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AI Is Changing How Vacation Rentals Are Found—and That Changes the Value of Your Data

September 18, 2026 by Michael Shea PA

Shift web copy from generic adjectives (“cozy retreat”) to conversational, intent-based Q&A blocks addressing specific use cases (e.g., “Is this home suitable for three remote workers taking simultaneous Zoom calls?”).

Filed Under: ai, businessbroker, michaelshea, propertymanagement, Short Term Rental, St Pete, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors, vacation rental management, vacationrental Tagged With: kissimmee, Michael Shea, property management, tampa, Transworld, vacation rental, VRM, vrma

Florida Vacation Rental Management in 2026: Why Professional Operators Are Pulling Ahead

September 18, 2026 by Michael Shea PA

The Florida vacation rental business isn’t disappearing. It is becoming more professional. Florida recorded 143.3 million visitors in 2025, but the briefing describes a “K-shaped” market in which disciplined operators are separating themselves from operators still relying on older models. The important question for a vacation rental management company owner isn’t simply: “How many properties […]

Filed Under: businessbroker, Buy a Business, clearwater, clearwaterbusinessbroker, michaelshea, vacation rental management, vacationrental, valuations Tagged With: ciirus, Clearmont, davenport, homeaway, kissimmee, property management, transworld business advisors, vacation rental, vrbo, vrma

EBITDA & SDE Multiples in Vacation Rental Management Companies

August 13, 2026 by Michael Shea PA

A vacation rental management company isn’t valued simply by taking the gross rental revenue and applying a percentage. Buyers are generally much more interested in the cash flow the management company actually produces.

Filed Under: bestbusinessbroker, businessbroker, cepa, certifiedbroker, clearwater, clearwaterbusinessbroker, exitplan, propertymanagement, Selling A Business, Selling Your Company, Short Term Rental, Tampa Business Sales, tampabusinessbroker, vacation rental management, vacationrental, valuations Tagged With: business broker, fvrma, kissimmee, michaelshea, orlando, property management, property managers, Short Term Rental, tampa, Transworld, vacation rental, valuation, vrma, whatisyourvacationrentalmanagementworth

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

Is 2026 Your Year to Exit? Inside Orlando’s Rapidly Expanding Business-for-Sale Market

June 6, 2026 by Michael Shea PA

The economic indicators for Orlando business owners have rarely been this favorable, but capitalizing on them requires specialized, local market expertise.

Filed Under: bestbusinessbroker, clearwater, Selling A Business, Selling Your Company, transworldbusinessadvisors, vacationrental, valuations Tagged With: business, cepa, kissimmee, michaelshea, orlando, owners, tampa, tampabay, Transworld

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