Phil Kennard

Phil Kennard

Phil Kennard is the founder and CEO of Futurestay, the platform built to help everyday short-term rental hosts run their businesses like the pros without having to become one. His own path into STR started the way a lot of people's did. After selling his first tech company in 2010, Phil bought "more apartment than he could afford" in New York City and started renting the loft on weekends to cover the gap. Along the way he realized every piece of software on the market was built for professional property managers, not the 95% of hosts like him with one or two units. So he teamed up with his friend Jonathan Fabio and built something different. Since then, Futurestay has helped tens of thousands of rentalpreneurs around the world, raised over $20M in venture funding, and formed partnerships with Google and Booking.com. The work has earned recognition from the VRMA, ARDA, Phocuswright, and Skift, and landed Phil on VR Tech's list of the most influential people in short-term rental. He wrote his first commercial software contract at 15, holds a degree in Psychology and Biology from the University of Virginia, and is relentless about one thing: giving anyone, anywhere a real shot at building a life they love through short-term rentals.

Google Vacation Rentals Listing Guide: Direct Bookings in 2026 | Futurestay

Google Vacation Rentals Listing Guide: Direct Bookings in 2026

This guide will walk you through the essential steps, ensuring your Google vacation rentals listing stands out in a ...

Do I Need a PMS for Vacation Rentals?

Do I Need a PMS for Vacation Rental? (The 2026 "Stacked Fee" Guide)

Pressure and FOMO drives many short-term rental (STR) hosts to buy and adopt a property management system (PMS), often ...

Title graphic for Co-Hosting: How to Start Managing STRs Without Owning Property

Co-Hosting: How to Start Managing STRs Without Owning Property

The short-term rental (STR) industry has transformed dramatically over the past decade. What started as a way for ...

Title graphic reading Pet-Friendly Vacation Rental Property, for hosts deciding whether to allow pets

Should Your Rental Be Pet-Friendly?

Deciding whether to make your rental pet-friendly is a big decision. While it opens your property to a wider audience, ...

Title graphic reading Leveraging Instagram To Market Your Property

Leveraging Instagram To Market Your Property

Looking to boost your vacation rental bookings and reduce those hefty OTA commission fees? Instagram might just be your ...

Blue and pink graphic with the text 'Airbnb Market Analysis for 2025,' featuring abstract curves and dots, representing data trends and insights in the short-term rental market.

How to Do an Airbnb Market Analysis (2026 Guide)

If you’re a short-term rental host, understanding your market is the cornerstone of building a successful business. ...

22 Quick and Easy Ways to Optimize Your Short-Term Rental Listing

22 Quick and Easy Ways to Optimize Your Short-Term Rental Listing in 2024

With over 2.5 million short-term rental listings available in the US alone in 2024, the competition for guests remains ...

Title graphic for the guide Enhancing Your Vacation Rental Strategy with Mid-Term Rentals

Enhancing Your Vacation Rental Strategy with Mid-Term Rentals

Including mid-term rentals in your vacation home rental strategy can be a game-changer. By targeting guests who need ...

The Ultimate Guide to Creating a Welcome Book for Airbnb Hosts

The Ultimate Guide to Creating a Stunning Welcome Book for Airbnb Hosts

As an Airbnb host or short-term rental owner, you’ve likely experienced the barrage of questions from guests. Whether ...

Open door with a pink marbled finish beside the title How to Finance Your Short-Term Rental Property

How to Finance Your Short-Term Rental Property

Who wouldn’t want to make more money faster and achieve financial independence sooner rather than later? For many, ...

Keypad door lock illustration beside the title Vacation Rental Industry Part 1

Everything You Need to Know About the Vacation Rental Industry | Part 1

Part of being a vacation rental owner is knowing the history of the industry and how it can change. The vacation rental ...

How to Write a Vacation Rental Property Description

How to Write a Successful Vacation Rental Property Description

Are you starting a vacation rental business? Is your business established and you want to increase your bookings? ...

Title graphic reading Vacation Rental Reviews, for a guide to earning more guest reviews

How to Get Vacation Rental Reviews for Higher Bookings

Vacation rental reviews have the potential to impact your bookings. For 9 in 10 consumers, an online review is equally ...

Push-button desk phone with a heart-shaped line beside the title Handling a Negative Review

How Vacation Rental Owners Should Handle a Negative Review

Reading a negative review about your vacation rental property is shocking. Especially if you try your best to create a ...

Title graphic Identifying Vacation Rental Target Audience, with a modern rental home and a host profile card

How to Identify Your Vacation Rental Target Audience

Why is it important to identify your target audience? Renters searching for a property look for specific details. Such ...