The two above hit most every point. I also have two rentals for the past 10 years and keep them rented on average 10 months a year. I just did one longer term for two years with options.
The most important point made so far, talk to the property owner. It allows both of you to be comfortable with the agreement. Ask questions. A good landlord should be able to quickly answer any and all questions.
Determine what you owe and when it is due. Are there cleaning fee's, ID fee, other? Golf cart come with the property? Internet? Phone service? How many TV's? King size bed? Can you have guests? What happens if you cancel? Cancel three months before? Three weeks before? Are repairs covered and who does them? Pets allowed? Smoking allowed? You might be allergic to pets and getting a property that has never allowed them would be a benefit to you. Same with smoking. Just as an example, I have lost tenants because my lease clearly states that smoking is not allowed in the home, in the garage, on the lanai, or anywhere on the property. But I am sure I have gained others who like that the property has never been smoked in.
These kind of questions will make sure you get a place that matches your needs.
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