Condo holiday rentals in Kissimmee

4.97 out of 5 average rating, 254 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!

4.95 out of 5 average rating, 132 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

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.

4.87 out of 5 average rating, 142 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!

The open living area is furnished with a comfortable sofa and a modern coffee table, complemented by a large flat-screen TV mounted on the wall. Natural light flows in through glass doors, leading to a balcony. A serene color palette and light wood flooring create a welcoming environment.

4.87 out of 5 average rating, 119 reviews

3176-301 Resort 2BR Apt by Disney World Orlando

Just minutes from DISNEY WORLD ORLANDO FLORIDA, fully renovated 2bed/2bath & fully equipped apartment for up to 6 guests, located in the family friendly Secret Lake Resort. Master suite has a KING bed & 65" Smart TV. Second bedroom has 2 Full beds and a 40" Smart TV. The open floor plan blends Kitchen, Dining and Living room with a 70" Smart TV. Close to Parks, Margarita Ville Water Park, Outlet malls & Retail stores. All amenities included: Wi-Fi, Pool, Gym & BBQ area. NO RESORT FEES

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, 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 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, 172 reviews

Top Floor Condo Lake View near Disney Storey Lake

Experience Florida at its best in our beautiful condo! Enjoy breathtaking sunrises and sunsets from our private balcony or cook in our luxurious kitchen. Your kids will love their "Frozen" themed bedroom! We are perfectly located just minutes from Disney, Universal, SeaWorld, and Legoland. Stay in a luxury resort close to all the magic, with world-class amenities and two clubhouses. Whether it is a family trip or a relaxing getaway, our home is ready for you. We can’t wait to host you!

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.

4.93 out of 5 average rating, 197 reviews

*Sunset Golf Views, Reunion Resort, Pools, Disney

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.

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, 179 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, 139 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, 107 reviews

Condo in Davenport

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 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.

4.86 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.

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.91 out of 5 average rating, 153 reviews

Modern Condo with Lake View Near Disney 3151

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.94 out of 5 average rating, 48 reviews

Condo in Reunion

Outstanding condo with sensational views on golf r

5 out of 5 average rating, 26 reviews

Spacious & new 3 Bedrooms condo | 5mn to Disney

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.

4.94 out of 5 average rating, 62 reviews

Fully Themed Harry Potter Magical Experience!

5 out of 5 average rating, 25 reviews

Lake & Pool View 3BR Condo • Spacious Near Disney

5 out of 5 average rating, 12 reviews

Stunning Storey Lake Resort near Disney

The spacious living area features comfortable blue furnishings, including a sofa and mismatched ottomans. A large flat-screen TV mounted on the wall displays a beach scene. Natural light brightens the space through windows, complemented by decorative artwork and a dining area in the background.

4.81 out of 5 average rating, 67 reviews

3BR Condo w/Balcony & Waterpark Access near Disney

4.95 out of 5 average rating, 79 reviews

Elegant 3BR Condo Near Disney w/ Pool

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.

4.98 out of 5 average rating, 85 reviews

*Pristine* Condo minutes from Disney & more!

Pet-friendly condo rentals

Superhost

A welcoming living space features a glass dining table surrounded by four chairs. A comfortable sofa sits nearby, complemented by a coffee table. The modern kitchen showcases dark cabinetry and sleek appliances. Natural light fills the area, creating a bright atmosphere with a view of the entrance.

4.76 out of 5 average rating, 262 reviews

Quiet Family Condo Disney Universal Orlando

A spacious pool area is surrounded by palm trees and well-maintained landscaping. Lounge chairs are arranged around the swimming pool, with a modern clubhouse visible in the background. Sunny blue skies create a bright atmosphere over the inviting outdoor space.

4.93 out of 5 average rating, 150 reviews

Storey Lake Water Park Resort Condo next to Disney

4.97 out of 5 average rating, 173 reviews

Magically Close to Disney- Serene LakeView Condo

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

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, 252 reviews

Family Friendly I Mins from Disney I Resort Pool

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, 517 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

Superhost

The vibrant pool area is framed by tall palm trees and features a clear blue water surface. Loungers and umbrellas are positioned around the pool, with a fountain visible in the background, creating a relaxing outdoor space.

4.82 out of 5 average rating, 187 reviews

Disney Adorable Condo in the heart of it ALL! 1/1

Condo rentals with a pool

A bright, modern living area features a comfortable sofa adorned with decorative pillows. Natural light filters through the window, enhancing the open layout that seamlessly transitions to a well-equipped kitchen with a spacious island and three wooden stools.

4.94 out of 5 average rating, 54 reviews

1st floor By Pool, Kids Play area, Close to Disney

5 out of 5 average rating, 12 reviews

2 bedroom Balcony King Suite - Lake & Pool view

A spacious bedroom is adorned with a blue accent wall featuring a starry pattern. A large, plush bed covered in a soft blue throw and white linens is centrally placed. A framed picture is mounted above the bed, and a small plant adds a touch of greenery.

4.91 out of 5 average rating, 266 reviews

Sunshine & Magic Lakeview

4.85 out of 5 average rating, 54 reviews

Airy 3BR•Near Disney•Pool•Wi-Fi

4.91 out of 5 average rating, 172 reviews

Chic Disney Resort Condo • Pool Access Near Parks

4.94 out of 5 average rating, 70 reviews

Condo in Four Corners

Guest favorite! Near Disney

The living room features a light and airy design with large arched windows allowing natural light to filter in. A comfortable seating arrangement includes a spacious sofa and armchairs, complemented by a wooden coffee table adorned with greenery. Soft decor elements create a relaxed atmosphere.

4.81 out of 5 average rating, 275 reviews

*Close to Disney parks!*By the pool! Ground floor

An aerial view of the Windsor Hills Resort pool area is showcased, featuring vibrant green and yellow water slides alongside a large blue pool. Lush palm trees surround the area, creating a relaxing atmosphere, while guests enjoy the amenities under the clear sky.