Where the intricate Chesapeake Bay estuary meets the wild Atlantic Ocean – the coastal city of Virginia Beach is as diverse as they come, overflowing with rich history, arts and culture, exciting cuisine, and a family-friendly atmosphere.

You’ll find a buzzing historical city life in Norfolk, a more laid-back yet equally entertaining atmosphere in Virginia Beach, and a creative ambiance in the ViBe District in town. If you’re searching for a more relaxing vacation rental in Virginia Beach, you’ll enjoy the remote tranquillity in Sandridge or the suburban Chesapeake Bay or North End.

Whatever your vacation wishes are, you’ll be sure to satisfy them in this naturally beautiful, culturally exciting, and historically important region.

Quick Answer: These are the Top 5 Vacation Rentals in Virginia Beach

Overall Best Value Vacation Rental in Virginia Beach
Contemporary Renovated 2 Bed Home
Overall Best Value Vacation Rental in Virginia Beach

Contemporary Renovated 2 Bed Home

  • > $$
  • > 5 Guests
  • > Renovated in a classic modern style
  • > Located just south of central Virginia Beach
Best Budget Vacation Rental in Virginia Beach
Central Resort Condo with Ocean Views
Best Budget Vacation Rental in Virginia Beach

Central Resort Condo with Ocean Views

  • > $
  • > 3 Guests
  • > Basic one-bedroom condo with brilliant ocean views
  • > Located in the Four Sails Holiday Resort
Best Vacation Rental for Couples in Virginia Beach
Comfortable and Cozy Cottage for 2
Best Vacation Rental for Couples in Virginia Beach

Comfortable and Cozy Cottage for 2

  • > $$
  • > 2 Guests
  • > Private and secluded beach cottage
  • > Located in the prestigious and secluded Carova Beach
Best Vacation Rental for Families in Virginia Beach
Gorgeous 3 Bed Beach Home
Best Vacation Rental for Families in Virginia Beach

Gorgeous 3 Bed Beach Home

  • > $$
  • > 6 Guests
  • > Beach style home with three full-sized bedrooms
  • > Located in the Ocean View residential section
Over-the-Top Luxury Vacation Rental in Virginia Beach
Extravagant 12 Sleeper Seaside Mansion
Over-the-Top Luxury Vacation Rental in Virginia Beach

Extravagant 12 Sleeper Seaside Mansion

  • > $$$$
  • > 12 Guests
  • > Massive home decorated in over-the-top Victorian style
  • > Located on the prestigious Sandbridge isle

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    Looking for other types of accommodation? Check out our guide to Where to Stay in Virginia Beach.

    Types of Accommodation in Virginia Beach

    Virginia Beach

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    Apartments and Resort Condos

    Usually located in and around the beachfront, Virginia Beach and its popular boardwalk promenade is lined with apartment buildings and private resort rentals.

    The boardwalk is home to some of the trendiest bars, restaurants, museums, galleries, and kiosks, and is undoubtedly the main attraction of this seaside city. Many resorts rent out variable-sized condos in a timeshare format, making it possible for vacationers to book them out privately on platforms such as Airbnb, VRBO, and Booking.com.

    Apartments are a great option for long-stay visitors who are looking for lock-up-and-go convenience combined with an excellent beachfront location. These rentals are also ideal for a family-friendly vacation. They offer security features and common amenities (such as swimming pools) for kids to enjoy in a safe environment.

    Beach Cottages

    From small wooden beach houses to enormous mansions in the rolling dunes, Virginia Beach is lined with beach houses and cottages appropriate for many vacationers. With their obvious proximity to the beach, these rentals are enjoyed by those in search of a dedicated beach holiday.

    If you’re looking for tranquillity and quiet, and you’re willing to splurge, there are some exquisite estate homes located in Sandbridge. Surrounded by nothing but the ocean and marshes, these homes are most enjoyed by large families or groups of friends looking to spend their days on the beach, and evenings socializing in common living spaces.

