Apartment holiday rentals in Windsor Hills

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.

4.97 out of 5 average rating, 157 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!

5 out of 5 average rating, 6 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 living room is presented with light wood flooring, featuring a comfortable sofa and loveseat adorned with tropical-themed cushions. A glass coffee table sits centrally, complemented by two lamps on side tables. Natural light filters through the large window, enhancing the inviting ambiance.

5 out of 5 average rating, 25 reviews

Everlasting Memories: 10 Min. From Disney!

Everlasting Memories is a peaceful 2 bedroom, 2 bathroom condominium located in the highly sought after Windsor Palms Resort! Located just 10 minutes from Walt Disney World, this third-floor unit has a kitchen, living room, laundry area, and a balcony that features breath-taking views of the resort! Guests have free access to Windsor Palms many amenities, such as the community pool, tennis court, arcade, clubhouse, movie theatre and more! Come and relax with your family at Everlasting Memories!

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.

4.93 out of 5 average rating, 92 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 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.

4.93 out of 5 average rating, 151 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.

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.

4.99 out of 5 average rating, 122 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!

A modern living area features a cozy sofa and dining table, with a kitchenette visible in the background. A desk is positioned beside the doorway. A spacious sleeping area can be seen through an open entryway, showcasing a king-size bed and additional seating.

4.81 out of 5 average rating, 297 reviews

King Bed First Floor Disney Universal Family Condo

Welcome🌞This unit is on the first floor! Your much-deserved fun vacation away from home starts here 😎! Located in the heart 💗 of Walt Disney World and all Kissimmee and Orlando’s best fun spots! Includes 1 kingbed and 1 fullsize sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video, perfect for relaxing after a fun filled day.✨ 🚗NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

The themed bedroom features two gray bunk beds adorned with colored linens. A cozy couch with colorful cushions provides additional seating. A large mural depicting a magical landscape adds to the enchanting ambiance, while natural light enters through a central window, complemented by a ceiling fan and wall-mounted TV.

4.73 out of 5 average rating, 105 reviews

Wizarding Retreat: Enchanted Harry Potter Condo

Attention Harry Potter Fans! Immerse in this 2-bed, 2-bath condo at Windsor Hills Resort. Experience Hogwarts with themed decor, house mugs, and park relaxation. Enjoy a wizard-themed desk, modern kitchen, and resort amenities like the Black Lake-inspired pool, lazy river resembling the Great Lake, water slide, and magical kids' zone. Your enchanting Harry Potter getaway! The water park will be closed beginning January 5, 2026, and February 14, 2026, for refurbishment.

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.

4.87 out of 5 average rating, 76 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

4.87 out of 5 average rating, 123 reviews

A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.

Apartment in Bay Lake

Contemporary Stay 10 min to Parks Pets Friendly

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

4.93 out of 5 average rating, 57 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.

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.

4.86 out of 5 average rating, 99 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.

Popular amenities for Windsor Hills apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 34 reviews

An open concept kitchen and living area is displayed, featuring a modern kitchen with a spacious island and three bar stools. The area includes light wood cabinetry, stainless steel appliances, and a cozy living space with a television, maintaining a bright and inviting atmosphere.

Apartment in Davenport

2BR/2BA Oasis Near Disney +Resort Pool & Amenities

Apartment in Four Corners

A colorful water slide complex features multiple slides in vibrant green and blue. The area includes a splash pad with various water activities and ample space for relaxation. Lush palm trees surround the site, complementing the bright blue sky overhead.

5 out of 5 average rating, 20 reviews

Enchanted Poolside Retreat

A wooden pergola with two swings is positioned beside a lake, surrounded by lush greenery. Beyond the water, buildings are visible against a clear blue sky, offering a serene outdoor space for relaxation.

5 out of 5 average rating, 18 reviews

Tropical resort many pools -2 bd top 10

5 out of 5 average rating, 4 reviews

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

5 out of 5 average rating, 5 reviews

3BD condo 10 min Disney, 3 min walk Walmart

The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.

5 out of 5 average rating, 62 reviews

Modern Luxury Kissimmee Retreat

A private balcony features outdoor seating with a view of a tranquil lake. The railing provides an unobstructed sight of the serene water and surrounding greenery, illuminated by natural light on a clear day.

