Windermere by the Sea vacation rentals

We found 8 vacation rentals — enter your dates for availability

Welcome to Windermere by the Sea, where breathtaking ocean views meet a family-friendly atmosphere. Stroll along the scenic jetty pier, bask in the sun at Kingston Beach, or explore the vibrant local community filled with charm and lively attractions. With diverse accommodations ranging from cozy condos to spacious vacation homes, groups and families can enjoy comfort and convenience while creating unforgettable memories together. Embrace the value of a vacation rental, offering the space and amenities of home in this coastal paradise.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
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