
Vacation rentals in Windsor Hills
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Top-rated vacation rentals in Windsor Hills
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Mickey's Lakefront Villa at Sunset Lakes
Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

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!

*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.

3 Miles 2 Disney | Fully Renovated | DisneyThemed
✩Welcome to Belle's Villa in Windsor Hills✩ Calling all Disney enthusiasts! Located just 5 minutes from the enchantment of Disney and a mere 2 minutes from an array of restaurants, supermarkets, souvenir shops, and highways, this property is an ideal haven for families and kids. Immerse yourself in the magic with this beautifully renovated townhome that boasts a fully equipped kitchen, free parking, and access to the extensive amenities at Windsor Hills.

Hibiscus Villa w/ themed rooms, game room and pool
Welcome to your luxurious single story 4-bedroom getaway in the heart of a gated resort just 2.6 miles from the magic of Disney World! This meticulously designed vacation home offers not only comfort and convenience but also an array of resort amenities that promise an unforgettable stay. Your dream vacation home is not just a place to stay; it's a gateway to a world of enchantment and relaxation. Book your stay now and let the magic begin!

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

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

Themed Rooms with Private Pool in Kissimmee

ReDesigned | Windsor Hills | Location | Water Park

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

5 Min to Disney | 4 Suites | Hot tub & BBQ

Fun+Game Room+Outdoor Theater+Themed BRs+Pool/Spa

View the Disney fireworks from your pool!

Park Place! 7 Min from Disney, Pool, Theater

Mario's Arcade Pool House
Windsor Hills, Four Corners condo rentals

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

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

Dumbo House

Waterfront Resort Condo near Disney and Universal

Sol and Mar Resort Style Condo - NO RESORT FEES

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

Themed Resort Condo | Pool | Spa | Mins to Disney

Lovely vacation condo close to Disney & Universal!
Other great vacation rentals in Windsor Hills

Windsor Hills, Disney/Universal, Pool/SPA, 5BR5BA

Poolside 3 Bed Vacation Retreat in Windsor Hills

Callaghan Cantina

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

Themed Family Pool Home 10 Min to Disney Game Room

Mickey Train Bed, Free Waterpark, 10 min to Disney

Turkey, Touchdowns & 75” TV! Disney Magic 4mi

Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,879 ZAR | R3,965 ZAR | R4,255 ZAR | R4,272 ZAR | R3,828 ZAR | R3,947 ZAR | R4,187 ZAR | R3,828 ZAR | R3,469 ZAR | R3,862 ZAR | R4,016 ZAR | R4,289 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 R854 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 a washer and dryer Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with pools Windsor Hills
- Family-friendly rentals Windsor Hills
- Condo rentals Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with a home theater Windsor Hills
- Rentals with outdoor seating Windsor Hills
- House rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Villa rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Serviced apartment rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- Pet-friendly rentals Windsor Hills
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Walt Disney World Resort Golf
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park
- Bok Tower Gardens




