"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
    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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. CONDOMINIUM
    A105 Grand Bleu (3 Bedroom condo)

    A105 Grand Bleu (3 Bedroom condo)

    Virginia Beach, VA

    Welcome to GRAND BLEU an OCEANFRONT LUXURY CONDOMINIUM MBR-K, 2nd-K, 3rd-Bunkset (T/D) and 1 T Trundle. Let our home away from home, be your home away from home! Our Oceanfront retreat is equipped with all the latest and greatest, plus THREE...

    Pool Hot Tub

    $202 to $752/night

  8. 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

  9. CONDOMINIUM
    B328 Beach Escape (4 Bedroom condo)

    B328 Beach Escape (4 Bedroom condo)

    Virginia Beach, VA

    This is your perfect BEACH ESCAPE Mbr - King; Br2 - Queen; Br3 - Queen; Br4 - Queen; 4 available twin roll-away beds. 2000 square foot corner unit with wrap around balcony providing incredible Beach and Bay view's completely unobstructed south to...

    Pool Hot Tub

    $200 to $718/night

  10. 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

  11. HOUSE
    Summer Wind (8 Bedroom home)

    Summer Wind (8 Bedroom home)

    Virginia Beach, VA

    Summer Wind offers the ultimate oceanfront family vacation! Enjoy MAGNIFICENT OCEAN VIEWS and PRIVATE ACCESS TO THE BEACH directly from the pool deck. View the sunrise every morning from one of THREE OCEANFRONT MASTER BEDROOMS equipped with...

    Pool Hot Tub

    $788 to $2,854/night

  12. HOUSE
    Wade-n-Sea (6 Bedroom home)

    Wade-n-Sea (6 Bedroom home)

    Virginia Beach, VA

    Capture the spirit of summer and make lasting memories in this outstanding semi-oceanfront home. The large front deck allows you to enjoy the sparkling blue ocean and calming breezes. Direct public beach access is conveniently located a few...

    Pool Hot Tub

    $406 to $1,462/night

  13. 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

  14. 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

  15. CONDOMINIUM
    B432 Captain's Rest Penthouse

    B432 Captain's Rest Penthouse

    Virginia Beach, VA

    This is CAPTAIN’S REST Max Occupancy: 10 MBR – King; Br 2 – Queen; Br 3 – Queen; Br 4, 2 Twin/Twin bunk sets. Relax, indulge, and recapture yourself at Captain's Rest, a four bedroom, two-story penthouse, furnished in real Italian leather...

    Pool Hot Tub

    $218 to $737/night

  16. 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

  17. HOUSE
    Bellissimo (9 Bedroom home)

    Bellissimo (9 Bedroom home)

    Virginia Beach, VA

    Welcome (Ciao!) Bellissimo…One of Sandbridge’s finest and most beautiful “Belles of the Beach!” Luxury awaits in this 9 bedroom oceanfront treasure sparkling with amenities. Enjoy panoramic views of the ocean throughout the main living...

    Pool Hot Tub

    $898 to $3,245/night

  18. HOUSE
    At Water's Edge (7 Bedroom home)

    At Water's Edge (7 Bedroom home)

    Virginia Beach, VA

    Bask in the sun or take reprieve in the shade of the best deck on the beach... Check out the amazing pictures and book now to enjoy the beach and the ocean in the comforts of "At Water's Edge"! You will enjoy the stunning, two-level, expansive deck...

    Pool Hot Tub

    $630 to $1,814/night

  19. 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

  20. HOUSE
    Beach Cabana (10 Bedroom home)

    Beach Cabana (10 Bedroom home)

    Virginia Beach, VA

    Every year this house gets better and better! Spacious kitchen for planning the perfect vacation, including 3 ovens, 3 dishwashers, and 2 full sized refrigerators! This house easily accommodates 24 guests, with an open floor plan and centrally...

