Is Windsor Island Resort Davenport Good for Airbnb Investment in 2026?
Windsor Island Resort has quickly become one of the most searched and most discussed short term rental communities in the Davenport area since opening. Modern homes, strong amenities, and a growing reputation with family travelers have driven rapid demand growth. Here is the complete investor breakdown.
What Is Windsor Island Resort?
Windsor Island Resort is a newer gated resort community in Davenport, Polk County, featuring a clubhouse with resort pool, lazy river, waterslide, splash pad, fitness centre, mini golf, games room, and food and beverage facilities. Properties include single-family homes from four to ten bedrooms, all with private pools, in a modern architectural style that photographs well.
The community is part of the established Windsor brand of Central Florida resort communities and is purpose-built for short term vacation rental use.
Does Windsor Island Allow Short Term Rentals?
Yes, short term rentals are a core part of the Windsor Island business model and the community was developed specifically to support vacation rental activity. That said, as with any newer community, the specific HOA stipulations are worth reviewing directly rather than assumed. Some listings and resale materials reference specific community rules — for example, restrictions on game rooms in garage conversions — that should be confirmed in the current governing documents for your exact property before you buy or renovate.
It is also worth understanding the broader compliance climate in Davenport going into your purchase. Polk County and the City of Davenport have meaningfully increased enforcement activity in recent years, including digital monitoring of active rental listings and closer coordination between the county, city, and HOAs on compliance issues. This does not make Windsor Island a riskier investment than other Davenport communities — the same enforcement applies market-wide — but it does mean licensing, tax registration, and HOA compliance need to be handled correctly from day one rather than treated as a formality.
STR Performance at Windsor Island
Windsor Island's relative newness is both a challenge and an opportunity. Newer listings have less review history than established communities — which can initially affect search ranking. But the community's supply of professionally managed properties is still relatively limited, meaning there is room to capture market share early.
Modern homes photograph better. Newer construction at Windsor Island means contemporary finishes, open floor plans, and modern amenities that perform well in listing photos. In a market where photo quality directly affects booking conversion, newer homes have a visual advantage.
The amenity package is competitive. Lazy river, waterslide, mini golf, and a well-equipped clubhouse put Windsor Island in the same amenity tier as Storey Lake and Solterra — and the clubhouse facilities here are newer than in most established Davenport communities, which shows in the guest experience.
Growth in demand is tracking well. Properties that establish a strong review base early in a new community's lifecycle tend to benefit disproportionately as the community's overall search visibility grows. Owners who get into Windsor Island now, while the listing pool is still relatively uncrowded, have a real opportunity to become one of the established top performers as the community matures over the next several years.
Estimated revenue: Four to six bedroom homes at Windsor Island typically generate $55,000 to $90,000 annually under professional management, with strong upside as the community matures. This compares favourably to the broader Davenport market average of roughly $32,000, reflecting both the strength of the pool-home product type and the newer, better-presented inventory in this specific community.
What It Costs to Manage a Windsor Island Property
Windsor Island properties are managed under the same fee structure as other Davenport communities. Edge offers Full Service STR Management starting at 18% of gross revenue, negotiable to 15% for high-revenue properties or owners with multiple units, and a Service Only option at 10% flat for owners who manage their own bookings and guest communication but want reliable local operations. Given the heightened compliance environment in Davenport, full-service management also means licensing, BTR registration, and Polk County TDT filings are handled correctly and on time — without you needing to track changing local requirements yourself.
Is Windsor Island Worth It in 2026?
For investors who want modern construction, a strong and still-growing amenity package, and the opportunity to establish an early, well-reviewed presence in a community that has real room to mature, Windsor Island is one of the more interesting growth plays in Davenport right now. It carries slightly more uncertainty than an established community like ChampionsGate or Highlands Reserve simply because the long-term performance data is still being written — but the early signals on demand and guest reception have been strong.
The properties that will perform best here over the next several years are the ones that invest early in professional photography, accurate listings, and consistent guest experience to build a strong review base while the community is still relatively early in its lifecycle — exactly the advantage that pays off disproportionately as Windsor Island continues to grow.
