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Vacation rentals in Williamsburg

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Williamsburg

  • Total vacation rentals

    Explore 860 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 26,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    550 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    800 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wifi availability

    860 of Williamsburg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Williamsburg rentals

  • 4.8 Average rating

    Williamsburg stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Williamsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
Apartment in Orlando
4.94 out of 5 average rating, 53 reviews

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

Guest favourite
A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.
Home in Orlando
4.91 out of 5 average rating, 133 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

Superhost
Condo in Orlando
5 out of 5 average rating, 3 reviews

Walk to Pool | Vista Cay Near OCCC and Universal

Experience the perfect Orlando getaway in this fully renovated 3-bedroom condo. Ideally located just two miles from the Orange County Convention Center and minutes from Universal Orlando and Epic Universe, our home offers the ultimate blend of convenience and comfort. Enjoy resort-style living in the world-class Vista Cay Resort, with amenities including a private pool and hot tub. With modern decor and space for the whole family, this is your ideal home base for exploring Florida.

Superhost
Home in Orlando
5 out of 5 average rating, 3 reviews

Next Epic Universe, OCC, Disney @Vista Cay home

Cross street from Epic Universe, next to Orange County Convention Center, Universal Studios, Disney within 10-15 minutes driving distance. This 3 BED & 3.5 BA Townhome can sleep up to 6-8 guests. Two king suites plus one full bedroom suite. A large living & Dining area with a full-size Kitchen in second floor. One car garage, A full-size large loading washer and dryer. Resort style swimming pool hot-tub, children's pool and a basketball court all with a beautiful view of Lake Cay.

Superhost
Townhouse in Orlando
4.86 out of 5 average rating, 37 reviews

Family Townhome Near Parks: Pool & Game Room!

Enjoy this 5BR/5BA luxury home near International Drive, just minutes from Orlando’s top attractions. With 1,890 sq. ft. of stylish space, it features a private pool, game room, and themed bedrooms perfect for kids. Relax in the cozy living room with a Smart TV or cook in the fully-equipped kitchen. Guests have access to Clubhouse amenities like a resort pool and fitness center. Ideal for families or groups seeking comfort, fun, and a prime location for their vacation.

Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 12 reviews

Orlando Dream Escape | Private Pool | Disney

Enjoy this beautiful renovated house with a private pool in Kissimmee. Ideal for families and groups of up to 8 guests. It has 3 bedrooms, 2 bathrooms, a sofa bed, a fully equipped kitchen, Wi-Fi, a washer, a dryer and free parking. Located near Disney, Universal, SeaWorld, restaurants and shops. Relax, enjoy the sun, and create unforgettable memories with family and friends. Just minutes from Orlando's top attractions ✅ Private pool

Guest favourite
The first image shows a modern bedroom with a spacious bed, complemented by neutral tones and decorative pillows. The second image captures an entertainment area, featuring vibrant décor and gaming stations. The third image presents a private screened-in pool area with a tranquil ambiance at twilight. The fourth image displays a unique sleeping space with distinct thematic elements and layered textiles.
Home in Orlando
4.93 out of 5 average rating, 58 reviews

NEW Themed 10 Bedrooms At Paradiso Grande

* Accommodates: 26 * Bedrooms: 10 * Bathrooms: 7 * Property type: Single Family * Location: Paradiso Grande - Close to: * 7 miles from Universal * 6 miles from Disney * 2 miles from SeaWorld * 1 mile from Discorey Cove Orlando * 13 miles from MCO * Paradiso Grande offers quick and easy access to the region’s main attractions, restaurants, outlets, shops, nightclubs, and so much more.

Top guest favourite
A clear, inviting pool is featured with a water fountain, surrounded by a spacious patio area. The screened enclosure allows natural light to enhance the relaxation space, while a summer kitchen and outdoor dining area are visible in the background.
Home in Orlando
4.92 out of 5 average rating, 74 reviews

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

Guest favourite
Home in Orlando
5 out of 5 average rating, 19 reviews

Top Elegance Vacation Home Paradiso Resort 6086

Welcome to your exquisite 8-bedroom, eco-friendly vacation paradise at Paradiso Grande Resort! This stunning home, powered by solar panels and equipped with an EV charger, is designed for unforgettable group getaways. With a private pool, an incredible game room, and magical themed bedrooms, your perfect Orlando adventure starts here.

Top guest favourite
A comfortable sleeping area features a spacious bed covered with a floral-patterned blanket. Two bedside lamps provide soft lighting. A small dining table with four chairs is positioned nearby, and a kitchenette is seen in the background with modern appliances and cabinetry.
Guesthouse in Orlando
4.99 out of 5 average rating, 116 reviews

Beautiful garage suite w/washer and dryer

Enjoy a peaceful, centrally-located garage suite in Southwest Orlando—perfect for convention goers! Just 15 minutes from the airport, and Universal theme parks, 25 min drive to Disney theme parks , 10 min to Sea World and only a 20-minute walk to the JW Marriott and Ritz Carlton. Washer and dryer inside of the unit.

Top guest favourite
A serene pool area is surrounded by a paved patio, featuring a sparkling pool and comfortable seating under an umbrella. Lush greenery is present with a palm tree in view, and the home exterior displays a charming facade with shaded verandas.
Home in Orlando
4.94 out of 5 average rating, 80 reviews

The Anchor House Near Theme Parks

Amazing Pool Area to Relax and Have Fun! Close to the Theme Parks and Outlet Malls. Peaceful and centrally-located.

