Apartment holiday rentals in Windsor Hills

4.94 out of 5 average rating, 17 reviews

My Disney Grandview

One-of-a-Kind Corner Penthouse Overlooking the Pool The Crown Jewel of Windsor Hills -the only top-floor corner condo directly overlooking the resort . No long walks or loading the car - step outside and you’re there ★ Perfect for Disney Families Sleeps 8-3 Bed/2 Bath Free Resort Access, and parking Gated community 9 min to Disney World Pack n’ play, high chair, stroller, Add my listing to your wishlist by clicking the ❤ in the upper-right I want you! Tell me what I can do to be your host

A vibrant water park area features colorful slides and splash pads. Water sprays from various playful fixtures, and guests can be seen enjoying the amenities. The backdrop includes a multi-story building with palm trees surrounding the area, providing a fun and engaging environment.

4.95 out of 5 average rating, 117 reviews

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!!

A well-lit bedroom features two spacious beds positioned side by side, each adorned with neutral-toned bedding. Decorative wall art with abstract designs enhances the ambiance. Natural light filters through the window, illuminating the minimalist decor and adding to the room's inviting atmosphere.

4.73 out of 5 average rating, 84 reviews

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.

5 out of 5 average rating, 10 reviews

3BD condo 10 min Disney, 3 min walk Walmart

Enjoy our peaceful 3 bedrooms, (the master bedroom is an ensuite) 2-bathroom condo in the heart of Kissimmee. The condo is in a private gated community, conveniently located near the entrance. Enjoy the heated pool, hot tub, splash pad, playground, gym, and tennis court. The condo is conveniently located 10 minutes from Disney parks, Disney Springs is 15 minutes away and Universal Studios is 25 minutes away! For even more convenience, Walmart and Starbucks are a 3-minute walk from the condo.

4.83 out of 5 average rating, 12 reviews

8050-104 Luxury 2BR Apt Kissimmee Orlando Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped Apartment Condo Hotel for up to 6 guests, located right behind Sunset Walk, MargaritaVille Resort & Island H2O Water Park in Kissimmee. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. Everything you need is steps away: Restaurants, Ice Cream, Shops, Studio Movie Theater, Water Park, Live Music, Slingshot, Supermarkets & more... EV Charger Available.

4.96 out of 5 average rating, 208 reviews

Top1% *La Piu Belle* Retreat at Storey Lake View

Welcome to **La Piu Belle Retreat** – a stylish, sunny, and serene escape at Storey Lake Resort. This 2-bedroom condo features boho-chic decor, a fully equipped kitchen, a bright balcony, and cozy vibes throughout. Enjoy access to a water park, gym, and more. Perfectly located just minutes from Disney, premium outlets, and top restaurants. Excellent Reviews: Our guests rave about their experiences, highlighting our cleanliness, location, and exceptional service.

A vibrant water park, featuring various slides and attractions, is accompanied by a spacious heated pool and tropical landscaping. The inviting living area showcases comfortable seating and artistic decor, while the bedroom presents a cozy bed against a colorful wall. Natural light fills the spaces.

4.88 out of 5 average rating, 97 reviews

Family-Friendly Condo Near Disney

Experience the magic of Disney and create memories for a family vacation. - Spacious 3 bedroom, 2 bathroom condo with 2 king beds and 2 twin beds - Family-friendly atmosphere in Windsor Hills resort - Free access to clubhouse, pools, water park, gym, and more - Heated resort pool open year-round - Complimentary parking and no resort fees - Community amenities include tennis, basketball, and movie theater - Resort pool is heated during winter months

A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.

4.93 out of 5 average rating, 175 reviews

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

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 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

A whimsical room features two full-sized beds adorned with colorful bedding inspired by a popular animated theme. The walls are decorated with snowflake motifs and soft, twinkling lights, creating a playful atmosphere. A connecting ensuite bathroom is visible in the background.

4.76 out of 5 average rating, 131 reviews

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.

Superhost

4.86 out of 5 average rating, 113 reviews

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.

4.95 out of 5 average rating, 111 reviews

Family Disney Retreat | Windsor Hills+ Water Park

Make your Disney trip effortless and memorable at our spacious 3-bedroom Windsor Hills condo, located just minutes from Walt Disney World and packed with family-friendly touches kids love and parents appreciate. Enjoy full access to Windsor Hills’ resort pool, water park, and amenities — with NO resort fees, FREE parking! Superhost (nearly 100 reviews!) , Guest Favorite, Excellent customer service!