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Condo holiday rentals in Kissimmee

Find and book unique condos on Airbnb

Quick stats about condo rentals in Kissimmee

  • Total holiday rentals

    Explore 440 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $44 AUD per night before taxes and fees

  • Verified guest reviews

    Over 32,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    390 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Kissimmee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

Top-rated condo rentals in Kissimmee

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Condo in Kissimmee
4.97 out of 5 average rating, 214 reviews

303_To Infinity & the Ocean Breeze Apartment

Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

Superhost
A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.
Condo in Kissimmee
4.91 out of 5 average rating, 222 reviews

3171-206 Resort Lake View Disney Universal 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!

Top Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 175 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!🏰✨

Guest favourite
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.
Condo in Kissimmee
4.92 out of 5 average rating, 131 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.

Guest favourite
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.
Condo in Kissimmee
4.87 out of 5 average rating, 144 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!

Top Guest favourite
Aerial view of the community pool area featuring a large, sparkling pool and a kid-friendly splash area. Numerous lounge chairs surround the pool, and lush palm trees provide shade. A serene lake with a fountain is visible nearby, enhancing the tranquil ambiance of the resort.
Condo in Kissimmee
4.92 out of 5 average rating, 230 reviews

Disney 4mi • Resort Pools • Mini Golf • Sleeps 5

Stay just 4 miles from Disney in this bright, family-friendly condo near Disney Springs, Universal, ICON Park & more 🏰🛍️ Beaches just over an hour away!! Enjoy multiple pools, large hot tubs, kids’ water slides, FREE mini golf & Adventure Park ($5/ride). Wed–Sun enjoy resort activities 4–6pm (bingo, slime, games)+poolside movie 8pm 🎬 Gated resort with 24/7 fitness, fast WiFi, free parking & easy self check-in. On-site market, TikiBar, Starbucks ☕️ & Dippin Dots🍦Perfect Orlando getaway!✨

Guest favourite
The bedroom features a spacious bed with a light blanket, surrounded by decorative pillows. A round mirror is mounted above the bed, and two plush toys are displayed on the covers. Soft natural light enters through a window dressed with light curtains, enhancing the calming ambiance.
Condo in Kissimmee
4.88 out of 5 average rating, 248 reviews

Disney & Retail Therapy Getaway

Our condo is set in resort-style community with NO resort FEES and FREE parking. Beautiful clubhouse includes a game room, gathering spaces, and a fitness center, while outside you’ll find a tranquil, free-form heated pool with plenty of lounge chairs. The community also offers a second pool, a golf practice cage, tennis, basketball, and volleyball courts, a playground, picnic pavilions with grills, and scenic walking trails winding through landscaped wooded areas with fountains and ponds.

Guest favourite
Condo in Orlando
4.83 out of 5 average rating, 142 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!!

Guest favourite
Condo in Davenport
4.88 out of 5 average rating, 109 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!

Guest favourite
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
4.85 out of 5 average rating, 115 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.

Top Guest favourite
Condo in Kissimmee
4.98 out of 5 average rating, 180 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!

Guest favourite
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.
Condo in Kissimmee
4.89 out of 5 average rating, 197 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

When is the best time to visit Kissimmee?

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Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Condo rentals