
Investment & STR
Airbnb vs Long-Term Rental in SW Florida: Which Makes More Sense?
The Airbnb vs long-term rental debate in SW Florida isn't settled by gross revenue. Here's how to compare them honestly — including costs most people overlook.
The Journal
Market reads, neighborhood guides, and restaurant lists from our corner of Southwest Florida.
8 stories · Investment & STR

Investment & STR
The Airbnb vs long-term rental debate in SW Florida isn't settled by gross revenue. Here's how to compare them honestly — including costs most people overlook.

Investment & STR
Not every SW Florida market performs the same for investors. Here's how Cape Coral, Fort Myers, Naples, and surrounding areas compare on yield, appreciation, and risk in 2026.

Investment & STR
Gulf-access vs freshwater, seasonal vs annual — the rental income reality for Cape Coral canal homes, with expense details that most listings don't show you.

Investment & STR
A 1031 exchange can defer capital gains taxes indefinitely when you sell an investment property. Here's how the mechanics work and what SW Florida investors need to know.

Investment & STR
Naples is one of Southwest Florida's most resilient real estate markets. Here's what investors need to understand about price tiers, rental demand, and real CAP rates.

Investment & STR
Registration, taxes, zoning, HOA rules, platform compliance — a complete breakdown of what's required to legally operate a short-term rental in Lee County in 2026.

Investment & STR
Standard homeowner's insurance won't cover your vacation rental. Here's exactly what coverage you need, what platforms actually provide, and what it costs in Florida's current market.

Investment & STR
Canal homes, seasonal rate swings, and real expense math — here's what vacation rental ROI in Cape Coral actually looks like in 2026.
The SWFL Market Letter
One letter a month from Freddy & Josey — market reads, neighborhood notes, and the occasional restaurant pick. No spam, no pressure.