Author Archives: Ryan Wyman

Why Design Matters in a Market Like Jupiter Located along Florida’s sought-after Atlantic coast, Jupiter blends small-town charm with luxury appeal—making it one of the most desirable locations for short-term vacation rentals in South Florida. Guests come for the pristine beaches, laid-back atmosphere, boating and golf culture, and scenic beauty. Whether they’re families, couples, orContinue reading “Best Design Upgrades for Coastal Rentals in Jupiter”

More Than a Beach City—Jacksonville’s Year-Round Event Appeal While Jacksonville is known for its 22 miles of beaches, laid-back neighborhoods, and riverfront charm, its true rental power lies in something more dynamic: its jam-packed event calendar. From NFL games and music festivals to food expos, air shows, and holiday parades, Jacksonville draws year-round waves ofContinue reading “How to Prepare Your Jacksonville Vacation Rental for Event Season”

Welcome to Florida’s Most Underrated Vacation Rental Opportunity Jacksonville may be one of Florida’s best-kept secrets when it comes to short-term rental income. As the largest city by land area in the continental U.S., Jacksonville combines an expansive coastline, urban energy, and cultural diversity—all of which translate into steady traveler demand across multiple markets. WhetherContinue reading “From Riverside to the Beaches: Making the Most of Your Jacksonville Short-Term Rental”

A Hidden Gem in South Florida’s Short-Term Rental Market Tucked between Fort Lauderdale and Oakland Park, Wilton Manors is a vibrant, walkable city known for its inclusive community, lively nightlife, and proximity to South Florida’s best beaches. As a hotspot for LGBTQ+ travelers, festivalgoers, and couples seeking a laid-back escape with urban flair, Wilton ManorsContinue reading “Managing a Vacation Property in Wilton Manors? Here’s Why Local Expertise Matters”

With its sugar-white sand beaches, emerald waters, and family-friendly charm, Destin is one of the most sought-after vacation destinations on Florida’s Gulf Coast. Each year, millions of visitors flock to this “World’s Luckiest Fishing Village” for summer getaways, spring breaks, weddings, and weekend escapes. For homeowners, this tourism surge translates to one thing: opportunity. ButContinue reading “Unlocking Peak Season Profits: Why Destin Vacation Homeowners Choose Chady Property Management”

Florida’s weather might be famously warm, but the vacation rental market? Not always. From the sun-drenched peaks of spring break and winter getaways to slower stretches in hurricane season, seasonality in Florida is real — and if you’re not managing it strategically, your income will feel the difference. At Chady Property Management, we specialize inContinue reading “Seasonality in the Sunshine State: How to Keep Your Florida Vacation Home Booked Year-Round”

Florida is one of the hottest short-term rental markets in the country — and for good reason. With year-round tourism, diverse attractions, and no state income tax, the Sunshine State offers serious ROI potential for Airbnb and vacation rental owners. But not all Florida cities are created equal when it comes to short-term rental performance.Continue reading “From From Coast to Coast: Which Florida Cities Are Best for Airbnb and Short-Term Rental Investments?”

Florida is one of the top summer vacation destinations in the U.S. — and for vacation rental owners, that means big opportunity. From beach weeks in Destin to family theme park trips in Orlando and tropical escapes in the Keys, summer is peak season for bookings across the state. But with opportunity comes pressure. ManagingContinue reading “Summer Vacation Rental Success in Florida: How Smart Owners Maximize Income”

Owning a Florida vacation rental should be a rewarding experience — not an exhausting second job. Yet many homeowners discover that managing a short-term rental takes far more time, effort, and expertise than they ever expected. From pricing and marketing to maintenance and legal compliance, the work can pile up fast. That’s why in 2025,Continue reading “Florida Vacation Rental Success: How Smart Owners Maximize Profit Without Lifting a Finger”

Owning a vacation home in Florida is more than just a lifestyle perk — it’s a major investment. Whether your property sits on the beaches of Clearwater, the canals of Cape Coral, or in the heart of Orlando, it represents significant financial value and income potential. But in 2025, protecting that investment has never beenContinue reading “Protecting Your Florida Investment Property: What Every Vacation Homeowner Should Know”