"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
    Sandfiddler (8 Bedroom home)

    Sandfiddler (8 Bedroom home)

    Virginia Beach, VA

    Wait til you see the amazing transformation of Sandfiddler! This GORGEOUS oceanfront home has 8 bedrooms and 8.5 baths. Family friendly amenities will include a game room with pool table and wet bar, theater room with comfortable seating, spacious...

    Pool

    $832 to $3,005/night

  2. 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

  3. 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

  4. CONDOMINIUM
    B203 Forever Summer (2 Bedroom condo)

    B203 Forever Summer (2 Bedroom condo)

    Virginia Beach, VA

    It is Forever Summer! Max Occupancy: 6 Mbr – King; Br 2 – Queen and Twin/Twin bunk set. Looking for a beautiful Ocean View at Back Bay prices? Relax and enjoy this tastefully decorated 1500 square foot unit uniquely located above the cabana...

    Pool Hot Tub

    $470/night

  5. HOUSE
    514 Virginia Dare Home

    514 Virginia Dare Home

    Virginia Beach, VA

    514 Virginia Dare; Beach home with Partial ocean view - Private pool. This nicely furnished beach house will treat your family to comfort and luxury during your vacation. Take a dip in the unique, spacious Jacuzzi tub, or head to the beach just a...

    Pool

    $548/night

  6. HOUSE
    Oceanic Serenade Private Home

    Oceanic Serenade Private Home

    Virginia Beach, VA

    Majestic 10 Bedroom Luxury Home sits high on her throne overlooking the beautiful white sandy beach and sparkling blue Atlantic Ocean. Boasting a beautiful backyard oasis with an in-ground pool, hot tub, 2 story outdoor gazebo (ground level has...

    Pool Hot Tub

    $3,551/night

  7. HOUSE
    Baybreeze (10 Bedroom home)

    Baybreeze (10 Bedroom home)

    Virginia Beach, VA

    Offering a large corner lot with inground pool and spectacular views of Back Bay. 3 Levels of living space with multiple decks to enjoy the magnificent scenery. Beautiful designer decor throughout. Upscale kitchen with granite counter tops and...

    Pool

    $440 to $1,764/night

  8. HOUSE
    Sunshine (8 Bedroom home)

    Sunshine (8 Bedroom home)

    Virginia Beach, VA

    There is nothing like a little sunshine to lift your spirits…and it radiates from luxury beach home. Sunshine is 6100 square feet of impeccable living space, with three levels, 8 bedrooms, multiple gathering areas, designer furnishings, and an...

    Pool Hot Tub

    $670 to $2,394/night

  9. HOUSE
    Bella Brezza (11 Bedroom home)

    Bella Brezza (11 Bedroom home)

    Virginia Beach, VA

    Bella Brezza just keeps getting better. Take a swim in the INDOOR POOL room for year round use, a commercial ICE MAKER for nearly unlimited ice and a multigame commercial ARCADE system with PacMan, Galaga and more in the recently remodeled game...

    $819 to $2,955/night

  10. HOUSE
    Bella Vita (11 Bedroom home)

    Bella Vita (11 Bedroom home)

    Virginia Beach, VA

    Bella Vita offers a vacation experience unlike most vacation rentals. An eleven bedroom coastal mansion with a beautiful indoor heated pool and outdoor pool (not heated), both with gorgeous views. Expansive decks surrounding the outdoor pool offer...

    Pool Hot Tub

    $1,147 to $4,593/night

  11. CONDOMINIUM
    A305 Coastal Edge Condominium

    A305 Coastal Edge Condominium

    Virginia Beach, VA

    Welcome to Coastal Edge Maximum occupancy = 9 MBR-K, 2nd-K, 3rd-T/D bunk set and T/T bunk set. Coastal Edge, is an oceanfront paradise! It has 2 Master bedrooms, each with a king bed, pillow-top mattresses, I-pod or I-phone docking station alarm...

    Pool Hot Tub

    $731/night

  12. HOUSE
    Atlantic Villa Fran-to-Sea

    Atlantic Villa Fran-to-Sea

    Virginia Beach, VA

    Atlantic Villa Fran-to-Sea has left nothing for you to long for, as every detail of this spectacular oceanfront masterpiece will leave you feeling as refreshed as a dip in the sparkling blue sea. Atlantic Villa Fran-to-Sea welcomes her guests with...

    Pool Hot Tub

    $905 to $3,226/night

  13. HOUSE
    Blue Horizon (10 Bedroom home)

    Blue Horizon (10 Bedroom home)

    Virginia Beach, VA

    Beyond the blue horizon lies a new rising star, an exceptional luxury estate for the discriminating vacationer. Astounding ocean views from three levels of living space, each adorned with exceptional fine furnishings, state-of-the-art appliances,...

    Pool

    $1,121 to $4,145/night

  14. HOUSE
    Royal Shell (10 Bedroom home)

    Royal Shell (10 Bedroom home)

    Virginia Beach, VA

    This spectacular 9000 square foot home has stunning panoramic views of the ocean and the bay. This expansive luxury home has a total of 10 bedrooms (8 of them are Master Suites, 7 of these are direct ocean front and the 8th has views of the ocean...

    Pool Hot Tub

    $1,058 to $3,925/night

  15. HOUSE
    Palazzo (9 Bedroom home)

    Palazzo (9 Bedroom home)

    Virginia Beach, VA

    Incredible amenities abound at this already picture perfect home! Besides the recently updated interior, the backyard ocean side oasis boasts a BUILT IN HOT TUB AND FIREPIT with beautiful paved decking, an OUTDOOR BUILT IN BBQ AREA with TWO GAS...

    Pool Hot Tub

    $1,008 to $3,692/night

  16. HOUSE
    Over The Moon (9 Bedroom home)

    Over The Moon (9 Bedroom home)

    Virginia Beach, VA

    You will jump “Over the Moon” when you vacation in this beautiful oceanfront home. Built by the highly successful RBC Construction Team you are assured a rental that provides luxurious accommodations, a family-friendly layout, and amenities for...

    Pool Hot Tub

    $919 to $3,295/night

  17. HOUSE
    Blue Dolphin (11 Bedroom home)

    Blue Dolphin (11 Bedroom home)

    Virginia Beach, VA

    A beach vacation….waiting just for you. Ocean views, spacious living areas, bedrooms and baths configured to suit every family. Beautiful kitchen with loads of counter space and doubled up appliances for creating epic meals. And to top it all off,...

    Pool

    $801 to $2,892/night

  18. HOUSE
    Count Your Blessings

    Count Your Blessings

    Virginia Beach, VA

    Count your blessings…A GORGEOUS and INCREDIBLE Oceanfront Luxury Vacation Home How blessed will you feel sitting on the spacious middle level deck, watching the waves roll in and the dolphins roll by….your loved ones splashing in the sparkling...

    Pool Hot Tub

    $906 to $3,276/night

  19. HOUSE
    Aria (11 Bedroom home)

    Aria (11 Bedroom home)

    Virginia Beach, VA

    Like a beautiful enchanting song of the sea, the new luxury oceanfront villa “Aria” will create lasting memories of treasured time spent at the coast. Upscale amenities are fine tuned for the most deserving of travelers: Eleven bedrooms with...

    Pool Hot Tub

    $1,232 to $4,404/night