The Kissimmee Market

Kissimmee has established itself as one of Florida's most lucrative vacation rental markets, located just 11 miles southeast of Walt Disney World (about 15 miles by road) and serving as a gateway to multiple world-class theme parks. With approximately 8,800+ active short-term rental listings (per AirROI), the market is competitive but consistent demand from families, groups, and international travelers supports strong occupancy rates and revenue potential. Well-managed properties in Kissimmee can generate $41,000–$46,000+ in average annual revenue, with top-tier properties capable of exceeding $60,000–$80,000.

67%
Avg. Occupancy
Year-round
Peak Season
$188
Avg. Daily Rate

*Market estimates based on local short-term rental data as of 2025. Actual results vary by property.

Why Kissimmee?

  • Just 11 miles from Walt Disney World—prime location for theme park visitors
  • 8,800+ active short-term rental listings with consistent demand year-round
  • Average annual revenue of $41K–$46K, with top properties capable of $60K–$80K+
  • Strong international tourism—families and groups seeking affordable alternatives to hotels
  • Median home values around $340K (Redfin/Zillow, 2026) offer accessible investment entry points
  • Multiple resort communities with built-in amenities and established rental programs

What Draws Visitors to Kissimmee

These attractions keep your rental booked year-round.

Walt Disney World

The world's most visited theme park resort, just minutes away—the primary demand driver for Kissimmee vacation rentals.

Universal Orlando Resort

Major theme park destination including the new Epic Universe park, drawing millions of additional visitors to the Orlando area.

Old Town Kissimmee

Entertainment complex with classic car shows, rides, and shopping—a local attraction that enhances the guest experience.

Lakefront Park & Shingle Creek

Scenic outdoor recreation along the headwaters of the Everglades, offering kayaking, fishing, and nature trails.

Why Choose Weekender Management in Kissimmee

We know the Kissimmee market inside and out. Our local expertise means we understand seasonal patterns, event-driven demand, and what guests expect when they visit. We'll optimize your pricing, keep your property in top condition, and handle everything so you can enjoy passive income.

Ready to earn more and stress less?

Get a free, no-obligation property analysis and see what your rental could earn with Weekender.

Or call us directly: (479) 364-6756

Email: info@weekendermanagement.com