Your Vacation Home

Island Management manages numerous homes and condos in the Islamorada, FL area. The properties we have been entrusted to manage are upscale and offer spectacular views and amenities.

As a family looking to rent for a week or a month even longer, (or a homeowner looking for someone to care for their piece of paradise, in their absence), Island Management and our team of professionals is an amazing option for the utmost customer service and attention to detail in the care of your property.

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Featured Rentals

Bay Harbour 110C | MM 74.5
Lower Matecumbe Key, Islamorada

2-bedroom condo | Sleeps 4
From $2,200 weekly | $7,500 Monthly
Saturday to Saturday
7 days minimum

85 E Second Street | MM 97
Plantation Key, Key Largo

1-bedroom Single family home | Sleeps 2
Monthly only from $4,500 per month
28 days minimum

Bay Harbour 307B | MM 74.5
Lower Matecumbe Key, Islamorada

2-bedroom condo | Sleeps 4
From $2,200 weekly | $7,500 Monthly
Saturday to Saturday
7 days minimum

Island Management, (owned and operated by Judy Rossignol) has helped hundreds if not thousands of families find their vacation home in the Florida Keys. Judy has built a team of agents who are ready to work for you to ensure your rental or your home, that you have entrusted to us, is ready for arrival.

Rich Trottnow, who has been helping Judy with Island Management and the vacation rental side of the business for almost 8 years, is very well versed when it comes to communicating with renters and making sure the properties are licensed by the Village of Islamorada, the Fire Department, and Monroe County.

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If you are looking to come to the Keys, we have plenty of agents in the office who can help you find your next Vacation Home. And more importantly, if you have a home in the Florida Keys and you would like to see more of a return on your investment, give us a call. We are always looking to add homes to our extensive lineup of rental properties.

Judy Rossignol is also the Owner & Broker of Realty One Group Engage the Keys. If you are looking to buy or sell in the Florida Keys, she and her team of Real Estate Advisors are waiting to work with you.

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