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Condo holiday 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
Condo in Orlando
4.98 out of 5 average rating, 133 reviews

Private Rooftop Suite! No resort fees!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

Top Guest favourite
A well-lit pool area is featured, showcasing a curved swimming pool with clear blue water. Surrounding amenities include several lounge chairs and palm trees. The building in the background contains multiple balconies, reflecting warm light from the interior.
Condo in Orlando
4.89 out of 5 average rating, 263 reviews

Maria Luz Studio-Huge Terrace/Universal area.

We are sure that you will fall in love with our STUDIO! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area FREE PARKING. Universal Studios and Epic 8 minutes. Disney park’s 10 to 15 minutes. Airport 15 minutes, Seaworld Park’s 8 minutes WE HAVE BEEN SUPER HOSTS FOR 11 YEARS.

Top Guest favourite
A themed bedroom featuring two beds, one full and one twin, arranged against a vibrant wall adorned with a galaxy motif and Mickey Mouse silhouette. The ceiling is illuminated with colorful LED lights, creating a whimsical atmosphere throughout the space.
Condo in Kissimmee
4.9 out of 5 average rating, 156 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

Newly Remodeled Mickey-Themed Apartment – Perfect for Your Getaway! Experience the magic in our beautifully remodeled apartment, designed to make you feel right at home! Whether you're visiting the parks or exploring Orlando, our space offers everything you need for a comfortable and unforgettable stay. Plus, enjoy free access to an exciting waterpark—the perfect way to relax and cool off after a day of adventure. And don’t miss the breathtaking fireworks featuring Mickey's Bedroom (LED Lights)!

Guest favourite
The modern living area features a spacious gray sectional sofa accented by colorful cushions. A minimalist coffee table is positioned centrally, and large sliding glass doors provide a view of the outdoor space, allowing natural light to fill the room. Light-colored cabinetry and appliances are visible in the kitchen area.
Condo in Kissimmee
4.93 out of 5 average rating, 228 reviews

3150-303 Condo Resort Water Park Pools near Disney

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!

Guest favourite
Condo in Kissimmee
4.86 out of 5 average rating, 133 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
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
4.89 out of 5 average rating, 119 reviews

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)

Top Guest favourite
The exterior of a modern two-story building is shown, featuring a combination of light grey and white siding. Lush palm trees frame the front, with a paved driveway visible. A parked vehicle is positioned in front of the entrance, and a sunny blue sky is above.
Condo in Champions Gate
4.95 out of 5 average rating, 150 reviews

Spacious Condo for 8 Golf Waterpark 15 min Disney

Welcome to your Orlando family getaway! This 3-BR condo at Champions Gate offers a direct Golf Course view and sleeps up to 4 adults and four kids. Two rooms feature King beds, and one has two Full beds. Just 15 mins from Disney Parks! Enjoy complimentary access to the fabulous Oasis Club (3 pools, gym, Tiki Bar) and the Retreat Club. Full kitchen access saves you money. Champions Gate also boasts a 36-hole Greg Norman championship golf course! Location & luxury for all ages.

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 111 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.

Guest favourite
A modern living space features a gray sectional sofa adorned with blue accent pillows, positioned near a glass coffee table. Light fills the room through large windows, highlighting the open layout that connects to a dining area with elegant furnishings and a kitchen visible in the background.
Condo in Kissimmee
4.9 out of 5 average rating, 184 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

Top Guest favourite
A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.
Condo in Kissimmee
4.93 out of 5 average rating, 122 reviews

Modern, spacious, and relaxing!

This stylish place to stay is perfect for group trips, from 1 day to a week stay, or a long stay. Very large patio for outside dining, open space living room, kitchen, and dining. Spacious master bedroom and bathroom. Spacious 2nd bedroom and bathrooms. Everything you'll need for you fine dining, or mac & cheese. Car seat, booster seat, and stroller available. Washer and dryer and iron available,

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, 169 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

Guest favourite
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.
Condo in Kissimmee
4.88 out of 5 average rating, 233 reviews

Westgate Vacation Villas - 1 Bedroom

Offering a 1 Bedroom apartment at Westgate Vacation Villas with King Bed, Sofa Bed and full Kitchen Westgate Vacation Villas comforts of a furnished only home 1 mile from Disney and close to the other Orlando attractions, restaurants and shopping. with studios - 2 bedr'm suites+variety of amenities 14 heated pools + award-winning Drafts Sports Bar & Grill

Popular amenities for Kissimmee condo rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$185 NZD$192 NZD$193 NZD$183 NZD$166 NZD$175 NZD$178 NZD$163 NZD$151 NZD$160 NZD$175 NZD$208 NZD
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Quick stats about condo rentals in Kissimmee

  • Total holiday rentals

    Explore 450 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 31,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    410 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

Destinations to explore

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