"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
    After Dune Delight (9 Bedroom home)

    After Dune Delight (9 Bedroom home)

    Virginia Beach, VA

    GREAT LOCATION, BEAUTIFUL UPGRADED KITCHEN, NEW FLOORING AND LOTS OF SUNLIGHT MAKE "AFTER DUNE DELIGHT" A TOP CHOICE FOR YOUR BEACH VACATION! “After Dune Delight” is a spacious beach home perfect for your family vacation, reunion or even a...

    Pool

    $554 to $1,418/night

  2. 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

  3. 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

  4. 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

  5. HOUSE
    Contingent Sea (8 Bedroom home)

    Contingent Sea (8 Bedroom home)

    Virginia Beach, VA

    Vacation with family and friends in one of Sandbridge's FINEST coastal properties with water views (ocean or bay) from every room. This custom-built family home is complete with 8 bedrooms, 6 with private baths, spacious kitchen with granite...

    Pool

    $498 to $1,796/night

  6. HOUSE
    Great Escape (6 Bedroom home)

    Great Escape (6 Bedroom home)

    Virginia Beach, VA

    Fabulous New Changes to this already Great Beach House! New first floor addition includes Two Queen Master Suites both with Private Bath and a fun Rec Room complete with Large Flat Screen TV, snack table and fridge/sink/coffee maker/microwave. This...

    $331 to $1,197/night

  7. 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

  8. HOUSE
    Casa Do Lago (5 Bedroom home)

    Casa Do Lago (5 Bedroom home)

    Virginia Beach, VA

    If you wish to experience a special vacation getaway, then Casa Do Lago is the ideal vacation home for you and your family! Casa Do Lago boasts an abundance of pleasing and high-end upgrades, such as honed travertine tile floors, custom glazed...

    Pool

    $267 to $958/night

  9. 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

  10. HOUSE
    Biele (5 Bedroom home)

    Biele (5 Bedroom home)

    Virginia Beach, VA

    "This lovely summer home is conveniently located across the street from the ocean with beautiful ocean views from the wide front deck, great room and bedrooms. The main level has a central kitchen, dining area, and living room that can be closed off...

    $171 to $611/night

  11. 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

  12. 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

  13. HOUSE
    Failte (4 Bedroom home)

    Failte (4 Bedroom home)

    Virginia Beach, VA

    "This comfortable beach cottage offers a cheerful and airy great room, just for your summer pleasure. The well equipped kitchen lets you prepare your special vacation meals with ease. Open decks on the east and west side will give you both ocean and...

    $117 to $378/night

  14. HOUSE
    Beach Be With You (8 Bedroom home)

    Beach Be With You (8 Bedroom home)

    Virginia Beach, VA

    This beach vacation home is well….perfect! If you want a fun-filled, relaxing, comfortable, and super-cool place to spend time with your family and friends, this is the one! This 8 bedroom home offers multiple levels of living space, several...

    Pool

    $334 to $1,191/night

  15. HOUSE
    Garland (4 Bedroom home)

    Garland (4 Bedroom home)

    Virginia Beach, VA

    Adorn your summer vacation with a week at the Garland. Beautiful contemporary oceanfront home with breathtaking views of the ocean. Large east facing windows allow you to enjoy the wide sandy beach, surfers, seagulls and sunrises. Nicely appointed,...

    $323 to $1,153/night

  16. HOUSE
    Care Free (8 Bedroom home)

    Care Free (8 Bedroom home)

    Virginia Beach, VA

    "Carefree and easy...That is how to describe this well equipped, nicely furnished and perfectly maintained 3rd row home. Beautiful and spacious kitchen with granite countertops offers loads of cookware and gadgets to make meal preparation a breeze....

    Pool

    $350 to $1,254/night

  17. HOUSE
    Dancing In The Moonlight

    Dancing In The Moonlight

    Virginia Beach, VA

    THIS FAMILY FRIENDLY AND SPACIOUS SEMI-OCEANFRONT HOME BOASTS A COMPLETELY RENOVATED KITCHEN! BEAUTIFUL QUARTZ COUNTER TOPS, NEW CABINETRY, STAINLESS STEEL APPLIANCES, COUNTER SEATING AND NEW LIGHTING! THIS IS A GREAT RENTAL FOR A LARGE FAMILY OR...

