Skip to main content
CityRuleLookup
🏠 Short-Term Rentals/Permit Requirements

Permit Requirements: Orlando vs Winter Park

How do permit requirements rules compare between Orlando, FL and Winter Park, FL?

Orlando and Winter Park have similar restriction levels.

Orlando, FL

Orange County

Heavy Restrictions

Orlando bans short-term rentals in most residential zones, with limited grandfathered areas, and requires state DBPR licensing plus city registration where allowed, all subject to Florida Statute 509.032 preemption.

View full Orlando rules β†’

Winter Park, FL

Orange County

Heavy Restrictions

Winter Park prohibits short-term rentals under 30 days in most residential zones, grandfathered under FL 509.032 preemption. DBPR license and city registration required where permitted.

View full Winter Park rules β†’

Key Facts Comparison

FactOrlandoWinter Park
Residential STRsGenerally prohibited-
Allowed zonesTourist commercial near I-Drive-
State licenseDBPR vacation rental license-
Preemption statuteFlorida Statute 509.032(7)-
GrandfatheringPre-2011 local rules preserved-
Minimum Stay-30 days residential
State License-FL DBPR required
Preemption-FL 509.032 grandfathered
BTR-City receipt required

Highlighted rows indicate differences between cities.

Orlando FAQ

Can I list my Orlando home on Airbnb?

If your home is in a standard residential zone inside city limits, short-term rental is generally not permitted. Stays of 30 days or longer are allowed.

Where in the Orlando area are vacation rentals allowed?

Resort-zoned areas of unincorporated Orange County, Kissimmee/Osceola County, and tourist commercial districts inside Orlando city limits permit short-term rentals with proper licensing.

Winter Park FAQ

Do I need a permit to list my property on Airbnb in Winter Park?

Winter Park requires all STRs to register with the city as of October 31, 2021 (registration required before advertising or renting). Annual registration fee: $150, valid through September 30 each year. State DBPR vacation rental license also required. Registration number must be displayed in...

What are the short-term rental registration requirements in Winter Park?

City Registration: Required since Oct. 31, 2021. Annual Fee: $150. Registration Renewal: By September 30 annually. State DBPR License: Required.

Want to add a third city?

Use our full comparison tool to compare up to three cities.

Open Comparison Tool