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The AAD's Shade Structure Grant Program awards grants of up to $8,000 to public schools and non-profit organizations for installing permanent shade structures for outdoor locations that are not protected from the sun, such as playgrounds, pools, or recreation spaces.

https://www.aad.org/public/spot-skin-cancer/programs/shade-structure-program/eligibility-application

Many municipalities offer neighborhood grant programs for the improvement of common areas. This may include playgrounds, sunshades, site furnishings, and more. Check with your municipality for grant opportunities and to see if your neighborhood or HOA qualifies.

Orange County, FL

https://www.ocfl.net/NeighborsHousing/NeighborhoodRevitalization/NeighborhoodGrants.aspx