    Beach Cottages in Virginia Beach

    Townhouses

    Location, location, location. Virginia Beach and its surroundings are known for having ill-run and inefficient public transportation services. If you’re looking for an inland historical townhouse vacation experience, it’s imperative you set yourself up in an area within walking distance to local shops, cafes, and restaurants.

    Luckily enough, most of the city’s trendiest neighborhoods are located within walking distance from one another. This makes the center of town a perfect spot to set up camp if this is your vibe.

    Townhouses range from historical homes to modern buildings. Many digital nomads and young couples enjoy this area for its rich historical heritage, exciting arts, and culture scene, and flourishing local culinary scene.

    Townhouses in Virginia Beach

    Top 20 Vacation Rentals in Virginia Beach

    And now, its time to show off Fresno’s best vacation rentals!

    Best Overall Vacation Rental in Virginia Beach | Contemporary Renovated 2 Bed Home

    Contemporary Renovated 2 Bed Home

    This beautifully designed and decorated first-floor home is perfectly located between a quiet lake and the bustling promenade. The residential home has two queen-sized bedrooms and space for a sleeper couch.

    With a fully-equipped kitchenette, an outdoor dining space and patio boasting views of Lake Christine, this is one of the best overall vacation rentals in Virginia Beach.

    Best Budget Rental in Virginia Beach | Central Resort Condo with Ocean Views

    Central Resort Condo with Ocean Views

    This simple one-bedroom condo is perfect for two to three vacationers on a budget. It is primely located in the center of the well-known Virginia Beach promenade area, within walking distance to a range of restaurants, bars, galleries, and of course, the beach.

    Although small, the condo is fitted with a kitchenette, lounge area, and private bedroom, as well as a balcony, making it the best budget self-catering vacation rental in Virginia Beach.

    Most Beautiful Vacation Rental in Virginia Beach | Elegant White Beach House for 8

    Elegant White Beach House for 8

    One of those homes you would hope to call your own, this beautiful house epitomizes idyllic beachfront Virginia Beach living.

    With a newly renovated and fully-equipped kitchen, pristine decorated bedrooms and bathrooms, an inviting indoor living area, and a large backyard porch and yard, it’s no wonder this is one of the top places to stay in Virginia Beach.

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    Most Luxurious Vacation Rental in Virginia Beach | Extravagant 12 Sleeper Seaside Mansion

    Extravagant 12 Sleeper Seaside Mansion

    Extravagance at its best, this seaside mansion could make any visitor feel like royalty. Located on the dunes in Sandbridge, with a large swimming pool and double-decker patio overlooking the sea, you couldn’t ask for a better luxury vacation rental in Virginia Beach if you tried.

    The home has five bedrooms fitted with only the highest quality Victorian style furniture. It has a spacious shared living area with high vaulted ceilings, extravagant chandeliers, and dramatic rounded windows overlooking the ocean.

    Equipped with everything you might need from a self-catering rental, this home is almost unbeatable if you can manage the steep price.

    Best Rental in Virginia Beach for Families | Gorgeous 3 Bed Beach Home

    Gorgeous 3 Bed Beach Home

    Decorated in impeccable beach-house style with calming blue and white tones, and manicured to perfection, this three-bedroom home screams suburban paradise.

    Equipped with laundry facilities and a self-catering kitchen, this home in Virginia Beach is perfect for long-stay visits or family vacations.

    Best Vacation Rental in Virginia Beach for a Weekend | Beach Themed Loft Condo for 2

    Beach Themed Loft Condo for 2

    Colorful beach decorations and funky painted walls bring the ocean vibe into this intimate condo. Decorated modestly and large enough to comfortably fit two guests, this holiday rental in Virginia Beach also offers access to the resorts’ shared swimming pool and beach loungers.

    Although small and cozy, you couldn’t ask for more for a quaint weekend in Virginia Beach.

