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.
Whether you’re a first-time investor or looking to expand your portfolio, location is everything. In this guide, we’ll explore the best Florida cities for short-term rental investment in 2025 — from Panhandle favorites to Gulf Coast gems to Atlantic-side hotspots — and explain how Chady Property Management helps you turn a good location into a great return.
What Makes a Florida Market Ideal for Short-Term Rentals?
Before diving into the cities, here are the factors that consistently drive high-performance short-term rentals in Florida:
✅ Tourist demand: Steady flow of visitors looking for vacation stays
✅ Seasonal balance: Strong high season with manageable low season
✅ Favorable regulations: Clear, short-term rental-friendly policies
✅ Attractions & experiences: Proximity to beaches, entertainment, dining, or parks
✅ Affordability: Strong cap rates, appreciation potential, and reasonable entry prices
✅ Airbnb-friendly neighborhoods: Demand for unique stays in local pockets
At ChadyPM, we manage properties across Florida and know which markets consistently deliver — and why.
🌴 Top Florida Cities for Short-Term Rental Investment in 2025
Here’s where smart investors are focusing right now:
🏖 Destin & 30A (Panhandle)
Why it works:
- Emerald waters and sugar-sand beaches draw families every summer
- High nightly rates during peak season
- Strong drive-to market from Texas, Georgia, and Alabama
- Great mix of condos and single-family homes
ChadyPM tip: Invest in a home with walkable beach access and space for groups — multi-generational travel is big here.
🌇 Tampa & St. Petersburg (Gulf Coast)
Why it works:
- Exploding tourism and local events scene
- Year-round demand thanks to sports, concerts, and conventions
- Close to Gulf beaches, downtown attractions, and historic districts
- Some neighborhoods (like Seminole Heights or Gulfport) offer unique, Airbnb-friendly homes
ChadyPM tip: Capitalize on short driving distances between beach and city life — and price accordingly.
🏝 Sarasota & Siesta Key
Why it works:
- Siesta Key is consistently ranked one of the best beaches in the U.S.
- Wealthier, higher-spending guest demographic
- Strong snowbird season and repeat visitors
ChadyPM tip: Professional photos and design are crucial here — guests are often searching for luxury and Instagram-worthy spaces.
🐚 Naples & Marco Island
Why it works:
- Upscale tourism with longer average stays
- Popular with retirees, couples, and boaters
- Limited hotel inventory increases demand for short-term rentals
ChadyPM tip: Minimum stay requirements in this market mean fewer turnovers — ideal for investors who want lower wear-and-tear.
🌆 Orlando
Why it works:
- Home to Disney, Universal, and endless attractions
- Massive, year-round tourist volume
- Vacation rental communities are purpose-built for Airbnb and Vrbo investors
ChadyPM tip: Properties close to theme parks and with pools/family setups command premium rates — especially during school breaks.
🌴 The Florida Keys
Why it works:
- Bucket-list destination with high nightly rates
- Smaller inventory = less competition
- Strong fishing, diving, and boating draw
ChadyPM tip: In areas like Marathon or Key Largo, properties with water access (even a dock) perform exceptionally well — and regulations are more favorable than Key West.
🏄 Fort Lauderdale & Hollywood Beach
Why it works:
- International airport access
- Growing popularity among younger travelers and digital nomads
- Less saturated than Miami, but still has great nightlife and beach appeal
ChadyPM tip: Emphasize “walk-to-the-beach” locations and stylish interiors — guests here want a mix of convenience and cool.
Cities to Watch (Emerging Investment Markets)
💡 Cape Coral: Affordable waterfront homes with growing Airbnb demand
💡 Palm Coast: Quiet beach town near St. Augustine, great for couples and families
💡 Lakeland & Winter Haven: Budget-friendly mid-state options near both coasts
What About Florida Rental Regulations?
Some Florida cities (like Miami Beach or parts of Jacksonville) have strict or unclear short-term rental laws. Before you buy, research:
- Whether short-term rentals are allowed in the neighborhood
- Permit requirements
- Occupancy and parking restrictions
- Tax collection rules
Chady Property Management helps investors stay compliant from Day 1 — and avoid costly fines or shutdowns.
The Bottom Line: Pick the Right City — Then Maximize the Return
Even the best-located Airbnb can underperform without the right management. That’s where ChadyPM comes in.
Here’s what we bring to every market:
✅ Local teams who know the area
✅ Dynamic pricing for high-demand weekends, events, and seasons
✅ Pro-quality cleaning and guest service
✅ Airbnb, Vrbo, and Booking.com optimization
✅ Real-time reporting and hands-free owner experience
Whether your property is in Tampa, Siesta Key, or the Keys, we’re here to help you make the most of it.