We offer services for vacation rental owners who need assistance managing the details of their rental business. From websites, marketing, housekeeping, and emergency services - we can help you rent with confidence and peace of mind. As a property owner, or potential property owner, you’ve obviously fallen in love with the beach, just as we have. Seaside Vacations was founded with the belief that there was a better way to provide outstanding service, implement market leading technology, and provide the very best Eastern Shore Vacation experience possible all while providing value to both our Partners and Guests.

Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community Dock - or wander down the street to shop and dine in the Historic District. Sunset Bay Villa 216, aka ‘Captain’s Quarters’, offers the Luxury you want and the Amenities you need, all with a family-friendly price tag! And bring the Boat - this gorgeous Condo comes with its own Boat Slip for up to a 22 ft Boat! Captain’s Quarters is the perfect blend of Luxury Vacation and Casual Coastal Getaway. This 2nd Floor Condo is situated such that it directly faces our famous Chincoteague Sunsets - and I promise, they do not disappoint. There is also a convenient Elevator and Ramp if stairs aren’t desirable. As you enter Captain’s Quarters, you feel instantly relaxed - kick off those flip flops and say hello to the best Vacation ever. Beautifully decorated with Warm Woods and a Coastal Flair, Captain’s Quarters has that “Tommy Bahama” feel to it. Sophisticated Yellows and Blues pulled from Nature are so inviting. The Living Area is the perfect place to kick back and relax after a day exploring Assateague National Seashore. Sink into the oversized furniture and enjoy Free WiFi and Flat Screen Cable TV. With the perfect layout for entertaining, you can spend time with those who matter most, without ever feeling crowded. You’ll take in stunning Views of the Chincoteague Bay even from the Sofa, but the sound of the waves will lure you out to the Furnished Waterfront Balcony. Just imagine beginning and ending every amazing Vacation day right here. Dolphins are frequently seen during the warmer months, and even an occasional Sea Turtle swims by. The Chef in your family will appreciate the Well-Stocked Kitchen where you can even enjoy W...