Condo vacation rentals in Osceola County

Find and book unique condos on Airbnb

Top-rated condo rentals in Osceola County

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Guest favorite

Condo in Kissimmee

4.89 out of 5 average rating, 247 reviews

Amazing 2 Bed, 2 Bath condo only 10 min to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World ,LEGOLAND are close as well. A family friendly villa resort the amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre. The very spacious 2-bed/2-bath condo is 1200sqft! Recently painted with fully equipped kitchen and washer and dryer! The unit has 1 King size bed in Master room and two twin beds in the spare bedroom.

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 212 reviews

Lakeview Escape close to Disney&retail therapy

Our condominium is located at resort-style community (with FREE parking, No resort FEES) 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 also features a second pool, golf cage, tennis, basketball and volleyball courts, a playground, carwash area, picnic pavilions and grills, and scenic walking trails around landscaped wooded areas, fountains and ponds.

Guest favorite

Condo in Kissimmee

4.91 out of 5 average rating, 139 reviews

54A DISNEY-STAR ISLAND-1 BR SLP 4-TENNIS/POOLS/SPA

An Orlando Adventure with All the Extras. Parking & resort fees included. Star Island, a 5 star resort located Just 10 minutes from Walt Disney World® in popular Kissimmee. It offers so many fun on-site amenities & activities, it actually rivals the magic of Orlando itself. Enjoy the resort at a fraction of the parks. amenities : 2 pools, SPA's, Fitness center, Golf-Driving range, Tennis and Basketball Courts, Pickle Ball courts, Volleyball courts, Water sports, Pool Bar, Ping Pong, Game Room

Guest favorite

Condo in Kissimmee

4.97 out of 5 average rating, 181 reviews

Welcome to our Son Shine condo ....

Thank you for taking the time to look at our home. As you enter, our hope is that whether you are looking to escape the hustle and bustle of busy life or be close to area attractions (Disney (10 mins) Universal Studios, Walmart, Grocery Stores & various restaurants that you will be able to relax and enjoy the surroundings. Swim at the Tropical Landscape Pool, Kiddie Activity Pool or relax in the Whirlpool Spa & Fitness Center steps away from the condo. Our hope is you can relax and enjoy.

Guest favorite

Condo in Kissimmee

4.85 out of 5 average rating, 197 reviews

Forest View Family Condo Disney Universal Orlando

This unit is on the third floor. Elevator in the building. Located in the heart of Disney World, Kissimmee and Orlando best fun spots! You will be close to everything here. Heated Pool, Free Parking, recently renovated and updated! Your much deserved fun vacation starts here! Includes 2 Full size beds and 1 Full size Sofa Bed. ***SMART TVs with Disney+ (includes movies from Disney, Marvel, Pixar, Star Wars, National Geographic) Netflix, Amazon Video and more for you to relax in home!

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 111 reviews

Modern Storey Lake Resort Disney Orlando 3191-103

Minutes from Disney, stylish & modern 2bed/2bath fully equipped apartment for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our pond view from the balcony. Master suite has a King bed. Second bedroom has a Full bed & a Twin bunk bed. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great amenities: Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop.

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 218 reviews

New, cozy, chic 2BR close to Disney & theme parks

Very nice remodeled condo with green view and outdoor seating. Fully equipped for a pleasant stay. 75 inches Smart TV in Living, 55 inches Smart TV in Master Bedroom. The kitchen includes a coffee maker, kettle, toaster, panini maker, pour over coffee. Message us to inquire about our early arrival and late departure options! In case this apartment is not available for your requested dates , please check the other properties on our profile. Looking forward to host you!

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 116 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!

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 107 reviews

Stylish condo 7 miles to Disney.

This condo has a convenient location and modern upgrades to make your Orlando vacation truly memorable. Only 7 miles from Disneyworld. Less than 15 miles from Universal/Sea World. Conveniently located near rt. 192 near countless restaurants and shopping opportunities. FREE access to Disney+, ESPN+, NETFLIX and HULU. King bed in the master bedroom, queen bedroom, and 2 twins in the kid 's-themed themed bedroom. 32' smart tv's in all bedrooms.

Guest favorite

Condo in Kissimmee

4.91 out of 5 average rating, 202 reviews

Perfect 2 BR condo in Disney - Pool - Tiki Bar

Beautiful and cozy apartment at the Windsor Palms resort. 15 min to DISNEY and 10 min to Margaritaville Orlando WATER PARK. Lots of restaurants and fun activities nearby. Tastefully furnished, top floor, two-bedrooms / two-bathrooms condominium (Quiet 3rd-floor unit). Included high-speed internet allows you to work while you are away. If you have a bigger party, check my other condo in the building by looking at Airbnb.com rooms/52778689

Superhost

Condo in Kissimmee

4.85 out of 5 average rating, 112 reviews

Beautiful Windsor Palms Condo near Disney!

The Windsor Palm Condo is located in a very suitable area. This beautiful gated resort is just minutes away from Disney (4 mi), Walmart ( 2 mi ), gas stations (2 mi), shopping centers (2 mi) and restaurants (2 mi). The gated community is great for family and children. The resort has heated hot tubs, pools, and a kiddie splash park. Guests are also able to enjoy the poolside bar with food, gym, movie theater, Wifi, and a convenience shop!

Guest favorite

Condo in Kissimmee

4.98 out of 5 average rating, 173 reviews

Modern Apartment with lake view Close to Disney

New, modern-style apartment with a beautiful lake view is located in the heart of the best attractions Orlando and Kissimmee has to offer. Disney World, Universal Orlando, and Sea World attractions are all located within minutes from my apartment. All guests will have access to enjoy the fantastic resort-style Hideaway Clubhouse. Nearby, you will also find restaurants and bars, and shopping malls to enjoy during the day and night.