Condo vacation rentals in Kissimmee

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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, 196 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

Guest favourite
A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.
Condo in Orlando
4.95 out of 5 average rating, 110 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.

Guest favourite
A modern living room features a light-toned sofa facing a wall-mounted television displaying tranquil landscape imagery. Soft blue LED lighting enhances the space, while a stylish area rug with geometric patterns adds texture. A glimpse of the kitchen can be seen in the background.
Condo in Kissimmee
4.91 out of 5 average rating, 150 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!🏰✨

Top guest favourite
A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.
Condo in Kissimmee
4.96 out of 5 average rating, 168 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) 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.

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
4.85 out of 5 average rating, 123 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!

Guest favourite
A modern kitchen is presented with sleek white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and stove, are visible. A breakfast bar features two high-backed chairs, set with dishes and glassware, creating an inviting dining space. Ample natural light fills the area.
Condo in Kissimmee
4.77 out of 5 average rating, 179 reviews

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

NEWLY REMODELED/UPDATED! Just 5 short miles from Disney, our cozy and clean 2BR/2BA unit offers a modern kitchen, high-speed WiFi, premium streaming, and comfortable AC to escape Florida's warmth. Enjoy comfortable beds after fun and adventurous days. Enjoy complimentary water park access with pools, hot tub, lazy river, and water slides and exclusive access to a newer pool area. Ideal for exploring attractions like Disney, Universal, LEGOLAND, and Kennedy Space Center. Book your stay now!

Top guest favourite
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.
Condo in Orlando
4.97 out of 5 average rating, 402 reviews

Waterfront Resort Condo near Disney and 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.

Guest favourite
Condo in Kissimmee
4.78 out of 5 average rating, 238 reviews

Beautiful Lake View Condo. Close to Disney.

A Beautiful, Cozy and Relaxing place with beautiful pond view for families and friends. Close to Disney and other attractions. Clearwater beach is just 55mins away. Restaurants, Shopping and Entertainment just right next door. Yet, a little secluded and quiet. Go out and have fun or just put your legs up and enjoy the water view. Heated pool - Game room - Tennis/Volleyball Court - Fitness room. Ideal and affordable. No smoking, partying, events or pets. Violators will be penalized.

Guest favourite
An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.
Condo in Kissimmee
4.86 out of 5 average rating, 157 reviews

3171-107 Resort Lake View Disney Universal Orlando

Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

Guest favourite
A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.
Condo in Four Corners
4.98 out of 5 average rating, 233 reviews

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

This luxurious condo is located in one of the most exclusive golf communities in western Orlando, just 15 minutes from the Disney parks. The property has a direct view of the golf course, offering you the privacy that you deserve on your family vacation. Fully equipped for 10 guests with state-of-the-art furniture and appliances. The property is a two stories condo with private internal stairway that leads to the main social area and bedrooms.

Top guest favourite
The image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.
Condo in Kissimmee
4.97 out of 5 average rating, 395 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

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!

Top guest favourite
An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.
Condo in Kissimmee
4.94 out of 5 average rating, 161 reviews

O-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

When is the best time to visit Kissimmee?

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Avg. price$154 CAD$160 CAD$162 CAD$153 CAD$139 CAD$146 CAD$149 CAD$136 CAD$126 CAD$136 CAD$143 CAD$174 CAD
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Quick stats about condo rentals in Kissimmee

  • Total vacation rentals

    Explore 450 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 30,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    450 of Kissimmee vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

  • 4.8 Average rating

    Kissimmee stays are highly rated by guests—averaging 4.8 out of 5!

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