Freewheeler Vacations, Inc.

Visit the Upper Keys for a week or a season. Estates, single family homes and condominiums with pools, beaches, dockage, tennis courts and spectacular views. Freewheeler can locate the perfect home away from home for you! Get the sand in your flip flops, the fish on your grill and the margarita in your glass and we promise you won't want to leave! Freewheeler Vacations has been offering Vacation Rental Homes and Condos on the Upper Keys for over 25 years. Our Vacation Properties, available for a week or longer have all the amenities of home. Just bring your toothbrush, bathing suit and rum. Contact one of our Rental Specialists to set you up with a full refrigerator, catering, babysitting, fishing, diving or anything else that may interest you. Planning a wedding? We have numerous locations available perfectly suited for wedding ceremonies and receptions.


Accommodation Type

Vacation Rental Home


Bicycling, Boating, Jet Skiing, Kayaking, Parasailing, Snorkeling, Swimming


Monthly, Weekly

Guest Information

Children Allowed, Family Friendly, LGBT Friendly


Bayfront, Canal front, Oceanfront, Tennis Nearby, Waterfront

Payment Options

Cash, Discover, MasterCard, Personal Checks, Travelers Checks, Visa