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Holiday houses in Williamsburg

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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 $43 AUD 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
4.94 out of 5 average rating, 54 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.

LocationFamilyPool

Superhost
Condo in Orlando
5.0 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.

ValueLocationHospitality

Superhost
Home in Orlando
5.0 out of 5 average rating, 5 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.

FamilyLocationWalkability

Top Guest favourite
A modern living area features two dark leather sofas arranged around a light marble coffee table. Bright blue decorative pillows are placed on each sofa. A textured area rug adds warmth, while natural light fills the room through large windows, revealing a glimpse of greenery outside.
Home in Orlando
4.99 out of 5 average rating, 71 reviews

Modern Home|Heated Pool|Game Room|Near Mco|Central

Modern Luxury Retreat with Private Pool Escape to this stunning modern home, where luxury meets comfort. Featuring sleek interiors, high ceilings, and floor-to-ceiling windows, this Airbnb offers a stylish stay. Relax in the spacious living area, cook in the gourmet kitchen, or unwind in elegant bedrooms with spa-like bathrooms. Step outside to a private pool, With smart home features and a prime location near top attractions, this retreat is perfect for an unforgettable getaway!

FamilyLocationKitchen

Top Guest favourite
Guesthouse in Orlando
5.0 out of 5 average rating, 13 reviews

Cozy Guest House Near MCO & Theme Parks

Modern and private guest house just minutes from the airport. This cozy space features 1 bedroom, a comfortable living and dining area, a fully equipped kitchen, and a spacious bathroom. Enjoy easy self check-in and your own outdoor patio with seating, umbrella, and BBQ—perfect for relaxing after a long day. Ideal for couples or small families seeking comfort, privacy, and convenience.

LocationConditionQuiet

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, 75 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.

ValueFamilyOutdoor spaces

Superhost
Home in Bay Hill
5.0 out of 5 average rating, 5 reviews

Exquisite Luxury Home Minutes from All Theme Parks

Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

FamilyLocationDecor

Guest favourite
Home in Orlando
5.0 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.

FamilyLocationCondition

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, 117 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.

FamilyLocationAmenities

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, 154 reviews

Great place to stay in Orlando!

Casa particular with exceptional location in the City of Orlando - Florida📍 The house has a smart front door, kitchen and bathrooms, accessories equipped with everything you need! It also has completely free parking. Minutes from Orlando and Universal water parks!

LocationValueAmenities

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, 81 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.

LocationFamilyCondition

Guest favourite
Home in Orlando
5.0 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

LocationFamilyHospitality

Popular amenities for Williamsburg holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Williamsburg's top sights

SeaWorld Orlando

3,371 locals recommend

Orange County Convention Center

443 locals recommend

Vista Cay Resort By Orlando Resorts Rental

3 locals recommend

Westgate Lakes Resort & Spa

8 locals recommend

Discovery Cove

452 locals recommend

Aquatica

314 locals recommend

Other great holiday rentals in Williamsburg

Guest favourite
Home in Orlando
4.9 out of 5 average rating, 50 reviews

NEW Luxury 8BDR/8BTH LED Pool At Paradiso Grande

FamilyLocationPool

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

Family Townhome Near Parks: Pool & Game Room!

LocationValueHospitality

Guest favourite
A Minions-themed bedroom features vibrant yellow walls adorned with playful Minion graphics. A modern bunk bed design is showcased with a cozy lower sleeping area under the raised bed, encouraging fun and comfort for children. Soft carpet flooring completes the welcoming space.
Home in Orlando
4.97 out of 5 average rating, 67 reviews

Luxury Designer Villa 6 Suites Pool BBQ Arcade

FamilyLocationCleanliness

Top Guest favourite
Guesthouse in Meadow Woods
5.0 out of 5 average rating, 16 reviews

Modern Boutique Retreat Near MCO Airport

LocationValueCleanliness

Guest favourite
Guest suite in Williamsburg
4.9 out of 5 average rating, 31 reviews

Cozy Studio · Near Universal -Convention Center

LocationValueCondition

Top Guest favourite
Villa in Orlando
5.0 out of 5 average rating, 14 reviews

Modern 3BR Family Home Near Shops & Disney

LocationFamilyCondition

A modern dining area features a glass-top table surrounded by six gray upholstered chairs. The kitchen is equipped with stainless steel appliances, including a refrigerator and oven, accompanied by dark wood cabinetry. Light-colored tiles extend across the floor, reflecting natural light.
Apartment in Orlando
4.66 out of 5 average rating, 180 reviews

SPECTACULAR Apt near Disney & Universal Parks

LocationFamilyAir conditioning

Guest favourite
Apartment in Orlando
4.81 out of 5 average rating, 69 reviews

Palms cove | #1210

LocationFamilyGetting around

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$295 AUD$289 AUD$333 AUD$319 AUD$284 AUD$379 AUD$263 AUD$227 AUD$210 AUD$227 AUD$255 AUD$260 AUD
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