Looking for a cheap apartment for rent in Winter Haven, FL? With RENTCafé, finding an affordable apartment in Winter Haven, FL has never been easier. We feature 5 low-priced rentals directly from property managers, with rents lower than the Winter Haven, FL average. What is a cheap rent in Winter Haven, FL? The average apartment rent in Winter Haven is $976 per month so any rental south of $781 would be considered cheap here. Size matters though, so if you are in a market for a studio, expect to pay around $470 per month. If you’re looking to upgrade to a 1-bedroom apartment you’ll pay around $590, while a cheap 2-bedroom apartment will cost you about $697 per month.