Storey Lake vs Windsor at Westside — Which Is Better for STR in 2026?
Both are Kissimmee resort communities competing in the mid-to-premium family vacation rental market.
Quick Comparison
Location
Storey Lake: US-192 corridor in Kissimmee, very close to Disney World. The community sits on natural lake frontage, which is a genuinely distinctive physical feature that almost no other community in the corridor can match.
Windsor at Westside: Westside Blvd area in Kissimmee, near US-192 and US-27, approximately 10 miles (about 20 minutes) from Disney World. Slightly less commercial, slightly quieter immediate surroundings than Storey Lake's busier US-192 frontage.
Amenities
Storey Lake: Two separate clubhouses — the Hideaway Club and the newer Bronson Club — between them offering a resort pool, lazy river, dual water slides, splash pad, mini golf, kayaking and canoeing on the lake, fitness centre, and games room. The lake and kayaking are genuinely unique in this market.
Windsor at Westside: A single, well-equipped 10,000-square-foot clubhouse (the Tu Casa Club House) with a zero-entry resort pool, waterslide, lazy river, hot tub, kids' water playground and activity centre, a full-service bar and lounge, complimentary arcade, fitness centre, and sports courts.
Storey Lake's lake frontage, kayaking, and dual-clubhouse capacity are a genuine differentiator. Windsor at Westside counters with a community reputation for unusually effective HOA enforcement of noise and party rules, which appeals to families specifically seeking a quieter, more controlled environment.
Property Sizes — Closer Than Often Assumed
Storey Lake: Townhomes to nine-bedroom homes.
Windsor at Westside: Townhomes to nine-bedroom homes. Despite some online listings and resale materials suggesting larger inventory, the community's actual property range tops out in the same nine-bedroom territory as Storey Lake.
The Verdict
Choose Storey Lake for the lake and kayaking experience, dual-clubhouse amenity capacity, and a genuinely differentiated guest story that few competing communities can match.
Choose Windsor at Westside for a strong, well-maintained single clubhouse and a community-wide reputation for quiet, well-enforced HOA standards that specifically appeals to guests prioritizing a calm, family-safe environment.
