Overview of Windemere Inn by the Sea:

  • Windemere Inn by the Sea
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  • OutsideWind


We are pleased to announce our new ownership and management as of 2013. In addition to the Florida Windemere Inn, Jackie and Chuck Leopold of Woodbridge, VA, owns and manages Richard Johnston Inn, 1890 Caroline House in Fredericksburg, and the Ashby Inn in Paris, VA, Inn at Evergreen & Evergreen Country Club Haymarket, VA. Dedicated to excellence, L & L Hospitality Group operates the five, one-of-a-kind properties, each with its own distinctive personality. All of their Inns are committed to providing guests with an exceptionally memorable experience, whether it be a casual golf outing, a refreshing beach weekend, an historic bed and breakfast indulgence, or a Four-Star dining experience.

Onsite Manager

Bonnie L. De Lelys, former manager of the Richard Johnston Inn and the 1890 Caroline House is now the Manager of Windemere Inn by the Sea along with Joanne Pinto, receptionist and Patricia Sisson, Assistant. Our staff looks forward to making your visit special. Please inquire about our private massage room with our licensed therapist, Tammy Petrone, lunch served on the beach, recommended tours and restaurants. We wish to pamper you with no resort fees!

Bonnie's Breakfasts

Breakfast is served from 8 – 9 a.m. with coffee ready at 7a.m. for a stroll on the beach or to watch the sunrise from our Pergola overlooking the ocean. We offer a variety of breakfast selections from Blueberry Stuffed Croissants served with Apple Sausage to Ham Cups filled with sautéed spinach, roasted mushrooms, feta cheese and topped with Scrambled eggs. All breakfasts are served with fresh fruit, coffee, teas, juices and homemade breads.
We cater to special dietary restrictions; please let us know when making your reservations.


Trip Advisor's Hall of Fame Award for 2013 & 2014

Trip Advisor's Excellence Award for Outstanding Ratings andReviews

Booking.com Guest Review Awards 

Best Romantic Escapes in Florida awarded 5 Hearts

Fodor's Travel Guide

Lonely Planet

  • Booking.com Award
  • Diamond Pic
  • Trip Advisor 2016
  • Hearts Award