
Family-friendly holiday rentals in Windsor Hills
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor Hills
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Magical Adv 5 Star Villa Movie Room Arcade Pool an
Experience enchantment at Magical Adventure Villa, a top-rated 6-bedroom and 4-bath home for 12 guests. Conveniently located in Windsor Hills Resort, just 2 miles from Disney World®. Experience the highly acclaimed getaway that has garnered rave reviews. Enjoy a private pool, home theater, and a thrilling arcade. Unleash your inner Jedi at the state-of-the-art Star Wars gaming center with a movie theater, Xbox One, Nintendo Switch, and immersive 3D designs. *Work vehicles are not permitted to b

Game & Theater Room, Castle Bunks, Pool & Spa
Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

*Brand New!* Minutes to Disney + Free Resort!
Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Highest Rated Minutes to Disney! -Newly Renovated
• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

Family townhouse near Disney w/ pool
Welcome to your family-friendly Disney-area retreat, where easy mornings and playful evenings set the tone for your stay. This themed townhouse offers space to relax, resort perks, and a private splash pool just minutes from the parks. - Sleeps 7 | 3 bedrooms | 4 beds | 3 baths - Private heated splash pool (year-round) - Mickey-themed kids’ room w/ game console - Resort pool, waterslides, movie theater & gym - Full kitchen, washer & dryer, fast wifi - Crib, high chair & strollers included

Star Wars Bungalow | 4 Mi to Disney | Waterpark
Enjoy your stay at this gorgeous, freshly renovated home! MINUTES to Walt Disney World. • 🎢 WATER SLIDES • 🌟THEMED Star Wars Retreat •🍴 Entertainer's Kitchen • 🤱 BOB Jogger Stroller available • 🏖️ Private patio with HEATED POOL • ☕️ **Latte and Coffee Bar** • 📶 Fiber High Speed Wi-Fi Thoughtfully curated for your ultimate ENJOYMENT. Beautiful modern interior, ceramic tile floors, and high quality decor throughout. This impeccable 3 bedroom, 3 bath home sleeps up to 8.

Superhero Retreat Near Disney Parks
Experience the magic of Disney and create memories for a lifetime at your very own “Superhero Retreat “. - 3 bedrooms and 2 bathrooms designed with Disney themes - Family-friendly atmosphere with kid amenities provided - Access to Windsor Hills Clubhouse with pools, water park, and gym - Free parking and no extra fees - Fully equipped kitchen with stainless steel appliances - Free WiFi with 400 Mbps speed - Located less than 2 miles from Walt Disney Resort

Heated Mickey Pool, Frozen, Slides, Next 2 Disney
✨ Experience the magic as you step into our 3 bedroom townhome in the closest resort to the Disney Parks, Windsor Hills. Relax in your private, heated Mickey pool. Be transported to a land of ice and snow in a Frozen-themed bedroom. Watch your favorite movie on one of 4 smart TVs. Take a break from the parks by enjoying the resort pool, hot tubs, water park, movie theater, playgrounds, and more. Experience all the magic together with family and friends. Book today! ✨

Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

DISNEY, WATER park, Private POOL, Comfort by A3G
Your dream getaway, starts In this 3beds 3 baths vacation home away from home! With private pool, Located in the amazing 5 stars resort at WINDSOR HILLS, only 3 miles away from all the wonders and magic of Disney. For Endless entertainment just walk to the Clubhouse and encounter the beautiful typhoon style pool, jacuzzi, brand new water park, arcade, fitness center, volleyball and basquetbol courts, kids playground and much more

One in a Minion condo your kids will love +450Mbps
Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.

5 stars! waterpark! GameRm! Ariel Buzz StarWars
★ WELCOME TO IMAGINATION STATION★ Located centrally to Disney, SeaWorld, Universal Studios, Legoland & other attractions, this custom Disney-themed 5 bed/4 bath home has everything your family needs for a dream vacation! Enjoy all the free community amenities including resort style pool, spa, lazy river, mini golf, gym, and much more ✴ 9 miles to Disney World ✴ 23 miles to Universal Studios
Popular amenities for Windsor Hills family-friendly rentals
Family-friendly home rentals with a hot tub

4 bedroom, south facing pool 3 miles to Disney

4mi to Disney | Games | Private Pool

Dumbo House

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!

3 Miles 2 Disney | DisneyThemed | Fully Renovated

Disney Pool Home / GameRoom / Free Water Park

Themed Family Pool Home 10 Min to Disney Game Room

Once upon a galaxy: Star Wars/fairytale retreat
Family- and pet-friendly home rentals

Cinderella’s, 4 miles Disney, Pool • Spa • Games

Orlando Home with Private Pool & Game Room !

Fantasy World Jurassic Park Villa, Free Water Park

Disney R US! Universal Escape! 3BDR 3Bath

Disney Themed Townhome- 5 miles to Disney Property

Disney’s Home Away From Home (5 miles from Disney)

Westgate Vacation Villas - 1 Bedroom

Disney fireworks new house - 5 minutes to Disney
Family-friendly home rentals with a pool

Near Disney/Kid-Friendly/Disney-Themed/Water Park

Disney Pool Villa | Windsor Hills | Sleeps 8

Fully Themed Harry Potter Magical Experience!

Windsor Hills Home w/Arcade Game Room|Near Disney

4 minutes to Disney - Sleeps 14, Arcade, Pool

Mickey Train Bed, Free Waterpark, 10 min to Disney

Windsor Hills 5 bed/5 bath Pool Home, Games Room

8 Mins To Disney W/Poolside Theater & Games Room
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $398 NZD | $401 NZD | $430 NZD | $437 NZD | $386 NZD | $398 NZD | $423 NZD | $384 NZD | $350 NZD | $392 NZD | $403 NZD | $446 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals that are family-friendly in Windsor Hills

Total holiday rentals
Explore 620 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 12,680 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
610 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wi-Fi availability
590 of Windsor Hills holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Windsor Hills rentals

4.7 Average rating
Windsor Hills stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with an EV charger Windsor Hills
- Rentals with a home theatre Windsor Hills
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- Rentals with a washing machine and dryer Windsor Hills
- Rentals with a patio Windsor Hills
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- Rentals with a hot tub Windsor Hills
- Rentals with pools Windsor Hills
- Condo rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- House rentals Windsor Hills
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club




