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Welcome back to Mainely BnB Mastery.
After a busy winter coaching high school basketball and managing our vacation rental portfolio, we're back with an important performance update for 2026.
In this episode, we break down how our short-term rentals in Maine — including Sunday River, Sugarloaf, the Lakes Region, and Freeport — are pacing in 2026 compared to 2025. We also share insights from our Southwest Florida market in Naples and Bonita Springs.
Despite strong snow conditions this winter, our mountain properties experienced a revenue dip due to a pricing strategy that raised ADR but reduced occupancy. Meanwhile, our Freeport market saw healthy growth, and our Florida portfolio delivered a major performance jump by better understanding seasonal demand.
If you're an Airbnb host, STR owner, or property manager, this episode highlights real-world lessons in pricing strategy, occupancy balance, and understanding local seasonality.
• 2026 vs 2025 STR performance trends
• Why higher pricing reduced revenue in ski markets
• Occupancy vs ADR tradeoffs
• Freeport Maine growth insights
• Major gains in Naples & Bonita Springs
• How seasonal strategy impacts revenue
• Why macro STR data matters (AirDNA insights)
This is a practical, honest look at what worked — and what didn’t — so you can apply it to your own portfolio.
In This Episode:
By Jeff DavisWelcome back to Mainely BnB Mastery.
After a busy winter coaching high school basketball and managing our vacation rental portfolio, we're back with an important performance update for 2026.
In this episode, we break down how our short-term rentals in Maine — including Sunday River, Sugarloaf, the Lakes Region, and Freeport — are pacing in 2026 compared to 2025. We also share insights from our Southwest Florida market in Naples and Bonita Springs.
Despite strong snow conditions this winter, our mountain properties experienced a revenue dip due to a pricing strategy that raised ADR but reduced occupancy. Meanwhile, our Freeport market saw healthy growth, and our Florida portfolio delivered a major performance jump by better understanding seasonal demand.
If you're an Airbnb host, STR owner, or property manager, this episode highlights real-world lessons in pricing strategy, occupancy balance, and understanding local seasonality.
• 2026 vs 2025 STR performance trends
• Why higher pricing reduced revenue in ski markets
• Occupancy vs ADR tradeoffs
• Freeport Maine growth insights
• Major gains in Naples & Bonita Springs
• How seasonal strategy impacts revenue
• Why macro STR data matters (AirDNA insights)
This is a practical, honest look at what worked — and what didn’t — so you can apply it to your own portfolio.
In This Episode: