Condo vacation rentals in Osceola County

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Top-rated condo rentals in Osceola County

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Top guest favorite

The exterior of the condo is framed by lush palm trees and vibrant landscaping. A well-maintained pathway leads to the entrance, showcasing a charming facade with large windows and a covered porch, all set against a clear blue sky.

Condo in Kissimmee

4.91 out of 5 average rating, 268 reviews

Minutes To Disney World - Sparkling Clean Condo

Super clean newly renovated condo in Kissimmee, FL 🚗 15 minute drive to Walt Disney World 🚗 25 minute trip to Universal Studios 👮‍♀️Gated community with 24/7 security on site. 👨‍🍳 Full kitchen with everything you need 🧺 Washer/dryer in unit 💻 Fast wi-fi and smart tv's with access to netflix/hulu and cable. 🏊‍♂️ Zero entry heated swimming pool 💪🏼 Full Gym, basketball, tennis courts and walking trails. 🥇Airbnb Superhost We would love to have you stay! Book this Orlando condo Today!

Guest favorite

A modern living space is shown, featuring an open-concept design. A large kitchen island with a light countertop is positioned in the foreground. In the background, a comfortable seating area is arranged around a dark blue couch, with a dining table set nearby. Large windows allow ample natural light.

Condo in Kissimmee

4.92 out of 5 average rating, 169 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!

Guest favorite

An aerial view of the resort pool area, showcasing a large, winding swimming pool surrounded by palm trees and lounge chairs. A smaller hot tub is located nearby. In the background, a colorful water park can be seen, inviting guests for aquatic fun.

Condo in Kissimmee

4.95 out of 5 average rating, 140 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

Guest favorite

A spacious game room is highlighted with several game tables, including pool and air hockey. Bright walls display shelves filled with games, and a bar area is visible in the background. Soft lighting adds a warm ambiance to the inviting space.

Condo in Kissimmee

4.9 out of 5 average rating, 219 reviews

Perfect place for your Disney escape

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 favorite

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

Condo in Kissimmee

4.95 out of 5 average rating, 166 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.

Top guest favorite

An inviting terrace features woven furniture with white cushions arranged around a glass-topped table. A stylish area rug adds texture beneath, while oversized string lights provide a soft glow overhead. Lush greenery is visible beyond the railing, enhancing the tranquil outdoor space.

Condo in Kissimmee

4.99 out of 5 average rating, 189 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.

Superhost

The modern kitchen features an island with seating, stainless steel appliances, and white cabinetry. A dining area is visible to the side, with natural light coming through nearby windows. The tile flooring complements the minimalist design and creates a spacious atmosphere.

Condo in Kissimmee

4.84 out of 5 average rating, 105 reviews

Modern Condo Near Disney + Free Waterpark 3171

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!

Guest favorite

A dining area is showcased with a modern wooden table surrounded by six dark chairs. An accent wall features light grey brick with the words 'Once Upon a Vine' and decorative wine barrels. Soft blue LED lighting enhances the ambiance.

Condo in Kissimmee

4.92 out of 5 average rating, 137 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

Magical Disney Getaway! Stay just 7 miles from Disney in this beautifully remodeled 2BR/2BA condo with resort-style amenities. Located in a secure, gated community, enjoy a heated pool, hot tub, game room, and fitness center. Sleeps up to 6 guests with a full kitchen, fast WiFi, and Smart TVs. Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Book now for a stress-free, magical stay! 🏰✨

Guest favorite

A spacious living area is highlighted by large arched windows that allow natural light to illuminate the room. A comfortable sectional sofa is arranged around a round coffee table, with a modern entertainment unit featuring a large wall-mounted TV. The neutral color palette enhances the relaxed atmosphere.

Condo in Kissimmee

4.93 out of 5 average rating, 380 reviews

Fully Renovated 3/2 Villa close to Disney parks

Fully renovated 2020 modern elegant villa just minutes away from all major attractions such as Disney, Universal, SeaWorld and world-famous Orlando outlets. All these attractions are within 16-26 minute’s drive. Spacious home on the second floor with large windows and living area. It also features a private balcony of your master bedroom. Fully furnished with all the amenities for your enjoyment.

Guest favorite

The spacious living area offers a view of the outdoor pool and resort grounds through floor-to-ceiling glass doors. Comfortable seating is arranged around a textured coffee table, complemented by plants and soft furnishings, creating a relaxing atmosphere for leisure.

Condo in Kissimmee

4.94 out of 5 average rating, 117 reviews

3 Bedroom w/large patio on Resort Golf Course

Whether you are coming with your family to spend the week at Disney (only 1 exit away) or spend the weekend with friends, this condo has it all. Newly updated home with 1,600 sq. ft. of accommodation for your entire family in the private and prestigious gated golf course community of Reunion Resort. PLEASE NOTE: Membership amenities access (waterpark, golf, etc) is NOT available with booking

Top guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 155 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 favorite

Condo in Kissimmee

4.91 out of 5 average rating, 161 reviews

1-103 Legacy Dunes, Heated Pool, Gym, Free Wi-Fi

One Bedroom Apartment 1 King Sized Bed 1 Queen Sized Sofa Sleeper Bed Sleeps up to 4 guests One Full Bathroom First Floor Unit, No Stairs Fully Equipped Kitchen Screened Patio Free Washer and Dryer Roku TV's Heated Outdoor Swimming Pool Game Room Gym and Fitness Center Children's Playground Several lakes and Fountains Free Wi-Fi Free parking Gated Community with Security