- Home
- Buy
- Areas
- Altamonte Springs
- Apopka
- Baldwin Park
- Casselberry
- Celebration
- Clermont
- College Park
- Conway
- Davenport
- ChampionsGate
- Downtown Orlando
- Dr. Phillips
- East Orlando
- Four Corners
- Gotha
- Kissimmee
- Lake Buena Vista
- Lake Mary
- Lake Nona
- Lockhart
- Longwood
- Maitland
- MetroWest
- Montverde
- Ocoee
- Reunion
- Sanford
- St. Cloud
- South Orlando
- Wekiwa Springs
- West Orlando
- Windermere
- Winter Garden
- Winter Park
- Winter Springs
- Communities
- The Villages Homes for Sale
- Emerson Pointe Homes for Sale
- Circuit Florida Homes for Sale
- Phillips Landing Homes for Sale
- Parkside Homes for Sale
- Woodlands Village Homes for Sale
- Hilliard Isle Homes for Sale
- Wyld Oaks Homes for Sale
- Alora Townhomes Homes for Sale
- Park Springs Homes for Sale
- Bella Collina Homes for Sale
- Sunbridge Homes for Sale
- Casabella at Windermere Homes for Sale
- Palms at Windermere Homes for Sale
- Providence Homes for Sale
- Saddlecrest at Windermere Homes for Sale
- Westminster Landing Homes for Sale
- Esplanade at McKinnon Groves Homes for Sale
- Black Lake Park Homes for Sale
- Horizon West Homes for Sale
- Parkview at Hamlin Homes for Sale
- Tuscawilla Homes for Sale
- Bay Hill Homes for Sale
- Belle Isle Homes for Sale
- Lawsona-Fern Creek Homes for Sale
- EverBe Homes for Sale
- The Grow Homes for Sale
- Fontana Estates Homes for Sale
- Woodside Preserve Homes for Sale
- Isleworth Homes for Sale
- Lifestyle
- Sell
- Invest
- About
- Blog
- Register
- /
- Sign In
Orlando Short-Term Rental Homes for Sale
Search all Orlando & Central Florida STR Investment Real Estate Opportunities.
Where Whole-Home Short-Term Rentals Work Best
The most reliable short-term rental markets in Central Florida are located near Walt Disney World, primarily in Osceola and Polk counties. Communities in Kissimmee, Reunion, Davenport, and ChampionsGate were developed specifically for vacation rentals and operate under zoning where short-term use is expected and permitted. These areas consistently attract families, large groups, and sports teams visiting Disney and other attractions, creating strong year-round demand.
Homes in these markets are typically furnished and designed for short-term use, with private pools, flexible sleeping arrangements, and access to resort-style amenities. For investors seeking predictable occupancy, scalability, and established management infrastructure, these near-Disney markets remain the most proven options in the Orlando area.
Clermont: Clear Permits and a Residential Alternative
Clermont offers a quieter alternative to resort-dense vacation communities while still allowing non-owner-occupied, whole-home vacation rentals. The City of Clermont explicitly permits short-term rentals with a city vacation rental permit and inspection, in addition to standard state licensing. This regulatory clarity makes Clermont attractive to investors who prioritize long-term compliance and stability.
Properties in Clermont range from newer townhome communities to single-family neighborhoods near lakes, trails, and attractions. Its proximity to Disney combined with a more residential feel appeals to families seeking longer stays and repeat visits.
City of Orlando: Owner-Occupied and Mid-Term Rentals Only
Within the City of Orlando, whole-home short-term rentals are generally not permitted unless the owner resides on the property. Neighborhoods such as Downtown Orlando, Thornton Park, Mills 50, Colonialtown, Lawsona–Fern Creek, and College Park are better suited for owner-occupied home-sharing or mid-term rentals of thirty days or longer.
These areas perform well for corporate housing, medical professionals, and convention-related stays, but they are not ideal for investors seeking traditional vacation rental operations. Buyers focused on whole-home STRs are typically better served in Kissimmee, Davenport, or Clermont.
Licensing, Zoning, and HOA Considerations
Most Orlando-area short-term rentals require a Florida DBPR vacation rental license, county tourist development tax registration, and a local business tax receipt. HOA rules, zoning designations, and municipal permitting requirements vary widely by location and must always be confirmed before purchasing a property. Understanding these regulations upfront helps investors avoid compliance issues and unexpected restrictions after closing.
Short-Term Rental Properties for Sale
- 1/36 36
4 Beds 2 Baths 1,562 SqFt$359,997New1500 CASTERTON CIR, Davenport, FL 33897
Listed by Omar Andreasen BLUE KEY PROPERTY MANAGEMENT
Single Family Home
- 1/88 88
9 Beds 6 Baths 3,789 SqFt$750,000New1835 CARIBBEAN VIEW TER, Kissimmee, FL 34747
Listed by Sheryl Cury, PA LA ROSA REALTY LLC
Single Family Home
- 1/46 46
4 Beds 3 Baths 2,856 SqFt$462,000New2940 BENTON LN, Kissimmee, FL 34746
Listed by Daphney Neston KELLER WILLIAMS REALTY SMART 1
Single Family Home
- 1/45 45
4 Beds 3 Baths 1,902 SqFt$539,990New - 1/33 33
4 Beds 3 Baths 1,914 SqFt$519,990New5025 WINDERMERE AVE, Kissimmee, FL 34746
Listed by Adrian Antunes, Sr NEWKEY REAL ESTATE LLC
Townhouse
- 1/80 80
4 Beds 3 Baths 1,914 SqFt$390,000New630 PEBBLE BEACH DR, Champions Gate, FL 33896
Listed by Lisa Grinceri KELLER WILLIAMS REALTY AT THE LAKES
Townhouse
- 1/26 26
4 Beds 3 Baths 1,956 SqFt$355,000New103 MINNIEHAHA CIR, Haines City, FL 33844
Listed by Holly Hernandez REAL BROKER, LLC
Single Family Home
- 3D
4 Beds 3 Baths 1,819 SqFt$379,999New - 1/30 30
4 Beds 2 Baths 1,848 SqFt$384,900Open Sun 12AM-2PM3027 REDWOOD AVE, Lakeland, FL 33803
Listed by Dylan Lawrence THE WILKINS WAY LLC
Single Family Home
Let’s Identify the Right Orlando STR Investment
Whether you are acquiring your first vacation rental or expanding an existing portfolio, Aponte Group helps investors identify permitted short-term rental neighborhoods, HOA-friendly communities, and properties positioned for strong nightly rates. Our team provides guidance on zoning, licensing, and market strategy so you can invest with confidence in Central Florida.