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Condo holiday rentals in Kissimmee

Find and book unique condos on Airbnb

Top-rated condo rentals in Kissimmee

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

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Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 254 reviews

Disney Oasis by the lake

Discover our charming condo near Disney, nestled in a resort-style community. Enjoy complimentary parking and No resort fees!The beautiful clubhouse offers a game room, gathering areas, and a fitness center. Unwind by the serene heated pool or take advantage of the second pool. Engage in activities at the golf cage, tennis, basketball, and volleyball courts, or let kids play at the playground. Stroll along scenic walking trails that wind through landscaped areas and ponds for a tranquil retreat.

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.

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!

Superhost
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.
Condo in Kissimmee
4.92 out of 5 average rating, 145 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

Guest favourite
Condo in Kissimmee
4.92 out of 5 average rating, 106 reviews

Resort Style Sunshine Oasis near Theme Parks

Discover Orlando's charm at our resort-style oasis in a gated community with lots of amenities! Nestled near Disney, this modern haven features 2 stunning pools for ultimate relaxation. Delight in nearby restaurants, perfect for foodies. Families will love the kid-friendly atmosphere, and fitness enthusiasts can stay active in the on-site gym. Our clean, contemporary design ensures a comfortable stay, making it an ideal choice for your Orlando getaway. Conveniently located on the first floor.

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
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
The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.
Condo in Kissimmee
4.98 out of 5 average rating, 299 reviews

Amazing ❤️ Water View Condo near Disney & Universal

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
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,

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?

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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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