December 25, 2025
Thinking about turning a Delray Beach property into a short-term rental? You are not alone. With beaches, Atlantic Avenue, and easy access to Boca Raton and Palm Beach, demand can be strong for well-run rentals. In this guide, you will learn the key rules, taxes, setup steps, and common pitfalls so you can move forward with confidence. Let’s dive in.
Delray Beach draws visitors for its beaches, dining and nightlife along Atlantic Avenue, cultural events, and boating. Proximity to Palm Beach and Boca Raton adds to year-round appeal. These factors create steady interest across many neighborhoods.
South Florida has a clear high season from late fall through spring. Summer months are typically slower. Expect a mix of short leisure trips, snowbird stays, event visitors, and some business travel. Factor this rhythm into price and revenue plans.
Use short-term rental analytics tools to review occupancy, average daily rates, and seasonality by neighborhood. Services like AirDNA, Transparent, Mashvisor, or HostAdvisor can help you model revenue. Tourism agencies such as Discover The Palm Beaches and Visit Florida offer visitor trends you can use to stress test assumptions. Treat any projections as estimates and underwrite for slower months.
Short-term rentals are regulated at multiple levels. Always confirm the rules that apply to your exact address and property type.
The city typically sets zoning, registration or business tax receipt requirements, occupancy limits, parking, noise standards, and safety measures. You may need to display a registration or permit number on listings and on the property. Expect complaint-driven enforcement, inspections, fines, and possible permit revocation for repeat violations. Check the City of Delray Beach municipal code and speak with planning or community development to confirm current requirements, maps, fees, and timelines.
Depending on location, county rules can also apply. Review Palm Beach County ordinances for licensing, code enforcement, and nuisance standards. Florida requires sales tax on transient rentals and has filing and collection rules through the Florida Department of Revenue. State statutes can affect how cities regulate vacation rentals, so verify current law before you start.
Association rules often limit or prohibit short-term rentals. Review covenants, bylaws, and any recorded restrictions for minimum stay lengths, frequency caps, or outright bans. Associations can enforce rules with fines or legal action. Confirm this early, especially in condominiums and deed-restricted communities.
Cities and counties may update ordinances, adjust fees, or pause new registrations. Track city commission agendas and local updates so your property stays compliant.
Short-term rentals involve several layers of taxes. Plan for compliance from day one.
Transient rental taxes, sometimes called tourist development or bed taxes, are commonly levied at the county or local level. Florida also applies state sales tax to short stays. Registration and remittance schedules vary by jurisdiction. Confirm exactly which taxes apply to your property and how often to file.
Some booking platforms collect and remit certain taxes in specific areas. Do not assume all taxes are covered. You are still responsible for correct collection, reporting, and payment.
Keep clear records of nights rented, gross revenue, platform fees, and taxes collected. Save permits, inspection approvals, and correspondence with city or county offices. Organized records help with filings and any audits.
A well-run property protects your investment and keeps neighbors happy.
Many standard homeowner policies exclude frequent short-term rentals. Ask your carrier about a dedicated short-term rental policy or a landlord endorsement that covers third-party liability, property damage, and loss of income. Verify flood insurance needs and confirm that rental use is covered.
Most jurisdictions expect basic life-safety measures. Prepare a checklist that includes:
Set house rules that reinforce occupancy limits, parking plans, trash and recycling, and quiet hours. Consider guest ID checks or deposits, and establish a 24/7 contact for complaints. Clear expectations reduce nuisance calls and protect your permit.
Decide whether you will self-manage or hire a professional manager. Pros handle listing optimization, guest communication, cleaning, maintenance, and compliance for a fee. If you self-manage, consider channel managers to sync calendars across platforms and avoid double bookings.
Plan for cleaning turnovers, linens, utilities, HOA or condo fees, landscaping, pool service, pest control, and repairs. Build a reserve for off-season months and unexpected maintenance.
Short-term rental use can affect loans, valuations, and disclosures.
Investment property loans often require larger down payments and stricter underwriting than owner-occupied loans. Some programs have occupancy or rental restrictions. Before you buy, confirm your lender’s stance on short-term rentals for the specific property and association.
Most appraisals rely on comparable sales for value. Documented rental income may influence value in some cases, but results vary by appraiser and submarket. Use analytics tools for projections, and stress test for seasonality and vacancy.
Be ready to disclose rental activity, licenses, inspections, and any code or association issues. Clarify whether permits are tied to you or the property. Buyers appreciate a clean paper trail and realistic revenue documentation.
Use this practical roadmap to launch a compliant Delray Beach short-term rental.
Launching an STR in Delray Beach can be straightforward when you have a local plan and the right partners. If you are buying, you want a property and location that align with zoning, taxes, and association rules. If you are selling, you want clean documentation that supports value and gives buyers confidence.
If you would like one-on-one guidance tailored to your goals, connect with Rachel Hutchings. You will get a boutique, high-touch approach backed by proven local expertise across Delray Beach, Boca Raton, and Palm Beach County.
Stay up to date on the latest real estate trends.
If you're ready for a dedicated real estate partner who will champion your success, let's connect and discuss how I can help you begin your next chapter.