Vacation rentals in Williamsburg

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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 R 505 ZAR 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 & 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

  • Wi-Fi availability

    860 of Williamsburg vacation rentals include wi-fi 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 favorite
Apartment in Orlando
4.94 out of 5 average rating, 52 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.

Top guest favorite
A vibrant game room features a foosball table and gaming chairs arranged in front of an entertainment setup. Colorful wall art of a superhero character adds an energetic touch, while ambient lighting casts a lively atmosphere throughout the space.
Villa in Orlando
4.97 out of 5 average rating, 90 reviews

Villa w/ Pvt Pool + Game Room & Xbox | Intl Drive

Welcome to your perfect Orlando getaway! This stunning 8-bedroom, 8-bath luxury home on International Drive is just minutes from Universal, SeaWorld, Orange County Convention Center, and top dining. Enjoy themed bedrooms, a private pool with summer kitchen, and a game room with Xbox One, arcade, foosball, and air hockey for all ages. Comfort meets entertainment with space for everyone. The clubhouse with resort-style amenities is only a 5-minute walk away! Secure your reservation today!

Guest favorite
Villa in Orlando
4.83 out of 5 average rating, 6 reviews

New! Universal retreat just 10 min to all Parks

Disney is only 10 minutes away, Seaworld 5 minutes, and universal only 10 minutes! WE HAVE 24/7 CUSTOMER SERVICE! Only home with 5 private parking spots Beautiful themed home with a private pool, and a fully equipped kitchen. Located at Paradiso Grande , a quiet and family-friendly community that offers a Clubhouse with a pool, game room, spa, activities, playground, beach volleyball, and a gym. It's also conveniently located near restaurants and shopping malls. 12BD/11.5BA/Sleeps 36

Top guest favorite
A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.
Home in Orlando
5 out of 5 average rating, 52 reviews

12BR Disney Luxury Retreat - Pool, Theater & Fun!

Welcome to our magical vacation home in Orlando, just minutes from Universal Studios, located on International Dr, less than 2 miles from SeaWorld! Featuring 12 themed bedrooms inspired by beloved movies like Harry Potter, Frozen, and Aladdin, and a Tiana-themed kitchen, every detail is designed to delight guests of all ages. With 21 beds, it’s perfect for families and groups. Enjoy a prime location, unique decor, and ultimate comfort for an unforgettable stay. All themed environments.

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.

Guest favorite
A modern living room features a spacious sectional sofa arranged around a central coffee table. A large television displays the ESPN+ logo. An art piece depicting a tiger adorns the wall above, complemented by contemporary pendant lights and green plants that add a touch of nature.
Home in Orlando
4.89 out of 5 average rating, 18 reviews

Experience Luxury in Your 11 En-Suites Mansion

This stunning 11-suite vacation home is the perfect getaway for large families or groups of friends looking to create unforgettable memories together. Just minutes away from world-famous theme parks like Disney, Universal, and SeaWorld, our home provides quick and easy access to iconic attractions like Magic Kingdom, Epcot, and Hollywood Studios. You’ll also be close to a variety of restaurants, shops, and other exciting attractions.

Guest favorite
Home in Kissimmee
5 out of 5 average rating, 10 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Top guest favorite
Townhouse in Orlando
5 out of 5 average rating, 7 reviews

Fun Family Townhome with Pool and Game Room!

Perfect for families and groups of up to 13 guests! Enjoy themed kids’ rooms, a modern decor, a fully-equipped kitchen, spacious common areas, Wi-Fi, and TVs throughout. Relax by the resort-style pool, stay active in the fitness center, and enjoy the premium location. Minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions, our home is your perfect vacation retreat!

Guest favorite
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.

Guest favorite
Home in Orlando
5 out of 5 average rating, 12 reviews

Brand-New 12BR | Game Room | Themed Rooms - 11079

Brand new 12-bedroom home in Orlando, in Paradiso Grande, perfect for large families and groups of up to 32 guests. Features 10 en-suite bedrooms, including themed rooms. Enjoy spacious living areas, an Avengers-themed game room, and a Nintendo World garage game room with arcade machines, close to Orlando’s top attractions.

Guest favorite
Townhouse in Orange County
5 out of 5 average rating, 6 reviews

5 BD/ 5 BA/ Paradiso Grande (10519 ET)

• Community: Paradiso Grande • 5 Bedrooms/ 5 Bathrooms/ Sleeps 14 • Disney (5.1 miles) SeaWorld (1.8 miles) ICON PARK (4.1 miles) • Convention Center (3.6 miles) Universal Studios (7.4 miles) • Location: Ebb Tide Lane, Orlando, FL 32821

Top guest favorite
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, 79 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.

Popular amenities for Williamsburg vacation rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,498 ZARR 3,431 ZARR 3,952 ZARR 2,691 ZARR 2,371 ZARR 3,414 ZARR 3,111 ZARR 2,691 ZARR 2,489 ZARR 2,691 ZARR 3,027 ZARR 3,078 ZAR
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

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