Want to see how Leesburg compares to other top cities in Florida? Explore all city regulations in Florida. →
Leesburg, FL
Generally Investor Friendly
Local STR Agent
Local STR Agent

Yes, short-term rentals are allowed in Leesburg, FL. However, the regulatory environment requires careful navigation of multiple layers: Florida state regulations, Lake County rules, city of Leesburg ordinances, and potentially restrictive homeowner association (HOA) covenants. Investors must understand that while short-term rentals are permissible under state law, local restrictions—including zoning requirements, HOA limitations, and community-specific bans—can significantly impact operations.
Leesburg hosts earn a median $24,654/year with $153 ADR and 60% occupancy.
Top performers pull in $36,418+ per year.
See the full Leesburg market breakdownBefore acquiring a property, conduct thorough research on:
Based on market analysis, successful STR properties in Leesburg typically feature:
City of Leesburg Planning and Zoning: https://leesburgflorida.gov/my_city/departments/pnz/frequently_asked_questions.php
Plantation at Leesburg Rental Policy: https://plantationatleesburg.com/renting-a-home/
Leesburg Building Permits Portal: https://cdpservices.leesburgflorida.gov/prod/oprs_pt/
Leesburg Code of Ordinances: https://library.municode.com/fl/leesburg/codes/code_of_ordinances
Leesburg presents a favorable STR market with:
This comprehensive guide provides the foundation for legal STR operations in Leesburg, Florida. Success requires diligent compliance with all applicable regulations while maintaining focus on guest satisfaction and financial performance. Always verify current requirements with local authorities, as regulations may change frequently.
Next step
Paste any address and get estimated revenue, cash-on-cash return, and comparable STR performance in under 5 minutes. 3 free analyses per day.
Free brief
Revenue data, top neighborhoods, seasonal trends, and the key regulations for Leesburg, Florida in one email.




Leesburg is a city in Lake County, in central Florida, with a population of approximately 27,000 residents. The city has a relaxed, small-town feel that draws on its location along the Harris Chain of Lakes, a connected series of freshwater lakes that have shaped the local economy and recreation for more than a century. Leesburg is well known as a gateway to this chain and to the broader Lake County region of rolling countryside, springs, and citrus groves. It sits about 45 miles northwest of Orlando, roughly an hour's drive down US-27 or the Florida Turnpike, placing it within easy reach of Central Florida's major theme parks while remaining worlds away in atmosphere.
A central draw is the Harris Chain of Lakes, eight interconnected lakes anchored by Lake Harris, which laps directly against the city's eastern edge. The chain is popular for bass fishing, boating, and birdwatching, and Leesburg hosts several bass tournaments each year. On the southern shore of Lake Harris, Venetian Gardens is a public park with walking paths, gardens, and a small public swimming area, offering an accessible way for visitors to enjoy the waterfront without a boat.
Just a few minutes south of the city, Lake Griffin State Park protects a stretch of lakeshore, oak hammocks, and marsh that is home to one of the state's largest populations of reintroduced bald eagles. The park offers campgrounds, a half-mile nature trail, and a boat ramp onto Lake Griffin, making it a convenient stop for guests interested in paddling, fishing, or simply watching for wading birds and alligators from the boardwalk.
About 20 minutes to the east, Mount Dora is a small, walkable city known for its rolling hills, antique shops, and year-round festivals, including a well-attended craft fair each fall. Many Leesburg visitors pair a few days on the lakes with a day trip to Mount Dora's historic downtown, where independent restaurants, galleries, and the waterfront boardwalk make for an easy excursion. For guests willing to drive a bit farther, the Ocala National Forest lies roughly an hour to the north, offering swimming at natural springs such as Juniper Springs and Salt Springs, as well as miles of hiking and off-road trails.
Leesburg makes a compelling base for short-term rentals because it offers something for several different audiences: anglers and boaters drawn to the Harris Chain, nature lovers heading to nearby state parks and the Ocala National Forest, antique and festival seekers making the short trip to Mount Dora, and theme-park visitors who want a quieter home base an hour from Orlando. The combination of affordable small-town lodging, a year-round mild climate, and a wide spread of nearby draws gives owners flexibility to market to weekenders, snowbirds, and traveling families alike.
Enter an address to get instant revenue potential and comps.