"Carry me back to old Virginny, there's where the birds warble sweet in the springtime." Ray Charles hit the nail on the head when he wrote his ode to Virginia, one of the most historically fascinating and visually captivating states in the U.S. RedAwning takes special pride in its vacation rentals ranging from classic to modern, picturesque to city central. Plan your trip and book your vacation rental today!

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  1. HOUSE
    Rest A'Shore

    Rest A'Shore

    Virginia Beach, VA

    In the fall this home will get a facelift by brand new owners, excited to offer you a great new vacation rental to bring your family! All new flooring and bedding, new furnishings, kitchen remodel to include moving the kitchen island and making a...

    Pool

    $246 to $869/night

  2. HOUSE
    Coach's Castle (5 Bedroom home)

    Coach's Castle (5 Bedroom home)

    Virginia Beach, VA

    "Looking for the perfect vacation home for your team this summer? Look no further than Coach’s Castle…and what a castle it is! Located on a peaceful canal with full access into Back Bay, with a nicely finished back yard featuring an in-ground...

    Pool

    $277 to $907/night

  3. HOUSE
    Shore Thing (5 Bedroom home)

    Shore Thing (5 Bedroom home)

    Virginia Beach, VA

    "Spectacular ocean views from the deck as well as the large great room, complete with vaulted ceiling, large screen TV, and roomy, comfortable couches! Expansive wrap around decks will ensure that your vacation is perfect. Share with your family the...

    Pool

    $1,733/night

  4. HOUSE
    Southern Comfort (6 Bedroom home)

    Southern Comfort (6 Bedroom home)

    Virginia Beach, VA

    Southern Comfort will have all new decks for 2019! Welcome to Southern Comfort, a beautiful coastal beach home located steps away from the ocean and directly on the water with access to expansive Back Bay. Southern Comfort boasts the perfect blend...

    Pool

    $252 to $901/night

  5. HOUSE
    Cuddlefish (6 Bedroom home)

    Cuddlefish (6 Bedroom home)

    Virginia Beach, VA

    Updates to this great beach house include new furniture in the living area as well as new stairs revised entry way! Beautiful family friendly home with nice ocean views for your beach vacation! Two master bedroom suites with adjoining bath, one...

    Pool Hot Tub

    $378 to $1,348/night

  6. HOUSE
    A Secret Spot (6 Bedroom home)

    A Secret Spot (6 Bedroom home)

    Virginia Beach, VA

    The Secret is out...A Secret Spot! This delightful 6 bedroom North End of Sandbridge Home will be your secret spot for a memorable family vacation at the beach. With direct and easy beach access, this home offers loads of amenities for you to enjoy,...

    Pool Hot Tub

    $280 to $1,191/night

  7. HOUSE
    The Sleepover (5 Bedroom home)

    The Sleepover (5 Bedroom home)

    Virginia Beach, VA

    Remember when the best of times were spent at sleepovers with your friends? Just because you're older does not mean you can't bring your family and friends to a sleepover in this casual and comfortable beach house with a large inground pool and only...

    Pool

    $199 to $712/night

  8. HOUSE
    Downey Duckling (5 Bedroom home)

    Downey Duckling (5 Bedroom home)

    Virginia Beach, VA

    "Climb atop the new crows nest for spectacular views of the ocean and bay. Capture sunshine and ocean breezes from the decks and screened porches. Snooze the afternoon away in the enclosed sleeping porch. Take a dip in the glistening in-ground pool...

    Pool

    $222 to $794/night

  9. HOUSE
    Dmanfish (9 Bedroom home)

    Dmanfish (9 Bedroom home)

    Virginia Beach, VA

    Dmanfish offers exquisite furnishings, a spacious layout, elegant hardwood floors, multiple master suites, private baths for each bedroom, a media room with surround sound, and gourmet kitchen - perfect for the discriminating vacationer. Granite...

    Pool Hot Tub

    $733 to $2,974/night

  10. HOUSE
    Hebb Tide (5 Bedroom home)

    Hebb Tide (5 Bedroom home)

    Virginia Beach, VA

    Watch the changing tides from the east facing, spacious deck of this nice vacation home. A perfect vacation rental for one or two families, 4 bedrooms are located upstairs, with 1 bedroom and full bath downstairs. Nicely decorated living area with a...

