
Vacation rentals in Windsor Hills
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Top-rated vacation rentals in Windsor Hills
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Disney Family Fun Villa
Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

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.

Disney Escape at Windsor Hills
This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

Windsor Hills, Disney/Universal, Pool/SPA, 5BR5BA
Spectacular 5 Bedroom, 5 Bathroom, Single-Family House located in the popular gated Windsor Hills Community, only 2.5 miles to Disney. This fully furnished home is perfect for your next vacation. We offer a fully-equipped kitchen with a serene breakfast nook. Unwind in our Game Room with a Pool table, Marvel theming, 80" TV, and Air Conditioning. A spacious family room overlooks a private lanai and south-facing, screened-in pool. Three bedrooms are located on the first floor with two additiona

Poolside 3Br~Windsor Hills~Waterpark~2mi to Disney
Your Windsor Hills Getaway starts here! This top-rated condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

*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!

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

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.

2584 - 6 Bedroom w/ Pool and Water Park Included
Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions.

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.

Avenger's Retreat Near Disney
Step into the magic of Disney and make unforgettable memories at your very own Avengers Retreat - Luxurious 2-bed, 2-bath condo with themed rooms - Located 2.5 miles from Disney and steps to clubhouse - Free parking and no resort fees - Family-friendly with high chair, stroller, and Pack-N-Play - Access to outdoor pool, water park, fitness center, and more - Free Wifi with 400 Mbps speed

It's too much like a elegant mini-hotel (7)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.
Popular amenities for Windsor Hills, Four Corners vacation rentals
Stay near Windsor Hills's top sights
Windsor Hills, Four Corners home rentals

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

10 min to Disney| Themed | Sauna | Pool | Golf Sim

Mickey's Lakefront Villa at Sunset Lakes

8 mins. to Disney W/Poolside Theater & Game Room

Windsor Hills Home w/Arcade Game Room|Near Disney

Themed Windsor Hills 6BR Private Pool Gameroom

View the Disney fireworks from your pool!

Themed Luxury 6BR Getaway with Resort Amenities Pr
Windsor Hills, Four Corners condo rentals

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

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!

Dumbo House

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

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

Resort condo minutes from Disney!!!

Sol and Mar Resort Style Condo - NO RESORT FEES

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!
Other great vacation rentals in Windsor Hills

6BR/5BA DisneyVilla, Pool+Spa, GameRoom, Clubhouse

Poolside 3 Bed Vacation Retreat in Windsor Hills

Wizarding Retreat: Enchanted Harry Potter Condo

Renovated Luxury Condo in Windsor Hills Resort!

Themed Family Pool Home 10 Min to Disney Game Room

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

Disney 5 Min Away - 4 Suites - Jacuzzi & BBQ

2 miles to Disney-Fireworks view-Free waterpark
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,944 ZAR | R4,030 ZAR | R4,326 ZAR | R4,343 ZAR | R3,892 ZAR | R4,013 ZAR | R4,256 ZAR | R3,892 ZAR | R3,527 ZAR | R3,926 ZAR | R4,083 ZAR | R4,361 ZAR |
| 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 vacation rentals in Windsor Hills

Total vacation rentals
Explore 680 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at R869 ZAR per night before taxes and fees

Verified guest reviews
Over 13,040 verified reviews to help you choose

Family-friendly vacation rentals
620 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
670 properties feature pools

Rentals with dedicated workspaces
400 properties have a dedicated workspace

Wi-Fi availability
650 of Windsor Hills vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace 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
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- Villa rentals Windsor Hills
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- Epcot
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- Aquatica
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