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Kid-friendly vacation rentals in Williamsburg

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Williamsburg

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

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An indoor recreational area showcases a variety of arcade games and an air hockey table. Natural light filters through large windows, enhancing the inviting space. Colorful tile flooring adds a playful touch, creating an engaging atmosphere for guests of all ages.

Condo in Orlando

4.86 out of 5 average rating, 306 reviews

BreathtakingView-1BR/2BA-1 MILE TO DISNEY-Sleeps 6

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Townhouse in Kissimmee

4.8 out of 5 average rating, 250 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

Stunning LAKEFRONT view with SOUTH exposure for all day SUNLIGHT. MODERN furniture & HARDWOOD floors! Private JACCUZI! 5 SMART TVs & FREE WIFI. 4 BDS (2 with ensuite, one on each floor) & 3.5 BATH. SS appliances, water filter and quartz counter tops. 10 mins to Disney, 15 mins to Sea World, 20 mins to Universal. Walk to Old Town, Fun Spot, restaurants and stores. Uber/Lyft/Lynx bus to Disney. Resort heated pool, water slides, fitness, tennis, restaurant/bar, mini store and 24/7 gate with guard.

Townhouse in Kissimmee

4.94 out of 5 average rating, 100 reviews

"Sunnyside Up" Luxurious Townhome w/private pool

Welcome to "Sunnyside Up" a modern townhouse in the fantastic resort of Windsor at Westside. This modern spacious home has a beautiful, south-facing, spacious patio with a heated private pool & BBQ. Two modern adult bedroom with King size beds, one bedroom with a queen size bed, and two fun kids rooms, each with twin bunk beds and a full size bed in both. A spacious second lounge in the loft area gives the youngsters their own privacy. This beautiful vacation rental awaits you and your family!

A luxurious cabana overlooks a sparkling pool, surrounded by palm trees and lounge chairs. A tray with drinks and snacks rests on a soft seating area, while the vibrant clubhouse is visible in the background, creating an inviting atmosphere for relaxation.

Townhouse in Kissimmee

4.88 out of 5 average rating, 125 reviews

Orlando Disney new House at Resort with lake view!

Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

A vibrant arcade area features various gaming machines and attractions, illuminated by colorful lights. Two racing arcade games are positioned in the foreground, while a play structure is visible in the back, creating an engaging environment for guests of all ages.

Townhouse in Davenport

4.89 out of 5 average rating, 104 reviews

4Bd 3Ba 2 Master, 8.7m to Disney, No Resort Fee

Welcome to our Florida Retreat, 8.7 miles from the closest Disney park! Fun memories await at our beautiful, 4-bed townhome (2 masters), located in the fun-filled, gated community of Regal Palms Resort. This resort has a lazy river, waterslide, zero-entry pool, pool bar & grill, and more! The home boasts an entirely updated kitchen. Our family-friendly retreat can help make your stay magical and memorable, just like it has been for us! We pay resort fees, so that's included in our price.

A vibrant Star Wars-themed bedroom is displayed, featuring a classic arcade machine and a bed adorned with themed bedding. A mural of a character from the franchise enhances the playful ambiance, contributing to a fun environment for guests.

Condo in Kissimmee

4.95 out of 5 average rating, 161 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

A resort-style pool area is surrounded by lush palm trees and colorful landscaping. A children's splash pad features vibrant water play equipment. Comfortable lounge chairs are arranged around the pool, providing a welcoming atmosphere for relaxation. The clubhouse is visible in the background.

Townhouse in Kissimmee

4.89 out of 5 average rating, 63 reviews

Modern Family Friendly 3 bed 2.5 bath Townhome!

Welcome to our stylish, family-friendly getaway that can comfortably host up to 6 guests! Gated community with 24-hour security. This stunning home offers a lot! Notable mentions include • Modern, baby-friendly amenities • Resort pool and kids splash pad • Outdoor covered children’s play area • Clubhouse and gym • Conveniently located near world-famous attractions Ideal for an unforgettable vacation with your loved ones. Check in 4pm, check out 11am. NO CHECKOUT CHORES!

A whimsical children's bedroom features a castle-themed bed with a slide and light blue walls. The room is adorned with soft carpeting and a chandelier, providing ample space for play. Two doors lead to additional areas, completing the enchanting atmosphere.

Home in Kissimmee

4.88 out of 5 average rating, 56 reviews

Baby Safe w *Indoor PlayGround*

**Property Requires refundable Security Deposit**Close to Disney Parks! Home equipped for baby! Full nursery, double stroller, highchair, packnplay, outlet covers, baby gates, toys, books, bouncy, and more. Kids love the Toy Story indoor playground with ball-pit, trampoline & slide, the fun doesn't stop at Disney! 6 themed bedrooms (3 Kids & 3 Adult themes), 5 baths, appliance stocked kitchen, a movie/game loft w/ 2 queen sofa sleepers, in-ground pool and Jacuzzi with BABY GATE!

