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Relocation Lesson

The Family That Chose The Wrong Area

A perfect vacation town, a school run that broke them, and the move they had to make twice.

4 min readMay 19, 2026Relocation LessonsPlayas del Coco → Hacienda Pinilla

The vacation had been flawless. One week in December, a condo near the beach, restaurants every night, kids in the pool until dark.

So when they decided to relocate — two careers gone remote, three kids under twelve — the decision felt obvious. They bought a home fifteen minutes from where they’d vacationed.

The first month felt like a victory lap. The second month, school started.

The campus they’d chosen — the one that fit their kids best — sat nearly an hour south. Twice a day. Ten times a week. They did the math on a napkin at a soda one morning: over four hundred hours a year, in the car, on coastal roads.

They had bought a home in the right country and the wrong place.

It wasn’t just the school. Their kids’ new friends lived near the school, which meant birthday parties, sleepovers, and football practice all lived an hour away too. The town that had been electric on vacation was loud on a Tuesday night. The things that make a great holiday — energy, bars, crowds — are rarely the things that make a great school week.

They lasted fourteen months. Then they sold — well, eventually; the sale took most of a high season — and bought again, this time ten minutes from the school gate, in a quiet gated community where half the school’s families seemed to live.

The second move cost them a commission, closing costs twice, a rental overlap, and the particular exhaustion of moving children who had just unpacked.

Their advice to friends now is unsentimental: pick the school, then pick the house. In that order.

The town that hosts a perfect vacation is rarely the town that hosts a perfect Tuesday.

The Story Timeline

DEC 2023The perfect vacation
JUN 2024Bought near the vacation town
AUG 2024School year begins — 55-minute run
OCT 2025Sold and bought near the school
JAN 2026Settled, ten minutes from everything

The Cost

Two closings, one commission, months of overlap
400+ hours a year in the car, briefly
Kids changed routines twice in two years
A year of second-guessing the whole move

Lessons For Future Buyers

01Choose around your daily routineThe school run, the groceries, the practice schedule — that's the real life.
02The vacation town isn’t the living townEnergy you love for a week can wear on you by month two.
03Rent first, near the schoolThree months of renting would have cost 2% of what the second move did.
04Visit in green seasonSee the place in its quietest, wettest month before committing.
05Drive your week before you buyDo the actual school run at 7 a.m. — twice — before signing anything.

Insider Perspective

Families consistently underweight the school in the decision and overweight the beach. On this coast the school options are genuinely good, but they're concentrated — and the families who thrive almost always live within fifteen minutes of the gate.

JSJames SimmonsFounder, Costa Rica Property Insider

Where They Are Now

They're happy now — genuinely. But they paid twice for a lesson the right rental would have taught them for almost nothing.

Considering Playas del Coco? You can read the unfiltered local take on this area, or talk it through with us before you fall in love with anything.

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