Wisdom from the World's Top

Vacation Rental Professionals

Welcome to most unusual FAQ video library of the most pressing vacation rental questions. Each video below was filmed with an acclaimed host from A Sense of Place / The Vacation Rental Show, the world's first vacation rental-themed travel show. Videos are organized by advancement level in order to streamline your learning experience. You can use the Table of Contents below or simply browse to get started...




Getting Started (Planning)




Choosing The Right Property 

What are good ways to do market research?

What are the virtues of staying in vacation rentals when I travel?

How can vacation rentals be such "a gamechanger"? 

How do I find the right property?

Why does local regulation matter so much?

How can fierce opposition to short terms rentals manifest itself? 

Personality Traits  

Does this fit my definition of "a dream job"?

Why is being high maintenance good for this business?

What does "pushing the envelope" look like?

Why is continual improvement obligatory?

Why is validation so ingrained in this industry?

The Background Experience

What if I don't have any experience?

Have others fallen into this business "accidentally"?

Am I hospitable?

Does a real estate background help with vacation rentals?

What if I feel naive and under-prepared? 

Building A Support Team

Is it OK to weed people out?

How do I form trusting partnerships?

The value of finding "a point person"

How much can one manager make a difference?

What should I look for in employees?

What are some of the secrets to remote management?

Can I manage my vacation rental business from another country?

Calibrating Expectations

What are the expected costs of doing business?

Where do I draw the line between hobby and business?

What should I expect from the learning curve?

What are the lifestyle benefits of running a vacation rental business? 

What can vacation rentals bring to my life?

What are some of the ups and downs I should expect?

What is a healthy way to define success? 

How should I calibrate my goals?




Growth (Operations)




The Guest Experience

How do I balance amenities and pricing?

How do I find a local touch?

Can a vacation rental look more like a boutique hotel?

What so special about these makeup remover towels?

What business are we really in?

How can I really "wow" my guests?

How powerful can reciprocity really be as a marketing tool?

The Local Community

What is the "hub and spoke" concept?

How do I work with my competitors?

Is there a way to give back to my local community?

Can "giving back" be part of my business model from the start?

Growing A Property Management Agency

What is "the partnership philosophy"?

What is the primary mission for all property managers?

How do I upgrade to software?

How do I grow my team?

Is there a "sweet spot" for property managers?

What are the economics of in-person check-ins?

What is "anti-scalability" and is it for me?

What are the virtues of developing in-house services?

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