
Condo vacation rentals in Windsor Hills
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Top-rated condo rentals in Windsor Hills
Guests agree: these condos are highly rated for location, cleanliness, and more.

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!

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!

Family, Disney, Windsor Hills, 11 am checkout.
Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

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

Windsor Hills Resort - Disney Pool View Condo
Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

Andy's Toy Chest at Resort Minutes from Disney!
This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!
1ST FLOOR! 3 Bedroom/2 Bathroom Condo with 2 Master Suites! Main Master Suite has a King bed, TV and DVD player, walk in closet and a walk in shower. Second Master Suite has a King bed, TV and DVD player, and a door with direct access to the second bathroom. Guest Bedroom 3 has two Twin beds and a TV and DVD player. The living room features a TV over a beautiful electric fireplace and leather sofas - one is a sofa sleeper!

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

Lovely vacation condo close to Disney & Universal!
Family friendly 3 bedroom 2 bath condo on first level (handicap accessible) at Windsor Hills Resort. Gated access with private parking. Go straight to the condo with Lockbox access code. 7 minute drive to all Disney parks. As a guest you have access to the beautiful pool, hot tub, Water Park, gym, movie theater, Community Center at no extra cost. Everything is open and available.

Mickey's Imagination Condo at Windsor Hills Resort
Newly renovated 3BR/2BA first-floor condo just minutes from Disney! Family-friendly with Disney-themed rooms: Mickey’s Clubhouse kids’ room with toys & costumes, Animal Kingdom guest room with nursery, and Classic Mickey master with vintage Disney décor. Enjoy a fully stocked kitchen, baby gear, and resort amenities—perfect for families ready to experience the magic!
Popular amenities for Windsor Hills condo rentals
Luxury condo rentals

Marriott's Grande Vista-Orlando Resort!

Marriott's Sabal Palms | Two-Bedroom Villa

Bonnet Creek - Spacious 4BR Condo Inside Disney

Lakeview Resort 2 Mi to Disney, Pool Balcony & Gym

Luxury 1-Bedroom Villa | Sheraton Vistana Orlando

Marriott Lakeshore Reserve 2BD Villa Sleeps

1BR magical condo near Disney & Epcot!

Need Place Tonight?Here's 2Bd Villa at Royal Palms
Weekly condo rentals

relaxing lake view escape

#304 Resort 3BR/2BA Pool/Spa WindsorHill Disney

Family Friendly II

Your Sun, Fun and Everything Relaxation Retreat!

Condo in gated Windsor Hills

WH1201 - NEW Listing - Windsor Hills

24/7 Security, Windsor Hills, 3 Bedrooms, Disney

Mickey's Hideaway @ Windsor Hills Resort
Pet-friendly condo rentals

Magical Champions Gate 3/2 Tuscan Penthouse

Pet friendly Orlando area near ESPN Center

Penthouse Lakeview Minutes to Disney/ Universal

King Bed Small Studio Disney World Universal

Brand New AwardWinning Renovated Condo Near Disney

Home away from home for the Parks!

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Bongo’s Pad~ Gated Resort~ 3 Miles to Disney!
Quick stats about condo rentals in Windsor Hills

Total vacation rentals
Explore 60 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at G$16,733 GYD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

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

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
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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 Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway 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




