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Condo vacation rentals in Osceola County

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Vacation rentals for every style

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Popular amenities for Osceola County condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Top guest favorite
A dining area features a modern table surrounded by six upholstered chairs. Above, a contemporary light fixture hangs. Large windows and sliding doors provide views of the outdoor space, while neutral-colored curtains frame the windows, allowing natural light to fill the room.
Condo in Kissimmee
4.96 out of 5 average rating, 24 reviews

Cozy 3BR Condo near Disney- Storey Lake Water Park

Guest favorite
The family room features a spacious sectional sofa and a flat screen TV mounted on a wall. Natural light fills the area through large sliding glass doors that open to a balcony. Light-colored curtains frame the windows, and a round coffee table sits in the center.
Condo in Kissimmee
4.75 out of 5 average rating, 12 reviews

3 BD/ 3 BA Sleeps 8! Reunion Resort (7602-201)

Guest favorite
An exterior view of the apartment complex showcases a modern structure with beige walls and balconies framed by palm trees. The inviting pool area is visible from above, featuring lounge chairs and a beautifully landscaped space. Interior images present a spacious living area with a comfortable sofa, a dining area with blue chairs, and a serene bedroom with a king bed complemented by soft, light-colored bedding.
Condo in Kissimmee
4.89 out of 5 average rating, 66 reviews

304 Luxurious 2 Bd Close to Disney Storey Lake

Guest favorite
A bright bedroom is highlighted by two large windows with sheer gray curtains, allowing natural light to fill the space. A plush queen-sized bed with a tufted blue headboard is positioned against the wall. A bedside table with a lamp is placed next to the bed.
Condo in Kissimmee
4.88 out of 5 average rating, 25 reviews

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

Top guest favorite
A spacious living area is showcased with modern furniture, including a comfortable sectional sofa. A large smart TV is mounted on the wall, and natural light fills the room through sliding glass doors leading to a balcony. Decorative elements enhance the inviting ambiance.
Condo in Kissimmee
4.95 out of 5 average rating, 37 reviews

Resort Access: 2BR Condo Retreat near Disney World

Top guest favorite
A comfortable living area features a spacious gray sectional couch paired with an ottoman, creating a welcoming seating arrangement. Two framed artworks adorn the walls, while a red tray with snacks is placed on the ottoman. The open layout connects to a modern kitchen area with bar seating.
Condo in Kissimmee
4.97 out of 5 average rating, 67 reviews

*Pristine* Condo minutes from Disney & more!

Superhost
Condo in Kissimmee
5 out of 5 average rating, 4 reviews

Tuscana Resort Serene 2BR Condo + Resort Amenities

Guest favorite
A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.
Condo in Kissimmee
4.85 out of 5 average rating, 75 reviews

Disney Retreat

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Pet-friendly condo rentals

Top guest favorite
An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.
Condo in Champions Gate
4.85 out of 5 average rating, 280 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

Guest favorite
The living room features a spacious sectional sofa and a flat-screen TV mounted on a wooden console. Large glass doors provide a view of the patio and golf course, while natural light fills the room through the sheer curtains. A potted plant adds a touch of greenery.
Condo in Kissimmee
4.94 out of 5 average rating, 121 reviews

3 Bedroom w/large patio on Resort Golf Course

Guest favorite
A designated pet area is shown, featuring two stainless steel bowls placed on a wooden stand beside a soft dog bed. The floor is finished in a light wood tone, enhancing the area’s functionality for pet owners.
Condo in Celebration
4.91 out of 5 average rating, 116 reviews

Pet Friendly in Orlando Area near Disney.

Guest favorite
The exterior of the condo presents a welcoming appearance with light yellow siding and a distinctive arch window. A well-maintained pathway leads to the entrance, bordered by manicured landscaping. Trees from the conservation area provide a natural backdrop, enhancing the serene environment.
Condo in Kissimmee
4.92 out of 5 average rating, 132 reviews

Cozy single story condo near Disney

Guest favorite
A serene bedroom features a plush, spacious bed adorned with a floral-patterned comforter. Natural light floods the room through large windows, while two bedside tables with lamps provide soft illumination. A decorative wall mirror and neutral-toned decor enhance the inviting atmosphere.
Condo in Kissimmee
4.88 out of 5 average rating, 400 reviews

Newly Renovated Condo near Disney!

Guest favorite
A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.
Condo in Kissimmee
4.89 out of 5 average rating, 113 reviews

Home away from home for the Parks!

Superhost
A well-lit living space is observed, featuring a comfortable gray sofa, a small dining table, and a kitchenette. A desk with a chair is positioned alongside a door leading to the bedroom area. Various streaming service logos are displayed, suggesting entertainment options available.
Condo in Kissimmee
4.8 out of 5 average rating, 178 reviews

Comfortable Family Condo Disney Universal Orlando

Top guest favorite
Condo in Kissimmee
4.99 out of 5 average rating, 110 reviews

Bongos Disney Pad~ Gated Resort~Pool~ First Floor!

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Condo rentals with a pool

Guest favorite
Condo in Kissimmee
4.85 out of 5 average rating, 92 reviews

*NEW*• Modern Luxury Condo

Superhost
A clear blue pool is surrounded by greenery, featuring a textured deck with a geometric pattern. Palm trees line the perimeter, providing shade. Lounge chairs are visible in the background, and potted plants add a touch of color near the edge of the pool.
Condo in Kissimmee
4.84 out of 5 average rating, 157 reviews

Contemporary apartment near Disney with WIFI

Guest favorite
A contemporary living area features a dark sectional sofa adorned with orange and blue cushions. A circular coffee table sits at the center, while a flat-screen TV is mounted on a white entertainment unit. Natural light floods in from sliding glass doors leading to the patio.
Condo in Kissimmee
4.97 out of 5 average rating, 34 reviews

Fabulous Storey Lake condo-walk to FREE WaterPark!

Guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 92 reviews

Spacious 3BD Storey Lake Resort, Close to Disney

Guest favorite
A view from the balcony showcases a large, inviting pool surrounded by palm trees and lounge chairs. The pool area is highlighted by decorative landscaping and is set against a backdrop of a multi-story building, reflecting the vibrant atmosphere of the resort.
Condo in Kissimmee
4.94 out of 5 average rating, 151 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

Top guest favorite
A cozy dormitory space features two bunk beds draped with red fabric. A wooden door leads to the room, where a starry ceiling complements golden light fixtures. A Victorian-style chair and a small trunk add charm, while natural light filters through a window with red curtains.
Condo in Kissimmee
4.96 out of 5 average rating, 52 reviews

Fully Themed Harry Potter Magical Experience!

Guest favorite
The master bedroom is furnished with a spacious king bed, complemented by green accent pillows. A stylish bench sits at the foot of the bed. Natural light orients from the window beside the bed, and the mirrored dresser adds a touch of elegance to the room.
Condo in Kissimmee
4.9 out of 5 average rating, 29 reviews

SL208 - NEW listing- Storey Lake

Top guest favorite
A large pool is surrounded by lush palm trees and manicured landscaping, inviting relaxation. Water slides and play areas are visible in the background. The sky is clear with scattered clouds, enhancing the bright atmosphere of the resort.
Condo in Kissimmee
4.99 out of 5 average rating, 83 reviews

Windsor Hills | Disney | Waterpark |Arcade|Theatre

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