
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.

Lakefront Resort Condo near Disney & Universal
Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure,Sea World, Magic Kingdom,Epcot, two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a large heated pool next to a Tiki bar with drinks/food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix .No deposit required and no extra fees.

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!

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.

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.

Cozy Apartment Close to All Disney' Parks
Welcome to your perfect getaway! This cozy, fully furnished 2-bedroom, 2-bathroom apartment accommodates up to 4 guests. Enjoy exclusive access to a peaceful pool, hot tub, gym, and BBQ area. Located just minutes from Disney Parks 🎢, Disney Springs, Margaritaville Water Park, and outlet malls. Our serene apartment offers a relaxing retreat. With fewer apartments in the complex, the pool often feels like your private oasis, even in summer. Book now for an unforgettable Orlando adventure!

🏖 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.

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

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!

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.
Popular amenities for Windsor Hills condo rentals
Luxury condo rentals

Marriott's Sabal Palms | Two-Bedroom Villa

Marriott's Grande Vista @ Orlando - 2 BR Villa

Epic Universe 4BR Lake View Condo, Vista Cay, 1008

Great for a big family, 3 Bedroom suite!

Marriott Lakeshore Reserve 2BD Villa Sleeps

Luxury Resort Condo: Spacious, Clean & Near Disney

Peaceful 2bd Villa in Sabal Palm, FL

VCR1-305 Reserve Deluxe Condo - Convention Center
Weekly condo rentals

Fully Themed Harry Potter Magical Experience!

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

Harry Potter Stay | 3BR Windsor Hills Resort Magic

Mickey's Welcome Inn - Closest Resort to Disney

Beautiful 2 BR/ 2 BA Condo in Windsor Palms Resort

One in a Minion condo your kids will love +450Mbps

Windsor Hills, 24/7 Security, 2 Miles to Disney

Valentina’s Condo - Resort Vibes!
Pet-friendly condo rentals

9 miles from Disney - Bella Piazza spacious condo

Magical Champions Gate 3/2 Tuscan Penthouse

10 mins to Disney-Hot tub-Queen Puffy Lux bed

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!
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 € 69 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
- 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
- Ventura Country Club
- Kissimmee Lakefront Park
- Shingle Creek Golf Club




