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Condo vacation rentals in Kissimmee

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Vacation rentals for every style

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Popular amenities for Kissimmee condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Condo rentals with a pool

Top guest favorite
A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.
Condo in Orlando
5 out of 5 average rating, 60 reviews

Classy Disney Themed Condo with FREE shuttle!

Guest favorite
A modern living area features a white sectional sofa and a stylish coffee table with gold accents. A flat-screen television is mounted on the wall, complemented by minimalist shelving. Large windows dressed with sheer curtains allow natural light to fill the space, creating a bright and welcoming environment.
Condo in Kissimmee
4.96 out of 5 average rating, 82 reviews

Resort Style Sunshine Oasis near Theme Parks

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, 51 reviews

Fully Themed Harry Potter Magical Experience!

Top guest favorite
The illuminated pool area features clear blue water reflecting the vibrant colors of dusk. Surrounding palm trees create a tropical ambiance, while lounge chairs are arranged nearby. The serene waterfront view highlights the transitioning sky, offering a peaceful retreat at twilight.
Condo in Orlando
5 out of 5 average rating, 15 reviews

Stunning waterfront Views, 1 mile to Disney 2 bath

Top guest favorite
The resort features a spacious pool area surrounded by tropical landscaping and palm trees. The swimming pools are designed for relaxation and play, with a lagoon and lounging areas along the water's edge, complemented by vibrant pastel buildings in the background.
Condo in Kissimmee
4.96 out of 5 average rating, 230 reviews

Family Fun nr Disney* 2BR+LoftBR; 5 Pools/MiniGolf

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
4.98 out of 5 average rating, 66 reviews

*Pristine* Condo minutes from Disney & more!

Guest favorite
A dining area features a large table set for eight, with placemats and dinnerware arranged neatly. A ceiling fan is present, and soft lighting from a woven pendant illuminates the space. Beyond the large glass doors, expansive views of the golf course are visible.
Condo in Kissimmee
4.86 out of 5 average rating, 7 reviews

Modern resort condo close to amusement parks

Top guest favorite
A large shimmering pool is surrounded by palm trees and lounge chairs, creating a relaxed atmosphere. The pool area is framed by two tall buildings in the background, under a clear blue sky with scattered clouds.
Condo in Orlando
5 out of 5 average rating, 64 reviews

Amazing lake view condo near Disney & Universal.

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Condo rentals with a hot tub

Superhost
A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.
Condo in Florida Center
4.88 out of 5 average rating, 106 reviews

Luxury Condo On I-Drive & One Mile from Universal

Superhost
The living room features a Mickey Mouse mural, complemented by a yellow sofa adorned with a blue star-patterned blanket. A glass coffee table sits in the center, while a small blue chair and a television are positioned against a light gray wall. Decorative items include a plush Mickey Mouse.
Condo in Kissimmee
4.77 out of 5 average rating, 180 reviews

Mickey's House vacation/kissimmee4

Top guest favorite
The exterior of a charming yellow condo is depicted, featuring a welcoming entrance with white trim. Lush greenery frames the building, and palm trees are visible against a bright blue sky with scattered clouds. The sidewalk leads to the entrance from the landscaped area.
Condo in Kissimmee
4.97 out of 5 average rating, 222 reviews

Welcome to our Son Shine condo ....

Top guest favorite
An aerial view of the resort reveals a beautifully landscaped area with palm trees and pathways. The inviting outdoor pool is surrounded by lounge chairs, while nearby, a serene waterway meanders through the lush green landscape. The villas are nestled harmoniously among the greenery.
Condo in Orlando
4.97 out of 5 average rating, 123 reviews

Marriott Sabal Palms 2BD Villa

Guest favorite
A spacious living area features a large leather sofa and wall art, creating an inviting space. The open-concept layout connects to the kitchen and dining area, while large windows allow natural light to fill the room. A vibrant resort-style pool area and water slides are visible outside.
Condo in Kissimmee
4.96 out of 5 average rating, 135 reviews

Disney Oasis

Guest favorite
A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.
Condo in Davenport
4.83 out of 5 average rating, 127 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

Superhost
The living area features a spacious gray sectional sofa and a wooden coffee table atop a round, textured rug. A large TV is mounted on a media console, and natural light flows through the floor-to-ceiling sliding doors leading to a balcony with lake views.
Condo in Orlando
4.89 out of 5 average rating, 157 reviews

[Lake View, Modern Decor, 1 Mile to Disney!]

Guest favorite
A spacious living area features a gray sofa adorned with vibrant yellow accent pillows. A large area rug in blue and white complements the room. A modern light fixture and colorful wall art add visual interest, while a dining area is positioned in the background.
Condo in Orlando
4.87 out of 5 average rating, 298 reviews

Incredible Water View Only One mile to Disney!805

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Weekly condo rentals

Guest favorite
A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.
Condo in Kissimmee
4.92 out of 5 average rating, 92 reviews

Modern, spacious, and relaxing!

Superhost
A spacious living area is showcased, featuring a large sectional sofa and a plush armchair. A coffee table sits in the center, surrounded by elegant decor. The open layout connects to a modern dining space with sleek furnishings, illuminated by pendant lighting.
Condo in Four Corners
4.79 out of 5 average rating, 39 reviews

Luxurious 5-Bed Penthouse Style Condo!

Guest favorite
A spacious bedroom is furnished with a large bed covered in a blue quilt, complemented by light-colored walls and natural light filtering through the window. A combined living area features a comfortable sofa and a television, while kids' water slides are visible in the outdoor pool area, surrounded by palm trees.
Condo in Four Corners
5 out of 5 average rating, 5 reviews

1st Floor Condo Near Disney

Guest favorite
A spacious living area features a comfortable sectional sofa and a coffee table atop a textured rug. Light blue walls enhance the bright atmosphere, while artwork adorns the walls. The open kitchen includes wooden cabinetry and modern appliances, with seating available at the countertop.
Condo in Orlando
4.95 out of 5 average rating, 87 reviews

Renovated Condo 2 miles away from Disney Lake view

Guest favorite
A living area features a modern futon couch with patterned cushions and a stylish armchair. A circular coffee table displays a floral centerpiece. Artwork adorns the wall above the seating, while a potted plant adds a touch of greenery to the space.
Condo in Kissimmee
4.9 out of 5 average rating, 59 reviews

Newly Renovated Condo near Disney & Universal

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
4.86 out of 5 average rating, 71 reviews

Disney Retreat

Superhost
A living room features a large sectional sofa and a round coffee table, with a flat-screen TV mounted on the wall. A light-colored accent chair adds comfort. Natural light fills the space through sliding glass doors, leading to a balcony overlooking the lake.
Condo in Kissimmee
5 out of 5 average rating, 7 reviews

Beautiful 2BR Condo with Great Views on Resort

Top guest favorite
A dining area and living space are showcased, featuring a wooden table set for four with elegant dishware. Modern chairs surround the table, while the living area displays a comfortable sofa and stylish seating. Natural light fills the room through large windows, enhancing the warm ambiance.
Condo in Orlando
4.93 out of 5 average rating, 15 reviews

VC12-106 - EPIC Lakeview

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Quick stats about condo rentals in Kissimmee

  • Total rentals

    460 properties

  • Nightly prices starting at

    R363 ZAR before taxes and fees

  • Total number of reviews

    29K reviews

  • Family-friendly rentals

    410 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    420 properties have a pool

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