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Longwood, FL
Generally Investor Friendly
Local STR Agent
Local STR Agent

Short-term rentals are explicitly allowed in Longwood, Florida, subject to compliance with Seminole County Ordinance 2020-14 and Florida state regulations. Longwood is located within Seminole County, and the primary regulatory framework for vacation rentals operates at the county level. Investors must understand that while STRs are permitted, they must meet specific registration, safety, and operational requirements set forth by Seminole County and the State of Florida.
Longwood hosts earn a median $32,243/year with $191 ADR and 64% occupancy.
Top performers pull in $47,589+ per year.
See the full Longwood market breakdownExplicit Answer: Yes, short-term rentals are allowed in Longwood, Florida. However, they are regulated under Seminole County's comprehensive vacation rental ordinance, not through separate city-specific regulations. Longwood operates under the jurisdiction of Seminole County for land use and zoning matters related to vacation rentals.
Key Points:
Verify Property Eligibility
Obtain State-Level Licenses and Registrations
Complete Seminole County Vacation Rental Registration
Implement Minimum Safety Standards
Marketing and Advertising Compliance
Ongoing Compliance Management
Florida Department of Business and Professional Regulation:
Florida Department of Revenue:
Seminole County Tax Collector:
Seminole County Vacation Rental Registration Application:
Required Acknowledgments and Certifications:
Property-Specific Documentation:
Operational Documentation:
Fire Safety Equipment:
Communication Requirements:
Third-Party Registration Vendor
Seminole County Code Enforcement:
Seminole County Sheriff's Office:
Florida Department of Business and Professional Regulation:
Florida Department of Revenue:
Seminole County Tax Collector:
Longwood City Hall:
Note: While Longwood City Hall handles general municipal services, vacation rental regulations are primarily administered through Seminole County.
This comprehensive framework provides investors with the essential information needed to establish and operate a compliant short-term rental business in Longwood, Florida, while understanding the regulatory landscape and ongoing compliance requirements.
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Longwood is a small, tree-shaded city in Seminole County, Florida, situated in the northern reaches of the Orlando–Kissimmee–Sanford metropolitan area. With a population of approximately 15,000, it carries a quieter, more residential character than the bustling tourist corridors to the south, anchored by a leafy historic downtown and a strong sense of local community. The city is best known as a comfortable base for travelers who want to explore Central Florida's natural springs, lakes, and wildlife while still being within easy reach of Orlando's theme parks and urban offerings. Longwood sits roughly fifteen miles north of downtown Orlando along Interstate 4, making it a practical hub for visitors who prefer a calmer home base over a hotel near the attractions.
One of the most popular natural escapes in the area is Wekiva Springs State Park, located in adjacent Orange and Seminole counties about fifteen to twenty minutes west of Longwood. The park centers on a crystal-clear natural spring that feeds into the Wekiva River and offers swimming, snorkeling, canoeing, and wildlife watching in a setting that feels far removed from the state's commercial heart. Manatees, black bears, and a wide variety of wading birds are regularly spotted in and around the spring run.
Just a few minutes east of Longwood lies the Central Florida Zoo & Botanical Gardens in neighboring Sanford, which houses a diverse collection of animals, an aerial adventure course, and a butterfly garden. The zoo is compact enough to visit in a half-day but rich enough to entertain families with children, and its botanical grounds add a peaceful complement to the animal exhibits.
Sanford itself, immediately adjacent to Longwood, is worth a visit for its brick-paved downtown along Lake Monroe. The historic district is filled with locally owned restaurants, breweries, antique shops, and a waterfront promenade where visitors can stroll and watch boats come and go. The drive from Longwood to the center of Sanford typically takes less than fifteen minutes.
Slightly south of Longwood, Lake Jesup offers one of the largest freshwater lakes in the region and is famous for its dense population of alligators, which can be observed from boardwalks and guided airboat tours. It also functions as a popular spot for kayaking, birding, and sunset watching.
Longwood appeals to short-term-rental investors and visitors alike because it offers a rare combination of small-town calm, easy access to Central Florida's natural attractions, and a quick drive down I-4 to Orlando. Travelers who choose to stay here can spend a day at the springs, an evening dining in historic Sanford, and still make a morning theme-park reservation without ever feeling like they are in the middle of a tourist district.
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