If you’re thinking of turning your Central Florida property into a money-making Airbnb, two names probably pop up again and again: Storey Lake Resort and Windsor Hills Resort. Both are located in Kissimmee, just minutes from Disney, and both are packed with resort-style amenities. But when it comes to investing in short-term rentals (STRs), the differences between them matter a lot.
This blog dives into the real pros, cons, and income potential of both resorts, using firsthand insights from investors, hosts, and actual guests.
Why Compare These Two Resorts?
Storey Lake and Windsor Hills aren’t just neighbors on the map; they’re often neck-and-neck in the minds of STR buyers. Whether you’re a first-time investor or scaling up your portfolio, you’ll likely ask:
- Which resort is more profitable?
- Which has fewer headaches for owners?
- Which do guests love more (and come back to)?
Let’s break it down.
Location & Accessibility
Windsor Hills earns major points for its proximity to Disney World, just 2 miles from the entrance. It’s located just off Highway 192, making it a go-to for families focused solely on park access.Storey Lake, while a few miles farther from the parks, is closer to shopping, restaurants, and major roadways like Osceola Parkway and SR-535. It’s minutes from The Loop, Target, Publix, and airport routes.
Age of Homes & Design Appeal
Windsor Hills was built in the early 2000s. While many units have been updated, you’ll still find older layouts, appliances, and AC units unless the owner has done a full renovation.
Storey Lake is significantly newer (most builds from 2017 onward). Expect modern floor plans, smart-home upgrades, newer roofs, and less upfront maintenance.
Quick Verdict: Storey Lake wins for modern design and lower initial repair costs.
Types of Properties Available
Windsor Hills offers condos, townhomes, and single-family homes (up to 6 bedrooms). Condos near the clubhouse are especially popular with budget travelers.Storey Lake has a wider range: 2 to 10+ bedroom townhomes and pool homes with private game rooms, themed bedrooms, and resort-style upgrades.
Resort Amenities: What Guests Actually Use
Storey Lake is often described as the “flashier” of the two. It features:
- Lazy river & splash park
- Tiki bar, spa, gym
- Kayak rentals & mini golf
- Two clubhouses and expanding facilities
Windsor Hills offers:
- Large resort pool with water slides
- Game room, movie theater
- Basic snack bar
- Castle-themed playground
Quick Verdict: Storey Lake wins for amenities. Windsor Hills offers the basics but lacks the wow-factor of Storey Lake’s newer features.
Guest Experience & Repeat Bookings
From DISboards and Airbnb reviews:
- Windsor Hills earns points for familiarity and reliability. Many guests have returned for years.
- Storey Lake receives mixed reviews: guests appreciate the amenities and overall look, but note inconsistent cleaning and the need to drive to the clubhouse.
Income Potential & Airbnb Demand
According to Airbtics data (June 2024 – May 2025):
Storey Lake:
- Average occupancy rate: 77%
- Average daily rate (ADR): $188
- Average annual income: $52,176
- 1,654 active listings (as of July 2025)
Windsor Hills:
- 2BR Condos: 65–70% occupancy, $150–$200 ADR, ~$35K–$50K annual revenue
- 4BR Townhomes: 70–75% occupancy, $180–$250 ADR, ~$55K–$75K annual revenue
- 6BR Themed Villas: 75–85% occupancy, $250–$400 ADR, ~$90K–$130K annual revenue
- Key Drivers of Income:
- Proximity to Disney (2 miles)
- Themed rooms (e.g., Star Wars, Frozen, Mario)
- Private pools, game rooms, and smart tech
- Strong guest reviews (4.9+ average rating)
- Guest profile: families, international travelers, Disney-focused trips
- Strong visibility on TripAdvisor, Facebook groups, and direct booking platforms
- Key Drivers of Income:
Maintenance & Long-Term Ownership
Windsor Hills homes may require more maintenance due to age, such as HVAC, roofs, and water heaters.Storey Lake is newer, which means it has fewer repairs in its early years. But, more homes mean more competition.
Self-Managing vs. Property Management
- Windsor Hills is ideal for owners who want to self-manage or spend minimal time involved.
- Storey Lake works better when paired with an experienced Airbnb property manager who can help you stand out.
Which Resort Is Right for You?
| Criteria | Best Resort |
| Proximity to Disney | Windsor Hills |
| Newer Properties | Storey Lake |
| High-End Amenities | Storey Lake |
| Budget Travel Appeal | Windsor Hills |
| Large Groups | Storey Lake |
| Walkability | Windsor Hills |
| Rental Upside | Storey Lake |
| Easy Self-Management | Windsor Hills |
If you want to know the other best rental communities in Orlando, read here.
Storey Lake or Windsor Hills: What’s Your Hosting Personality?
There’s no one-size-fits-all answer. If you’re looking for higher nightly rates, newer homes, and showstopping amenities, Storey Lake may be your winner. If you prefer stability, loyal repeat guests, and a lower-maintenance entry point, Windsor Hills is hard to beat.
Either way, choosing the right property manager can be the difference between “barely booked” and “always booked.”
Let FunStay Florida Help You Succeed
Whether you’re buying in Storey Lake or Windsor Hills, our team offers hands-on Airbnb management that handles:
- Listing optimization
- Dynamic pricing
- Guest communication
- Cleaning & maintenance
- Owner reporting
Ready to boost your bookings and earnings? Book a free strategy call, and let’s make your investment work harder without you working harder.