A colorful playground is shaded by a large red canopy, featuring a slide, climbing structure, and spinning elements. Lush green palm trees border the area, with a nearby water feature visible in the background under a clear blue sky.

Townhouse in Kissimmee

4.94 out of 5 average rating, 188 reviews

Beautiful family home near all attractions.

Beautiful, spacious and impeccable townhome close to all parks and entertainment with resort amenities. We follow Airbnb's enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights: *We sanitize high-touch surfaces, down to the doorknob. *We use cleaners and disinfectanst approved by global health agencies, and We wear protective gear to help prevent cross-contamination. *We clean each room using extensive cleaning checklist.

Townhouse in Davenport

4.93 out of 5 average rating, 74 reviews

Disney Theme Home, Resort Access, Waterpark

💥themed bedrooms, private pool, & resort access💥 👙heated ameinities pool 💦water slide 💧lazy river 🏐volleyball 🌟themed rooms: Night Before Christmas, Shrek, and Beach 🍹Tropical Tiki Hut 🕹️ Game Arcade 🍦Ice Cream Parlor Less than 20 min drive: Old Town , Disney World , Fun Spot America 🌺ACTIVITIES/ATTRACTIONS ★ 🌴Walt Disney World Resort 🌟Universal Studios Florida 🌺LEGOLAND Florida Resort ⛳️ChampionsGate Golf Club 🌴Orlando Tree Trek Adventure Park

Townhouse in Kissimmee

4.87 out of 5 average rating, 113 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

Home in Kissimmee

4.88 out of 5 average rating, 123 reviews

Hotel Style comfortable Beds

Thanks for checking out our listing! 😊 Not sure which Airbnb to choose? Feel free to message us with any questions—💬 we're here to help! We’re a family of passionate travelers eager to provide you with a memorable experience. ✨ If you stay with us, you'll find thoughtful details throughout the house, perfect for both kids and adults! 🎉 After all, we all come to Orlando to PLAY, don’t we? 🎢🎈

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Williamsburg kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Top guest favorite

A single-story home is set within a spacious yard, surrounded by trees and lush greenery. A driveway leads up to the entrance, while Spanish moss dangles from the branches of nearby trees. The sky is partly cloudy, adding to the tranquil atmosphere.

Home in Montverde

4.96 out of 5 average rating, 137 reviews

The Legacy House - your home away from home.

Top guest favorite

Home in Kissimmee

4.92 out of 5 average rating, 133 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

Top guest favorite

Home in Davenport

4.97 out of 5 average rating, 36 reviews

Funtastic 1 Level 5/4, Near Disney Free Resort&BBQ

Home in Davenport

4.77 out of 5 average rating, 13 reviews

Disney! Orlando ChampionGates

A single-story house features a light-colored facade with arched windows, surrounded by a manicured lawn. A driveway accommodates a parked vehicle, and trees and shrubs add greenery to the front yard. Colorful hot air balloons are visible in the sky.

Home in Clermont

4.85 out of 5 average rating, 201 reviews

GIVE DISNEY FLORIDA 3/2

A cozy living area features a plush sofa adorned with decorative pillows. A vintage arcade game cabinet is positioned beside the seating, offering entertainment options. Natural light filters through a window adorned with patterned curtains, complementing the inviting atmosphere of the room.

Home in Clermont

4.87 out of 5 average rating, 149 reviews

Disney Pool Villa, Cranberry South,

Home in Orlando

4.9 out of 5 average rating, 101 reviews

Cheerful 4-bedroom with large and lush back yard.

A modern kitchen space features a sleek island with four stools arranged underneath. A large mirror reflects the room, while decorative elements such as potted plants and a vase with flowers are displayed on the counter. Natural light enters through sliding glass doors, providing a view of the outdoor seating area.

Home in Orlando

4.92 out of 5 average rating, 36 reviews

Relaxing four bedroom getaway built 4 long stays

Kid-friendly apartment rentals

A vibrant pool area features a large water fixture resembling a mushroom, with water cascading from its top. Lush palm trees surround the pool, and sun loungers are positioned around the tranquil blue water, enhancing the outdoor relaxation space.

