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Family-friendly vacation rentals in Williamsburg

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Williamsburg

  • Total vacation rentals

    Explore 540 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 15,770 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    530 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    540 of Williamsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

  • 4.8 Average rating

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

Top-rated family-friendly rentals in Williamsburg

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The exterior of a single-story home is depicted, featuring a neatly landscaped front yard with green grass and decorative plants. A driveway accommodates a vehicle, while a garage door is visibly closed. The entrance is framed by a small porch and an arching window above the door.
Home in Orlando
4.81 out of 5 average rating, 150 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

Top guest favorite
An open-plan living area is depicted, featuring a sectional sofa and a stylish armchair. A large coffee table sits on an area rug, with decorative wall art and woven baskets enhancing the decor. Natural light is invited through windows dressed with soft curtains.
Home in Orlando
4.95 out of 5 average rating, 206 reviews

Magical 4BD/2B Private Home - 15 mins to Disney

Experience the magic of Orlando in this perfect family getaway! This charming (& clean) 4BR/2BTH home is just 15 minutes from the Disney parks and features a spacious backyard with a Mickey clubhouse-themed playground. Each bedroom has a unique theme, adding a special touch to your stay. Whether you're here for the theme parks, staying active with our gym equipment, or needing a workspace with an office desk and screen, there's something for everyone to enjoy. We are locals and ready to serve.

Guest favorite
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
4.9 out of 5 average rating, 121 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 favorite
The exterior of the house is displayed, featuring a well-maintained lawn with manicured shrubs and a palm tree. The light-colored structure is complemented by large windows, and decorative stones are arranged artistically in the landscape. A clear blue sky enhances the inviting appearance.
Home in Kissimmee
4.95 out of 5 average rating, 112 reviews

Your All in One Home, 17 mins from Disney World

Welcome to JeremyAnthonyHouse, a place that was created with so much love and care thinking of you. The house has everything you might need during your stay, it does not matter if it is for one night or an entire month; from bathroom amenities, free Netflix, Wifi, YouTube, in house laundry and dryer to kids' toys, security system. In addition, it has a private pool, easy access to expressways and theme parks. Very close to Disney springs and The Medieval Times Castle is a must see.

Top guest favorite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando
4.95 out of 5 average rating, 170 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Guest favorite
A resort-style swimming pool is surrounded by lounge chairs, offering a relaxing space for sunbathing. Lush palm trees provide shade, while the clubhouse entrance exudes a welcoming vibe. The clear blue water reflects the sky, creating a refreshing atmosphere.
Apartment in Orlando
4.91 out of 5 average rating, 189 reviews

Charming 3Bdrm 2Bath Apt in the heart of Orlando

This charming 3 bedroom, 2 bath, 1450 sqft apartment, is located minutes away from International Drive, Universal Studios, the Convention Center, SeaWorld, and much more! Right across the street you will find a Publix, Chick-Fil-A, Walgreens, all within walking distance of the apartment. This apartment is newly renovated (November 2021), perfect for a nice and relaxing family stay or a business stay with colleagues who are attending events at the Convention Center.

Guest favorite
A vibrant resort building showcases distinctive architectural styles with a blend of yellow and blue exteriors. Lush palm trees and manicured landscaping are featured in the foreground, while softly glowing lights enhance the welcoming atmosphere during twilight.
Condo in Orlando
4.91 out of 5 average rating, 279 reviews

Marriott's Harbour Lake ST

Welcome to your family-friendly vacation in Orlando! - Spacious villas with Caribbean charm and comfortable furnishings. - Pirate-themed pool area with waterslides and water cannons. - Scenic views of Lake Willis from private balconies. - Access to amenities like a fitness center and mini-golf course. - Nearby attractions include renowned theme parks and shopping destinations. - A cashless resort offering convenience and easy check-in.

Top guest favorite
A cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.
Apartment in Orlando
4.99 out of 5 average rating, 103 reviews

Lake View Penthouse

"By far the nicest unit in all of Vista Cay." - Hannah, Past(and future) guest. Vista Cay Resort Community is across the street from Universal's new EPIC park, 1 block from International Drive and the Convention Center. Your condo is a rare waterfront Penthouse unit. The largest floorplan(2,000 sq. ft. vs 1,200 sq. ft.) with the highest ceilings (9" 10"). Fully renovated in 2023 to the highest standards. Please add us to your Favorites.

Top guest favorite
The open-plan living area features a spacious dining table surrounded by elegant chairs, complemented by designer lighting. A comfortable sectional sofa is positioned opposite a large TV, while large windows allow natural light to illuminate the room.
Condo in Orlando
4.96 out of 5 average rating, 164 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

Spacious 2100sf 3 Bedroom/2 Bathroom 4th floor corner condo. Sleeps 8. Large balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions and restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly pet fee.

Top guest favorite
The modern kitchen features a spacious island with seating for four. A vibrant yellow door adds a pop of color to the neutral decor. Stainless steel appliances and pendant lighting enhance the contemporary design, complemented by white tile backsplash and wooden accents.
Guesthouse in Orlando
4.93 out of 5 average rating, 345 reviews

CLEAN & Modern 2BR w/ sunny yard, close to Disney

Our place is a 2BR, one-bath entire home, with a cozy fire pit and patio furniture space, a fun kids playground area, and a large sunny yard with mature trees for you and guests to explore and enjoy. Excellent location within 15 mins driving distance to the main Disney amusement parks. Free WiFi and HDTV with streaming services available. Please read “Guest Access” for note on other house in the property.

Guest favorite
Condo in Orlando
4.91 out of 5 average rating, 175 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Top guest favorite
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, 105 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.

Popular amenities for Williamsburg family-friendly rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ841ﺩ.ﺇ988ﺩ.ﺇ1,028ﺩ.ﺇ984ﺩ.ﺇ918ﺩ.ﺇ1,021ﺩ.ﺇ1,021ﺩ.ﺇ988ﺩ.ﺇ988ﺩ.ﺇ1,025ﺩ.ﺇ1,065ﺩ.ﺇ1,028
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