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There are also portables that you can move from room to room and they vent out a window.
You need to look into the filter system. Some have replacement filters you simply throw away and replace. Others have small frames that you pull out and wash under the sink faucet. Still others use a filter that needs to be hung in the unit by removing the front grill to access it.
The one that you wash under the sink I find is the best, you will clean it more and its much faster then the rest to do.
The biggest thing you need to understand its not the unit that matters, it is how clean you keep the filters. The better the filter the longer the life of the unit.
When you purchase your unit. Make sure that its not turned on its side or upside down. If you see that happen, request another unit. The compressor inside is mounted on springs and if its bumped upside down this can disrupt the compressor and shorten its life span. This is true for every cooling system made, including refrigerators.
You can purchase a through the wall unit that will do the work nicely for much less if its not going to be used all the time.
They also make special window units where the bulk of the system hangs outside of the window and only the controls and output section of the unit is seen from the inside. These units are more expensive, but end up being much quieter then those where you see that take up pretty much the whole window opening. Those units are purchased through specialty stores that sell these types of products. You will not find them at the big box stores or most appliance stores.
The condensate works much like a dehumidifier. There is a collection bucket located under the unit that you remove and dump in the sink or tub. Some use the water for plants.
Size is based upon BTU's or British Thermal Units. The higher the BTU's the more power it has to cool down an area. For every 1,200 BTU you have it is considered one ton of cooling. An average home of 2100 square feet uses around three tons or 3600 BTU's of cooling.
The larger the unit the better it will be. In the case of being over sized that will not happen with these types of units.
Personally I would purchase a large window unit and place it as centrally within the home as you can. Then use your portable unit in the room that you spend most of your time where the extra comfort would be needed.
The reason for this suggestion is humidity removal. If you can dry out the house enough with a window unit, although only in one room. The humidity of the rest of the house will move towards this unit. The overall comfort of the home will be much better. Lower humidity allows your natural body cooling system to work better. Although you will not really drop the temps to much in the other rooms with just the window unit, you will make them more comfortable over all. Once that is going on, using the portable unit will cool the room your in much faster and provide you with more comfort overall.