4.99 out of 5 average rating, 74 reviews

Apartamento em Orlando

The living area features a blue sectional sofa and a round coffee table centered on a patterned rug. A large television is positioned against a feature wall adorned with tropical-themed wallpaper. Bright curtains frame the sliding door, which leads to a balcony with a view.

4.85 out of 5 average rating, 93 reviews

Your Gateway to Adventure and Relaxation

Private apartment rentals

4.84 out of 5 average rating, 89 reviews

2 Bd/ 2 Ba Sleeps 6! Storey Lake (3191-405)

4.96 out of 5 average rating, 26 reviews

*NEW* Villa Amalfi Boho• FreeParksShuttle•PoolView

A modern living area features a spacious sectional sofa adorned with a soft throw, positioned in front of a large TV mounted on an accent wall. Natural light floods the room through sliding glass doors that lead to a balcony with seating.

4.6 out of 5 average rating, 96 reviews

Family Condo

A spacious living area features two large, plush sofas and several seating arrangements, creating a comfortable gathering space. Natural light is invited through large windows, while neutral tones and soft lighting enhance the welcoming ambiance. A coffee table centers the space, complemented by decorative accents.

4.97 out of 5 average rating, 72 reviews

Disney Vacation Home Rental - Close to Disney!

4.94 out of 5 average rating, 31 reviews

The penthouse offers a view of the expansive neighborhood, featuring several buildings and lush greenery. A large swimming pool is visible below, surrounded by lounge chairs. The balcony is furnished with seating, ideal for enjoying scenic landscapes and sunlight.

Apartment in Davenport

Spacious Modern Penthouse

A patio area features two wicker chairs and a glass-top table, overlooking a lush green golf course. The scene captures an expansive view of the manicured landscape, with well-maintained grass and trees in the distance under a cloudy sky.

4.87 out of 5 average rating, 76 reviews

Golf Course View/Free Parking/Pool /Gated/Disney

The living room is adorned with festive decor, showcasing two Christmas trees and a large mural featuring text from 'The Night Before Christmas.' A cozy gray sofa is complemented by red accents and holiday-themed decorations, with natural light streaming through the windows.

4.96 out of 5 average rating, 23 reviews

Christmas Themed Magic near Disney & Universal!

4.87 out of 5 average rating, 60 reviews

SUPER modern lake condo-Fireworks view!

Apartment rentals with a hot tub

The living area is furnished with a grey sofa and a white coffee table. A flat-screen TV is mounted on the wall, displaying a city skyline. Natural light enters through a large window, with sheer curtains softly framing the view. A doorway leads to the bedroom.

4.86 out of 5 average rating, 69 reviews

Suites at Lake Buena Vista close Disney Springs A6

A spacious living area showcases a gray sofa adorned with decorative pillows. A dark rug sits beneath the seating arrangement, while a dining set with light wooden chairs and a round table is visible in the adjacent open-concept kitchen. A ceiling fan and floor lamp provide ambient lighting.

4.88 out of 5 average rating, 88 reviews

Relax in Cozy Apt 1/1 near to Disney

An aerial view of a spacious resort-style community pool area is displayed, featuring a large heated pool surrounded by lounge chairs and palm trees. The clubhouse is visible, along with a tiki bar and landscaped grounds providing an inviting atmosphere for relaxation.

4.87 out of 5 average rating, 68 reviews

King Bed• 14 min to Disney • $0 Parking • No Fees

4.93 out of 5 average rating, 106 reviews

Condo in Kissimmee

A modern living area is highlighted by a dark leather sofa adorned with light-colored pillows. A decorative mirror adds depth to the wall, while a table and chairs create a dining space. Colorful artwork enhances the atmosphere, and a corner plant adds a touch of greenery.

4.84 out of 5 average rating, 31 reviews

Chic & Stylish Apt | Near Disney & Universal

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.

4.87 out of 5 average rating, 389 reviews

Superb Townhouse Newly Renovated 1 mile to Disney

A spacious pool area is surrounded by lush tropical plants and palm trees. The clear blue water reflects the bright sky. Lounge chairs and umbrellas are positioned around the pool, creating inviting spots for relaxation. The vibrant pink flowers add color to the serene landscape.

4.98 out of 5 average rating, 51 reviews

Tuscana Gem 2 bed 2 bath condo nr Disney and Golf

A spacious outdoor pool area features numerous lounge chairs and umbrellas for shade. Palm trees surround the pool, providing a tropical ambiance. A large building with a distinctive tower is visible in the background, emphasizing a relaxed community atmosphere.