The Middle Keys

The Middle Keys include Key Colony Beach and Marathon: Duck Key, Grassy Key, Coco Plum, and Sombrero Beach.  The Middle Keys are the place you want to buy if you’re looking for maximum rental potential (excluding Duck Key which falls under Monroe County rules).  The City of Marathon and Key Colony Beach permit weekly rentals. This would apply to most single family homes. Condominium Associations and Homeowners Associations do make their own rules, so there are just a handful of condos or townhomes that permit weekly rentals:  Coco Plum Beach Villas, Royal Plum, Gulfpointe, Sea Isle, Indigo Reef and the resort properties of Tranquility Bay, Coral Lagoon and Hawk’s Cay (these last three have nightly rentals). Many condos have 30 day minimum rentals, and with those you could only expect Winter rentals (January thru March). Contact me for more details.

To search specific property types in the Middle Keys, click the links below.

Single Family Homes


Condos & Townhouses


Duplex & Half Duplexes


Vacant Land