"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
    B412 The Great Escape

    B412 The Great Escape

    Virginia Beach, VA

    Ready for your GREAT ESCAPE? Max Occupancy 9. Mbr – King; Br 2 – Queen; Br 3 – 2 Twins with Twin Trundle; Queen Sleeper Sofa. Leave all the cares of your stress-filled world behind and relax in The Great Escape. Guests of this spacious...

    Pool Hot Tub

    $126 to $192/night

  2. 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

  3. CONDOMINIUM
    A307 7th Heaven (3 Bedroom condo)

    A307 7th Heaven (3 Bedroom condo)

    Virginia Beach, VA

    You’re now in 7th Heaven… From its spacious oceanfront balcony 7th Heaven serves up a magnificent view of the ocean and the beach....and awesome sunrises. The new and comfortable furnishings allow you to relax in a luxurious suite with all the...

    Pool Hot Tub

    $217 to $725/night

  4. CONDOMINIUM
    B319 The Captain's View

    B319 The Captain's View

    Virginia Beach, VA

    Welcome to Captain’s View! Maximum occupancy 6 Mbr – Queen; Br 2 – Twin/Twin Bunk set, Twin day bed with trundle This condo is on the coveted South side of the development where a lucky few have both ocean and bay views. When you enter the...

    Pool Hot Tub

    $111 to $384/night

  5. CONDOMINIUM
    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

  6. CONDOMINIUM
    B125 Osprey Point (3 Bedroom condo)

    B125 Osprey Point (3 Bedroom condo)

    Virginia Beach, VA

    Welcome to Osprey Point Max Occupancy = 6 Mbr – King, Br 2 – Queen, Br 3 – 2 Twins Osprey Point at The Sanctuary is a wonderful 3 bedroom, 3 bath condominium with two (2) private balconies that offer plenty of seating. Looking east you...

    Pool Hot Tub

    $141 to $504/night

  7. CONDOMINIUM
    B409 License to Chill Penthouse

    B409 License to Chill Penthouse

    Virginia Beach, VA

    You have a License To Chill… Max Occupancy – 10 Mbr – King; Br 2 – King; Br 3 – Queen; Br 4 Twin/Double bunk set and Twin Trundle. This beautiful new OCEANFRONT two story Penthouse offers brand new furnishings throughout for 2016....

    Pool Hot Tub

    $246 to $888/night

  8. CONDOMINIUM
    A208 Seaside Grandeur

    A208 Seaside Grandeur

    Virginia Beach, VA

    This is SEASIDE GRANDEUR! All NEW for 2019. New kitchen, furniture, mattresses in all 4 bedrooms, freshly painted, new bedding, decor, and much much more. Maximum Occupancy 10. MBR-K, Br 2 -Q, Br 3-Q, Br 4 -T/D bunk w/T trundle. The oceanfront 4...

    Pool Hot Tub

    $239 to $863/night

  9. HOUSE
    Ocean Veranda (9 Bedroom home)

    Ocean Veranda (9 Bedroom home)

    Virginia Beach, VA

    Lovely taste abounds everywhere at this oceanfront mansion! Imagine a veranda connecting you from inside the perfectly decorated and expansive home to the beautiful blue ocean ahead. Every amenity awaits you, garden pool (on the 2nd floor deck!) and...

    Pool Hot Tub

    $542 to $1,940/night

  10. CONDOMINIUM
    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

  11. CONDOMINIUM
    B109 Footprints by the Shore

    B109 Footprints by the Shore

    Virginia Beach, VA

    Why not make… FOOTPRINTS BY THE SHORE Max Occupancy: 8 Mbr - King; Br2 - Queen; Br3 - Bedroom Queen, Twin Day Bed with Trundle. This beautiful 3-bedroom, 3-bath condo fully furnished for your beach enjoyment. Offering flat screen TVs in all...

    Pool Hot Tub

    $197 to $706/night

  12. CONDOMINIUM
    A219 Aqua Pelican (3 Bedroom condo)

    A219 Aqua Pelican (3 Bedroom condo)

    Virginia Beach, VA

    Welcome to the Aqua Pelican! Max Occupancy = 8 MBR - King, BR 2 - Queen, BR 3 - Twin/Double bunk and Twin bunk. Perfectly located to offer the most spectacular sunsets in all of Virginia Beach!! To enhance your enjoyment of the sunsets and to...

