How to Make Money from a Luxury Dream Home

The Caribbean lifestyle.

It’s something a lot of us daydream about. Warm weather year-round. White sands under your feet. The sea in front of you—shifting from turquoise to deep blue as far as the eye can see.

For many, it feels like an impossible dream to own along the Caribbean. Out of reach.

But that’s not the reality.

In more than two decades of scouting and investing in real estate around the world, I’ve learned a lot of lessons. And here’s one of the biggest…one that’s changed my life.

We’re taught to think that adding to your lifestyle costs you money. That if you want a beach home in a place like the Caribbean, you’ve got to pay for it—dig deep into your pocket.

But if you buy right…it doesn’t cost you. It pays you.

Case in point. I’ve just negotiated a deal on incredible luxury Caribbean condos in the booming beach city of Playa del Carmen. And I expect they’ll be income-generating machines…generating a 16.1% gross yield, even after leaving lots of time for personal use.

This Thursday at 1 p.m. ET I’m going to dig into this opportunity in special live online event with International Living Executive Editor Jennifer Stevens. Join us live to catch all the details…including how you can act on this deal. There’s no need to register. I’ll send you a link at 1 p.m. ET this Thursday. Add the event to your calendar here.

Today, though, how I get paid to live an international life…


The stunning beach city of Playa del Carmen on Mexico’s Riviera Maya draws millions of people from all over the world every year thanks to stunning white-sand beaches and glistening Caribbean waters. Buy right here and you’ll have a Caribbean getaway when you want it…and an income-earning machine when you’re not using it.


I divide my year between my homes in Mexico, Portugal and Ireland. Always enjoying perfect weather. Always where I want to be. Never again wishing away a dark, cold and dreary winter. 

This lifestyle isn’t expensive. It pays me. 

When I’m not using some of my homes, I rent them out. Take my home in the 5-star Quivira Resort in Los Cabos…

I bought this home in an exclusive deal I brought to members of my Real Estate Trend Alert (RETA) group in 2015. The off-market RETA-only price on a two-bed ocean-view condo in the best-in-class Copala community in Quivira was $336,156.

I recently saw a listing for a similar condo in my building for $729,000. That’s an uplift of $392,844—a testament to the power of buying in the right RETA deal in the right luxury destination.

When I’m not using my condo, I rent it out, earning $3,000 per month from a renter who’s happy to work around my return dates. On an annualized basis, that’s a gross yield of more than 10.7%. (Last year I had offers of $3,500 per month that I refused because the dates I ringfence for personal use are non-negotiable.)

It’s similar with my other homes. For instance, I rent my beachfront condo on Portugal’s Silver Coast short term. I bought it for €300,000. A couple of years back, a local agent wanted to list it for €450,000…that’s €150,000 more than I paid. I didn’t expect this condo to be an income generator, but it’s sure worked that way. 

My condo in Praia D’El Rey sits right up to this stunning beach.

Last month, I grossed €8,338.90 on this condo. That’s around $9,700 in gross income for a single month. This was high season of course. Not all months are like this. But the point remains: I earn money from owning this condo.

My lifestyle is a work in progress. 

I’ve already invested in several other condos that I plan to incorporate into my routine in the same way, like the Punta Laguna RETA members-only opportunity in Playa del Carmen in 2022. And of course there’s my historic mansion in Caminha. (And these are just the homes I plan to use from time to time. I have many other properties that are pure investments.)

You get the point…

When you buy right, adding to your lifestyle is profitable.

And there are few, if any, better places to do this than in Playa del Carmen…

A wave of development has transformed Playa del Carmen. Now it’s evolving once again, becoming more upmarket…

I’ve been scouting Playa del Carmen for more than two decades. 

In that time, it has undergone a dramatic transformation, evolving from a laid-back backpacker retreat into a world-class luxury destination. 

What was once a scattering of ramshackle beach bars and dirt roads is now home to Michelin-level restaurants, sleek luxury condos, and exclusive beach clubs. The town has become a magnet for high-net-worth investors, international expats, and a new wave of travelers seeking both sophistication and sun.

