From a cozy cottage to spacious homes for family gatherings that can sleep up to 17 people, these multiple properties give visitors room to settle in, spend time together and explore the area. Whether your plans include a LEGOLAND® Florida Resort adventure, a sports tournament at Lake Myrtle Sports Park or the AdventHealth Fieldhouse/Chain of Lakes Complex, or a relaxing lakeside getaway, there’s a stay to suit your trip.
Room for Your Whole Crew
Traveling with extended family or a group of friends? Haven Roots Management offers several options with space to gather and unwind. In Winter Haven, the Chain of Lakes Villa features four bedrooms, while the combined Villa & Guesthouse offers six bedrooms across two homes. For a smaller stay, the two-bedroom Chain of Lakes Cottage includes king beds, a fully equipped kitchen and a private fenced backyard. Shared living spaces make it easy to enjoy breakfast together or catch up after a day of exploring.
A Taste of Winter Haven’s Lake Life
For visitors looking to spend time by the water, the Lake House on the Chain sits on Lake Howard, part of Winter Haven’s Chain of Lakes. This four-bedroom rental accommodates up to 17 guests and features a private pool, hot tub, boat dock, game room and putting green. Enjoy morning coffee overlooking the lake, a little friendly competition or an evening gathered around the outdoor lounge and firepit. These amenities are specific to the lakefront property.
A Home Base for Attractions and Sports
Build your stay around the things you love to do in Central Florida. The Winter Haven properties offer a base for visiting LEGOLAND Florida Resort and area sports facilities, including AdventHealth Fieldhouse and DiamondPlex. In nearby Auburndale, the four-bedroom Sunset by the Lake provides another option for families visiting Lake Myrtle Sports Park, with a full kitchen, laundry facilities and a private patio for downtime between outings.
Find the Right Fit for Your Stay
Practical comforts such as kitchens, Wi-Fi and laundry facilities help guests settle into their vacation routine. Pet-friendly options are also available, including the Chain of Lakes Villa and Cottage. Each rental has its own layout, guest capacity and amenities, so browse the individual listings to choose the home that fits your group and travel plans.
Leave room in your Central Florida itinerary for both adventure and relaxation. Explore Haven Roots Management’s vacation rentals, check availability and find a place to call home during your next visit to the greater Winter Haven area.
