Spectacular Waterfront Stays
Destination Homes on the Water
These are not just places to stay. They are fully immersive lakefront experiences where massive docks, sunset views, and design-forward spaces create the kind of memories that last long after checkout.
Two lakefront homes that can be booked together for larger groups, creating one seamless retreat for lake days, and meaningful time together.
A spacious lakefront retreat built for gathering and celebrating, offering elevated comfort, easy lake access, and room to truly settle in and stay awhile.
A lakefront home designed for slowing down and being together, with inviting gathering spaces, thoughtful amenities, and water always in view.
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Life, Lived on the Water
From early morning coffee on the dock to sunset boat rides and evenings in the hot tub, every stay blends adventure, relaxation, and connection — all set against the beauty of Winter Haven’s Chain of Lakes.
Waterfront on Three Sides
Surrounded by water with sweeping lake views from nearly every angle, The Tropics offers true lakefront living. Step from your porch to the dock and enjoy sunsets over Lake Eloise.
Lakeside Jacuzzi
Entertain at the covered dock bar, then unwind in the lakeside jacuzzi beneath towering cypress trees. Designed for gatherings that last well past sunset.
Two-Story Entertaining
With soaring ceilings, a chef’s kitchen, screened porches upstairs and down, and room for everyone, this home was built for celebration and connection.
Private Dock on Lake Eloise
Step from patio to dock in minutes and settle into your own lakeside retreat. Perfect for morning coffee, fishing, or quiet sunset reflections.
Under the Cypress
Follow the winding path to a peaceful spot beneath the trees where cool shade, calm water, and soft lake breezes create the perfect escape.
Screened Pool & Spa Retreat
Swim, soak, and unwind just steps from the water. The Bella’s screened pool and spa create a private retreat where lake breezes and sunset skies become part of your everyday rhythm.
Private Waterfront Compound
Two neighboring lakefront homes combine into one expansive estate experience with multiple docks, pools, and gathering spaces.
Perfect for Large Groups
Ideal for reunions, retreats, celebrations, and multi-family vacations. Stay close together without sacrificing privacy.
Double the Amenities
Two pools. Multiple docks. Outdoor kitchens. Expansive entertaining areas. Everything you need for an unforgettable stay on the Chain of Lakes.
The Centurion
Guests and locals alike call these the best homes on the Chain of Lakes. Designed with families in mind and curated for elevated comfort, every detail — from labeled kitchens to water filtration and stocked coffee bars — removes stress so you can focus on the people you’re with.
Lake Life Journal
Stories from the water — celebration ideas, local favorites, and inspiration for making the most of your time in Winter Haven.
Get 15% Off Your Next Stay
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