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.

Casa Playa - Peace, Love, and Sandy Feet…… Life is busy - too busy at times, it seems. When was the last time you grabbed those who matter most and just broke away from the daily grind? We’ve had quite a bit of “togetherness” this year, but isn’t it time for “experiences” together once again?! This is what Casa Playa is all about - kicking back, taking in that salty, sweet sea breeze, and enjoying life again. Leave your worries behind - kick off your Flip Flops and let the fun begin! Casa Playa is located in fabulous Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. Captain’s Cove is only 25 short minutes by car or boat from Chincoteague Island and Assateague National Seashore, where our famous Wild Ponies roam free. And have y’all heard about our Oysters (pronounced Arsters here on the shore)? They are second to none! Looking for some OC excitement? Ocean City, Maryland is a short 45 minute drive away. Have the very best of everything, right in the heart of the Eastern Shore! Tucked on a super quiet street off the beaten path in the Cove, you’re surrounded by lush Shade Trees and Tall Pines. Sitting right across from the Canal, you’ll take in gorgeous Water Views - just the perfect location to relax on the Deck and listen to the Tree Frogs sing, or go for a stroll through tree lined roads where you’re sure to see bountiful wildlife - Herons, Eagles, Egrets, Deer, and more. While you don’t have direct water access from Casa Playa, the Community Marina is a short stroll away, where you can launch kayaks, your boat, or do some fishing and crabbing from the Community Pier. As you enter this lovely Home, you’ll love the feel of Crisp Whites, Sea Glass Blues, Beachy Floors, reminiscent of a stroll on the boardwalk. Relax in the Living Area and enjoy Flat Screen Satellite TV and Free WiFi after a fun-filled day exploring the Beach. Or stroll to take a dip at the Pool - there are THREE! Captain’s Cove has in...