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 favorite
Condo in Kissimmee
4.97 out of 5 average rating, 250 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!

Top guest favorite
Condo in Kissimmee
4.95 out of 5 average rating, 210 reviews

3161-305 Condo Resort Water Park Pools near Disney

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!

Guest favorite
Condo in Orlando
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.

Top guest favorite
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.
Condo in Orlando
4.96 out of 5 average rating, 114 reviews

Penthouse Lakeview Minutes to Disney/ Universal

Top floor (21st) PENTHOUSE condo with King bed/ 2 full bathrooms, Full Kitchen & washer/dryer. Sleeps 6. Minutes to Disney & Universal. Penthouse has extra large private balcony with Spectacular LAKE-VIEW. Wood-look tile floors throughout & custom electric fireplace with 65” smart tv. Updated kitchen with granite & SS appliances. Full size washer & dryer. Twin bunkbeds in hallway cove (top bunk has own tv) & super comfy memory foam pullout-sofa in living room. Access to all resort amenities.

Guest favorite
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
4.86 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!

Top guest favorite
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, 435 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.

Top guest favorite
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.
Condo in Orlando
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 :)

Top guest favorite
Condo in Kissimmee
5 out of 5 average rating, 106 reviews

Cozy Condo at Secret Lake near Disney

Step into our freshly remodeled, cozy 3-bedroom condo—designed with families in mind and just minutes from the enchantment of Disney! Nestled in a quiet, semi-forested area, it offers the perfect retreat to relax and recharge after a fun-filled day at the parks. Enjoy all the modern comforts in a beautifully updated space with stylish touches throughout. Unwind by the resort-style pool, fire up a meal at the charcoal BBQ picnic areas, or lounge under shaded umbrellas.

Guest favorite
Condo in Davenport
4.88 out of 5 average rating, 105 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 favorite
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, 109 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 favorite
The living area features a comfortable sofa facing a large smart TV mounted on the wall. Natural light enters through windows, enhancing the space. A round coffee table sits in the center, surrounded by potted plants, with a dining area and a modern kitchen visible in the background.
Condo in Kissimmee
4.93 out of 5 average rating, 216 reviews

Magical Stay Near Disney & ESPN

🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

Top guest favorite
Condo in Kissimmee
4.98 out of 5 average rating, 169 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!

Popular amenities for Kissimmee condo rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,017 GYDG$24,900 GYDG$24,900 GYDG$22,808 GYDG$20,715 GYDG$21,761 GYDG$22,180 GYDG$20,297 GYDG$18,832 GYDG$19,878 GYDG$21,761 GYDG$25,946 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about condo rentals in Kissimmee

  • Total vacation rentals

    Explore 440 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at G$6,277 GYD per night before taxes and fees

  • Verified guest reviews

    Over 32,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    390 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Kissimmee vacation 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

Destinations to explore

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