"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. CONDOMINIUM
    Dolphin Run 304

    Dolphin Run 304

    Virginia Beach, VA

    Located on Virginia Beach's 3 mile boardwalk, this beautifully remodeled condo is waiting for your family to have their best beach vacation yet! Enjoy gorgeous views of the Atlantic Ocean while relaxing on the private balcony, or head down to the...

    Pool

    $266 to $415/night

  2. CONDOMINIUM
    Dolphin Run 1306

    Dolphin Run 1306

    Virginia Beach, VA

    Located directly on the awesome Virginia Beach boardwalk. Features 24 hour security, an indoor swimming pool, a rooftop sundeck to enjoy amazing views, sunrises and sunsets. Relax and enjoy some privacy in the hot tub, sun tub or sauna. Get your...

    Pool

    $266 to $415/night

  3. HOUSE
    Ocean Sand (5 Bedroom home)

    Ocean Sand (5 Bedroom home)

    Virginia Beach, VA

    "Watch your family build castles in the sand from the deck of this beautiful oceanfront home with a new extended great room, new kitchen, new siding and expansive east-facing deck, which are just a few of the wonderful changes being made just in...

    $318 to $1,147/night

  4. 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

  5. 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

  6. HOUSE
    Bay Hide-a-way (6 Bedroom home)

    Bay Hide-a-way (6 Bedroom home)

    Virginia Beach, VA

    The VIEW from Bay Hideaway is one of the best views in Sandbridge. Stunning sunsets will entertain you nightly with all day long views of beautiful Back Bay. With your own private dock, you can fish and crab or launch your kayak or canoe (bring your...

    $767 to $895/night

  7. HOUSE
    The Backfin (4 Bedroom home)

    The Backfin (4 Bedroom home)

    Virginia Beach, VA

    "If you are looking for the best of canal and sea, this is the home for your family. Located just two blocks off of the beach and right on the canal, this home offers the convenience of fishing directly from the dock, boating, surfing and swimming....

    $107 to $384/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
    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

  11. 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

  12. 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

  13. HOUSE
    Villamare (4 Bedroom home)

    Villamare (4 Bedroom home)

    Virginia Beach, VA

    "This majestic seaside manor was recently featured on the cover of Virginia’s official State Travel Guide. It boasts spectacular ocean views from every room! Cathedral ceilings in the large great room combined with entertainment center and full...

    $539 to $1,436/night

  14. 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

  15. 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

  16. 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

    $388 to $1,115/night

  17. 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

  18. HOUSE
    Gallagher (3 Bedroom home)

    Gallagher (3 Bedroom home)

    Virginia Beach, VA

    "Get away from it all and get close to nature in the Gallagher home. Three bedrooms and one bath-perfect for a smaller family to enjoy a peaceful vacation. Nestled quietly in a grove of pines, Gallagher is the ideal spot for star gazing after a...

    $163 to $258/night

  19. 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

  20. 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

  21. HOUSE
    Aloha Moon (6 Bedroom home)

    Aloha Moon (6 Bedroom home)

    Virginia Beach, VA

    "Great beach house with nicely remodeled bathrooms with granite countertops, appliances, decks, rugs, and fresh paint! Comfortable furnishings and ample rooms for all- seat 16 at the dining room table or by the pool for dining al fresco. The east...

    Pool

    $330 to $1,178/night

  22. HOUSE
    The Stupa (5 Bedroom home)

    The Stupa (5 Bedroom home)

    Virginia Beach, VA

    "The Stupa makes a super vacation home for the family looking for a simple but unusual beach cottage to enjoy. Unique in design, The Stupa is a round “geodesic dome” structure with three levels of living space*. It is nicely decorated with...

    $145 to $517/night

  23. 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

  24. HOUSE
    A Coastal Dream (7 Bedroom home)

    A Coastal Dream (7 Bedroom home)

    Virginia Beach, VA

    Dreaming of a summer vacation, where all you see is the ever-changing coastal landscape along with the sound of lapping waves and singing sea birds? A Coastal Dream is a brand new oceanfront home, beautifully decorated with modern furnishings,...

    $630 to $1,801/night

  25. HOUSE
    Lion In The Sand (6 Bedroom home)

    Lion In The Sand (6 Bedroom home)

    Virginia Beach, VA

    Fantastic views - just like oceanfront! Sprawling and spacious, multi-level decks, large open great room and kitchen, with direct access to non-bulk headed beach. Bedroom 6 is located in the loft area, with large bathroom and ping-pong for the kids...

    $243 to $869/night

  26. 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

  27. 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

  28. HOUSE
    Beach Retreat (5 Bedroom home)

    Beach Retreat (5 Bedroom home)

    Virginia Beach, VA

    "Retreat for a week of fun in the sun at the Beach Retreat, offering her guests a warm and inviting home for multiple families to share. Two separate wings upstairs with privacy doors along with a third private living area with full bath downstairs....

    $139 to $485/night

  29. 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

  30. 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