Condo vacation rentals in Kissimmee

4.97 out of 5 average rating, 261 reviews

Ideal 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 modern living area features a light-colored sofa adorned with orange cushions. A coffee table sits centrally, while a large TV displays a movie. Natural light enters through sliding glass doors that open to a balcony, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 167 reviews

4751-306 Resort APT by Disney World Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 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!

4.91 out of 5 average rating, 176 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water reflects the sunlight, while shaded cabanas with white roofs provide relaxing spots for guests. The rock formations enhance the natural ambiance around the inviting pool.

4.92 out of 5 average rating, 132 reviews

A 3BR Resort Style Divine Getaway Near Theme Parks

Experience the ultimate vacation getaway at our resort-style condo, where luxury, comfort, and convenience await! Just minutes away from all the theme parks and endless restaurants! Property is located on the first floor, just steps away from pool and beach volleyball court. Relax at one of the 2 stunning pools or enjoy the clubhouse with a gameroom and fitness gym. Tennis, Pickleball, and basketball enthusiasts will love the on-site courts, perfect for friendly matches with family and friends.

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, 145 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 living area features a large sectional sofa adorned with decorative pillows, positioned opposite a flat-screen TV on a modern console. Natural light enters through large windows, highlighting the open kitchen with wooden cabinetry and dining space. Decorative artwork adds a touch of color to the neutral walls.

4.95 out of 5 average rating, 107 reviews

Renovated Condo 2 miles away from Disney Pool view

Welcome to our Orlando getaway! We’re Patricia and Fahem, esteemed Super hosts committed to curating an exceptional stay for our guests. Nestled in the heart of Orlando our condo offers comfort, style, and easy access to an array of family-friendly attractions. Our space is designed to cater to families, couples, or solo adventurers eager to explore the diverse attractions Orlando has to offer. Beyond the magic of Disney, discover a world of excitement at other nearby family-friendly spots.

4.9 out of 5 average rating, 124 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)

4.83 out of 5 average rating, 144 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, 109 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.

4.84 out of 5 average rating, 116 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.

The open living and dining area features a large L-shaped sofa and a glass table, with natural light flowing through French doors. A wall mural showcases a Star Wars theme, while the private balcony offers expansive views of the Arnold Palmer PGA golf course and sunset skies.

4.92 out of 5 average rating, 121 reviews

Gorgeous Views: Golf Front, StarWars, XBox, 2Pools

This modern 3-bedroom luxury condo 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 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.

4.9 out of 5 average rating, 155 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

A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.

4.97 out of 5 average rating, 215 reviews

303_To Infinity & the Ocean Breeze Apartment

5 out of 5 average rating, 16 reviews

Mickey's House in Orlando • 10 min from Disney

5 out of 5 average rating, 16 reviews

New! Seven Eagles Hideaway at Reunion Resort

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, 439 reviews

Waterfront Condo minutes to Disney & Universal

5 out of 5 average rating, 10 reviews

3121 Modern Condo Near Disney | Storey Lake Resort

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

5 out of 5 average rating, 44 reviews

Renovated Family Condo • Disney • Free Parking

4.98 out of 5 average rating, 184 reviews

Magic Condo at a Resort Near Disney

Pet-friendly condo rentals

Superhost

4.85 out of 5 average rating, 104 reviews

Andris Luxury Homes

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, 125 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.

4.9 out of 5 average rating, 709 reviews

Westgate Palace Resort 2 bedroom

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.

4.91 out of 5 average rating, 138 reviews

Home away from home for the Parks!

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.

4.91 out of 5 average rating, 161 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.

4.84 out of 5 average rating, 261 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

The open living area showcases a comfortable sofa and spacious kitchenette, designed in soft blue tones. Large windows allow natural light to fill the room. A dining table occupies one side, with a modern television mounted on the wall, displaying various streaming service logos.

4.82 out of 5 average rating, 377 reviews

Lake View Family Condo Disney Universal Orlando

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

4.85 out of 5 average rating, 106 reviews

Wonderful apartment close to Disney • 3bed • 2bath

Condo rentals with a pool

Aerial view of the resort shows a lush, tropical landscape with multiple swimming pools surrounded by palm trees. Colorful two-story condos are visible in the background, conveying a relaxed community setting. The central lagoon features serene waters, enhancing the resort's appeal.

4.93 out of 5 average rating, 262 reviews

Family Fun near Disney! 2BR+Loft; 5 Pools/MiniGolf

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!

4.95 out of 5 average rating, 84 reviews

Elegant 3BR Condo Near Disney w/ Pool

5 out of 5 average rating, 31 reviews

Lake & Pool View 3/3 Condo • Spacious Near Disney

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, 87 reviews

*Pristine* Condo minutes from Disney & more!

4.93 out of 5 average rating, 96 reviews

A spacious living area features modern furnishings in a light color scheme. A large sectional sofa is complemented by a decorative throw. A wall-mounted television displays a colorful animation. Natural light fills the space, highlighting the wooden accent wall.

Condo in Four Corners

Orlando Family Retreat – 3BR Near Parks

Superhost

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, 86 reviews

Newly Renovated Condo near Disney & Universal

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.