Vacation Rentals
35 properties available
Welcome to the biggest and best Sea Colony has to offer! This large, 5-bedroom home is located just across Coastal Highway, only a block from Sea Colony's private beach. Outfitted with everything you need to make cherished family memories, you'll enjoy plenty of room for everyone to spread out, porches and balconies galore, a fully-stocked kitche
This charming 2-bedroom condo in the esteemed Sea Colony West Resort is the perfect little getaway for your much-needed vacation to rest, relax, and recharge. Located next to a large, beautiful lake with tennis courts just around the corner - not to mention the 3-min drive to the beach - what more could you ask for?
Enjoy the open concept living
Welcome to the Delaware Beach's best kept secret: Millville by the Sea. Located only 5 miles from Bethany Beach, the Community of Millville by the Sea is an amenity-rich destination with unique villages that will immediately make you say, "I never want to leave." It's truly a special place, and a company favorite at Win-Le Vacation Rentals!
This
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Wish you could escape the crowds and enjoy a truly relaxing, vintage beach lifestyle? Welcome to Wild Westwood, situated in a peaceful neighborhood only a mile from Bethany Beach, with a community pool and tennis courts.
This charming townhome features 3 bedrooms and 2.5 baths, comfortably accommodating up to 6 people. There is a fu
Available for rent for the first time ever, The Sandcastle Retreat will make a masterpiece of your vacation. Located in the exclusive Sandcastle Neighborhood of Sea Colony, the community's private beach is just across the street. Designed to evoke the comfort and grandeur of a true coastal castle, this 4-bedroom, 4.5-bath estate blends sophisticati
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Welcome to the Bayside Community of Fenwick Island, DE! This modern home features 4 bedrooms and 3.5 baths, comfortably accommodating up to 8 people. There is a full kitchen, dining area, living area, a first floor primary bedroom, and a laundry room with a full-size washer & dryer. The second floor has another primary bedroom, 2 addit
Win-Le Vacations is proud to announce we're now partnered with the owner of this extra-spacious Bear Trap Dunes vacation home, with a loving history of positive reviews! Please be sure to scroll to the bottom of this page to read all the wonderful things past guests have to say. If you're browsing from Airbnb or Vrbo and can't see the reviews, pl
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Welcome to the coolest vacation spot in Fenwick Island, Delaware! Beachy Keen is a charming 3-bedroom home with an upstairs in-law suite, located right on the canal in the community of Keen-wik. With this home, it's all about LOCATION, LOCATION, LOCATION. You're just 3 miles from the beaches in Ocean City and Fenwick Island, with Be
Welcome to Sparkling Sea Villa, a stunning brand-new pond-front home in the sought-after Millville by the Sea community. This beautifully designed 4-bedroom, 3-bathroom home offers a spacious, wide-open floor plan, providing the perfect setting for your next beach getaway. With brand-new furniture, décor, and modern amenities (including a Universal
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Welcome to your perfect coastal escape in South Bethany. This charming four-bedroom vacation home is nestled right on the canal, offering a serene waterfront setting ideal for relaxation and adventure. With its classic beach house feel and spacious layout, including an elevator, it's the perfect place to unwind after a day spent enjoyi
Welcome to The Grove in Fenwick Island! Located only 2.8 miles from the Fenwick Island Beach and less than 10 miles from the Bethany Beach Boardwalk - and with Ocean City, MD right around the corner - the wooded Grove community provides the peace, convenience, and comfort that every vacation deserves.
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Get ready for the ultimate beach retreat at this spacious 3-bedroom, 2.5-bath townhome in the sought-after Bishops Landing community. With 2,300 square feet of thoughtfully appointed space, this home comfortably sleeps 8 and is just minutes from Bethany Beach. Whether you're planning a family vacation, a getaway with friends, or a mix of both, this
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