Family-friendly holiday rentals in Windsor Hills, Four Corners

4.9 out of 5 average rating, 153 reviews

Home in Kissimmee

Contemporary Lakefront Villa, Minutes from Disney

Welcome to our fabulous home! Our newly remodeled, lake front home is centrally located 5 minutes from Disney and minutes away from Walmart, stores, restaurants. Our home features 6 bedrooms, 4 bathrooms and a movie room. Our large open concept kitchen makes it easy for families to enjoy while cooking, eating or relaxing. After a long day at the parks you can relax in our newly renovated pool. Our home is in the beautiful Windsor Hills neighborhood, and is a 3 minute walk to the main clubhouse.

Superhost

Home in Kissimmee

4.85 out of 5 average rating, 124 reviews

Resort Home 3.5 miles to Disney with home theater

We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

4.82 out of 5 average rating, 294 reviews

Apartment in Kissimmee

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

4.93 out of 5 average rating, 121 reviews

Villa in Kissimmee

*Brand New*! Minutes to Disney! + Free Resort!

Closest FREE resort to Disney Parks! We've named it "Coral Cove" - a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in Dec 22! * Kitchen is loaded, & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! *Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! *New Roku smart TVs & NEST tech! *Every detail has been thought of!

4.96 out of 5 average rating, 125 reviews

Magical Disney Theme Pool Home

Unleash pure enchantment in this 3b/3b Disney-themed townhome, just minutes from all the parks. Every corner is a tribute to beloved Disney films, creating magical memories for the whole family. Enjoy a dip in your private pool or walk less then 3 minute to the clubhouse, a lavish heated pool, slides, a splash pad, & a game room. Stay Fit & Fabulous at the gym or watch a movie in the Private theater. This isn't just a vacation rental; it's a magical place to make magical memories!

4.93 out of 5 average rating, 147 reviews

Family villa 3 min to Disney w/ pool & games

Welcome to your magical home-away-from-home – perfect for Disney lovers, families & fun-filled vacations just 3 miles from the parks! This themed townhouse blends comfort, charm & resort perks all in one: - Sleeps 7 | 3 bedrooms | 4 beds | 3 baths - Private heated splash pool - open year-round - Mickey-themed kids' room w/ Xbox & mural - Resort pool, waterslides, movie theater & more - Full kitchen, new washer/dryer, fast WiFi - Crib, high chair, strollers & family gear included

4.85 out of 5 average rating, 183 reviews

Apartment in Kissimmee

WH Condo. Pool/Waterpark and close to Disney!

Take an elevator to unit 302 and witness beautifully decorated Disney themed rooms. Directly outside is a lovely pool and kid-friendly waterpark. All amenities included in cost: game room, theater, exercise room, tennis courts, play grounds, sand volleyball, putting green, basketball court and a marketplace and grill. Located 15 minutes to all 4 Disney parks and Sea World! Looking for more space? Check out our townhome also located in Windsor Hills at 7668 Fitzclarence

4.96 out of 5 average rating, 138 reviews

Villa in Kissimmee

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

4.98 out of 5 average rating, 114 reviews

Villa in Kissimmee

4mi to Disney | Games | Private Pool

Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included!).

5 out of 5 average rating, 230 reviews

Home in Kissimmee

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.

4.82 out of 5 average rating, 120 reviews

Mickey's Superhero Resort Townhome next to Disney!

Recently renovated 3 bedroom 3 bathroom townhome located less than 10 minutes from Disney World! Townhome includes private pool and located near the amazing resort amenities at Windsor Hills. Resort includes clubhouse with pool, jacuzzi, fitness center, game room and kids playground at no additional fee. This is the ideal retreat for your family or group looking to experience all Orlando has to offer or simply relax in your own space and enjoy Windsor Hills.