Condo vacation rentals in Kissimmee

4.97 out of 5 average rating, 253 reviews

Perfect for Two Families • Sleeps 8 • Top Location

Guests love this home! It’s usually fully booked! Location is incredible! Heart our property and save it to your wishlist! 9 min - Hollywood Studios (6 mi) 10 min - Animal Kingdom (8 mi) 12 min - Disney Springs (5 mi) 15 min - Magic Kingdom (10 mi) 30 min - Universal Studios (12 mi) 30 min - Orlando International Airport (17 mi) 8 min - The Factory Outlets Just 3’ from Walmart, Publix, and a big strip mall full of restaurants, grocery stores, and shopping! Experienced host, 10 years on Airbnb!

A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.

4.98 out of 5 average rating, 199 reviews

Poolside 3Br Windsor Hills, Waterpark, By Disney

Your Windsor Hills Getaway starts here! This beautiful condo overlooks the resort pool, waterpark with waterslides, lake and just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8 with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool and Lake! The clubhouse is steps away, with a store, food, drinks, game room arcade, movie theater and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

4.9 out of 5 average rating, 179 reviews

3161-107 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!

4.86 out of 5 average rating, 140 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 spacious outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. The shimmering water reflects the clear sky. In the background, the serene Lake Bryan and a wooden pier are visible, contributing to the tranquil lakefront setting.

4.97 out of 5 average rating, 437 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.

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

4.95 out of 5 average rating, 177 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

4.83 out of 5 average rating, 138 reviews

Cozy space 5/10 universal & epic

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

4.88 out of 5 average rating, 106 reviews

A luxurious living just 15 min/Disney

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

A vibrant pool area is showcased, featuring bright water play structures including a pink water umbrella and colorful fountains. Sun loungers and umbrellas in various colors surround the pool, with palm trees lining the background under a clear blue sky filled with fluffy clouds.

4.87 out of 5 average rating, 430 reviews

Gated community, 5 miles from Disney

Decorated prioritizing comfort for our guests, smart lock for a self check in. Our community is now part of Calypso Cay Resorts. All of our guests are allowed to cross over to all 3 properties including the big Holiday Inn side. 5 swimming pools in total, 3 hot spas, water slides, mini golf, basketball, tennis, volleyball, playground, rock climbing, and more. They also have a bar/lounge, a snack bar/deli, coffee shop, 300 feet Zipline available for a purchase.

4.86 out of 5 average rating, 113 reviews

Disney Retreat

Experience the Ultimate Disney Getaway in Our Newly Remodeled Master Suite! Welcome to your dream vacation, just 15 minutes from Disney World and 30 mins from MCO! Our apartment offers a luxurious and family-friendly retreat close to Orlando's major attractions. The spacious master bedroom comfortably accommodates 2 guests, with room for 2 more in the living area. pull out queen bed Enjoy a world of comfort and convenience with our wealth of amenities.

4.98 out of 5 average rating, 171 reviews

Magic Condo at a Resort Near Disney

Escape to paradise at this ultimate resort retreat! Enjoy a tiki bar, sparkling pools, tennis and basketball courts, a mini water park, and a kids' playground. Stay active at the full gym, play arcade games, or relax in the movie theater. Challenge friends to pool, ping pong, or unwind in the lounge area. Don’t forget to grab a keepsake from the souvenir store. Whether you're seeking adventure or relaxation, this resort has something for everyone!

A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.

4.89 out of 5 average rating, 193 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 12 reviews

2 bedroom Balcony King Suite - Lake & Pool view

4.73 out of 5 average rating, 11 reviews

3 Bd / 2 Ba / Sleeps 9 / West Lucaya

5 out of 5 average rating, 61 reviews

Vista Cay Lakeview Chic, Next to EPIC and OCCC

5 out of 5 average rating, 12 reviews

Stunning Storey Lake Resort near Disney

An aerial view showcases a community pool surrounded by lush tropical landscaping. Several lounge chairs are arranged near the water, while colorful canopies provide shade. Towering palm trees enhance the inviting atmosphere, creating a serene environment for relaxation and leisure.

4.95 out of 5 average rating, 79 reviews

Elegant 3BR Condo Near Disney w/ Pool

4.96 out of 5 average rating, 25 reviews

Cozy condo in waterpark resorts and golf course

4.93 out of 5 average rating, 27 reviews

Sea World Orlando Apts - Parks/Convention Centre

A spacious heated pool is surrounded by vibrant tropical landscaping, including palm trees and flowering bushes. Colorful lounge chairs are positioned along the poolside, offering a relaxing setting for guests. The pool area is well-maintained and invites leisurely enjoyment.

4.87 out of 5 average rating, 92 reviews

Spacious & Peaceful Condo Near Champions Gate

Pet-friendly condo rentals

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, 117 reviews

Penthouse Lakeview Minutes to Disney/ Universal

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, 425 reviews

Newly Renovated Condo near Disney!

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.

4.83 out of 5 average rating, 249 reviews

Family Friendly I Mins from Disney I Resort Pool

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.

4.92 out of 5 average rating, 156 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

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.

4.87 out of 5 average rating, 506 reviews

Westgate Vacation Villas - 1 Bedroom

A modern living area is showcased with a sectional sofa, lounge chairs, and a coffee table. Open shelving displays decorative items. The kitchen area is visible in the background, featuring pendant lighting and sleek appliances. Natural light enhances the neutral tones of the space.

4.93 out of 5 average rating, 163 reviews

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking

A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.

4.98 out of 5 average rating, 170 reviews

Top Floor Condo Lake View near Disney Storey Lake

4.75 out of 5 average rating, 139 reviews

Storey lake, The Cove.

Condo rentals with a pool

The living room features a comfortable sofa and a chair, complemented by a coffee table and a dining area with six black chairs. An arcade game can be seen in the corner, while sliding glass doors provide natural light and access to the outside balcony.

4.69 out of 5 average rating, 192 reviews

★5 Star Disney/Potter Villa w/Balc View & Arcade★

An inviting bedroom features a Mickey-themed design with two spacious beds, ideal for children. The cozy living area showcases a comfortable sectional sofa, a flat-screen TV, and modern lighting. A stylish dining space with a table and six chairs is also visible, enhancing communal dining.

5 out of 5 average rating, 32 reviews

4731-103 Stay Magical • 2BR with Mickey Room & Mor

4.91 out of 5 average rating, 264 reviews

Disney Oasis by the lake

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.

4.96 out of 5 average rating, 160 reviews

Disney Oasis

5 out of 5 average rating, 25 reviews

Lake & Pool View 3BR Condo • Spacious Near Disney

A bright and airy studio is showcased with large windows allowing natural light to fill the space. A king-size bed with a patterned quilt is paired with a comfortable daybed. A 65" TV is mounted on the wall, and a small dining area features two chairs with a vase of flowers.

4.8 out of 5 average rating, 93 reviews

XLPatio Studio/KingBed/Universal

The image displays a resort pool area surrounded by palm trees and lush greenery. Lounge chairs are positioned near the water, with colorful umbrellas providing shade. Warm evening light highlights the modern clubhouse in the background, enhancing the tranquil setting.

4.87 out of 5 average rating, 142 reviews

8-108 Legacy Dunes, Lake View, Close to Disney

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.