Condo vacation 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 favorite

Condo in Kissimmee

4.91 out of 5 average rating, 235 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

Condo in Kissimmee

4.91 out of 5 average rating, 202 reviews

Free night in November! Disney - Pool - Tiki Bar

Book 3 or more nights in November and we’ll add one to your booking for free!!!. Very close to DISNEY and H2O WATER PARK. Conveniently located in the gated Windsor Palms resorts with lots of restaurants and 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

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 211 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

4.97 out of 5 average rating, 178 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

4.95 out of 5 average rating, 194 reviews

BRAND NEW CONDO- 2 BR 2 Bath-Great location!

Welcome to the greatest vacation! this amazing home is located only 15 minutes from Walt Disney World. This condo has everything you need to make your vacation even more magical. Located in the heart of Orlando, this property is close to various attractions. As a guest, you will have access to a private balcony and amazing amenities. Fully equipped gym, lazy river, pool, volleyball courts, epic water slides, kayak & mini-golf that make you feel as if you were staying in an a luxury resort.

Superhost

Condo in Kissimmee

4.86 out of 5 average rating, 172 reviews

Beautiful Resort-Style Condo with Waterpark!

JJC Vacation Home is a gated resort-style condo that has everything you need to have the best vacation! The condo is near all main attractions, fully equipped kitchen, a lazy river, water slides, pool, splash area, mini golf, fitness center, kayak/canoe rental, bar, food, and more! Our Star Wars theme room with *glow in the dark* stars wall will make you feel like you're floating in space! Complimentary coffee/tea station. Relax while having a cup as you look at the view from the balcony.

Guest favorite

Condo in Kissimmee

4.93 out of 5 average rating, 175 reviews

Family Disney Adventure at Windsor Hills

FREE - Pool and water park are available The Resort is well situated for all the attractions, Disney is 2 miles away, Golf, shops and the Florida sunshine awaits. Walmart is 5 mins drive away for all your essentials. Windsor Hills is a gated resort offering a clubhouse, with Swimming Pool, Hot Tub & Water Park, fitness center, Tennis, Basketball, Volleyball, Ping Pong, tot lot, game room, DVD rental and ATM. For your convenience the social area offers a market place and cyber coffe.

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 110 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

4.99 out of 5 average rating, 168 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.

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 105 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

4.93 out of 5 average rating, 99 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

Spacious Condo only minutes away to Disney Parks, 25 minutes to Universal Studio, 20 minutes to Sea world and 40 minutes from Orlando international airport which sleeps 4 adults and 2 toddlers comfortable. Free Wi Fi, outdoor Pool, tennis court, playground, parking and Fitness room all available for free. Toddler pack & Go Playpen and stroller are available to use for free. The complex is located right off of US 192.

Guest favorite

Condo in Kissimmee

4.83 out of 5 average rating, 116 reviews

Renovated First Floor Disney Family Condo

This unit is on a first floor. Recently renovated and updated! Your much deserved fun vacation away from home starts here! This amazing condo is located in the heart of Walt Disney World and all Kissimmee and Orlando best fun spots! Includes 2 Full size beds and 1 Full size Sofa Bed to relax after long days at the area! :)