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.

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Guest favourite

Condo in Kissimmee

4.93 out of 5 average rating, 175 reviews

New Luxury Condo near Disney

Steps from the swimming pool and water park. Covid-19 safe. 500 megabytes of Wi-Fi! The apartment has a privileged location: it is in the gated community of Windsor Hills, the closest to the parks. 10 minutes from Animal Kingdom, Epcot, Hollywood Studios and Magic Kingdom and 25 minutes from Universal parks. In addition, it has easy access to the airport (US 192, FL 417 and I-4), Downtown Orlando, Miami and all the attractions of the Central Florida region (Daytona Beach, Clearwater, St. Petersburg).

LocationValueAir conditioning

Guest favourite

A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.

Condo in Kissimmee

4.91 out of 5 average rating, 234 reviews

3171-206 Resort Lake View Disney Universal Orlando

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!

FamilyValueLong stay

Guest favourite

The image displays a resort pool area surrounded by palm trees and lush greenery. Lounge chairs are positioned near the water, with colorful umbrellas providing shade. Warm evening light highlights the modern clubhouse in the background, enhancing the tranquil setting.

Condo in Kissimmee

4.87 out of 5 average rating, 150 reviews

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

Modern Ground Floor Condo with Two Bedrooms, 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 with Security

LocationFamilyKitchen

Guest favourite

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

4.87 out of 5 average rating, 148 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!

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Superhost

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

4.83 out of 5 average rating, 252 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.

LocationFamilyIndoor spaces

Top Guest favourite

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

Condo in Kissimmee

4.86 out of 5 average rating, 111 reviews

Wonderful apartment close to Disney • 3bed • 2bath

Modern and comfortable fully furnished condo in 2nd floor for 6! 3 bed + 2 bath, 115 sq meters in a quiet and safe community. Free parking, free Wi-Fi and cable TV. The community offers a heated pool, hot tub, free parking, gym, tennis court and game center. 15-25 minutes to Disney Parks (Magic Kindgom, Animal Kingdom, Epcot, Hollywood Studios) 5 minutes to Walmart 25 minutes to Universal Studios 25 minutes to MCO International Airport To check more surroundings, search: Laguna Bay Circle

ValueFamilyLong stay

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

4.9 out of 5 average rating, 127 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)

FamilyValueParks

Guest favourite

An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.

Condo in Kissimmee

4.88 out of 5 average rating, 319 reviews

Marvelous apartment near Disney first floor

Indulge in opulent living at our exquisite Orlando apartment, strategically located for your convenience. Step into a culinary haven with a granite kitchen and gleaming tile floors, where the art of cooking meets elegance. This first-floor retreat boasts not one but two master bedrooms, each meticulously designed for maximum comfort. The entire space is adorned with a fresh coat of paint, enhancing the ambiance of sophistication. Our home invites you to the luxury experience.

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Guest favourite

A bright bedroom features a spacious bed with a tufted headboard, adorned with a light blue and white patterned comforter. Natural light enters through two windows beside stylish wall decor, while bedside tables with lamps create a serene ambiance.

Condo in Kissimmee

4.8 out of 5 average rating, 272 reviews

Stunning Sunny Central Condo w/ Pool & Balcony

Stunning condo centrally located, full of natural light, with new vinyl floors throughout the entire unit, freshly painted. Featuring two en-suite bedrooms, dining area, fully equipped kitchen, washer and dryer inside the condo, a private balcony, where you can enjoy meals or just sit back and relax. You can enjoy the relaxing resort pool area suitable for all ages, and many facilities including, GYM, game room, spa, sauna and wifi. : : Enhanced cleaning protocol : :

FamilyLocationOutdoor spaces

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

4.85 out of 5 average rating, 121 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.

LocationValueAccuracy

Top Guest favourite

The open living and dining area features a large L-shaped sofa and a glass table, with natural light flowing through French doors. A wall mural showcases a Star Wars theme, while the private balcony offers expansive views of the Arnold Palmer PGA golf course and sunset skies.

Condo in Kissimmee

4.92 out of 5 average rating, 122 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.

ValueLocationPool

Guest favourite

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

Condo in Kissimmee

4.91 out of 5 average rating, 160 reviews

Modern Condo with Lake View Near Disney 3151

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

LocationFamilyOutdoor spaces