Windward Bay Condominiums — Resident Reviews, Pros & Cons
Longboat Key, Longboat Key, FL · What renters actually say about living here, distilled from public reviews. Updated Jul 2026.
Address
4780 Gulf of Mexico Dr, Longboat Key, FL 34228
Floor plans
2 BR
Advertised rents
$7,000/mo (single furnished seasonal 2BR unit observed; unfurnished annual rates not publicly listed) (as of 2026-07, per public listings)
What residents like
- ✓Direct Gulf of Mexico frontage on a low-rise beachfront association
- ✓Quiet, low-density setting away from the busier Sarasota/St. Armands tourist corridor
- ✓Easy walk to the beach with typical gulf-view or garden-view unit layouts
Common complaints
- ✕Rentals here are individually owned condo units, not a professionally managed apartment community, so unit condition and furnishing vary owner to owner
- ✕Very limited rental inventory at any given time (often only one or two units listed island-wide)
- ✕Rents run well above mainland Sarasota/Bradenton averages, and many owners only offer seasonal or short-term leases rather than standard 12-month terms
Our take
Windward Bay is one of the only named residential communities on Longboat Key with condo units that occasionally come up for long-term rent. Availability is scarce and pricing skews toward seasonal, furnished stays rather than conventional unfurnished leasing.
About these pros & cons
How we build these pages: we read publicly available resident reviews (Google, ApartmentRatings, Yelp, Reddit and similar) for each community and summarize the recurring themes in our own words. We don't copy review text, we don't display star ratings we didn't compute, and no complex has paid to appear or to have anything removed. Cons reflect what residents report — experiences vary. Rent ranges come from public listings and change often; always confirm current pricing, fees and policies with the property directly.
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