many villas now available, particularly across destinations like Mykonos, guests feel confident they can find exactly what they want without rushing, knowing last-minute bookings are no longer a problem.” This trend reflects the flexibility of today’s luxury travellers, who are embracing spontaneity and convenience without sacrificing the quality of their experiences.

August Overtakes July: The Peak Month for Luxury Villa Travel in 2026

Why August Has Become the New July for Luxury Villa Escapes
For years, July has been the peak month for luxury villa travel. However, data from Kinglike Concierge reveals a new trend in 2026—August is now the most popular month to travel. U.S. travellers, in particular, are willing to pay a premium for reliable weather, fully operational services, and the unique atmosphere that destinations like Greece offer during this time.

In Greece, August is the prime month for luxury villa escapes, thanks to perfect weather conditions—warm seas, steady breezes, and the peak of the Mediterranean’s summer beauty. As Thanasis shares, “People now prefer the Greek islands for their more stable climate, with temperatures around 20–25°C. Paros and Antiparos peak in August for family vacations, while Mykonos still peaks in July.” This shift reflects the growing demand for travel during school holidays and the increasing preference for warm, stable climates in August.

United States: Diverse Luxury Villas for Every Taste

The United States remains a top destination for luxury villa stays, thanks to its diverse landscapes and vibrant cities. From the glamorous beachfront properties in Florida and Hawaii to mountain retreats in Colorado and California, the U.S. offers a wide variety of exclusive villas that cater to the needs of affluent travellers.

In California, visitors can enjoy expansive estates nestled in the hills of Los Angeles, complete with infinity pools, stunning city views, and private cinemas. Hawaii’s Maui and Kauai islands offer oceanfront villas where guests can experience the ultimate tropical luxury with private beach access and personalised concierge services. For those seeking an alpine escape, Whistler in British Columbia, Canada, offers luxury mountain villas with picturesque views of snow-capped peaks and access to world-class ski resorts. The Hamptons in New York and Miami also feature high-end villas with pristine beaches and incredible waterfront views. These destinations continue to appeal to corporate leaders, celebrities, and wealthy families who desire the best in service, seclusion, and sophistication.

Canada: Luxury Villas Amid Natural Beauty

Canada’s Whistler, a world-renowned ski resort in British Columbia, is home to some of the most luxurious mountain villas in the world. Offering stunning views of the Whistler and Blackcomb Mountains, these villas combine alpine beauty with exclusive amenities. Spacious interiors, hot tubs, private pools, and full-service staff make them an ideal choice for those seeking a private winter retreat.

In addition to ski chalets, luxury villas in Vancouver and Toronto offer visitors access to cosmopolitan experiences combined with nature. These villas often come equipped with full-service kitchens, private gardens, and dedicated concierge teams who cater to guests’ every need, from booking private yacht charters to arranging chef services. Canada’s reputation for blending opulent accommodations with spectacular natural landscapes makes it a top contender for luxury villa stays in 2026.

Mexico: Beachfront Villas and Rich Cultural Experiences

Mexico is increasingly becoming a go-to destination for luxury villa stays, especially in coastal areas like Cabo San Lucas, Puerto Vallarta, and Riviera Maya. With access to pristine beaches and tropical landscapes, Mexico’s luxury villas offer spectacular views and ultra-private settings.

In Cabo San Lucas, private beachfront estates offer sprawling properties with infinity pools, private spas, and personal chefs. These villas are perfect for those seeking seclusion with easy access to fine dining, nightlife, and world-class golf courses. Riviera Maya, with its turquoise waters and ancient Mayan ruins, offers high-end villas where guests can enjoy private chef-prepared meals, wellness retreats, and local tours. Villas in Puerto Vallarta, renowned for their luxurious finishes and beachside charm, are also sought-after, offering a perfect blend of relaxation and adventure.

Mexico’s luxury villas are not just about beautiful surroundings—they provide an immersive cultural experience, combining luxurious amenities with the authentic flavours of Mexican cuisine, arts, and architecture.

Caribbean: Secluded Islands for Ultimate Privacy

While often considered a part of North America, the Caribbean offers some of the most exclusive and luxurious villa experiences in the world. Islands such as Turks & Caicos, Jamaica, and Barbados are home to luxury villas that promise privacy, seclusion, and stunning natural beauty. These islands are known for their white sandy beaches, clear turquoise waters, and high-end resorts that feature private villas with bespoke services.

In Barbados, beachfront villas offer access to both lush landscapes and crystal-clear waters, ideal for both relaxation and water sports. Turks & Caicos is home to private island villas where visitors can enjoy full-service luxury with personal chefs, private yacht charters, and bespoke spa experiences. Jamaica, known for its vibrant culture and reggae beats, offers villas that provide a retreat into luxury while still allowing guests to experience the rich island culture.

