
Apartment holiday rentals in Windsor Hills
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Windsor Hills
Guests agree: these apartments are highly rated for location, cleanliness and more.

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!

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!
Welcome to your dream vacation! This 3 bedroom, 2 bath, is right on Disney's doorstep, this amazing vacation rental has all the amenities you'd put on your dream list. Two water slides, a kids splash park, walk in pool, movie theater with wheelchair access, game room, fitness center, putting green, playground, shop for snacks, and more! This condo also comes fully furnished with a washer/dryer, WiFi, elevator for wheelchair access, and more. This is sure to be your relaxation destination.

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.

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.

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.

Disney Oasis
Enjoy Disney Oasis, our 3-bedroom, 2-bath condo, ideal for families! Nestled in a gated community with 24/7 security, we're just 3 miles from Walt Disney World® and close to other theme parks. Indulge in our resort-style amenities: a double Olympic-sized pool, thrilling waterslides, and a fun splash pad. Enjoy the convenience of nearby shopping, dining, and entertainment.
Popular amenities for Windsor Hills apartment rentals
Weekly apartment rentals

Poolside 3 Bed Vacation Retreat in Windsor Hills

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

24/7 Security, Windsor Hills, 3 Bedrooms, Disney
Pet-friendly apartment rentals

Magical Champions Gate 3/2 Tuscan Penthouse

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

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

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

Spacious 3 bedroom condo near Disney

BEAUTIFUL NEW APARTMENT A FEW MINUTES FROM DISNEY

Windsor Hills 3/2 condo w/free water park

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

Family Friendly II

House of Mouse, Stunning 2 bed in Windsor Hills

Disney 10 minutes! 3b2ba Pool, Spa, Kids SplashPad

Condo in gated Windsor Hills
Quick stats about apartment rentals in Windsor Hills

Total holiday rentals
Explore 60 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at £60 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 & child-friendly amenities

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Windsor Hills holiday 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!
Destinations to explore
- Serviced apartment rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- House rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with a cinema Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with pools Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Villa rentals Windsor Hills
- Flat rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with a washing machine and dryer Windsor Hills
- Apartment rentals Four Corners
- Apartment rentals Osceola County
- Apartment rentals Florida
- Apartment rentals United States
- 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