    Best Vacation Rental in Virginia Beach with a Pool and Jacuzzi | Modern 3 Bed Beachfront Condo

    Modern 3 Bed Beachfront Condo

    This easy-on-the-eyes holiday rental in Virginia Beach is complete with natural wooden walls, white furniture, crisp bedding, and classy white marble countertops. A large patio and access to a shared swimming pool overlooking the ocean make this one of the best places to stay in Virginia Beach.

    Super Accessible Vacation Rental in Virginia Beach | Stylish 4 Bed House with Elevator

    Fully-Equipped Stylish Condo for 6

    This trendy beach house has recently been remodeled to boast clean interiors, fresh paint, and smart finishes. It is furnished with comfortable and homey furniture. With an elevator and a double-story patio, there is plenty of space for wheelchair users in this 4 bedroom house.

    The home even has stunning ocean views from the balcony, which are best at sunrise. Take a quick walk to the beach from this conveniently located and accessible beach house, which is within walking distance to a bunch of Virginia Beach’s top eateries and cafes.

    Most Central Virginia Beach Rental | Bright and Elegant 1 Bed Condo

    Bright and Elegant 1 Bed Condo

    If you’re looking to explore what the entire Virginia Beach region has to offer, you might consider renting a car and staying between Norfolk, Chesapeake, and Virginia Beach.

    This suburban holiday home in Virginia Beach is designed in a simple and clean style, offering a peaceful retreat to those who rent it. Venture into both the nearby historical Norfolk city center or to the Virginia Beach promenade with ease.

    Best Rental for a Large Family in Virginia Beach | Bright and Spacious 5 Bed Home

    Bright and Spacious 5 Bed Home

    The perfect vacation rental in Virginia Beach for a quiet retreat with your family. This five-bedroom home supplies everything you might need for a fun and memorable family holiday.

    With a large backyard, lush lawn, and patio perfect for a sunny afternoon barbecue, this is ideal for those who enjoy relaxing at their beautiful rental home.

    BestVirginia Beach Rental for a Friends Getaway | Exquisite 4 Bed Beach Mansion

    Exquisite 4 Bed Beach Mansion

    This mansion is the perfect beach vacation rental in Virginia Beach for a friend’s getaway. The house has enough beds for eight people, plus two spacious living rooms to comfortably fit two extra people in on luxurious sleeper couches.

    Located in a residential neighborhood right behind the Virginia Beach promenade, you’ll be within walking distance to all the hype and buzz of the city while still having a quiet and calm home to retreat to at the end of the day. The home has been newly renovated and decorated in a modern yet homey style.

    Most Unique Vacation Rental in Virginia Beach | Welcoming Barn Accommodation for 3

    Welcoming Barn Accommodation for 3

    This holiday home offers guests the opportunity to take calming walks around the nearby lakes while still being a short drive away from central Virginia Beach and the attractions that surround it. The barn is conveniently located along a national highway, making it easy to take day trips into Williamsburg, Jamestown and Busch Gardens.

    Registered with the City of Virginia Beach Historical Register, this beautiful old barn structure has been around for over 100 years. The barn has been remodeled using simple wooden finishes and furnished with a basic yet classy style.

    This unique style bar home is one of the best vacation rentals in Virginia Beach.

    Best Rental in Virginia Beach for Honeymooners | Exclusive Bungalow with Panoramic Views

    Exclusive Bungalow with Panoramic Views

    Designed to look like an indoor gazebo structure, this circular bungalow is exploding with rich wooden interiors. Contrasted with grey marble flooring and countertops, as well as a brilliant central gas fire feature, the bungalow gives one the feeling of a cozy mountainside chalet.

    However, step outside and you’ll realize the sheer exclusivity and privacy of this property, which is located in the middle of the First Landing State Park. It is so secluded, that you’ll need to walk 300 yards just to get to the bungalow – perfect for a private honeymoon!

