
Condo holiday 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.

The Tree House, only 1.5 Miles From Disney!
What You’ll Love About The Tree House The Location! Just 1.5 miles from Walt Disney World, the fun begins right away! Dozens of other attractions, golf courses, restaurants, and cafés are also conveniently located just minutes away from our 2 bed/2 bath townhome-style condo for 6 guests, located on the second floor and nestled in a quiet gated community. Keep in mind that when parks close for the day, traffic can be something else, so being that close to home gives you another great advantage.

Resort Style Sunshine Oasis near Theme Parks
Discover Orlando's charm at our resort-style oasis in a gated community with lots of amenities! Nestled near Disney, this modern haven features 2 stunning pools for ultimate relaxation. Delight in nearby restaurants, perfect for foodies. Families will love the kid-friendly atmosphere, and fitness enthusiasts can stay active in the on-site gym. Our clean, contemporary design ensures a comfortable stay, making it an ideal choice for your Orlando getaway. Conveniently located on the first floor.

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths
Welcome to our Star Wars themed rental in Kissimmee, FL, just 3 miles from Disney World! Experience the ultimate vacation in a galaxy far, far away. Located in Windsor Hills Resort with a heated community pool and two water slides. The kids bedroom has Star Wars decor, twin bunk beds, and an electronic pinball machine. The condo is decorated with Star Wars artwork and a half-sized Darth Vader figure. The kitchen is fully equipped. Don't miss this chance to live out your Star Wars fantasies.

Poolside Windsor Hills 3BR~Waterpark~2mi to Disney
Your Windsor Hills Getaway starts here! This 5-star 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.

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

@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.

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.
Popular amenities for Windsor Hills condo rentals
Weekly condo rentals

Poolside 3 Bed Vacation Retreat in Windsor Hills

BEAUTIFUL NEW APARTMENT A FEW MINUTES FROM DISNEY

Renovated Luxury Condo in Windsor Hills Resort!

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

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

Harry Potter 3BR • Closest to Pool • Near Disney

Your Sun, Fun and Everything Relaxation Retreat!

Windsor Hills | Disney| Waterpark|Arcade|Theater
Pet-friendly condo rentals

Pet friendly Orlando area near ESPN Center

Penthouse Lakeview Minutes to Disney/ Universal

3 Bedroom w/large patio on Resort Golf Course

King Bed Small Studio Disney World Universal

Brand New AwardWinning Renovated Condo Near Disney

Home away from home for the Parks!

Bongo’s Pad~ Gated Resort~ 3 Miles to Disney!

*NEW* Adventureland Stay / Sleeps 6 / Near Disney
Condo rentals with a pool

relaxing lake view escape

Windsor Hills 3/2 condo w/free water park

Lovely Place at Windsor Hills - Condo 2 bd / 2 bh

Heavenly-Bliss - 3 bed 2 bath condo near Disney!

Family Friendly II

House of Mouse, Stunning 2 bed in Windsor Hills

Condo in gated Windsor Hills

Adventurers Retreat | 3mi Disney | Walk to Walmart
Quick stats about condo rentals in Windsor Hills

Total holiday rentals
Explore 60 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $138 NZD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Holiday 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 holiday rentals include Wi-Fi access

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

4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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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




