Windward Bay Condominiums
2 BR · $7,000/mo (single furnished seasonal 2BR unit observed; unfurnished annual rates not publicly listed)
✓ Direct Gulf of Mexico frontage on a low-rise beachfront association
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Longboat Key rental-market research
Apartments in Longboat Key, FL: Reviews & Research
1 community researched · Public resident-feedback themes, advertised rents and property details · Updated Sep 2026
Longboat Key is an upscale, low-density barrier-island town split between Sarasota and Manatee counties, and its housing stock is dominated by owner-occupied condominiums and single-family homes rather than traditional apartment complexes. Renters looking for a standard multifamily community will find almost none on the island itself.
As of mid-2026, available rentals on Longboat Key are almost entirely individually owned condo units inside large associations (e.g., Windward Bay, Fairway Bay/Bayport Way, Islander Club), with asking rents commonly $3,000-$11,000/month depending on season, furnishing, and lease length; renters seeking conventional unfurnished apartment pricing typically look to nearby Bradenton, Sarasota, or Cortez instead.
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Quick comparison
| Complex | Neighborhood | Beds | Advertised rents | Built |
|---|---|---|---|---|
| Windward Bay Condominiums | 2 BR | $7,000/mo (single furnished seasonal 2BR unit observed; unfurnished annual rates not publicly listed) | — |
Rents are approximate, from public listings at the research date — confirm with the property.
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Florida renter essentials
Renters insurance is not optional here. Many Florida leases require it, and standard policies generally do not cover flood damage — that may require separate coverage, even in an apartment. Before signing, look up the building's flood zone on FEMA's flood map service and ask which evacuation zone it sits in.
Ask about the real monthly cost. A recurring theme in public resident feedback is fee stacking: valet trash, common-area electric, mandatory bulk internet, pest control, admin and tech fees. Get the full itemized monthly figure in writing before you apply.
Tour with the AC running and ask about hurricanes. Humidity control is the difference between a fine unit and a moldy one; ask how old the AC is. And ask directly how the building handled the last major storm — communities that performed well say so happily, and reviewers call out the ones that didn't.
How this apartment research is made
How we build these pages: we examine publicly available resident feedback from sources such as Google, ApartmentRatings, Yelp and Reddit, then summarize recurring themes in our own words. We don't copy review text or display third-party star ratings. Paid partner modules are labeled and do not alter the editorial summary. Trade-offs 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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