Apartment vacation rentals in Windsor Hills

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Top-rated apartment rentals in Windsor Hills

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Superhost
Apartment in Kissimmee
5 out of 5 average rating, 4 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

Top guest favorite
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.
Apartment in Kissimmee
4.95 out of 5 average rating, 88 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!!

Top guest favorite
A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.
Apartment in Kissimmee
4.94 out of 5 average rating, 153 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

BRAND NEW UNIT! This magnificently clean and luxurious 2 bedroom and 2 bathroom condo is located in the prestigious Story Lake Resort. The master BR has a king size bed and the second BR has a double/full and a twin bed with new comfy mattresses. Storey Lake Resort is the closest community from Disney, Disney Springs, Malls and Walmart. The clubhouse has great amenities including water slides, a lazy river, hot tubs, a tiki bar, putt putt, a beach volleyball court, gym, restaurants and more!

Guest favorite
The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.
Apartment in Kissimmee
4.85 out of 5 average rating, 151 reviews

Toy Story Retreat Near Disney in Windsor Hills

Experience the magic of Disney at your very own “Toy Story Retreat.” - 3 bedrooms and 2 bathrooms with Disney-inspired design - Family-friendly atmosphere in a newly remodeled condo - Full access to Windsor Hills Clubhouse amenities - Ground-floor unit with greenspace views - Free WiFi and basic cable included - Just minutes from Walt Disney World® Resort It's important that the title is as close to 50 characters. You should use some of the other characteristics of the listing.

Guest favorite
A spacious dining area features a large wooden table set for multiple guests with white dinnerware. Soft lighting hangs above, and a modern artwork piece adorns the wall. In the background, a well-lit living area with a large screen TV and a balcony can be seen.
Apartment in Kissimmee
4.86 out of 5 average rating, 104 reviews

3175-205 Resort 3BR Apt by Disney World Orlando

Just minutes from DISNEY, Stylish BRAND NEW fully renovated 3bed/2bath fully equipped apartment for up to 8 guests, located in the family friendly Secret Lake Resort. Master suite has a KING bed & 55" TV. Second bedroom has 2 QUEEN beds & 65" TV. Third Bedroom has 2 FULL beds & 65" TV. The open floor plan blends Kitchen, Dining & Living room w/ a 65" TV. Close to Disney Parks, Margarita Ville Water Park, Outlet malls & Retail stores. Amenities: Wi-Fi, Pool, BBQ & Gym. NO RESORT FEES

Guest favorite
A welcoming living area features orange accent chairs and plush beige sofas arranged around a glass coffee table. Decorative mirrors adorn the walls, while vibrant floral arrangements add a touch of color. Natural light filters through the window, draped with patterned curtains.
Apartment in Kissimmee
4.88 out of 5 average rating, 384 reviews

Superb Townhouse Newly Renovated 1 mile to Disney

This 2-bedroom rental in Kissimmee is just 1 mile from Walt Disney and only 14 miles from Universal. This home has been completely renovated as of May 2017 with all brand new furniture and linens. This gated community is ideal for families and features plenty of updated, modern conveniences. Take advantage of the many on-site resort amenities including a swimming pool, hot tub, fitness center, tennis and basketball courts, and a fully-equipped game room with a pool table and air hockey.

Guest favorite
A spacious living area is furnished with a light-colored sectional sofa and brown leather chairs. A round coffee table sits at the center, complemented by a decorative bowl. The adjacent kitchen is equipped with modern appliances and a breakfast bar, creating an open and inviting layout.
Apartment in Kissimmee
4.93 out of 5 average rating, 149 reviews

Luxury condo near Walt Disney Parks - Kissimmee FL

Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

Guest favorite
The vibrant resort area features a lagoon-style pool with colorful water slides, offering a fun place for guests to enjoy. Lounge chairs are arranged around the pool, and lush palm trees provide shade in the background.
Apartment in Kissimmee
4.94 out of 5 average rating, 67 reviews

Windsor Hills Lake View Mickey Fun Disney Condo

Welcome to your perfect family getaway! - Newly decorated 3 Bed / 2 Bath lake view condo - Peaceful living room with a 55" Smart TV - Fully equipped kitchen with stainless steel appliances - Dining table for 6 - Master and second bedrooms with king size beds and 40" Smart TVs - Disney themed twin room with a 32" TV - Sleeper sofa in the living room - Private balcony with lake views - Free access to resort amenities including pool, fitness center, and game room

Top guest favorite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
4.99 out of 5 average rating, 114 reviews

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!

Top guest favorite
An open living space is showcased with a dining table set for four, featuring teal plates and wine glasses. The kitchen area displays wooden cabinets and modern appliances. A cozy sofa sits across from the dining area, with large windows allowing natural light to fill the space.
Apartment in Kissimmee
5 out of 5 average rating, 38 reviews

Peaceful King Oasis w/Pool View Gym Close to Parks

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

Guest favorite
Apartment in Kissimmee
4.92 out of 5 average rating, 52 reviews

King Bed 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.

Top guest favorite
A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.
Apartment in Kissimmee
5 out of 5 average rating, 43 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

✨ 7 Minutes to Disney • Sleeps 4 • Pool, Gym, Balcony Modern 1BR resort condo 7 mins from Disney. Sleeps 4 with king bed + sofa sleeper. Walkable to shops & short drive to all major parks. Enjoy a full kitchen, WiFi, Smart TVs, private balcony with nightly fireworks, resort pool, 24/7 gym, and in-unit laundry. Perfect for families, couples, or remote work stays.

Popular amenities for Windsor Hills apartment rentals

Quick stats about apartment rentals in Windsor Hills

  • Total vacation rentals

    Explore 30 vacation rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills vacation rentals start at R865 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Windsor Hills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

  • 4.9 Average rating

    Windsor Hills stays are highly rated by guests—averaging 4.9 out of 5!