Freewheeler Vacations has two Upper Keys office locations:  Islamorada and Key Largo, Florida from which they manage their incredible luxury Islamorada, Key Largo, and Lower Matecumbe Vacation Rentals.

Freewheeler Vacations is the largest and oldest vacation rental company in the Upper Florida Keys. Our staff is extremely knowledgeable with respect to our large inventory of vacation rental Estates, Homes, Condos, and Villas on the beach, bay, ocean and canals.  In addition our “reservationists” are experts when it comes to the many activities available to you in the Florida Keys. From affordable efficiencies to luxury oceanfront estates up to 10 bedrooms, Freewheeler Vacations has the perfect vacation rental property for you, your family, or gourp.  Our rates are below most hotels! Bring a boat, bring a pet, we have homes which will accommodate both. Select Freewheeler’s Vacation Rental page to view these Florida Keys Accommodations and/or give one of our professional agents a call.

As our website says Freewheeler Realty Inc. is “Your best source for Homes, Condos, Commercial Real Estate Sales, Rentals and Property Management in Key Largo, Tavernier, Islamorada, Upper Matecumbe, Lower Matecumbe, Layton, Duck Key and Marathon.”

Plan your next tropical getaway or holiday vacation to the Florida Keys today!

Contact Freewheeler’s Islamorada office at 866-664-2075

Contact Freewheeler’s Key Largo office at 877.331.2244

See all of Freewheeler’s vacation rental listings on Rent It Today or visit their website directly by clicking here.