Apartment holiday rentals in Windsor Hills

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Top-rated apartment rentals in Windsor Hills

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Top Guest favourite
The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.
Apartment in Kissimmee
4.98 out of 5 average rating, 164 reviews

3121-402 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Superhost
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.
Apartment in Kissimmee
4.7 out of 5 average rating, 70 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.

Top Guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 91 reviews

Disney Spring Break–Windsor Hills Pool + Waterpark

Ideal 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 the parks. What Makes It Special: - Walk to the resort’s pool & waterpark - Complimentary fast Wi-Fi + free parking - No resort fees - Family & kid-friendly rooms with Disney themes - Fully equipped kitchen Superhost (nearly 100 reviews!) , Guest Favorite, Excellent customer service to make your trip complete!

Superhost
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
4.87 out of 5 average rating, 395 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 favourite
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, 155 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.

Top Guest favourite
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, 135 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!

Guest favourite
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.
Apartment in Kissimmee
4.88 out of 5 average rating, 81 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

Top Guest favourite
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.
Apartment in Kissimmee
4.96 out of 5 average rating, 143 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

Top Guest favourite
Apartment in Kissimmee
4.94 out of 5 average rating, 66 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.

Guest favourite
A spacious bedroom features a comfortable bed with decorative pillows and a modern ceiling fan. An open kitchen area showcases stylish cabinetry and stainless steel appliances. A living area is equipped with ample seating and large windows allowing natural light. Another bedroom is similar in style with neutral tones.
Apartment in Kissimmee
4.85 out of 5 average rating, 105 reviews

Luxury Resort Style Condo Near Disney-103

A 5-star stay 3bed/ 2.5bath resort-style condos where you’ll enjoy unprecedented access to amenities that are fun for the entire family. Lounge by multiple community pools and have fun. This relaxing family-friendly home is fully equipped with all modern conveniences and has everything you will need to make your dream Orlando vacation a reality! We have multiple units therefore all photos are not exact to this unit.

Guest favourite
A large outdoor pool is surrounded by lounge chairs and shade trees. The pool area features a covered structure, and a connected whirlpool is visible. Apartment buildings are seen in the background against a clear blue sky.
Apartment in Kissimmee
4.89 out of 5 average rating, 393 reviews

3BR/2Bath Spacious condo 15min to Disney

Excellent location! Usually, it 15 minutes to get to Disney main gate and 25 minutes to get to Orlando international airport. Nearby most Orlando attractions. The house easily fits a moderate size group it boasts 3 bedrooms 2 baths and a beautiful view balcony. This residence is located in a resort with a fitness room and a beautiful pool. The house made to feel like your home.

Top Guest favourite
A dining table is set for six, adorned with teal plates and drinking glasses. The living area features a comfortable gray sofa and a TV mounted on the wall, with natural light filtering in from the balcony doors, which lead to a green outdoor seating area.
Apartment in Kissimmee
4.94 out of 5 average rating, 399 reviews

Great Full Apartment. Just 5' from Disney Orlando

Fantastic apartment in a nice and quiet place. Private gate area with security, locate in the best resort of Kissimmee: Legacy Dunes. Only 4 milles from Disney Parks. Full kitchen, laundry, central A/C, 2 bedroom, 2 bathrooms. Living room, dining room, balcony. Climatized pool, club house, fitness area, tennis court, childs área, free parking and wifi.

Popular amenities for Windsor Hills apartment rentals

Quick stats about apartment rentals in Windsor Hills

  • Total holiday rentals

    Explore 10 holiday rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills holiday rentals start at $83 NZD per night before taxes and fees

  • Verified guest reviews

    Over 150 verified reviews to help you choose

  • Holiday rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Windsor Hills holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Windsor Hills rentals

  • 4.9 Average rating

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