    Pool Hot Tub

    $611 to $2,255/night

  21. HOUSE
    Blue Heron (5 Bedroom home)

    Blue Heron (5 Bedroom home)

    Virginia Beach, VA

    "The Blue Heron is a gorgeous beach home, occupying a superb third row location with quick access to everything - a short path to the beach, a quick walk to shops and eateries, a five-minute drive to the wildlife preserve, and more! It is the...

    Pool Hot Tub

    $440 to $1,191/night

  22. CONDOMINIUM
    Governor's Green 2 Bedroom

    Governor's Green 2 Bedroom

    Williamsburg, VA

    Governor's Green Nestled in the heart of the Virginia Peninsula, only three miles north of historic Williamsburg, Wyndham Governor's Green is the ideal vacation retreat. Guests enjoy access to some of the best tourist attractions, including...

    Pool Hot Tub

    $215 to $260/night

  23. CONDOMINIUM
    Governor's Green 4 Bedroom

    Governor's Green 4 Bedroom

    Williamsburg, VA

    Nestled in the heart of the Virginia Peninsula, only three miles north of historic Williamsburg, Wyndham Governor's Green is the ideal vacation retreat. Guests enjoy access to some of the best tourist attractions, including historical buildings,...

    Pool Hot Tub

    $287 to $324/night

  24. HOUSE
    Atlantic Sunrise (9 Bedroom home)

    Atlantic Sunrise (9 Bedroom home)

    Virginia Beach, VA

    Welcome to Atlantic Sunrise! This fantastic home with easy access to the lifeguarded beach offers 9 bedrooms and 7 bathrooms, a bright and open floor plan, and common space on all levels for large gatherings of family and friends. Soak up the sun on...

    Pool Hot Tub

    $389 to $1,405/night

  25. HOUSE
    Beach Shell-A (9 Bedroom home)

    Beach Shell-A (9 Bedroom home)

    Virginia Beach, VA

    A coastal classic! Total luxury surrounds you at this fantastic beach home. Everything from the spectacular Caribbean decor to the outside entertainment area to include a saltwater pool and hot tub, grilling station and pool cabana. At the pool area...

    Pool Hot Tub

    $372 to $1,323/night

  26. HOUSE
    Recovery Room (6 Bedroom home)

    Recovery Room (6 Bedroom home)

    Virginia Beach, VA

    Relax, Rejuvenate, Recover...isn't that what a vacation is all about? The Recovery Room is perfect for taking you to the beach and away from it all! Recently renovated with gorgeous new upper level bathrooms, flooring and granite kitchen...

    Pool Hot Tub

    $302 to $1,153/night

  27. HOUSE
    Atlantic LookOut (4 Bedroom home)

    Atlantic LookOut (4 Bedroom home)

    Virginia Beach, VA

    Look out for this great vacation rental, situated with views of the Atlantic Ocean from the top level with three floors of living space perfectly decorated with lots of windows to capture the light! With everything being freshly furnished, this...

    Hot Tub

    $137 to $674/night

  28. HOUSE
    Down By The Sea (9 Bedroom home)

    Down By The Sea (9 Bedroom home)

    Virginia Beach, VA

    SPLISH SPLASH THE DAYS AWAY AT Down by the Sea...THIS PROPERTY'S ENTIRE BACK YARD IS A WATER PARK!!! THE POOL, LAZY RIVER, SPLASH PAD AND SLIDE ARE AWESOME! Three levels of living space make this home perfect for several families to share! Third...

    Pool Hot Tub

    $544 to $1,966/night

  29. 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

  30. HOUSE
    A Sea-cret Paradise (8 Bedroom home)

    A Sea-cret Paradise (8 Bedroom home)

    Virginia Beach, VA

    Welcome to A SEA-cret Paradise, where you will be able to breathe the SEA air, hear crashing waves and enjoy both ocean and bay views. Kick back and relax in the spacious main living area with it is 58 inch; flat screen HDTV and fireplace. Or you...

    Pool Hot Tub

    $481 to $1,739/night