Freewheeler - Real Estate & Vacation Rentals

Why Us?

Freewheeler is the oldest real estate and vacation rental company in the Upper Keys under the same ownership and management. We are here for you now and will be as long as you enjoy the Keys. We offer the following services to fully satisfy all your Real Estate needs:

  • Realty World-Freewheeler is the Upper Keys’ leading Real Estate Sales brokerage.
  • Freewheeler Vacations offers the largest inventory of Vacation Rentals.
  • Freewheeler offers property management and leasing services for Long-Term Rentals.
  • Freewheeler offers its PropWatch service to absentee owners by overseeing and maintaining their property.

“FREEWHEEL”: vt: freely rolling along without direction or purpose

Freewheeler is the name Alexa Wheeler and her husband had always given to their fishing boats; so when they decided to leave the mainland for Islamorada and start a Vacation Rental Company, Freewheeler Vacations best described the “laid back” vacation atmosphere of the Keys.

Freewheeler filled Islamorada’s need for a professional full time Vacation Rental Company. Previously many Realtors had dabbled in the Vacation Home business for their clients but none had “fine tuned” the business.

In 1990, John ElKoury joined Alexa at Freewheeler and soon the business branched into Real Estate Sales and Long Term Rentals as well as non-rental absentee owner management programs. In 1999, Freewheeler’s sales division, Freewheeler Realty, joined Realty World, a nationwide Broker network and became Realty World-Freewheeler. Through Realty World, Freewheeler has become one of Islamorada’s top Real Estate Sales leaders while maintaining the “Hometown” attitude Alexa and John insist on.

Our Offices

Meet the Freewheeler Family of Companies

Our original company; the seed from which everything started. Born out of the need for a professional vacation rental and property management company in Islamorada. Freewheeler Vacations is Islamorada’s largest and most comprehensive vacation rental and property management company in the Upper Keys.

Freewheeler Realty, our Sales company joined Realty World, a nationwide Broker Network. It is a perfect match, giving us access to a national network while maintaining our local identity, market knowledge and the freedom to operate our business as we wish. Basically it’s identity and support with retained individuality. We feel this is important in a small, highly defined market as the Upper Keys. Realty World ~ Freewheeler, your Islamorada sales Leader.

A real estate company set up to take advantage of the numerous licensed real estate salespersons who do not actively work in the real estate business. Freewheeler Sales Consultants holds licenses for real estate sales persons who work and live out of our area, who in turn refer numerous buyers to Freewheeler’s sales staff. It’s a win/win proposition for all, creating business that would otherwise fall through the cracks.

“Large Enough To Give You Service and Small Enough to Care”