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Holiday houses in Williamsburg

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 860 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 26,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    550 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    800 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wi-Fi availability

    860 of Williamsburg holiday 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 holiday 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
4.95 out of 5 average rating, 59 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
Condo in Orlando
4.92 out of 5 average rating, 36 reviews

SeaWorld Orlando | Parks & Convention Center

International Drive - Prime Location! • 9 min Convention Center
 • 5 min SeaWorld, Aquatica & Discovery Cove
 • 15 min Universal Orlando & Walt Disney World
 • 15 min Orlando Airport
 • 7–15 min shopping & dining
 • 24/7 check-in
 • Free shuttle to parks Renovated 1-bedroom condo with king bed, full kitchen, living room w/sofa bed (sleeps 4). Peaceful, gated resort with free parking, pool, hot tub, gym, BBQ, EV charger, on-site restaurant/shop. Perfect for parks, conventions & shopping.

Top Guest favourite
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
5.0 out of 5 average rating, 54 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.

Guest favourite
A private movie theater is presented, featuring plush black recliners with red accents arranged in rows. A large screen dominates one wall, complemented by colorful movie posters on adjacent walls. A vibrant red carpet leads to the screening area, enclosed by decorative rope barriers.
Home in Orlando
4.91 out of 5 average rating, 137 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

Top Guest favourite
Guest suite in Orlando
5.0 out of 5 average rating, 31 reviews

“Cozy Studio Near JW Marriott & Conv Ctr”

Private studio perfect for anyone visiting Orlando. Just 10 min to the Convention Center, 5 min the Ritz Carlton Grande Lakes Hotel, 12 min to the airport, 20 min theme parks and near to I-drive, 528 and 417. Fast Wi-Fi. Enjoy in-unit washer and dryer, a comfy queen bed with a high-quality mattress, kitchenette, private entrance and central air conditioning and fan to keep the temperature perfect throughout the space. Free parking space. This place Is ideal for work or play!

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

PG6043 - 15BR House near Parks | Paradiso Grande

15 Bedrooms | 17 Bathrooms | Sleeps 30 | Paradiso Grande Resort (Near SeaWorld) Welcome to your ultimate Orlando getaway at Paradiso Grande Resort, ideally located just behind SeaWorld and minutes from Disney, Universal, International Drive, and Orlando’s top attractions. This expansive 15-bedroom, 17-bathroom luxury home is designed for large families, reunions, and group events, offering premium space, themed bedrooms, and top-tier amenities.

Superhost
A private pool area is enclosed with a mesh screen, featuring a uniquely shaped pool surrounded by lush greenery and potted plants. Lounge chairs in vibrant blue are positioned beside the pool, creating a relaxing outdoor space. Sunlight filters through the surrounding trees.
Home in Orlando
4.87 out of 5 average rating, 253 reviews

Exquisite Pool Villa Sleeps 7+

Ideal location to all Attractions, Shopping & Airport! Only 20 Minutes to Disney, Universal, Orlando Airport, Sea World and Outlet Malls. This beautiful pool home sleeps up to 7 people. Wifi, is included. Other features include: Private Pool, Barbecue, Indoor Fire Place, Sky Lights, Gourmet Kitchen, TripleFilter drinking water system, DVD player flat screen TV. Pre-stocked fridge upon request!

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, 76 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.

Superhost
Home in Orlando
5.0 out of 5 average rating, 21 reviews

Vacay Home 2 Min from Sea World at Paradiso 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.

Guest favourite
A modern kitchen area features white cabinetry with brass knobs and open shelving that displays decorative items. Stainless steel appliances, including a refrigerator and microwave, are visible. A coffee maker and cooking utensils are arranged on the countertop, contributing to a functional cooking space.
Guesthouse in Williamsburg
4.87 out of 5 average rating, 156 reviews

Great accommodation in Orlando!

Private home with exceptional location in the city of Orlando - Florida📍 The house has a smart front door, kitchen and bathrooms equipped with everything you need! It also has free parking. Just minutes from Orlando and Universal water parks!

Luxe
Townhouse in Orlando
4.89 out of 5 average rating, 36 reviews

5 Bedrooms/ 5 Baths/ Paradiso Grande (10299 Et)

• Community: Paradiso Grande • 5 Bedrooms/ 5 Bathrooms/ Sleeps 12 • 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

Guest favourite
Home in Orlando
4.96 out of 5 average rating, 90 reviews

NEW 05 BDR/With LED At Paradiso Grande

*The Space * Accommodates: 11 * Bathrooms: 4 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$349 NZD$343 NZD$395 NZD$378 NZD$336 NZD$448 NZD$311 NZD$269 NZD$249 NZD$269 NZD$302 NZD$307 NZD
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