Condo holiday rentals in Osceola County

Find and book unique condos on Airbnb

Top-rated condo rentals in Osceola County

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Condo in Kissimmee

4.94 out of 5 average rating, 118 reviews

3150-106 Resort Pool View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Bohemian & Chic 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 and Self check-in!

Guest favourite

Condo in Kissimmee

4.86 out of 5 average rating, 118 reviews

8-108 Legacy Dunes, Lake View, Close to Disney

Modern Ground Floor Condo with Two Master Bedroom Suites, Two Bathrooms, Lakeside Views, Minutes to Walt Disney World all located in a Gated Resort Community. Heated swimming pool, game room, gym, tennis courts, and much more! 2 Master Bedrooms 2 King Sized Beds Sleeps Up to 4 Guests Two Full Bathrooms Ground Floor, No Stairs to Climb Living Room and Dining Area Fully Equipped Kitchen Screened Patio Washer and Dryer Free Parking Free Wi-Fi Heated Outdoor Swimming Pool Gated Resort Community

Superhost

Condo in Kissimmee

4.77 out of 5 average rating, 159 reviews

Comfortable & Spacious 2 Beds - 2 baths townhouse

Well-maintained 2-bedroom condo. Sleeps up to 6 GUESTS. Great comfort on your vacation or a business trip. King-size bed in the Master bedroom and a pack N play crib. 1 Queen & 1 Twin with Trundle in the 2nd bedroom. Fully equipped kitchen with fridge, range, dishwasher, microwave, pan, and pots. Central air conditioning, fast Wi-Fi, Roku TV, soundbars and Bluetooth in bedrooms and living room, ceiling fan, washer & dryer, iron, hairdryer. **NO DRUGS OF ANY KIND** Cops called for violations.

Guest favourite

Condo in Kissimmee

4.85 out of 5 average rating, 111 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

Condo in Kissimmee

4.82 out of 5 average rating, 295 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

Guest favourite

Condo in Kissimmee

4.88 out of 5 average rating, 225 reviews

Conveniently Close to Disney and Retail Therapy

Our condo is located at Resort-Style community (with No Resort FEES and FREE Parking) with a beautiful clubhouse featuring a game room, gathering rooms, fitness center and outside, a tranquil free-form heated pool with plenty of deck chairs for all the vacationers. This resort features a second pool, golf cage, tennis, basketball and volleyball courts, a playground, car wash area, picnic pavilions and grills, and scenic walking trails around landscaped wooded areas, fountains and ponds.

Guest favourite

Condo in Kissimmee

4.95 out of 5 average rating, 173 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) 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.

Superhost

Condo in Kissimmee

4.78 out of 5 average rating, 229 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.

Top Guest favourite

Condo in Kissimmee

4.99 out of 5 average rating, 194 reviews

Bright, Airy Home near Disney and Attractions

This top floor condo with tall ceilings is lofty, elegant, and fresh and it is located in one of the nicest communities in the area. Reunion is an oversized, private golfing resort that is exceptionally pristine, safe and quiet. It is situated only minutes from the Disney front gates and offers a welcoming retreat after a long day at the parks. Reunion is home to six beautiful pools that are accessible to all guests and the scenic views of three award winning golf courses.

Top Guest favourite

Condo in Kissimmee

4.94 out of 5 average rating, 152 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

A beautiful suite in the amazing Melia Resort in Celebration Florida! The Airbnb has fantastic views of the pool area from both the bedroom and Livingroom balcony. Your room key grants you access to this secure building as well as your Airbnb. Enjoy lounging around the pool or dining at The Wilson. This quirky, unconventional seaside-inspired bistro is a perfect spot for an easy-going brunch or relaxing dinner after a long day in the Orlando-area theme parks! !

Superhost

Condo in Kissimmee

4.83 out of 5 average rating, 416 reviews

Mickey Mouse Themed Getaway next to Disney 1

Location location location! Mickey mouse retreat in celebration! 1.5 miles to disney. 4 min drive to Disney, 2 min drive to restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy condominum w/ pool, hot tub, kids pool, basket ball court, clubhouse w/ gym & arcade, coin laundry also at Clubhouse, BBQ area!! Free parking right beside unit! Unit located on top floor!

Top Guest favourite

Condo in Kissimmee

4.93 out of 5 average rating, 246 reviews

DisneyWorld - 10min!Perfect 3brm Family Condo

Perfect Family End Unit Condo-Large 3brm 2bath with OPEN LIVING/DINING/KITCHEN. +SUNNY AND BRIGHT! +BEAUTIFULLY DECORATED! +10 MIN to DISNEY! +Sleeps 6 (Maximum), Resort-Gated 2 Swim Pool-HotTub Tennis-Volleyball. Margaritaville-Sunset Walk, Disney and Theme Parks Restaurants- Shopping-Groceries all very close. No seriously, it’s crazy how much is all around. So close to Disney you can hear the fireworks at night from inside the condo!