    Pool Hot Tub

    $145 to $517/night

  13. CONDOMINIUM
    A110 Dolphins and Daiquiris

    A110 Dolphins and Daiquiris

    Virginia Beach, VA

    Welcome to your beach retreat in beautiful Sandbridge, where memories are waiting to be made. Days in the sun and surf will give way to comfortable sunset dining on a large, shaded balcony. Max Occupancy 8. MBR - King, Br2 - Queen, Br3 - 2...

    Pool Hot Tub

    $154 to $561/night

  14. CONDOMINIUM
    B306 Serendipity Sunrise

    B306 Serendipity Sunrise

    Virginia Beach, VA

    Welcome to Serendipity Sunrise ALL NEW for 2017 Occupancy – 8 1-King; 1-Queen; 2 Twin/Twin Bunk Sets. This all new oceanfront three bedroom property is sure to create wonderful family memories for years to come. You’ll especially love...

    Pool Hot Tub

    $202 to $731/night

  15. CONDOMINIUM
    B405 Neptune's Castle Penthouse

    B405 Neptune's Castle Penthouse

    Virginia Beach, VA

    Welcome to NEPTUNE’S CASTLE Max Occupancy: 10. MBR-K, 2nd-K, 3rd-K, 4th-T/D Bunk and Twin Trundle. This is your vacation dream come true! Neptune’s Castle is the ultimate in oceanfront luxury …. A rare CORNER, TWO STORY, OCEANFRONT...

    Pool Hot Tub

    $246 to $888/night

  16. 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

  17. CONDOMINIUM
    B307 Adam's Escape (3 Bedroom condo)

    B307 Adam's Escape (3 Bedroom condo)

    Virginia Beach, VA

    You’ve found…ADAM’S ESCAPE Max Occupancy – 9 Mbr – King; Br 2 – Queen; Br 3 – Twin/Twin and Twin/Double Bunk Sets. Beautiful Adam's Escape offers spectacular views of the ocean and Little Island fishing pier. A wonderfully dressed...

    Pool Hot Tub

    $189 to $687/night

  18. CONDOMINIUM
    B207 Neptune's Turtle

    B207 Neptune's Turtle

    Virginia Beach, VA

    This is Neptune's Turtle Max Occupancy: 9 Recently updated with new flooring, bedding, also living room and balcony furniture. MBR – K; 2nd – Q; 3rd - Twin bunk over full; LR - Q pullout sofa. Looking for the perfect long term Winter Rental?...

    Pool Hot Tub

    $199 to $827/night

  19. 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

  20. 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

  21. 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

  22. CONDOMINIUM
    A109 Aria Di Mare (3 Bedroom condo)

    A109 Aria Di Mare (3 Bedroom condo)

    Virginia Beach, VA

    Welcome to Aria Di Mare Max Occupancy 8. MBR-King, Br2 - Queen, Br3 - Bunkset (Twin/Double) w/Twin Trundle Aria Di Mare is a 3 bedroom, 2 bath unit has wonderful views of the Atlantic Ocean. It features a large kitchen with granite counter...

    Pool Hot Tub

    $159 to $567/night

  23. 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

  24. CONDOMINIUM
    B238 Getta Tan (4 Bedroom condo)

    B238 Getta Tan (4 Bedroom condo)

    Virginia Beach, VA

    You’re sure to GET-A-TAN when staying in this popular condominium. Max Occupancy – 10 Mbr – Queen; Br 2 – Queen; Br 3 – Queen; Br 4 – Twin/Full Bunk set with Twin Trundle. This spectacular 4 bedroom 4 bath unit was recently...

    Pool Hot Tub

    $175 to $630/night

  25. CONDOMINIUM
    A212 Atlantic Vista I

    A212 Atlantic Vista I

    Virginia Beach, VA

    Welcome to ATLANTIC VISTA I Max Occupancy = 6 Mbr - King, Br 2 - T/Full bunk with T trundle. Atlantic Vista I is a charming 2 bedroom, 2 full bath condo with outstanding views of both the Atlantic Ocean and Back Bay. This unit combines the best...

    Pool Hot Tub

    $116 to $416/night

  26. 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

  27. CONDOMINIUM
    B116 Dolphins and Dunes

    B116 Dolphins and Dunes

    Virginia Beach, VA

    GORGEOUS UNIT! Welcome to Dolphins and Dunes! Occupancy 6 Master Suite – King; Br2 – Queen; Living area – Queen Sleeper Sofa; Twin Roll-a-way Conveniently located next to one of our three sparkling pools, this two bedroom condo offers...

    Pool Hot Tub

    $134 to $479/night

  28. 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

  29. CONDOMINIUM
    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

  30. 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