Condo holiday rentals in Kissimmee

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.94 out of 5 average rating, 137 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.86 out of 5 average rating, 129 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

4.88 out of 5 average rating, 258 reviews

Maria Luz Studio-Huge Terrace/Universal area.

We are sure that you will fall in love with our STUDIO!! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub inside the bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area. FREE PARKING. -Universal Studio 8 minutes by car -Disney park’s 10 to 15 minutes by car. Airport 15 minutes by car. -Seaworld Park’s 8 minutes.

A spacious living area is highlighted by large windows that allow natural light to fill the room. A dark sectional sofa and a coffee table are present, while a wall-mounted TV provides entertainment options. Decorative elements and plants add a touch of greenery.

4.91 out of 5 average rating, 498 reviews

Newly Renovated 3/2 close to Disney parks

This beautifully renovated villa is just minutes from major attractions, including Disney, Universal Studios, SeaWorld, and the world-famous Orlando outlets. The drive to these attractions takes only 16 to 26 minutes. Spacious and bright, the home is situated on the second floor and features large windows and a generous living area. It also includes a private balcony off the master bedroom. The villa comes fully furnished and equipped with all the amenities you need for a comfortable stay.

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 417 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

4.9 out of 5 average rating, 116 reviews

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

4.95 out of 5 average rating, 183 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

4.87 out of 5 average rating, 183 reviews

Next to Disney and retail therapy

Welcome to Our First-Floor Condo in a Beautiful Resort-Style Community! Our condo is conveniently located on the first floor in a resort-style gated community-and the best part? No resort fees and FREE parking! Guests have access to a variety of amenities, including a charming clubhouse with a game room and a fitness center. Step outside and relax by the serene, free-form heated pool, surrounded by comfortable deck chairs- perfect for unwinding in the Florida sun.

The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.

4.98 out of 5 average rating, 293 reviews

Amazing ❤️ Water View Condo near Disney & Universal

Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

4.86 out of 5 average rating, 127 reviews

Westgate Vacation Villas - 1 Bedroom

Offering a 1 Bedroom apartment at Westgate Vacation Villas with King Bed, Sofa Bed and full Kitchen Westgate Vacation Villas comforts of a furnished only home 1 mile from Disney and close to the other Orlando attractions, restaurants and shopping. with studios - 2 bedr'm suites+variety of amenities 14 heated pools + award-winning Drafts Sports Bar & Grill A great location to visit the local attractions.

A Star Wars themed bedroom features two twin beds with themed bedding. A decorative quilt with a pattern of star fighters is placed over one bed, while the other is dressed in a space-themed cover. A bedside table holds a lamp shaped like a lightsaber, with blue walls adorned with framed artwork.

4.91 out of 5 average rating, 187 reviews

Themed Resort Condo | Pool | Spa | Mins to Disney

The Magic Galaxy – an affordable 3 bedroom, 2 bath condo in the gated Windsor Palms resort, known for its cleanliness and thematic charm. The retreat features themes from Star Wars, Mickey Mouse, Jurassic World, and Harry Potter. Enjoy resort amenities like a pool, spa, splash pad, courts for basketball, tennis, and volleyball, a movie theater, game room, gym, Tiki bar and grill, and a sundry shop.

4.91 out of 5 average rating, 179 reviews

P-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Popular amenities for Kissimmee condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.88 out of 5 average rating, 127 reviews

Luxury Condo On I-Drive & One Mile from Universal

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 112 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

4.88 out of 5 average rating, 76 reviews

Disney 2BR Condo • Balcony • Storey Lake

4.83 out of 5 average rating, 92 reviews

Condo in Davenport

Newly Remodeled 2-bedroom 15 minutes to the parks

A modern dining area is featured, with a glass-top table and six white chairs. A mirrored wall reflects the light, while a bouquet of orange flowers occupies the center of the table. A kitchen with light cabinetry is visible in the background.

4.98 out of 5 average rating, 234 reviews

Modern Apartment with lake view Close to Disney

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.

4.84 out of 5 average rating, 95 reviews

Disney Retreat

A modern living area features a chic futon couch adorned with decorative pillows. A round marble coffee table is positioned at its center, accompanied by a small side table with a lamp. A vibrant pink throw blanket drapes over a comfortable chair, with greenery adding a touch of nature.

4.9 out of 5 average rating, 69 reviews

Newly Renovated Condo near Disney & Universal

5 out of 5 average rating, 11 reviews

Moana Adventure Suite Near Disney

Pet-friendly condo rentals

4.94 out of 5 average rating, 143 reviews

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 106 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.91 out of 5 average rating, 124 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Condo in Celebration

Pet Friendly in Orlando Area near Disney.

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.

4.92 out of 5 average rating, 144 reviews

Cozy single story condo near Disney

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.

4.88 out of 5 average rating, 410 reviews

Newly Renovated Condo near Disney!

4.91 out of 5 average rating, 159 reviews

Private Studio near Conventions & Theme Parks

Superhost

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.82 out of 5 average rating, 235 reviews

Family Friendly I Mins from Disney I Resort Pool

Superhost

A stylish living room features a large gray sectional sofa complemented by bright orange cushions. A black coffee table stands in the center, while two lamps provide soft lighting. Wall decor includes mirrors and artwork, enhancing the airy ambiance created by the large windows.

4.8 out of 5 average rating, 143 reviews

Newly Renovated Premium Condo, Vista Cay - 2002

Condo rentals with a pool

4.98 out of 5 average rating, 55 reviews

Family-Friendly| Theme Parks Nearby | Pool & Gym

4.8 out of 5 average rating, 85 reviews

An aerial view captures a resort-style pool surrounded by lush greenery. The pool features multiple sections and shaded seating areas. Sun loungers and umbrellas are arranged around the water, with palm trees adding a tropical touch. Nearby, a winding road leads through the community.

Condo in Davenport

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

An outdoor patio is visible, featuring a metal dining set with a rectangular table and four chairs. A small potted plant is centered on the table. The background includes a serene waterfront view with blue skies and greenery.

4.76 out of 5 average rating, 101 reviews

New -Bright & Charming Waterfront Condo

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.

4.97 out of 5 average rating, 74 reviews

*Pristine* Condo minutes from Disney & more!

The living area is furnished with a blue couch adorned with patterned pillows. Two matching wooden side tables with lamps provide soft lighting, while a wooden coffee table sits in the center. A decorative wall piece featuring palm trees adds a touch of character to the room.

4.99 out of 5 average rating, 168 reviews

Disney & Epic Free Shuttle, Kitchen

Superhost

4.62 out of 5 average rating, 55 reviews

Family Friendly Getaway | Close To Disney!

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.

4.88 out of 5 average rating, 173 reviews

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

A cozy living area is visible, featuring a comfortable sofa and two armchairs arranged around a glass sliding door, allowing natural light to enter. A wooden dining table with place settings is positioned in the foreground. A wall-mounted TV displays a landscape scene.