We all look forward to that next vacation, the one that’ll remind us what’s really important: being together and discovering life again. At Luxury Retreats, we go the extra mile to make sure you get the most out of your much-needed downtime. Here’s why our guests choose to travel with us, time and time again.


Setting a New Standard of Excellence

Renting a villa on other websites can be scary. Who's seen them? Who's actually been there? We’re different from the others. Our global team of 150+ travel enthusiasts and partners hand-pick and personally inspect every villa. Yes this means we don’t offer hundreds of thousands of villas, but you can rest assured that the ones we do offer are the very best.


Creating Personalized Travel Experiences

Interested in a private wine tour in Tuscany? Or a world-renowned celebrity chef for your special event? Our dedicated concierge team will gladly help you personalize your villa rental experience. Guests are only limited by their imaginations! Need help finding the right villa for your family? No problem, our friendly, well-traveled villa specialists are always happy to chat.


Believing Our Guests Deserve the Best

Since 1999, Luxury Retreats has been carefully building a global team of travel professionals who are dedicated to you, our guest. From our hand-picked, personally inspected villas, to our knowledgeable villa specialists and complimentary concierge services, we believe our guests deserve the best, all without a membership fee.


Founded in 1999, Luxury Retreats specialized in personalized vacations in more than 90 destinations around the world. Our exclusive portfolio includes more than 2,800 luxury properties, each hand-picked and personally inspected by our global team of passionate travel enthusiasts to ensure that our guests are offered only the best.

As a full service villa rental company, Luxury Retreats offers you complimentary concierge services, worldwide guest support, as well as villa specialists to help you find your perfect villa - all without charging any membership fees.

17-Year-Old Joe Poulin Founds CaribbeanWay
Designing websites from his parents’ basement in a small town near Montreal, 17-year-old Joe Poulin is approached by a Barbados villa owner interested in a website for his rental. Joe invests in a plane ticket and flies to Barbados, sparking the idea of creating a global villa rental platform. That same year Joe founds CaribbeanWay, connecting Caribbean villa rentals with luxury travelers around the world.
CaribbeanWay Makes its First Million
Just two years after its humble beginnings, CaribbeanWay hits its first $1 million in sales. Catering to discerning sun seekers, CarribbeanWay offers villas, high end vacation rentals and even private islands in the Caribbean, Mexico, Central America and Florida.
New Global Portfolio Introduced as Luxury Retreats
Hot on the heels of CaribbeanWay, Joe launches a second villa specialist company, offering a wider selection of destinations than its Caribbean counterpart. Luxury Retreats includes new European destinations with luxury villas in Italy, the Greece to name a few.
Luxury Retreats Acquires Fabulous Homes in Hawaii
Luxury Retreats acquires Maui-based property management company Fabulous Homes, significantly boosting its Hawaiian villa portfolio. With new additions in Maui, Big Island and Oahu, Hawaii quickly becomes a leading destination with Luxury Retreats guests.
Peter M. Kern Joins the Board of Directors
Peter M. Kern, a Managing Director of InterMedia Partners, joins the Luxury Retreats Management Board of Directors, sharing his expertise with the team and providing guidance on scaling the rapidly growing company.
Luxury Retreats Expands to New Headquarters
Luxury Retreats moves its Montreal headquarters into a 100-year-old loft on the Lachine Canal. With brick walls, a private on-site gym and a restaurant with partly-subsidized gourmet meals, the new office boasts the square footage Luxury Retreats needs to accommodate the rapidly growing team of villa specialists, concierges and more.
Luxury Retreats Acquires St. Martin Villa Specialist Carimo
Luxury Retreats acquires Carimo, the leading villa rental and real estate provider on the Caribbean island of St. Martin. Luxury Retreats had previously worked, for over a decade, with the well-respected, 30-year-old villa rental stalwart in its capacity as rental broker. "This is a major milestone for both Carimo and Luxury Retreats," says Joe Poulin. "Quality properties, quality service, and integrity have always been a big part of Carimo's DNA. I can't think of a company that would be a better fit with our brand."
Luxury Retreats Announces
$5 Million Capital Raise Led by Inovia Capital
Luxury Retreats announces it has raised $5 million in capital led by iNovia Capital, a venture capital firm specializing in emerging technology companies, including Beyond the Rack, AppDirect, Collective and Vizu. The proceeds will be used to strengthen the Company’s balance sheet and provide additional operating capital and financial resources to pursue future growth opportunities.
CEO Joe Poulin Wins Quebec B2C Award
Luxury Retreats CEO Joe Poulin takes home the prize for the Business-to-Consumer category, at Ernst & Young’s annual Entrepreneur of the Year Quebec Awards. “It’s an honor to recognize the talent and accomplishments of our local entrepreneurs,” says Sylvain Vincent, Ernst & Young Managing Partner in Eastern Canada. "Their ability to turn good ideas into great businesses that improve our economy and our communities is something to truly admire."
Luxury Retreats Launches New Quality Inspection (QI) Program
Luxury Retreats announces the launch of its Quality Inspection (QI) Program, a rigorous vetting program which all villas must undergo to qualify as a "Luxury Retreats Standard" in order to be listed for rent. The QI Program is the first of its kind in the vacation rental industry, ensuring a standard of excellence for all of the company's 2,000 villas, located in more than 50 destinations worldwide.