    Pool

    $260 to $939/night

  11. HOUSE
    All Inn (9 Bedroom home)

    All Inn (9 Bedroom home)

    Virginia Beach, VA

    A perfect oceanfront luxury home designed for your family to enjoy the ultimate beach vacation experience! Three floors, expansive decks, spacious gathering areas, designer furnishings with custom home touches throughout. First Floor: 1 King Master...

    Pool Hot Tub

    $882 to $3,295/night

  12. HOUSE
    All For Fun (6 Bedroom home)

    All For Fun (6 Bedroom home)

    Virginia Beach, VA

    Are you - All for Fun? Then this waterview home is sure to please your entire family! Nicely laid out and roomy, with hardwood floors, updated living room and dining room furniture, as well as freshened decor and artwork. Have some fun in the...

    Pool

    $281 to $1,002/night

  13. HOUSE
    Coastal View VIII (8 Bedroom home)

    Coastal View VIII (8 Bedroom home)

    Virginia Beach, VA

    "Enjoy this "Coastal View" beauty. Impeccable craftsmanship, large rooms, master suites, great room, recreation room with pool table, surround sound, in-ground pool, even a second refrigerator. Wonderful ocean views and open sunset views over Back...

    Pool

    $420 to $1,499/night

  14. HOUSE
    A Seahorse Wish (9 Bedroom home)

    A Seahorse Wish (9 Bedroom home)

    Virginia Beach, VA

    If a magical creature like a seahorse can exist, so can a vacation rental that will push your expectations and leave you reeling in the sheer delight of this incredible home. This 9 bedroom home, A Seahorse Wish, is located directly on the ocean,...

    Pool Hot Tub

    $895 to $3,263/night

  15. HOUSE
    Coastal View VI (6 Bedroom home)

    Coastal View VI (6 Bedroom home)

    Virginia Beach, VA

    A beautifully decorated beach home with a centrally located living area and nicely furnished throughout. Large in-ground swimming pool along with a private gate to the public beach access path allows for the ultimate in convenience. Also featured...

    Pool

    $277 to $989/night

  16. HOUSE
    Gone Coastal (6 Bedroom home)

    Gone Coastal (6 Bedroom home)

    Virginia Beach, VA

    There is nothing better than going coastal on a family and friends vacation to escape and recharge! After a week at Gone Coastal, you will be sunkissed and suntanned, feeling refreshed and rejuvenated. This 6 bedroom beach house is all new! Yes...

    Pool

    $338 to $1,210/night

  17. HOUSE
    Dunescape (7 Bedroom home)

    Dunescape (7 Bedroom home)

    Virginia Beach, VA

    Please consider renting Dunescape and we will treat your family as we would treat our own. We understand that a vacation should be relaxing and memorable, so we tried to create a "home like feel" at Dunescape to soften the experience with a new...

    Pool Hot Tub

    $426 to $1,525/night

  18. HOUSE
    Beach Happy (5 Bedroom home)

    Beach Happy (5 Bedroom home)

    Virginia Beach, VA

    "BEach HAPPY! Pool, Hot Tub, Ocean, Bay, Decks, Game Room! Beach Happy is fully loaded to make your vacation as easy, relaxing, and happy as can be...Sip your morning coffee watching the sunrise over the shimmering canal from the huge wrap-around...

    Pool Hot Tub

    $252 to $901/night

  19. HOUSE
    Blue Moon (7 Bedroom home)

    Blue Moon (7 Bedroom home)

    Virginia Beach, VA

    Blue Moon shines brighter and fuller in Sandbridge now with many nice upgrades and renovations completed in the last few years. With a new roof and siding (2016) to new furnishings, flooring, appliances in kitchen and new dryer, first floor bath,...

    Pool

    $330 to $1,115/night

  20. HOUSE
    Windswept (8 Bedroom home)

    Windswept (8 Bedroom home)

    Virginia Beach, VA

    Meticulous owners make changes and upgrades every year to ensure the absolute best vacation experience at this incredible beach home! Beautiful and spacious with over 5,000 square feet of living space, picture perfect views of the ocean and...

