About Us

Often referred to as the “Grand Dame of Rentals,” Judy Michie started in the vacation rental business on Sanibel and Captiva Islands in 1983. She raised five children in a 1946 beach cottage on Fort Myers Beach and was active in helping transform Lee County into a top tourist destination.

Judy’s daughter, Sharon, followed in her mother’s footsteps and joined Judy in the vacation rental business after graduating from Cornell University’s School of Hospitality Management.

In 1997, they founded Cottages to Castles – the first boutique rental agency on the islands specializing in unique properties, providing personalized attention to owners and guests alike.

After 18 years as business partners and best friends, Judy passed away in 2015 leaving Sharon to continue sharing Judy’s legacy of true Southern Hospitality and Southern Wisdom.

Sharon is known as the Go-To Vacation Rental Specialist on the islands.

As a born-and-bred native, Sharon continues to live on Sanibel Island and enjoy all-things Sanibel, Captiva, and Florida. She is an outdoor enthusiast, a Licensed Real Estate Broker, and is the Recording Secretary for the Sanibel Captiva Vacation Rental Managers Association.

Sharon is also active in the community, particularly with the Sanibel Chapter of the American Legion Auxiliary and with the Cornell Club of Southwest Florida. She is also an Affiliate Member of the Sanibel-Captiva Board of Realtors.

Besides always having a home improvement project underway, in her spare time, Sharon enjoys fishing, boating, cycling, running half-marathons with her friends and family and; as a former Nationally #1 Ranked cyclist and Lee County Spelling Bee Champion in her youth, she closely follows the Tour de France and the Scripps National Spelling Bee with enthusiasm!

Sharon and the Cottages to Castles Team look forward to welcoming you to our beautiful islands!

Contact Us

Cottages to Castles
2427 Periwinkle Way
Sanibel Island, Florida, USA 33957
Rentals: 800-472-5385

Office Hours
Monday - Saturday