It’s the beating heart of the Riviera Maya. 

And everyone is coming here…

Playa del Carmen’s rental market isn’t just strong—it’s uniquely resilient because there is no true off-season. Playa is a year-round powerhouse, with different demographics filling the city at different times.

Year after year, Playa ranks among the strongest-performing short-term rental destinations on our beat, delivering strong occupancy rates, high nightly rates, and a demand curve that barely dips, even in traditional off-seasons. 

Looking for yield and appreciation? You’d be hard-pressed to find a better market.

Vacation rentals are in demand pretty much year-round. As my contacts on the ground have told me: “There just doesn’t seem to be a true low season anymore.”

Get the right deal and you’ll own something very special…a stunning personal retreat in one of the world’s coolest beach cities and an absolute money-machine as a rental.

Now I’ve negotiated an incredible new off-market deal…

  • It’s a chance to own stunning condos and pieds-à-terre in a community right in the heart of Playa del Carmen, a short walk to the beach, the dining, the shows, gyms, stores…
  • This community will be next-level, with a half acre rooftop amenity area. This will be unique in Playa del Carmen. A half-acre of lushly landscaped luxury, with a sauna, infinity pool, gym, restaurant and Caribbean views. Resort-level amenities like this in Playa are a major premium, but nowhere has a rooftop amenities area as expansive and devoted to quiet luxury as this.
  • The price is from just $178,400 for a luxury pied-à-terre in the heart of everything, stylish bijou residences with that huge, half-acre rooftop of resort-level luxury. I expect these pieds-à-terre will be worth $290,000 just five years after delivery—a gain of $111,600.
  • Rent your pied-à-terre short-term at a modest 63% occupancy, thus allowing for a good deal of personal use—and use conservative estimates of nightly rates—and I figure on gross annual rental income of $28,750. That’s a massive gross yield of 16.1%!

From rooftop of the community where I’ve negotiated this new deal, you’ll have uninterrupted views to the Caribbean over the rooftop of the Hyatt Centric, ironically one of the most fashionable rooftop hangouts in the city for its views.

Own the perfect pied-à-terre like this and you don’t have to pay to live the dream lifestyle…instead it can make you money.

My RETA club has a long track record of finding incredible deals just like this…

  • $122,300 More—In 2017 I brought RETA members a deal on pieds-à-terre in Siempre Playa, close to 5th Avenue and the beach. The exclusive RETA price on pieds-à-terre was from $142,700. This month, a pied-à-terre was listed for $265,000…an uplift of $122,300 on our RETA price.
  • Boost of $102,018—In June 2022, I brought my RETA group a deal on pieds-à-terre in the Paravian community, with RETA-only pricing from $159,800. In August 2024, a pied-à-terre there listed for $261,818. That’s $102,018 more.
  • Uplift of $141,400—In June 2021, RETA members could buy pieds-à-terre in the stunning Singular Dream community from $174,600. In June this year, a pied-à-terre was listed there for $316,000. That’s an uplift of $141,400.

Make sure you don’t miss the next one.

Remember: this Thursday, September 11 at 1 p.m. ET, I’m taking part in a special LIVE online event hosted by International Living Executive Editor Jennifer Stevens. We’ll be chatting about this stunning community with its half-acre of rooftop amenities…the amazing income potential of these pieds-à-terre…and how you can act on this deal…

Add the event to your calendar here.

Wishing you good real estate investing,

P.S. The rooftop in the community where I’ve negotiated this new deal is designed for both social energy and quiet escapes. You can have a morning coffee in peace, host a sunset gathering without feeling crowded, or unwind in a private corner without ever bumping elbows with neighbors. It’s a level of exclusivity and comfort that simply doesn’t exist elsewhere in this market.

The steam room is just one of the many rooftop amenities owners and renters can enjoy on the half-acre rooftop. And you can own here from just $178,400… I’ll give you all the details in my special online live event this Thursday. Mark your calendar.