Tropical Winds Resort 4 Properties Offered at $8,305,724 CAD in Sanibel, FL

Now cleared and ready for reconstruction, the Tropical Winds portfolio offers a once-in-a-generation opportunity to reimagine four income-producing parcels in one of Sanibel Island’s most exclusive and tightly regulated sectors—nightly rentals.
What sets this property apart is that three of the four parcels include Sanibel's rarest and most coveted zoning designation: the ability to operate as nightly vacation rentals. On an island where most properties are restricted to 30-day or longer rental terms, the ability to offer short-term lodging gives these parcels unmatched revenue potential and positions them in a limited competition segment of the market.
The portfolio includes:
A six-unit gulf-front hotel with direct beach access and sweeping northwestern views of the Gulf of Mexico
Two duplex buildings with nightly rental eligibility
A single-family residential piling home with a pool, ideal for monthly vacation use or redevelopment
The sites were impacted by Hurricane Ian and are now cleared, allowing a clean slate for modern, storm-resilient elevated construction. Sanibel’s post-Ian Build-Back provisions support the redevelopment of the hotel and duplexes, enabling structures to be rebuilt within the footprint and volume of the original buildings—while elevating them for improved views, added storage, parking underneath, and enhanced long-term resilience.
The west-facing hotel site borders land protected from future development, ensuring unobstructed sunsets and privacy—a true premium on the coast. This is a rare chance to rebuild with higher-end accommodations while retaining the valuable nightly rental zoning that elevates Tropical Winds well above typical Sanibel investment opportunities.
Sanibel is an 11-mile island paradise with protected sanctuary lands, charming shops, scenic bike paths, shell-strewn beaches, world-class fishing, and an upscale coastal lifestyle. With 70% of the island designated as conservation land and strict zoning in place, new nightly rental opportunities are virtually nonexistent.
Opportunities like this don't come around often—Tropical Winds is more than just real estate; it's a chance to own a uniquely zoned piece of Sanibel’s future.