    Pool Hot Tub

    $532 to $1,928/night

  21. HOUSE
    4 the 9 (5 Bedroom home)

    4 the 9 (5 Bedroom home)

    Virginia Beach, VA

    Come and stay at your new dream vacation home with the most spectacular view of sunsets over the Back Bay National Wildlife Refuge. Invite your family and friends to join you, there are tables and seating on the upper deck overlooking a private...

    Pool Hot Tub

    $252 to $926/night

  22. HOUSE
    A Key West Heart (5 Bedroom home)

    A Key West Heart (5 Bedroom home)

    Virginia Beach, VA

    NEW ROOFTOP DECK (2019) FOR AWESOME WATER VIEWS, JUST IN TIME FOR YOUR SUMMER VACATION! New motivated owners have transformed this charming coastal gem into something special! Remodeled kitchen with stainless steel appliances, upgraded cabinetry...

    Pool

    $290 to $1,046/night

  23. HOUSE
    Dune R Thing (8 Bedroom home)

    Dune R Thing (8 Bedroom home)

    Virginia Beach, VA

    We are pleased to announce yet another beautiful oceanfront vacation rental…Dune R Thing! This completely renovated beach home is sure to thrill you as the owners are taking meticulous care in the design and decorating of this fantastic beach...

    Pool Hot Tub

    $617 to $2,186/night

  24. HOUSE
    Grandview South (9 Bedroom home)

    Grandview South (9 Bedroom home)

    Virginia Beach, VA

    This beautiful home truly has a Grandview of the Atlantic Ocean. This is one of the largest oceanfront homes in Sandbridge with over 6635 square feet of custom designed accommodations and 10 foot ceilings in the main living area opening up to...

    Pool Hot Tub

    $712 to $2,564/night

  25. HOUSE
    Baycation Joe's (5 Bedroom home)

    Baycation Joe's (5 Bedroom home)

    Virginia Beach, VA

    Stay on the bay for this year’s summer vacation in this two level home…Baycation Joe’s…offering incredible see-forever views of Back Bay. We know positively that the spectacular sunsets will leave you in awe, and your evening light show will...

    Pool

    $217 to $781/night

  26. HOUSE
    4 Ships & Giggles (4 Bedroom home)

    4 Ships & Giggles (4 Bedroom home)

    Virginia Beach, VA

    Say Hello to this breezy, vacation home! 4 Ships & Giggles offers a beautifully decorated, well maintained and clean beach house. Two doors down from a quick beach access path and well situated to access all the local activities, this house will...

    Pool

    $218 to $788/night

  27. HOUSE
    Anchor Down (5 Bedroom home)

    Anchor Down (5 Bedroom home)

    Virginia Beach, VA

    Welcome! Located on Sandpiper Road, just steps away from the public access path to the beach, Anchor Down greets you with its trendy tranquility. The first floor entry allows for easy access to the fully stocked kitchen, living space and bedrooms....

    Pool

    $262 to $945/night

  28. HOUSE
    A Beach Oasis (6 Bedroom home)

    A Beach Oasis (6 Bedroom home)

    Virginia Beach, VA

    A Beach Oasis is a family friendly 6 bedroom beach house offering a two level floorplan, multiple living areas, large inground pool, a dock for fishing and crabbing and access to the bay, and a short walk to the beach by way of the beach path...

    Pool

    $247 to $882/night

  29. HOUSE
    Conch Out (4 Bedroom home)

    Conch Out (4 Bedroom home)

    Virginia Beach, VA

    This beautifully beachy home has meticulous homeowners that continuously make updates and improvements to ensure your completed enjoyment year after year! Freshly painted interior with new leather furniture in the living room, with new area rugs and...

    Pool Hot Tub

    $272 to $838/night

  30. HOUSE
    A Seaward Bound (5 Bedroom home)

    A Seaward Bound (5 Bedroom home)

    Virginia Beach, VA

    "Bound to be the best choice for the family who enjoys the smaller beach home without giving up any amenities! This fantastically renovated 5 bedroom beach home is both charming and functional, with so many nice features that you will never want to...

    Pool

    $251 to $895/night