    Pool

    $330 to $1,191/night

  18. HOUSE
    A Touch Of Class (5 Bedroom home)

    A Touch Of Class (5 Bedroom home)

    Virginia Beach, VA

    This home has a touch of class! The beautiful great room with cathedral ceiling, large wet bar and piano is the perfect gathering place after a day at the beach. Soak up the sun and ocean views from two large open decks or enjoy the breeze from the...

    Pool

    $325 to $1,027/night

  19. HOUSE
    Bayflower (5 Bedroom home)

    Bayflower (5 Bedroom home)

    Virginia Beach, VA

    Welcome to the Bayflower! The location of this home offers an easy walk to the ocean. The fishing pier and a life guarded beach are nearby. Enjoy sunrise and sunset from the east and west decks. Lots of amenities like CAC, CCTV’s, DVR/VCR,...

    $151 to $428/night

  20. 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

  21. HOUSE
    Barefootin' (4 Bedroom home)

    Barefootin' (4 Bedroom home)

    Virginia Beach, VA

    You will be barefoot and on the beach in no time when you arrive at this neat and clean beach home! Tastefully decorated and furnished, this four bedroom home is the perfect choice for a family to enjoy a relaxing and peaceful beach stay. The...

    $186 to $599/night

  22. 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

  23. HOUSE
    All About Me (5 Bedroom home)

    All About Me (5 Bedroom home)

    Virginia Beach, VA

    "Welcome to "All About Me." Awesome ocean views from east facing deck overlooking landscaped yard and in-ground pool with cabana. Convenient beach access. Nice floor plan with large great room and sunroom. Your family can enjoy a game of horseshoes...

    Pool

    $237 to $851/night

  24. HOUSE
    Sugar Shack (3 Bedroom home)

    Sugar Shack (3 Bedroom home)

    Virginia Beach, VA

    Snuggle up to this comfortably appointed cozy summer home. Located a short hop and skip to the ocean, you will enjoy the beautifully furnished Florida room facing south. Perfect for the smaller family who wants to spend a fabulous vacation and not...

    $158 to $315/night

  25. HOUSE
    Mathews (4 Bedroom home)

    Mathews (4 Bedroom home)

    Virginia Beach, VA

    "If the simple things in life make you happy, then Mathews Cottage is the perfect choice for your family beach vacation. With a cute decor and a light and airy feeling, your time for relaxation will start the moment you open the door! Open greatroom...

    $115 to $372/night

  26. HOUSE
    Bayside Bungalow (5 Bedroom home)

    Bayside Bungalow (5 Bedroom home)

    Virginia Beach, VA

    Get ready for an incredible vacation week at the Bayside Bungalow! Your 5-bedroom getaway is situated on the Back Bay with canal access including a fishing dock. When you get tired of lounging in your refreshing in-ground saltwater pool, beautiful...

    Pool

    $213 to $762/night

  27. 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

  28. HOUSE
    Bay Dreams (7 Bedroom home)

    Bay Dreams (7 Bedroom home)

    Virginia Beach, VA

    Short walk to the beach. CAC, CCTV, DVD, wireless internet access, gas grill, enclosed porch, games, puzzles,volleyball, in-ground pool. Bring your canine friend! Br1 - King, Br2 - Queen, Br3 - Queen, Br4 - Queen, Br5 - Queen, Br 6 - 2 Bunksets...

    Pool

    $249 to $901/night

  29. HOUSE
    Coastal View II (8 Bedroom home)

    Coastal View II (8 Bedroom home)

    Virginia Beach, VA

    Coastal contemporary 3 story designer detailed home with hardwood floors, granite countertops, Monroe Kitchen Appliances, wall mounted TVs, recessed lighting, even a dining table large enough for everyone to share a meal together. Two family rooms...

    Pool

    $420 to $1,518/night

  30. HOUSE
    Gullway Bay (4 Bedroom home)

    Gullway Bay (4 Bedroom home)

    Virginia Beach, VA

    Look no further than Gullway Bay for a nice relaxing home for your beach vacation. Sitting on a canal with direct access to the bay, you can launch your kayak from the dock and spend countless hours enjoying the sights and sounds of Back Bay. Pretty...

    Pool

    $208 to $743/night