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Winter Haven, FL
Generally Investor Friendly
Local STR Agent

Purpose and scope: This guide synthesizes publicly available information to help investors and hosts understand the regulatory environment for short‑term rentals (STRs) in Winter Haven, Florida. It prioritizes city‑level rules (where identifiable), Polk County context, and Florida statewide requirements. Where the available sources do not provide definitive answers, we flag them for direct verification with the City or County.
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Sources:
At the city level:
At the county level:
At the state level:
Safety and health:
Sources:
City of Winter Haven (Winter Haven, FL)
County (Polk County, FL)
State (Florida)
Note: The available content does not provide city-specific occupancy limits, length-of-stay caps, advertising requirements, parking standards, noise thresholds, neighborhood notification, caps on number of STRs, event/party rules, or inspection schedules for Winter Haven. Confirm directly with the City of Winter Haven or reference the city’s ULDC.
Sources:
City of Winter Haven – Main
City of Winter Haven – Planning Division (zoning and land development questions)
Winter Haven Planning Staff (as available in source):
State resources (for licensing and tax registration):
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Disclaimer and practical notes:




Winter Haven, Florida, is a city located in the central part of the state, approximately 50 miles southwest of Orlando. As of the latest estimates, the city has a population of around 45,000 residents. Winter Haven is well-known for its Chain of Lakes, which consists of 50 lakes interconnected by a system of canals, making it a popular destination for water sports and outdoor activities.
The proximity to Orlando, a major city renowned for its theme parks and tourist attractions, makes Winter Haven an appealing option for those seeking short-term rentals. One of Winter Haven's key attractions is LEGOLAND Florida Resort, a large amusement park themed around the popular LEGO brand, which has been a significant draw for families. For more information about LEGOLAND Florida Resort, visit LEGOLAND Florida Resort.
Winter Haven also boasts a rich history and cultural scene, highlighted by landmarks such as the Historic Ritz Theatre, a beloved local venue for performing arts and cinema. Details about their shows and events can be found here: Ritz Theatre.
Nature enthusiasts can enjoy the serene environments of the Bok Tower Gardens, which are located just 20 minutes from Winter Haven in nearby Lake Wales. This historic site features beautifully landscaped gardens and a 205-foot tall singing tower with carillon bells. Learn more at Bok Tower Gardens.
Overall, Winter Haven offers a mix of family-friendly activities, natural beauty, and cultural experiences, along with its close proximity to Orlando, making it a desirable location for short-term rentals.
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