Apartment in Kissimmee

4.88 out of 5 average rating, 163 reviews

Child Friendly Apartment in Kissimmee Near Disney

A tranquil pool area is surrounded by lush greenery and tall palm trees. The clear blue water reflects the sky, while a stone patio provides a seamless transition to the pool. A hammock is visible in the background, enhancing the peaceful ambiance.

Apartment in Orlando

4.92 out of 5 average rating, 145 reviews

Apartment, 7 Min to Orlando Airport/ Lake Nona

An updated kitchen features white cabinetry and a mounted shelf displaying jars and kitchen essentials. Under-cabinet lighting illuminates the workspace, which includes a stainless steel sink and a dishwasher. A ceiling fan enhances ventilation in the well-organized area.

Apartment in Orlando

4.93 out of 5 average rating, 112 reviews

Private Apartment, Parking, Queen and Pullout Bed

An outdoor basketball court features a vibrant blue surface and a metal hoop surrounded by a chain-link fence. In the background, a parking area is visible alongside a multi-story building surrounded by greenery.

Apartment in Kissimmee

4.82 out of 5 average rating, 119 reviews

Comfortable Family Disney Orlando Universal

A well-lit bedroom features a spacious bed with a white quilted cover and decorative pillows. A round mirror is mounted above a side table, complemented by wall art. The room is connected to another area visible through an open door.

Apartment in Kissimmee

4.93 out of 5 average rating, 183 reviews

Lovely one bedroom apartment.

A clear swimming pool reflects the blue sky, surrounded by a sunny patio area. Lounge chairs, arranged neatly, offer a space for relaxation. Nearby, palm trees and well-maintained landscaping enhance the tranquil setting of the apartment complex.

Apartment in Kissimmee

4.94 out of 5 average rating, 71 reviews

Apartment Close to Disney, Parks and Shopping

A modern two-story townhouse is displayed with a clean grey and orange exterior. Large windows provide ample natural light, while a paved pathway leads to the entrance. The surrounding grass is neatly maintained, contributing to the fresh ambiance of the entryway.

Apartment in Kissimmee

4.71 out of 5 average rating, 14 reviews

Apartment just 15 min to Disney

A living area features a blue upholstered sofa and a patterned armchair. A textured area rug adds color underfoot. The kitchen, visible in the background, is equipped with modern appliances, white cabinets, and a dining table with two chairs. Natural light fills the space through the windows.

Apartment in Davenport

4.89 out of 5 average rating, 108 reviews

Remodeled, cozy 1 Bedroom apartment near Disney

Kid-friendly condo rentals

A vibrant arcade area features several gaming machines, including a claw machine filled with plush toys, a colorful racing game, and a basketball shooting game. The space is well-lit, inviting guests to enjoy a fun experience.

Condo in Kissimmee

4.95 out of 5 average rating, 131 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

A playground area is displayed featuring a colorful play structure with a slide and swings. The sandy surface is surrounded by benches and picnic tables. In the background, green residential buildings are visible, contributing to a family-friendly atmosphere.

Condo in Kissimmee

4.88 out of 5 average rating, 125 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

A welcoming hallway features stylish wall art with the phrase 'Be Our Guest' illuminated by soft lighting. The entrance leads to a cozy dining area with modern furnishings, creating an inviting atmosphere for guests.

Condo in Kissimmee

4.93 out of 5 average rating, 134 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

A beach volleyball court is set in a grassy area, surrounded by palm trees and lush greenery. The court features a sandy playing surface and a blue net, offering an opportunity for outdoor recreation in a tranquil setting.

Condo in Kissimmee

4.93 out of 5 average rating, 124 reviews

Cozy single story condo near Disney

An outdoor pool area is framed by palm trees, with clear water reflecting the blue sky. A spacious deck surrounds the pool, offering lounge spaces for relaxation. The view includes a serene lake in the background, enhancing the tranquil atmosphere.

Condo in Orlando

4.82 out of 5 average rating, 255 reviews

Orlando best location condo, one mile to Disney

Condo in Kissimmee

4.89 out of 5 average rating, 226 reviews

Marvelous apartment near Disney first floor

Condo in Kissimmee

4.86 out of 5 average rating, 174 reviews

One in a Minion condo your kids will love +450Mbps

A spacious living area features a large sectional sofa and armchairs, bathed in natural light from expansive windows. A coffee table stands at the center, complemented by neutral-toned decor. Soft curtains frame the windows, and a calming artwork is displayed on the wall.

Condo in Kissimmee

4.93 out of 5 average rating, 228 reviews

DisneyWorld - 10min!Perfect 3brm Family Condo

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

Total rentals
190 properties
Nightly prices starting at
G$10,458 GYD before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
120 properties are a good fit for families
Rentals with a pool
180 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace

Destinations to explore