Yes, you should have no issue getting renters insurance with a pool on the property.

If the condominium corporation rents its pool to the public, then its rental agreement will specify liability coverage.

If an owner hires a caterer to organize a pool party, again, the association probably requires an agreement that will specify liability coverage.

If the corporation does not allow rental of the pool to the public, their pool is not a candidate for the birthday party.

Windsor Hills in Orlando is an upscale vacation home property rental accommodation. They offer a choice of townhomes, condos and pool homes for rental or purchase.

Absolutely not.

The advantages of a rental are more space, extra bathrooms, privacy, pets are allowed, full service kitchen, and more than one TV. The disadvantages of a rental (which are advantages of hotel) are no staff on site, no pool, no gym, and no free breakfast.