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 Kissimmee
4.97 out of 5 average rating, 247 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 favourite
Condo in Orlando
4.98 out of 5 average rating, 141 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
Condo in Kissimmee
4.93 out of 5 average rating, 237 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!

Top Guest favourite
An open living space features large French doors leading to a balcony, allowing natural light to brighten the area. Stylish seating is arranged around a coffee table, while artwork resembling a Marvel theme decorates a wall in the adjacent bedroom. Views of palm trees and a nearby pool can also be seen.
Condo in Kissimmee
4.97 out of 5 average rating, 131 reviews

Golf Front Luxury Penthouse: Views, Marvel, 2Pools

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 MARVEL themed bedroom with a classic Arcade machine & PlayStation. 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, only a short drive to Disney.

Guest favourite
Condo in Kissimmee
4.86 out of 5 average rating, 136 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 of the scenic waterpark features winding lazy rivers, vibrant water slides, and lush palm trees. Sun loungers are arranged along the edges, offering a relaxing spot to unwind. A serene lake reflects the blue sky, enhancing the resort-like ambiance.
Condo in Kissimmee
4.85 out of 5 average rating, 239 reviews

Disney 4 miles NEW * Heated LazyRiver & Pool*2B/2B

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

Top Guest favourite
The image showcases four views of the vacation rental. A cozy bedroom features a spacious bed with a plaid blanket. The kitchen displays new appliances, an island with bar stools, and decorative accents. A living area is adorned with a plush sofa and vibrant artwork. A family-friendly bedroom includes colorful bedding with a playful theme.
Condo in Kissimmee
4.98 out of 5 average rating, 206 reviews

Easy Walk to Pool, Family/Kids Friendly by Disney

Ready to have "The Royal Experience" of your life? Then this is the place for you and your family! Our place is only miles from Disney parks, Old Town and Medieval Times. Quiet and safe area but close to everything and fully remodeled. Very spacious with a large living room, TVs in all bedrooms, fully equipped kitchen, nice deck for the evenings relaxation, assigned parking and much more. We have made sure we got all you need for a perfect vacation and You will be glad you chose us.

Guest favourite
A modern living area is showcased with a sectional sofa, lounge chairs, and a coffee table. Open shelving displays decorative items. The kitchen area is visible in the background, featuring pendant lighting and sleek appliances. Natural light enhances the neutral tones of the space.
Condo in Kissimmee
4.93 out of 5 average rating, 157 reviews

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking

Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 104 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 favourite
Condo in Davenport
4.89 out of 5 average rating, 100 reviews

The thrill of 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
4.86 out of 5 average rating, 104 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
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, 215 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!

Popular amenities for Kissimmee condo rentals

When is the best time to visit Kissimmee?

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Avg. price$187 NZD$194 NZD$195 NZD$185 NZD$168 NZD$177 NZD$180 NZD$165 NZD$153 NZD$161 NZD$177 NZD$211 NZD
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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 $51 NZD 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

Destinations to explore

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