Costa Rica: Nature Meets Luxury in the Tropics

Costa Rica has emerged as a favourite destination for those seeking a blend of tropical beauty and luxury. Known for its biodiversity, lush rainforests, and pristine beaches, Costa Rica offers luxury villas that are perfect for those looking to escape to an eco-luxury retreat. Villas in Papagayo and Manuel Antonio provide private access to secluded beaches and tropical rainforests, making them ideal for nature lovers and adventure seekers.

The country’s villas come equipped with private pools, outdoor terraces, and personal chefs who use local, organic ingredients to create gourmet meals. Costa Rica is also famous for its eco-conscious tourism, with many villas employing sustainable practices, such as solar energy and organic farming. This makes Costa Rica the perfect destination for luxury travellers seeking both opulence and an eco-friendly experience.

Exclusive Culinary Experiences: The In-Villa Chef Service Takes Centre Stage

Private Chefs Are Now a Must-Have Luxury Experience in Villas for 2026
One of the most sought-after luxury services in villas is the in-villa chef. Over the past three years, data from Kinglike Concierge reveals that guests have consistently ranked private chefs as their top requested service. Travellers are no longer satisfied with simply dining out at high-end restaurants; they now crave the intimacy and authenticity of having a private chef create bespoke dining experiences right in their villas.

As Thanasis Mougios explains, “Guests often don’t want to cook on holiday. Sometimes they’ll hire a chef just for breakfast, and other times for full private dining throughout their stay.” The trend for exclusive culinary experiences is set to grow even more in 2026. With the ability to customize menus, accommodate dietary restrictions, and provide unique gastronomic adventures, private chefs are becoming a key component of luxury villa holidays. This demand for in-villa dining experiences is part of the growing desire for authentic, immersive experiences that connect travellers with local cultures.

Yacht Charters: The Ultimate Luxury Experience on the Water

Yacht Charters: The Unmatched Luxury of Exploring the Mediterranean by Sea
Yacht charters have long been synonymous with luxury, but in 2026, they will define the ultimate villa experience. For many high-end travellers, a day on a luxury yacht is the highlight of their vacation. Whether it’s sailing between the islands of Greece, Italy, or Croatia, the luxury yacht experience offers a unique blend of relaxation, adventure, and privacy. With private crews, chefs, and concierge teams, luxury yachts deliver the same high level of service found in a villa, but with the added magic of exploring secluded coves and pristine beaches.

According to Kinglike Concierge’s data, yacht trips are consistently among the most requested luxury services. The global yacht charter market, valued at $9.1 billion in 2024, is projected to reach $16.8 billion by 2033. Europe, particularly the Mediterranean, dominates this market, with Greece, Italy, and Croatia being standout destinations for luxury yacht experiences. For travellers looking for ultimate luxury, a yacht charter is the perfect complement to their villa stay.

Private Transportation: Elevating the Luxury Travel Experience in 2026

The Growing Demand for Private Transport in Luxury Villa Travel
As the luxury travel landscape evolves, the demand for private transportation is on the rise. In destinations like Mykonos, where public transportation options are limited, high-net-worth travellers are increasingly opting for private transport to ensure flexibility, comfort, and reliability. Whether it’s a private driver, a mini-van, or a luxury vehicle at their disposal all day, guests are seeking seamless, stress-free travel experiences.

Thanasis explains, “Public transport isn’t great on the Greek islands—there’s very few buses or taxis. Guests often hire mini-vans or private drivers, coordinated via WhatsApp.” The growing demand for private transport services highlights a shift towards a more personalized, flexible way of travelling. In fact, over 58% of high-net-worth travellers now prefer private transport, reflecting the desire for comfort and peace of mind during their vacations.

The Future of Luxury Villa Travel in 2026 and Beyond

What’s Next for Luxury Villa Travel? Expect More Personalization, Flexibility, and Unique Experiences
As we look ahead to 2026, the luxury villa travel landscape will continue to be shaped by a desire for exclusivity, flexibility, and authenticity. Short villa breaks, last-minute bookings, in-villa chefs, yacht charters, and private transport will define the high-end traveller’s experience. For destinations like Mykonos, the demand for personalized, seamless travel experiences will keep growing. As luxury travel becomes even more tailored to individual needs, 2026 promises to be a year of unforgettable, bespoke vacations.

In conclusion, North America offers a wide range of luxurious villa destinations, with Mexico, Canada, and the United States leading the charge for 2026. Whether you’re seeking the sun-soaked beaches of Mexico, the serene mountain retreats in Canada, or the vibrant coastal cities in the United States, each destination offers exclusive stays tailored to high-end travellers. Visit Mexico provides in-depth information about its exclusive coastal villas (visitmexico.com), while Destination Canada highlights the luxurious mountain estates and coastal retreats available across the country (travel.gc.ca). For U.S. travellers, VisitTheUSA showcases the best of the U.S. luxury villa market, offering insights into top destinations and experiences (gousa.in). Supporting your planning with these resources ensures you’re accessing the best of North America’s luxury villa stays, backed by official, reliable sources to guarantee your next high-end escape is nothing short of spectacular.