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.

%{current} / %{total}1 / 1
Guest favourite
Condo in Kissimmee
4.88 out of 5 average rating, 116 reviews

3180-104 Resort Pool View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 5 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 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
4.86 out of 5 average rating, 134 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
The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.
Condo in Kissimmee
4.92 out of 5 average rating, 128 reviews

Pet friendly Orlando area near ESPN Center

Pet friendly Top floor unit located inside the Melia hotel with a pool view (no resort fee with some exceptions). Updated Disney theme décor. Prime location in the Heart of Disney Area, you will be within a few minutes of Disney (3.7 miles) and ESPN Wide World Sport Complex. Quick access to restaurants, shops and all the attractions that Orlando area as to offer. This 2 bedrooms, 2 bathrooms with 1070 square feet of living space, easily sleep 6. Large infinity pool with family activities.

Guest favourite
The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.
Condo in Kissimmee
4.85 out of 5 average rating, 203 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer. Slide and Water Park will not reopen until Wednesday, February 18th.

Guest favourite
A spacious dining area is furnished with a rectangular table and black chairs, set against light gray walls. The kitchen features white cabinetry and modern appliances, with plants adorning the countertop. Bright light fixtures enhance the overall atmosphere, complemented by a bookshelf in the corner.
Condo in Kissimmee
4.82 out of 5 average rating, 305 reviews

Spacious Ground Floor 3BR near Disney

A Cozy, Comfortable, Calming and Cute place for families and friends. 5mins Disney .. Seaworld and Universal Studios within 20mins. The beautiful Clearwater beach is just an hour away. Restaurants, Shopping and Entertainment just right next door. Yet, a little secluded and quiet. Go out and have fun... or just put your leg up on the couch and relax. Dip into the community pool or get your legs working in the gym or tennis court. Ideal and affordable. We love to host and care. See you soon!.

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
An aerial view of a resort area displays a large swimming pool surrounded by umbrellas and lounge chairs. Nearby, tennis courts and a basketball court are visible, along with landscaped green spaces. Ample parking spaces and palm trees are present in the vicinity.
Condo in Kissimmee
4.98 out of 5 average rating, 151 reviews

Resort Style get away Near Disney World!

Escape to paradise at this ultimate resort retreat! Enjoy a tiki bar, sparkling pools, tennis and basketball courts, a mini water park, and a kids' playground. Stay active at the full gym, play arcade games, or relax in the movie theater. Challenge friends to pool, ping pong, or unwind in the lounge area. Don’t forget to grab a keepsake from the souvenir store. Whether you're seeking adventure or relaxation, this resort has something for everyone!

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, 139 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!

Guest favourite
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, 432 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.

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,

Top Guest favourite
An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.
Condo in Kissimmee
4.94 out of 5 average rating, 170 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 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
4.86 out of 5 average rating, 260 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 Osceola County condo rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Condo rentals