"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!

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. HOUSE
    B231 Tranquility Bay

    B231 Tranquility Bay

    Virginia Beach, VA

    Welcome to Tranquility Bay! Max Occupancy: 8 MBR – King BR2 – King BR3 – T/Double Bunk + Twin Enjoy a beautiful view of Back Bay’s tranquil waters and relax at twilight with vivid sunsets that animate the Bay’s serene waters....

    Pool Hot Tub

    $141 to $504/night

  2. HOUSE
    B427 Pickled Penthouse

    B427 Pickled Penthouse

    Virginia Beach, VA

    This is PICKLED PENTHOUSE Maximum Occupancy 10 MBR - K, 2nd - K, 3rd - Double w/ Twin Trundle, 4th - Double w/ Twin Trundle This rare two story south facing penthouse will give endless views of the Atlantic Ocean and all of Back Bay. Boasting two...

    Pool Hot Tub

    $255 to $737/night

  3. HOUSE
    B428 Beach and Bay Penthouse

    B428 Beach and Bay Penthouse

    Virginia Beach, VA

    Your next vacation is not complete unless it includes panoramic views of the BEACH AND BAY! A Premiere 4 Bedroom 4 Bath Penthouse Condominium on the exclusive South West Corner This Unique Condo offers a Truly Exceptional Experience at the...

    Pool Hot Tub

    $378 to $769/night

  4. HOUSE
    Sandpiper Sonrise (5 Bedroom home)

    Sandpiper Sonrise (5 Bedroom home)

    Virginia Beach, VA

    Nothing will ever be as easy and fun as a week in this beautiful summer beach house. Located in the more desirable North End of Sandbridge, Sandpiper Sonrise is loaded with all the comforts of home plus loads of extra amenities to ensure your stay...

    Pool

    $280 to $914/night

  5. HOUSE
    Quiet Time (7 Bedroom home)

    Quiet Time (7 Bedroom home)

    Virginia Beach, VA

    It is the oceanfront beach house dreams are made from! Timeless charm, classic elegance...this is Quiet Time! Floor to ceiling windows allow for a view of the ocean second to none. Enjoy a large great room with vaulted ceilings, comfortable...

    $508 to $1,833/night

  6. HOUSE
    Windancer (5 Bedroom home)

    Windancer (5 Bedroom home)

    Virginia Beach, VA

    Just the name alone tells you something is magical about this oceanfront beauty, and she will not disappoint! Tropical Sophistication abounds everywhere...from the hand painted mural in the beautifully appointed great room to the Tommy Bahama bed...

    Pool Hot Tub

    $684 to $1,821/night

  7. HOUSE
    Rogue Wave (5 Bedroom home)

    Rogue Wave (5 Bedroom home)

    Virginia Beach, VA

    Brand new owners are taking this great beach house to a new level with a serious renovation, ensuring Rogue Wave to be a perfect choice for your family’s vacation! This 5 bedroom home is being upgraded with a large (18 x 36) inground pool and...

    Pool Hot Tub

    $208 to $737/night

  8. HOUSE
    B426 Welcome Home (3 Bedroom condo)

    B426 Welcome Home (3 Bedroom condo)

    Virginia Beach, VA

    WELCOME HOME! Max Occupancy: 8. MBR - King; Br 2 – Queen; Br 3 - 2 Twin/Twin Bunk sets. This unit has been updated for the 2017 season-freshly painted, all new carpet, new living room sofa, master bedding and much more. Enjoy the peace, quiet...

    Pool Hot Tub

    $132 to $473/night

  9. 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

  10. 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

  11. 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

  12. 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...

    $624 to $895/night

  13. HOUSE
    Dunes #109, Coastal Corner

    Dunes #109, Coastal Corner

    Virginia Beach, VA

    The beautiful east facing oceanfront unit has DIRECT AND UNOBSTRUCTED OCEAN VIEWS as well as a south-eastern view for all-day-long enjoyment of the sun! Enjoy coffee and juice in the mornings on the wrap-around balcony while watching the playful...

