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Apartment vacation rentals in Winter Garden

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Vacation rentals for every style

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Popular amenities for Winter Garden apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Guest favorite
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.
Apartment in Kissimmee
4.88 out of 5 average rating, 78 reviews

Beautiful Apt 1/1 near to Disney

Superhost
The bedroom features a spacious bed with a patterned duvet and decorative pillows. A ceiling fan provides airflow, while an air conditioning unit is mounted on the wall. A television is mounted above a dresser, and a doorway leads to an adjacent room.
Apartment in Kissimmee
4.64 out of 5 average rating, 80 reviews

Unit A Small Apt Close to Theme Parks

Guest favorite
The open living area features a modern gray sectional sofa and a round coffee table atop a soft area rug. A large flat-screen television is mounted on a white entertainment unit. The kitchen, visible in the background, has sleek white cabinetry and bar seating.
Apartment in Orlando
4.93 out of 5 average rating, 94 reviews

Downtown Orlando Zen High-Rise - Free Parking!

Top guest favorite
A spacious rooftop terrace is showcased, featuring black wrought iron furniture arranged around a green artificial lawn. Potted plants add greenery, while light blue and white striped canopies provide shade. The clear sky enhances the inviting setting, creating a pleasant atmosphere for outdoor relaxation.
Apartment in Florida Center
5 out of 5 average rating, 85 reviews

Private Rooftop Suite!

Guest favorite
A cozy living room features a dark gray sofa and a green accent chair. A colorful area rug lies on the floor beneath a coffee table. A flat-screen television is mounted on the wall, while light flows in through French doors leading to an outdoor space.
Apartment in Kissimmee
5 out of 5 average rating, 25 reviews

Luxury & Spacious Apartment, 10 Mins from Disney

Guest favorite
A contemporary living area features a large flat-screen TV mounted on a wall. A wooden console table sits beneath it, displaying decorative items. Two upholstered chairs provide seating, with a colorful area rug added for warmth. Natural light filters through window coverings.
Apartment in Winter Park
4.96 out of 5 average rating, 214 reviews

Apt C -Modern Elegance in the Heart of Winter Park

Top guest favorite
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.
Apartment in Kissimmee
5 out of 5 average rating, 38 reviews

Modern Luxury Kissimmee Retreat

Guest favorite
The living room features a comfortable leather sofa and a round coffee table atop a striped rug. Large sliding glass doors offer natural light and a view of the balcony. A potted plant adds a touch of greenery, while a ceiling fan provides airflow.
Apartment in Orlando
4.9 out of 5 average rating, 20 reviews

Trendy Lake Condo-Disney view!

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Private apartment rentals

Top guest favorite
The spacious studio features a comfortable super king bed with soft linens, a full-size sofa bed, and a sitting area by the window. A dining table is visible, alongside a work desk. Natural light fills the room through the windows, enhancing the modern decor.
Apartment in Florida Center
4.98 out of 5 average rating, 64 reviews

Gorgeous spot 6 min drive to Universal Studios

Guest favorite
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.
Apartment in Kissimmee
5 out of 5 average rating, 12 reviews

Everlasting Memories: 10 Min. From Disney!

Guest favorite
An open living room and kitchen area features comfortable seating on a dark sofa and a modern futon. A light fixture adds illumination to the space. A well-equipped kitchen is visible in the background, with wood cabinetry and a dining area near a window.
Apartment in Clermont
4.94 out of 5 average rating, 68 reviews

Relaxing 1-Bedroom Farm Retreat. Pets welcome!

Guest favorite
A vibrant welcome sign for Orlando, Florida is depicted, featuring an artistic skyline with tall buildings. A colorful Ferris wheel is visible, along with various recreational activities by the water, including boats and beachgoers. Palm trees frame the scene, enhancing its lively atmosphere.
Apartment in Orlando
4.93 out of 5 average rating, 40 reviews

Luxury Apt + Pool + BBQ + Gym.

Guest favorite
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.
Apartment in Kissimmee
4.94 out of 5 average rating, 16 reviews

2BR Family Retreat Minutes from Disney & Parks!

Guest favorite
A game room is featured, highlighted by a polished pool table centered under a modern light fixture. Nearby, arcade games and a television are visible on a light gray wall, while a wall-mounted rack displays several billiard cues.
Apartment in Kissimmee
4.93 out of 5 average rating, 30 reviews

Luxury LakeFront Condo by Disney

Top guest favorite
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.
Apartment in Orlando
4.98 out of 5 average rating, 59 reviews

Orlando Apartment

Guest favorite
A stylish bedroom features a spacious bed with a soft yellow throw and headboard in muted tones. One corner showcases bright art from the Mario Bros theme. A lively living area displays a comfortable sofa and sleek entertainment unit. The dining space is set with vibrant plates for six.
Apartment in Orlando
4.93 out of 5 average rating, 41 reviews

Mario Bros-Themed Bedroom, Games and Style!

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Apartment rentals with a hot tub

Guest favorite
A vibrant living area features a comfortable sofa and dining table, with decorative blue walls enhancing the modern aesthetic. A well-equipped kitchenette is visible, and a spacious bedroom is partially seen through an open doorway, providing a glimpse of the inviting sleeping space.
Apartment in Kissimmee
4.89 out of 5 average rating, 344 reviews

King Bed Family Condo Orlando Disney Universal

Top guest favorite
The outdoor area features a large swimming pool surrounded by palm trees and lounge chairs. A spacious building is visible in the background, complemented by a clear blue sky. Well-maintained greenery adds to the welcoming environment.
Apartment in Florida Center
4.99 out of 5 average rating, 78 reviews

Perfect Getaway location Near Universal

Guest favorite
A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.
Apartment in Florida Center
4.91 out of 5 average rating, 58 reviews

Penthouse With EPIC Views

Guest favorite
A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.
Apartment in Kissimmee
4.91 out of 5 average rating, 127 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Top guest favorite
The living room is designed with a modern aesthetic, featuring a spacious sectional sofa, a coffee table, and a 65-inch Smart TV mounted on the wall. Large glass doors provide access to the outdoor area, allowing natural light to fill the space.
Apartment in Kissimmee
4.94 out of 5 average rating, 54 reviews

3171-302 Resort Lake View Disney Universal Orlando

Guest favorite
An aerial view reveals a sprawling lagoon-style pool surrounded by lush green landscapes, highlighted by winding water features. A well-appointed bedroom presents a spacious bed framed by modern decor and natural light filtering through a window. The living area showcases an elegant dining setup alongside a stylish sofa, while a vibrant children's room features a bunk bed and playful accents.
Apartment in Kissimmee
4.84 out of 5 average rating, 190 reviews

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

Guest favorite
A cozy studio space is highlighted by a spacious bed adorned with a decorative blanket. A comfortable sofa and tufted stool provide additional seating. Light floods in through large windows, illuminating the soft tones of the wallpaper and area rug.
Apartment in Florida Center
4.87 out of 5 average rating, 150 reviews

Stefano’s Romantic Studio/Universal Studios area

Guest favorite
A living area features a wooden coffee table and a flat-screen TV mounted on the wall. Light drapes frame large glass doors that open to a balcony overlooking lush greenery. A decorative plant adds a touch of nature to the space.
Apartment in Davenport
4.95 out of 5 average rating, 57 reviews

Bahama Bay Resort-2BR/2BA Near Disney

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Destinations to explore