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Michael Shea

Central Florida's #1 Business Broker

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propertymanagement

propertymanagement

The Magic Number: How Portfolio Size Impacts Vacation Rental Management Valuation

July 29, 2026 by Michael Shea PA

In the vacation rental industry, size creates stability, stability reduces risk, and low risk commands top dollar. By scaling past key unit milestones, you transform your daily property management hustle into a high-value asset that buyers will actively compete to acquire.

Filed Under: bestbusinessbroker, cepa, certifiedbroker, clearwaterbusinessbroker, Seller Finance, Selling A Business, Selling Your Company, Short Term Rental, Tampa Business Sales, vacation rental management, vacationrental Tagged With: book, businessforsale, cepa, concentration, ebitda, leverage, Michael Shea, michaelshea, propertymanagement, revenue, scale, sde, Transworld, valuation, vrma

Your Exit, Your Future: Aligning the Sale of Your Vacation Rental Management Company with Your Personal Goals

July 29, 2026 by Michael Shea PA

For owners who believe significant growth remains ahead, this strategy can dramatically increase long-term wealth creation.

Filed Under: bestbusinessbroker, Bradenton, businessbroker, Buy a Business, exitplan, exitplanning, michaelshea, propertymanagement, Selling A Business, Selling Your Company, Short Term Rental, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental, valuations Tagged With: #sellmybusiness, businessbroker, cepa, howtovalueapropertymanagmentcompany, michaelshea, propertymanagement, Transworld, vacation rental, vrma

The 2026 STR Playbook: Data-Driven Revenue Management and Operational Scaling

April 14, 2026 by Michael Shea PA

Managing a short-term rental (STR) in 2026 requires a shift from passive hosting to data-driven professional management. To maximize profitability and streamline operations, consider the following listicle of tips for modern vacation rental managers: 1. Optimize Cash Flow with 28-Day Billing Transitioning monthly service fees (such as management or maintenance fees) to a 28-day billing […]

Filed Under: accounting, bestbusinessbroker, businessbroker, Buy a Business, exitplan, exitplanning, michaelshea, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacationrental Tagged With: fvrma, homeaway, kissimmee, orlando, propertymanagement, tampa, vacationrental, vrbo, vrma

How to Value a Property Management Company: What’s Your Business Really Worth?

September 3, 2025 by Michael Shea PA

If you’re thinking about selling your property management company or simply want to understand its market value, knowing how to properly assess your business is essential. Unlike asset-heavy industries, the true value of a property management company lies in its contracts, recurring revenue, operational systems, and team—not just its physical assets. What Drives Property Management […]

Filed Under: exitplan, exitplanning, michaelshea, propertymanagement, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: propertymanagement, vacationrentals

Sunshine & Opportunity: Why Florida Vacation Rental Management Companies Are Hot Commodities

July 1, 2025 by Michael Shea PA

Michael Shea represents the Central Florida Transworld office. In business since 2005, he has established a reputation as a trusted business broker across Florida’s key markets- from Tampa to Orlando, Melbourne, and more. Over the past two decades, Michael and his team have closed over $1 Billion in sold business volume and presided over more than 450 transactions. His credentials include the IBBA Certified Business Intermediary®, and most recently, the prestigious Certified Exit Planning Advisor® (CEPA) credential.

Filed Under: propertymanagement, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacationrental Tagged With: ibba, michaelshea, orlando, propertymanagement, tampa, Transworld, vacationrental

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