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Vacation Rentals
VACATION IN A REAL HOME AWAY FROM HOME

Freewheeler Vacations, Inc. - Upper Keys Vacation RentalsVisit 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. View our featured Upper Keys wedding properties here.

Islamorada Rentals: 305.664.2075 | Key Largo Rentals: 305.852.4400

Meet Our Vacation Specialists

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For your next weekend stay, visit:
Fisherman's Cove

Ocean Reef properties now available.
Please call for more details.

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Freewheeler's Vacation Specialists

Brandi Horton Brandi Horton:
Originally from Texas City, Texas Brandi Horton and her family moved to Florida in 1978. Their search for blue skies, gorgeous water and spectacular sunsets landed them in Islamorada. Brandi started working for Freewheeler Realty after graduating in 1991 and worked her way up to Manager of the Property Management department (overseeing the short term, long term and commercial rentals). Along with her busy schedule, Brandi is also very active in the community. In the past several years she has taken part in the Women’s Counsel of Realtors, Business and Professional Woman (serving as president 2004-2005), Take Stock in Children as a student mentor, Leadership Monroe County (graduate class X), and was the District Director for the Business and Professional Woman Florida District XII. Let Brandi’s knowledge of the community work for you!
Michelle Sorrell:
Michelle was born and raised in Middletown, Ohio and graduated from Tusculum College in Greeneville Tennessee with a degree in Elementary Education. After visiting the Keys regularly for 12 years she knew that she had to make the incredible Florida Keys her permanent residence. Michelle enjoys anything that has to do with the water from diving to fishing to just hanging out at the "sand bar" with her friends and family. Michelle joined the Freewheeler family in May of 2007 as a Vacation Rental specialist. Her Knowledge of the spectacular Florida Keys can make your vacation experience unforgettable. Let her knowledge work for you!
Kimberly Gray Kimberly Gray :
Kimberly was born and raised in the keys, her parents and grandparents were also raised here. She graduated from Coral Shores High School. Kimberly then went on to get a degree in accounting, but later found out she would like a more flexible schedule and decided to get her Real Estate License. She has been working actively in Real estate for the past 3 years. She enjoys doing anything on the water, wakeboarding, snorkeling, and loves to fish!! Kimberly enjoy jogging and staying active. Let her extensive background in the keys help you find your own little piece of paradise, and plan a vacation!!

 

Proud member of Key Largo Chamber since 1990
 PROUD MEMBER since 1990
Contact for reference: (305) 451-1414

Proud member of the Islamorada Chamber of Commerce since 1987
PROUD MEMBER SINCE 1987
Contact for reference: (305) 664-4503

 

 


~Two Upper Keys Locations~

Islamorada

85992 Overseas Highway ~ MM 86
P.O. Box 1634
Islamorada, FL 33036
Telephone: Sales: 305.664.4444
Rentals: 305.664.2075
Facsimile: 305.664.2884
Sales or Rentals Toll Free: 866.664.2075

Key Largo

98500 Overseas Highway ~ MM 98.5
Key Largo, FL 33037
Telephone: Sales: 305.852.4400
Rentals: 305.852.4400
Facsimile: 305.852.4466
Sales or Rentals Toll Free: 877.852.4450

Realtor, MLS


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