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A closeup of a man holding a key to a vacation rental in Costs Rica | The job that came with 100 keys - brought to you by specialplacesofcostarica.com
July 25, 2021

The Job that Came with 100 Keys

I got a strange job in Costa Rica in 2017, and it came with 100 keys. My job was to personally visit ALL the vacation properties managed by Special Places of Costa Rica in order to write brief descriptions of them to post online.

Boy, did I see a lot of nice properties!

My boss was (still is, actually) Kenny Segers, the founder and jefe of Special Places of Costa Rica. He gave me and my girlfriend, Guiselle, a free place to stay at a nice ocean-view condo in Flamingo, just across the street from his HQ, for two or three weeks.

The former Flamingo office of Special Places of Costa Rica (now moved just up the street) | Vacation rentals Costa Rica | The Job that Came with 100 Keys  - brought to you by Special Places of Costa Rica

This was the Flamingo office of Special Places of Costa Rica when I first reported to work, though it has since moved to larger accommodations just up the street.

Every morning I would go to Kenny’s office and he would give me five or six keys to condos or villas or jaw-dropping beachfront mansions. He told me the name of each property, described how to get there, and gave me a verbal description based on his excellent recall.

Then I drove off, found the property, let myself in and wandered around writing down how many bedrooms it had, what the kitchen counters were made of, what the artwork was like, what kind of view it had and so forth.

Grand living room at Hacienda del Arbol, featuring beautiful furnishings and an opulent spiral staircase | Vacation rentals Costa Rica | The Job that Came with 100 Keys  - brought to you by specialplacesofcostarica.com

The living room at the palatial Hacienda del Arbol, just one of the places for which I was asked to write a description.

If I had been a burglar, I could have made out like a bandit! Some of these were multimillion-dollar properties, and nobody was home, and I had the key! But I am a very honest person, so on my stealthy visits to these fabulous properties I took nothing but notes and left nothing but footprints.

After making my rounds every day, I returned the keys, went back to the condo, had dinner with Guiselle and wrote up the property descriptions.

On one occasion I walked into a beachfront mansion called Hacienda del Arbol, and I felt like one of the Beverly Hillbillies, staring at this stunning place with my mouth open. I thought: If Lady Gaga came to Costa Rica, this is where she would stay.

The luxurious entrance to Hacienda del Arbol, a magnificent mansion available to rent on the beach of Playa Flamingo | Vacation rentals Costa Rica | The Job that Came with 100 Keys  - brought to you by specialplacesofcostarica.com

Words almost failed me to describe the opulence of Hacienda del Arbol in Flamingo.

The description I wrote is still online:

“Just … wow! Hacienda del Arbol in Flamingo is a 5-bedroom, 5.5-bath beachfront mansion in Flamingo that may be one of the finest homes you’ve ever seen.

“Brilliantly designed and professionally decorated, this immense structure features huge interior spaces with soaring cane ceilings, anchored by a central spiral staircase. And you could throw a rock into the ocean from the rear deck — underhand.”

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I was born in Arkansas, where a double-wide trailer is considered a luxury home. This new job had me steppin’ in high cotton!

There were plenty of other homes that wowed me, but there were also several condos that a person like me could afford. Not once — never! — did my daily rounds take me to any place that I thought was a dump. There is not one bad property in Kenny’s inventory, and I know because I’ve visited them all.

The luscious and meticulously landscaped grounds of the Punta Plata oceanfront condos | Vacation rentals Costa Rica - brought to you by specialplacesofcostarica.com

The view from the condo where we stayed at Punta Plata in Flamingo.

Special Places of Costa Rica in Coco

After Flamingo, it was time to relocate to Playas del Coco, where Special Places of Costa Rica has a second office. This job came with a nice condo at Pacifico that Guiselle and I enjoyed for a couple of weeks. Again, every day I would go to the office and collect a bunch of keys to properties I needed to visit. The upside here was that virtually all the rentals were in the same condominium resort, here at Pacifico, all within walking distance.

Aerial view of the vast, white-washed and red-tiled roofs of the Pacifico condo complex in Playas del Coco, Costa Rica | Vacation rentals Costa Rica | The Job that Came with 100 Keys  - brought to you by Special Places Management & Rentals, Costa Rica

The only thing you won’t like about the Pacifico condominium resort in Playas del Coco is the day you have to leave.

I soon learned that all properties at Pacifico have air conditioning, TVs, washers, dryers and of course swimming pools. There’s not a bad condo in the lot. I just had to find creative ways of describing them differently. When I found one that had wall-to-wall carpet, which is extremely rare in Costa Rica, I knew that would be my lede.

At long last, I turned in my final key, wrote my final property description, and prepared to vacate my free lodging with Special Places of Costa Rica. I had just spent a month living in two nice condos and visiting a hundred others, and I felt like an Arkansas boy who had stepped “through the looking glass” to see how the other half lives.

The author and his girlfriend Guiselle, in Costa Rica | The job that came with 1000 keys | The Job that Came with 100 Keys  - brought to you by Special Places Management & Rentals, Costa Rica

The author and his better half, Guiselle Vidal, ready to explore what’s beyond that door.

Oh, and Kenny paid me a thousand dollars.

Best job ever!


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    Special Places is located within the beautiful coastal resort town of Flamingo, in the province of Guanacaste, Costa Rica. With over 15 years of service dedicated to the rental and property management profession, we have an extensive list of rentals in the Flamingo, Potrero, Brasilito and Tamarindo Beach area. Whether looking to plan your next tropical vacation or searching for someone to manage your home, our goal is to provide our clients with the most efficient and personable service in the area.
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