Guest favourite
Home in Orlando
5 out of 5 average rating, 6 reviews

Brand NEW 8Bedrooms/8Bathrooms At Paradiso Grande

* Accommodates: 22 * Bedrooms: 8 * Bathrooms: 8 * Property type: Single Family * Location: Paradiso Grande

Popular amenities for Williamsburg vacation rentals

When is the best time to visit Williamsburg?

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Avg. price$292 CAD$286 CAD$329 CAD$224 CAD$198 CAD$285 CAD$259 CAD$224 CAD$207 CAD$224 CAD$252 CAD$257 CAD
Avg. temp16 °C18 °C20 °C22 °C25 °C27 °C28 °C28 °C27 °C24 °C20 °C17 °C

Frequently Asked Questions

  • What are the best places to stay in Williamsburg?

    Many visitors choose vacation rentals in Williamsburg’s residential neighborhoods for a comfortable atmosphere and access to area parks. For stays close to entertainment, options near the main thoroughfares are frequently suggested.

  • What are the best things to do in Williamsburg with kids?

    Enjoying pools, playgrounds, and nearby theme parks is often recommended when visiting Williamsburg with children. Families can also explore miniature golf courses and hands-on museums around the area.

  • What are some of the best things to do in Williamsburg?

    Explore local parks, try family-friendly attractions, and discover a variety of restaurants serving regional and international cuisine. Many guests enjoy combining time at nearby theme parks with relaxing residential experiences in Williamsburg.

  • How is the weather in Williamsburg?

    Williamsburg has warm weather year-round, with summer highs around 92°F (33°C) and mild winters near 49–72°F (10–22°C). Summer is humid and features frequent rain showers, while fall and spring are generally drier and more comfortable.

  • When is the best time to visit Williamsburg?

    Late fall through early spring is often recommended for comfortable weather, with temperatures ranging from around 49 to 84°F (10 to 29°C) and lower humidity. Seasonal festivals and fewer crowds also attract many travelers outside of summer.

  • What are the best places to visit in Williamsburg?

    Popular stops in Williamsburg include community parks, local eateries, and family-friendly attractions around the area. Many travelers also explore nearby theme parks or nature preserves for a broader experience.

  • What are some hiking trails in Williamsburg?

    Williamsburg has several paved and natural trails in area parks, welcoming visitors for relaxed walks, jogging, or birdwatching. Nature preserves around the region provide more opportunities for exploring local flora and fauna.

  • What are some family activities we can do in Williamsburg?

    Families often explore nearby theme parks, play at local recreational centers, or enjoy time at community pools in Williamsburg. Mini-golf, movie theaters, and interactive museums are also frequently suggested for all ages.

  • What are some of the best day trip ideas from Williamsburg?

    Explore nearby Orlando for world-renowned theme parks, botanical gardens, and cultural museums, or head to local wildlife reserves for outdoor adventures. Beach outings and spring-fed parks around Central Florida are also frequently suggested.

  • Are there any pet friendly accommodations available in Williamsburg?

    Many Williamsburg rentals welcome pets, especially in residential neighborhoods with nearby parks and walking areas. Hosts may provide amenities such as fenced yards, making it easier to travel with your pet.

  • What are some local tips for visiting Williamsburg?

    Start outings early to enjoy cooler parts of the day, especially in summer. Explore local markets, consider driving for flexible sightseeing, and pack sunscreen and insect repellent for outdoor activities in Williamsburg.

  • What is Williamsburg known for?

    Williamsburg is known for its peaceful residential feel and proximity to major Orlando attractions. Visitors appreciate its easy access to theme parks, golf courses, and a variety of dining options.

  • What are the best hidden gems to explore in Williamsburg?

    Williamsburg has locally owned restaurants, small community parks, and nature spots that are less visited but appreciated by those who seek quieter experiences. Independent art galleries or local markets can also reveal a distinct side of the area.

  • What are the best foods to try in Williamsburg?

    Williamsburg’s food scene features Southern-inspired dishes, fresh seafood, and Cuban-influenced cuisine, alongside American favorites. Local bakeries and family-run restaurants frequently earn praise for their welcoming atmosphere and homemade desserts.

  • What should I bring for a trip to Williamsburg?

    Pack light, comfortable clothing, swimwear for pools, and a hat for sun protection, as Williamsburg is often warm and sunny. Rainfall can be frequent in summer, so a light rain jacket or umbrella is helpful.

  • What is the nightlife in Williamsburg like?

    Nightlife in Williamsburg is casual, centering on friendly bars, relaxed eateries, and venues with live entertainment. Nearby Orlando's entertainment district draws visitors for music, performance spaces, and late-night dining options.

  • What are the most popular events or festivals in Williamsburg?

    Williamsburg has a lively calendar, with frequent community festivals celebrating food, music, and cultural traditions throughout the year. Visitors often find larger seasonal events and parades happening around holiday weekends or during the spring and fall.

  • Are there family friendly vacation rentals in Williamsburg?

    Williamsburg has a range of family-friendly vacation stays, including entire homes, condos, and properties with communal pools. Many neighborhoods welcome travelers of all ages and provide easy access to parks and popular attractions.

Destinations to explore