Ryan Kennedy, NMLS #1434300, finances Airbnb and VRBO short-term rental properties at Windsor Hills Resort — one of the closest gated resort communities to Walt Disney World — using DSCR loans that qualify on the property's rental income.
Windsor Hills is a 24-hour secured, gated resort community located less than two miles from Walt Disney World, and offers all three major short-term rental property types in one community: condos, townhomes, and detached villa homes. That property-type variety, combined with its proximity to the parks, has made it one of the most consistently popular private rental communities in the Orlando area.
Because Windsor Hills includes condos, townhomes, and single-family villas, financing terms and DSCR calculations can differ depending on which property type you're buying — condos in particular sometimes require additional review depending on the specific building/HOA structure. We qualify the loan on the property's projected or actual short-term rental income, and help you weigh the tradeoffs between property types within the community.
Windsor Hills includes condo, townhome, and detached villa product — financing considerations differ by property type. HOA and short-term-rental-use rules are set by the Windsor Hills HOA and can change — confirm current rules for the specific unit before writing an offer.
Condo financing can involve additional review of the condo association depending on the lender and program. We'll confirm what's needed for the specific building before you commit to a property type.
Windsor Hills is located less than two miles from Walt Disney World property, which is a major driver of its short-term rental demand.
Yes — DSCR loans can use a projected income report for properties without existing rental history, though we always recommend touring or having someone represent you in person when possible.
Short-term rental use is governed by the Windsor Hills HOA rules, which can vary by phase or product type within the community — we confirm this for the specific property as part of underwriting.
Works directly with Windsor Hills investors on DSCR and short-term rental financing — no tax returns, no W-2s.
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Talk to Ryan KennedyIcon Mortgage Group, powered by Mpire Financial Group LLC · NMLS# 2108504. Equal Housing Lender. This is not a commitment to lend. All loans subject to credit approval. Programs and terms vary by state and property. HOA, resort, and short-term-rental-use rules vary by community and are set by each HOA/resort operator, not by Icon Mortgage Group — confirm current rules directly with the community.