Key West Vacation Rentals, Key West Home Rentals, Vacation Home Rentals in Key West.. Welcome to Key West! The rentals listed on our website are properties that we represent in Key West. If you should be interested in renting,please call our office directly to speak to a rental agent. They will verify rates and availability. Our high season runs from December 15 through Easter,during which time a one-week minimum stay is required. During other times of the year,a 4-night minimum stay is required (except for special event weeks and holidays).