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Michael Shea

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Short Term Rental

Occupancy Is King: Why Buyers Pay More for Consistent Rental Performance

July 30, 2026 by Michael Shea PA

A company that can consistently fill calendars has already solved many of the operational challenges buyers would otherwise need to address after acquisition.

Filed Under: bestbusinessbroker, HOA, michaelshea, propertymanagement, Short Term Rental, Tampa Business Sales, tampabusinessbroker, vacation rental management, vacationrental Tagged With: business broker, cepa, company, ibba, Lakeland, Michael Shea, Occupancy, orlando, property management, Real Estate Broker, Short Term Rental, STR, tampa, transworld business advisors, vrma

The Financial Buyer Playbook: How Private Equity and Family Offices Create Value in Vacation Rental Management Companies

July 29, 2026 by Michael Shea PA

Over the last several years, the vacation rental management industry has attracted increasing attention from private equity groups, family offices, independent sponsors, and growth investors.

Filed Under: bestbusinessbroker, clearwaterbusinessbroker, exitplan, michaelshea, propertymanagement, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, vacation rental management, vacationrental, valuegap Tagged With: airbnb, cepa, ciirus, homeaway, michaelshea, Short Term Rental, Transworld, vacation rental, vrma

The Strategic Buyer Advantage: Why Vacation Rental Management Companies Sometimes Sell for More Than They’re “Worth”

July 29, 2026 by Michael Shea PA

  Why Some Buyers Pay Premium Multiples While Others Won’t One of the most common questions I hear from vacation rental management company owners is: “Why did that company sell for such a high multiple when mine is similar?” The answer often has less to do with the business itself and more to do with […]

Filed Under: businessbroker, Buy a Business, clearwaterbusinessbroker, michaelshea, propertymanagement, Uncategorized, vacation rental management, vacationrental Tagged With: Short Term Rental, Vacation Rental Management

Strategic vs. Financial Buyers: Which Buyer Is Best for Your Vacation Rental Property Management Company?

July 29, 2026 by Michael Shea PA

You’ll hear it at industry conferences, in Facebook groups, on podcasts, and from owners who spoke with a friend who “sold their company for 2x revenue.”

Filed Under: bestbusinessbroker, Buy a Business, certifiedbroker, clearwaterbusinessbroker, propertymanagement, Seller Finance, Selling A Business, Selling Your Company, vacation rental management, vacationrental Tagged With: #Expert, business broker, cepa, Long Term Rental, Michael Shea, orlando, property management, Real Estate, Short Term Rental, Transworld, vacation rental, vrma

What Is a Vacation Rental Property Management Company Worth in Florida?

July 23, 2026 by Michael Shea PA

Multiples are driven by cash flow quality, owner dependency, and contract transferability, not the rental type. Vacation rental operators sometimes carry richer margins due to higher management fee percentages, which can support a stronger SDE multiple at the same revenue size.

Filed Under: bestbusinessbroker, Bradenton, businessbroker, Buy a Business, cepa, certifiedbroker, clearwaterbusinessbroker, exitplan, exitplanning, HOA, michaelshea, propertymanagement, Short Term Rental, Tampa Business Sales, vacation rental management, vacationrental Tagged With: business broker, kissimmee, Michael Shea, orlando, property management, Short Term Rental, STR, tampa, Tampa Bay, vacation rental, valuation

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