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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
A welcoming entrance of the Vista Cay resort features a central fountain surrounded by lush palm trees and well-maintained landscaping. The brick pathway leads towards the clubhouse, highlighting the resort's inviting atmosphere and access to amenities.
Apartment in Orlando
4.94 out of 5 average rating, 115 reviews

Your condo next to Universal epic universe

This 1247 sq/ft condominium is part of Vista Cay Orlando Fl. I keep my condo clean and in excellent condition for all of my guests. The condominium is centrally located within the entertainment and attractions district of Orlando, only minutes from International drive ,Sea World the Orange county convention center and just 9 minutes from Universal and 15 minutes from Disney. You'll have quick access to great restaurants shops and many local attractions.We just opened up a new pool its beautiful.

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.

Superhost
A cozy living area features a blue sectional sofa paired with a light wooden coffee table. Soft neutral curtains frame a glass door leading to a balcony, while modern art pieces adorn the walls. A natural fiber rug adds warmth to the space.
Townhouse in Orlando
4.85 out of 5 average rating, 85 reviews

Sand Lake Villa Townhouse by Universal & Disney

Boho-chic 1BR Lakeside Townhouse! Unwind in comfort & enjoy Dr. Phillips living—steps from Orlando’s iconic Restaurant Row, OCC, I-Drive, Disney, Universal, SeaWorld, Whole Foods, Trader Joe’s, Publix, Target & Walmart—all within 6 miles! Upstairs bedroom features 2 cozy Queen beds. Sip your morning coffee by the peaceful lake before heading out to explore. Whether you're visiting for work or play, this relaxing, well-located retreat has you covered. We’d love to host your next Orlando getaway!

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, 136 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
Home in Orlando
4.99 out of 5 average rating, 81 reviews

Across from EPIC Universe & OCCC |Themed 3BR Condo

Discover this refreshed 3-bedroom apartment, perfect for your Orlando getaway! 🎮✨ Featuring modern decor, a Super Mario Bros-themed room, and just 2 miles from the Orlando County Convention Center, it’s ideal for both fun and business trips. Located minutes from Universal Orlando and the brand new Epic Universe, this stylish space offers resort amenities and a cozy vibe. Create unforgettable memories and relax after a day of excitement. Don’t wait—book your stay today! 🌟

Guest favourite
Home in Orlando
5.0 out of 5 average rating, 8 reviews

Brand NEW 10Bedrooms/Sleeps 26 At Paradiso Grande

* Accommodates: 26 * Bedrooms: 10 * Bathrooms: 8 * 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, 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.

Top Guest favourite
Guesthouse in Orlando
4.99 out of 5 average rating, 119 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.

Guest favourite
Home in Orlando
5.0 out of 5 average rating, 9 reviews

11BR Brand-New Home w/ Themed Rooms&Cinema | 11127

This spacious house in Paradiso Grande features 11 suites and an additional guest restroom, comfortably accommodating up to 28 guests. Designed for both comfort and privacy, it’s the perfect choice for large groups, family gatherings, or special occasions, offering plenty of space for everyone to relax and enjoy.

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!

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, 83 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
4.89 out of 5 average rating, 45 reviews

NEW Luxury 9BRD-9BTH/LED Pool At Paradiso Grande

* Accommodates: 26 * Bedrooms: 9 * Bathrooms: 9 * Property type: Single Family * Location: Paradiso Grande

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$348 NZD$341 NZD$393 NZD$376 NZD$335 NZD$447 NZD$309 NZD$268 NZD$248 NZD$268 NZD$301 NZD$306 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.