Florida is one of the hottest markets for short-term rental (STR) investments, thanks to year‑round sunshine, beaches, and millions of annual visitors. But before you buy, you need to ask the right questions to avoid costly mistakes and maximize returns. Here’s a deep dive into the 10 most important questions every investor should ask before purchasing a short-term rental in Florida.
1. Does the Property Allow Short-Term Rentals?
This is the first and most critical question. Not every property in Florida is eligible for STR use. Many HOAs (Homeowners Associations) and municipalities have strict rules that either prohibit short-term rentals or impose minimum stay requirements (such as 30 days). Buying without confirming this can leave you with a property you can’t legally rent on Airbnb or VRBO.
👉 For example, some condo communities in Palm Beach County only allow seasonal or long-term rentals. Always review the HOA bylaws and city ordinances before making an offer. Learn more in our guide: .
2. What’s the Rental Demand in This Neighborhood?
Location is everything in real estate, and it’s especially true for STRs. A condo near Miami Beach or Fort Lauderdale will perform differently than one in a suburban inland area. Look at:
-
Proximity to beaches, nightlife, and attractions
-
Walkability to restaurants and shops
-
Seasonal demand patterns (snowbird season vs. summer tourism)
👉 Explore our to see which areas consistently attract high guest demand.
3. How Much Can You Earn?
Profitability depends on more than just nightly rates. You’ll need to calculate:
-
Average daily rate (ADR)
-
Occupancy rate
-
Seasonal fluctuations
-
Cleaning fees and platform fees
Running a cash flow analysis before buying ensures you’re not overestimating returns. 👉 Request a to see your property’s potential earnings.
4. What Are the HOA Rules and Fees?
Even if STRs are allowed, HOA rules can impact your operations. Some associations limit guest check‑ins, parking, or the number of rentals per year. Monthly HOA fees also eat into profits, especially in luxury buildings with resort‑style amenities.
Before buying, ask:
-
Are STRs explicitly permitted?
-
Are there minimum stay requirements?
-
What are the monthly dues, and what do they cover?
5. How Will You Manage the Property?
Management is one of the biggest factors in STR success. Will you self‑manage, hire a co‑host, or use a professional property management company? Each option has trade‑offs:
-
Self‑management: More control, higher margins, but time‑intensive.
-
Professional management: Less stress, but typically 15–25% of revenue.
👉 Learn about our for hands‑off hosting.
6. What’s the Financing Plan?
Financing a short-term rental isn’t the same as buying a primary residence. Some lenders are hesitant to finance condos with high investor ratios or buildings that allow STRs. Expect:
-
Higher down payments (20–25%)
-
Stricter underwriting
-
Potentially higher interest rates
7. What Are the Startup Costs?
Beyond the purchase price, you’ll need to budget for:
-
Furnishings and décor
-
Kitchenware and linens
-
Smart locks and security systems
-
Professional photography
-
Initial marketing
These costs can add up quickly but are essential for guest satisfaction and strong reviews. 👉 See our breakdown: .
8. What Amenities Do Guests Expect?
Florida travelers expect more than just a bed and Wi‑Fi. To stand out, consider:
-
Pools or hot tubs
-
Beach gear (chairs, umbrellas, coolers)
-
Fast Wi‑Fi and smart TVs
-
Modern kitchens and updated bathrooms
9. What’s the Long-Term Strategy?
Are you buying for cash flow, appreciation, or both? STRs can be lucrative, but regulations may change. Having a backup plan—like converting to mid‑term or long‑term rentals—protects your investment.
10. Who’s on Your Local Team?
Even if you don’t live in Florida, you’ll need a reliable local team:
-
Real estate agent who understands STRs
-
Cleaner and handyman
-
Property manager or co‑host
-
Accountant familiar with STR tax rules
👉 Learn more at and see how we help investors succeed.
Final Thoughts
Buying a short-term rental in Florida can be a profitable and rewarding investment—but only if you ask the right questions before you buy. From HOA rules to financing and amenities, each factor plays a role in your long-term success.
Ready to take the next step? Start browsing our or request a today.
