The Journal
Market reads, neighborhood guides, and restaurant lists from our corner of Southwest Florida.
10 stories · Investment & STR
Investment & STR
Foreign buyers in Southwest Florida hit the same three walls in order: the 30-40% down requirement, the U.S. bank account before wire transfer, and the FIRPTA bill on resale. Here is what that actually looks like.
Investment & STR
The STR pro formas circulating in 2021 don't survive contact with 2026 reality. Here's what occupancy, ADR, insurance, and registration actually look like across Cape Coral, Fort Myers Beach, and Marco — and where the math still works.
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.