    Pool

    $171 to $617/night

  14. HOUSE
    A111 Seaside Serenity

    A111 Seaside Serenity

    Virginia Beach, VA

    Welcome to A-111, Seaside Serenity 2 Bedroom 2 Bath - Maximum Occupancy = 6 MBR - King, Br2 - 2 Twin Beds, Living-room - Double Hide-a-bed Escape to this beautiful two bedroom two bathroom condominium that offers all new flooring and is freshly...

    Pool Hot Tub

    $113 to $410/night

  15. HOUSE
    Paws & Relax (5 Bedroom home)

    Paws & Relax (5 Bedroom home)

    Virginia Beach, VA

    Relaxation awaits you in this beautiful beach home with ocean views!!! Follow the flip flops in our yard to the beach access right next to the house!! Only 150 steps and you will be on Sandbridge Beach, perfect for soaking up the sun, riding the...

    Pool

    $268 to $857/night

  16. HOUSE
    Off The Board (5 Bedroom home)

    Off The Board (5 Bedroom home)

    Virginia Beach, VA

    Off The Board! Get your family “on –board” with this delightful beach home, reminiscent of coastal classic cottages where families vacation year after year. The charming and sunny exterior with a professionally landscaped and fenced in yard...

    Pool

    $186 to $668/night

  17. HOUSE
    Villa Key Largo (8 Bedroom home)

    Villa Key Largo (8 Bedroom home)

    Virginia Beach, VA

    "Gorgeous waterfront mansion with over 5000 sq. ft. of total luxury! Boasting 8 bedrooms, 4 located upstairs and 4 downstairs, with 3 bedrooms having their own jacuzzi tubs, and each having private bath access! Rich leather couches and beautiful...

    Pool

    $914 to $1,827/night

  18. 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

  19. 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

  20. 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

  21. HOUSE
    Lacado Brista (6 Bedroom home)

    Lacado Brista (6 Bedroom home)

    Virginia Beach, VA

    This fantastic contemporary home now has four and one half large new bathrooms, making for five bedrooms with private baths. The master suite has a stunning new master bath that includes a glass walk in shower with dual shower heads and soaker tub....

    Pool Hot Tub

    $347 to $1,411/night

  22. 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

  23. HOUSE
    Staud's Stilts (5 Bedroom home)

    Staud's Stilts (5 Bedroom home)

    Virginia Beach, VA

    "Enjoy the view high atop Staud's Stilts. There are wonderful ocean views from the large great room and deck. Cooling ocean breezes will be yours to enjoy from the screened porch. Gorgeous, in-ground pool, the perfect place for sunbathing and a cool...

    Pool

    $330 to $1,191/night

  24. HOUSE
    Hang Ten (10 Bedroom home)

    Hang Ten (10 Bedroom home)

    Virginia Beach, VA

    Sit back and enjoy the panoramic ocean view or step over to easy beach access from the newly renovated, beautifully furnished HANG TEN. This beach retreat boasts a vaulted ceiling great room withnew 75" Smart TV, a spacious kitchen, and a sunroom /...

    Pool

    $552 to $1,966/night

  25. 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

  26. 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

  27. HOUSE
    Home Too (7 Bedroom home)

    Home Too (7 Bedroom home)

    Virginia Beach, VA

    Spectacular views of Back Bay abound and a straight, easy walk to the beach! Home Too is the vacation home of your dreams. Boasting 3 floors of living space and 7 luxurious bedrooms. The 2nd floor master bedroom includes a romantic fireplace and...

    Pool

    $297 to $1,077/night

  28. 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

  29. HOUSE
    Tern About (5 Bedroom home)

    Tern About (5 Bedroom home)

    Virginia Beach, VA

    This great beach house offers endless possibilities for fun and relaxation. Play in the surf at the nearby wide sandy beach, soak in the private Jacuzzi, or lounge by the pool or on the multiple decks and screened porch. Make this beautiful beach...

    Pool

    $334 to $914/night

  30. HOUSE
    Seas The Moment (4 Bedroom home)

    Seas The Moment (4 Bedroom home)

    Virginia Beach, VA

    Seas the Moment offers GORGEOUS serene coastal decor with a backdrop of the sparkling ocean and pristine beach… a true “home away from home” for the discriminating beach lover looking for something a “step above the rest”. You will love...

    Pool

    $1,068 to $1,499/night