Apartment holiday rentals in Windsor Hills

Newly Renovated Condo! 1.5 miles from Disney World

Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

Modern Disney Condo

Welcome to our luxurious retreat in the sought-after gated community of Windsor Hills. Ultra sleek design, overstocked kitchen with air fryer, king size master bedroom, TV in all bedrooms, & a screened balcony right off the vibrant living room. But that's not all! The resortoffers a spectacular pool, loungers, a full waterpark with thrilling slides, an arcade room, a game room, and even an outdoor ping pong table. Your ultimate family getaway awaits! We provide all essentials! 9min to Disney.

Disney Family Vacation Deal! Windsor Hills+Pool

Perfect for families traveling to Disney, our spacious 3 bedroom condo at Windsor Hills offers resort-style pools, waterpark access, and fun Disney-themed bedrooms just minutes from Disney World. What Makes It Special: - Walk to the resort’s pool & waterpark - all included! - Complimentary fast Wi-Fi + free parking - No hidden resort fees - Family & kid-friendly rooms with Disney themes - Fully equipped kitchen Superhost (nearly 100 reviews!) , Guest Favorite, Excellent customer service!

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

2-Bedroom Renovated Lakeside Condo Near Disney

This large lakeside renovated (July 2023) condo is located minutes from all theme parks and is within walking distance to many restaurants and an outlet mall. Enjoy our two main pools (with tiki bar and hot tub) and poolside recliners. Condo includes: large private balcony; laundry; two full bathrooms; master king bed/ensuite; second bedroom with XL twin beds and a bunk bed nook for kids; 55-inch Samsung smart TV in living area and Amazon Fire TVs in each bedroom.

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Luxury 2BR-2BA Windsor Hills Condo - Direct Entry

Completely refurbished 2 bedroom 2 bath, 1st floor unit located in Windsor Hills. 7-15 minute drive to Disney Parks. Condo features: cable TV, secure high speed internet, fully equipped kitchen, washer, dryer, and shimmering FROZEN ROOM with special lighting. Ground Features: Olympic-sized heated lagoon pool, water slides, children’s playgrounds, fitness center, movie theater, game room, outdoor grills...all within 2 min walk from the unit.

Cozy Apartment Close to Disney

Welcome to our charming apartment in the heart of Kissimmee! Perfectly situated near Disney & Animal Kingdom, Shopping, Dining and Entertainment are at your fingertips. This delightful accommodation is an ideal choice for couples, solo adventurers, extended stay, and business travelers. Whether you're in town for a magical vacation, a business trip, or a romantic getaway, our apartment provides the perfect home base for your adventures.

Condo in Kissimmee

✨Spacious Family Condo | Garden View | 2 Miles from Disney✨ Welcome to your perfect vacation escape! Nestled in the heart of the highly sought-after Windsor Hills Resort, this beautifully updated second-floor condo offers a blend of comfort, style, and convenience—with elevator access, brand-new furnishings, and all the comforts of home, just 2 miles from the magic of Disney.

Free Waterpark · 2mi to Disney · Star Wars 2BR

Just 2 miles from Disney World, this updated 2-bed/2-bath condo puts you inside Windsor Hills Resort — Kissimmee's most sought-after gated community — with FREE waterpark access included. Skip the chaos of hotel corridors. Come home to a heated lagoon pool, hot tub, waterslides, and a screened patio waiting for your family after a long day at the parks.

°o° Modern 3B/2B Condo in Windsor Hills by Disney

Welcome to your perfect vacation getaway! This beautifully updated 3-bedroom, 2-bathroom condo is located in the highly sought-after Windsor Hills Resort, just minutes from the entrance to Walt Disney World. With new upgrades, spacious bedrooms, and unbeatable resort amenities, this home offers comfort, convenience, and fun for the whole family.

Enchanted Poolside Retreat

Relax in a luxurious poolside condo with breathtaking views in the heart of Windsor Hills. Just minutes from Disney, our space offers a serene retreat with resort-style amenities, a private balcony, and a beautiful view of the pool. Perfect for families or couples seeking comfort, convenience, and a little magic during their Orlando adventure.