
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.

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools
This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

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.

Oakwater Resort, Kissimmee , 1.5 Miles to Disney
Enjoy your vacation or business trip in this tastefully 1800 square feet, richly decorated 3 bedroom and 2 full and 1 half bathrooms.The condo located in gated community just 1.5 miles from the gates of Disney. Sleeping arrangements for 8 and more guests with bed linens and towels provided. Full equipped kitchen with pots, pans, and many more kitchen essentials. Washer and dryer There is a clubhouse a few steps from the condo with heated pool, fitness center, tennis court, playground.

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.

@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.

Themed Resort Condo | Pool | Spa | Mins to Disney
The Magic Galaxy – an affordable 3 bedroom, 2 bath condo in the gated Windsor Palms resort, known for its cleanliness and thematic charm. The retreat features themes from Star Wars, Mickey Mouse, Jurassic World, and Harry Potter. Enjoy resort amenities like a pool, spa, splash pad, courts for basketball, tennis, and volleyball, a movie theater, game room, gym, Tiki bar and grill, and a sundry shop.

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.
Popular amenities for Windsor Hills condo rentals
Weekly condo rentals

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

Sol y Mar Resort Style Condo - NO RESORT FEES

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

Windsor Hills Condo Near Disney

Harry Potter 3BR | Windsor Hills - Close to Disney

1.5 Miles Away from Disney, 2 Bedrooms Unit

Mickey's Welcome Inn - Closest Resort to Disney

WH1201 - NEW Listing - Windsor Hills
Pet-friendly condo rentals

9 miles from Disney - Bella Piazza spacious condo

Magical Champions Gate 3/2 Tuscan Penthouse

Penthouse Lakeview Minutes to Disney/ Universal

3 Bedroom w/large patio on Resort Golf Course

King Bed Small Studio Disney World Universal

Pet Friendly in Orlando Area near Disney.

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

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

Resort Style Sunshine Oasis near Theme Parks

Luxurious Living 15 minutes from Disney

Poolside 3 Bed Vacation Retreat in Windsor Hills

Fully Themed Harry Potter Magical Experience!

Renovated Luxury Condo in Windsor Hills Resort!

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

Windsor Hills Luxury 3BR Condo Slide Pool Disney

Family Friendly II
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 $112 CAD 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 and kid-friendly amenities

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Windsor Hills vacation rentals include wifi 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
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Kissimmee Lakefront Park
- Ventura Country Club
- Shingle Creek Golf Club