    Best Vacation Rental in Virginia Beach for Nightlife | Modern and Central 1 Bed Condo

    Modern and Central 1 Bed Condo

    Small, cozy, and sweet – this one-bedroom condo is perfect for short-stay guests who intend on spending most of their time out and about in the arty ViBe district. With plenty of top-rated restaurants and bars within walking distance of the condo, you won’t have to worry that the room doesn’t come with a kitchenette.

    Best Vacation Home in Virginia Beach with a View | Elegant Beach Studio with Ocean Views

    Elegant Beach Studio with Ocean Views

    This funky and colorful condo is ideal for budget travelers on the hunt for the perfect beach view. The apartment couldn’t be located closer to the sea, as well as the many exciting restaurants, bars, and shops Virginia Beach has to offer.

    With a fully-equipped kitchen and outdoor dining area on the balcony, your biggest decision will be whether to eat in or go out.

    Most Romantic Rental in Virginia Beach for Couples | Comfortable and Cozy Cottage for 2

    Comfortable and Cozy Cottage for 2

    This cozy cottage has been refurbished in a quaint beach house style, boasting grey wooden floors and clean interiors. The pastel blue wooden home sits surrounded by a vast dune-scape, making it feel as if it is the only house in the reserve.

    You’ll need to bring your 4X4 to drive to this rental in Virginia Beach.

    Best Vacation Rental in Virginia Beach for a Long Stay | Peaceful and Private 2 Bed Bungalow

    Peaceful and Private 2 Bed Bungalow

    This charming holiday rental in Virginia Beach is designed for a long-stay family beach holiday. Complete with a kitted kitchen space that has a dishwasher, as well as washer and dryer facilities, this rental has everything you might need for a memorable stay.

    Best Beach Vacation Rental in Virginia Beach | Funky and Colorful Beach Studio

    Funky and Colorful Beach Studio

    This resort studio is decorated with a quirky colorful style, including bright artworks and eclectic pieces of furniture. Although small, this studio offers everything you need from a self-catering vacation rental in Virginia Beach.

    Best Virginia Beach Rental for Digital Nomads | Fully Equipped Modern 1 Bed Condo

    Fully Equipped Modern 1 Bed Condo

    Although relatively small in size, this one-bedroom condo is designed to feel spacious and private. Equipped with a memory foam mattress, high-quality linen, cable TV, high-speed internet, and a fully-equipped kitchen, you can rest assured knowing that every detail has been taken care of by your Airbnb hosts.

    Ideal for digital nomads looking to set up a remote workspace, the rental unit is even pet-friendly, making it easy to bring your furry friends along on your long-stay adventure.

    Best Historical Rental in Virginia Beach | Historic Portsmouth Condo for 4

    Historic Portsmouth Condo for 4

    This old residential building was built in 1912 and houses three separate condos. Fully refurbished into a 1000 square foot condo, this particular apartment is decorated to give one the feel of a rustic and cozy coastal home.

    Located in the hearty historical old town, you’re within walking distance of the vibrant waterfront area, museums, theatres, breweries, parks and traditional antique stores. And you’ll be spoilt for choice when it comes to dining options.

    Take note: if you aren’t up for stairs, the old building does not have an elevator, and the entrance to the condo requires climbing up 25 steps.

    Don’t Forget Your Virginia Beach Travel Insurance

    ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing.

    They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

    SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

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    Final Thoughts on Vacation Rentals in Virginia Beach

    Virginia Beach and its surrounding neighborhoods are home to some of the East Coast’s best beaches, historical town centers, and biodiverse estuaries and nature reserves.

    Whether you prefer a relaxing beach vacation with your family, are searching for a dynamic nightlife, or are on the lookout for an active kayaking holiday, the Virginia Beach area will surprise you with its hidden gems.

    Interspersed with nature reserves and estuaries that meet the Atlantic Ocean, Virginia Beach perfectly combines a dynamic and historical city life with the beauty of nature.

    From vibey inner-city apartment blocks to slow and quiet beach cottages, and everything in between, you won’t struggle to find accommodation to match both your budget and personal style in Virginia Beach.