Condo vacation rentals in Osceola County

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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

An aerial view captures the expansive property featuring a large swimming pool with a unique shape, surrounded by a lush green landscape. Adjacent, a well-maintained tennis court is visible, offering recreational opportunities within the scenic community.

Condo in Kissimmee

4.94 out of 5 average rating, 207 reviews

Affordable condo 3 miles from Disney and Golf!

No Cleaning Fees!! Amazing Location 10 minutes from Disney and Golf. Dining within walking distance. Extra-large Condo in a gated community, Free WIFI and Parking. Two Bedroom, fully furnished with a stocked kitchen everything you need to have for the perfect Orlando vacation. King master bed, 2 twin beds and Sofa Sleeper in the Living room. Private screened in balcony facing conservation area to enjoy quite time before you hit the theme parks. Community pool/hot tub. Smoke and Pet Free

Guest favorite

Condo in Kissimmee

4.77 out of 5 average rating, 231 reviews

Pool View Family Condo Disney Universal Orlando

Welcome🌞! This unit is on the second floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 2 full size bed. and 1 Queen size sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

Guest favorite

Condo in Kissimmee

4.88 out of 5 average rating, 219 reviews

New, chic, cozy 3BR close to Disney & theme parks

Stylish & very spacious 3 bed/2 bath apartment, that has been remodeled. Located in a wonderful community with access to all amenities such as tennis court, sauna, gym, pool, grill area. The location is within 10-20 minutes from Disney, Universal, SeaWorld and Downtown Orlando. Whether you're with kids or enjoying your own private get away with family or friends - it's all here. Enjoy the parks during the day, to relax in this beautiful apartment afterwards. Looking forward to host you!

Guest favorite

Condo in Kissimmee

4.96 out of 5 average rating, 107 reviews

Oakwater Resort, Kissimmee , 1.5 Miles to Disney

Enjoy your vacation or business trip in this tastefully 1800 square feet, richly decorated 3 bedroom/2 bath and 1 half bath .The condo located in gated community just 1.5 miles from the gates of Disney.Sleeping arrangements for up to 6 guests with bed linens and towels provided. Full equipped kitchen with pots, pans, and many more kitchen essentials. Washer and dryer There is a clubhouse a few steps from the condo with heated pool, fitness center, tennis court, playground. View more

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 161 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.

Guest favorite

Condo in Kissimmee

4.93 out of 5 average rating, 149 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This newly updated 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

Guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 223 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.

Guest favorite

A community pool area is featured, with a large, clear blue pool surrounded by a sun patio. Comfortable lounge chairs are positioned near the water. A spacious clubhouse is visible, offering large windows and a welcoming entrance that leads to the pool area.

Condo in Kissimmee

4.95 out of 5 average rating, 277 reviews

Condo with 2 king size bed & 5 minutes to Disneys

Beautiful Condo! Nice small community with heated pool, fitness center, barbecue area, tennis courts in a quiet private park like setting! Enjoy breakfast on a comfortable screened balcony overlooking a serene conservation area. This 3/2 second floor condo is in a perfect location, just 5 miles from Disney World with lots of shopping & restaurants close by...for golfers, the property is surrounded by lots of beautiful courses, don't delay schedule your Vacations days today!

Superhost

A large saltwater pool is surrounded by palm trees and lounge chairs, offering a spacious area for relaxation. Umbrella-covered tables are positioned nearby, creating shaded spots. The pool features distinct lanes marked by lines on the bottom, enhancing its organized appearance within the gated community.

Condo in Kissimmee

4.87 out of 5 average rating, 139 reviews

Steps to Disney Gated Luxury Condo, Best Location!

Spacious, 3 Bedroom, 2 Bath Vacation Condo in fantastic Gated Community, Unbeatable location within the Windsor Palms Resort. We have room for 4 adults and up to 3 children. NO RESORT FEES! The convenience of this location will save you money & time. Close to Theme parks, Restaurants, Grocery, retail shopping and anything else you need. Nicely furnished with full kitchen, air conditioning, TV's in all rooms, Full size Washer/Dryer, FREE WI-FI and much more.

Guest favorite

The exterior of the condo features elegant brick archways and a tasteful design, with a mix of light yellow siding and dark trim. Lush greenery surrounds the property, highlighting the well-maintained landscaping and providing a welcoming entrance.

Condo in Kissimmee

4.93 out of 5 average rating, 115 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

An open-air tiki bar is visible near the pool area, featuring a vibrant blue wall adorned with tropical decorations. The bar is equipped with a dark countertop, and barstools are arranged for seating. Guests can be seen interacting with staff behind the bar.

Condo in Kissimmee

4.9 out of 5 average rating, 220 reviews

Because you deserve it! 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

Guest favorite

A sunny outdoor patio is featured, enclosed by bright yellow siding. Two metal chairs are positioned beside a small table on the white, wooden deck, inviting relaxation. Sliding glass doors provide access to the interior, with light filtering through sheer curtains.

Condo in Kissimmee

4.93 out of 5 average rating, 228 reviews

DisneyWorld - 10min!Perfect 3brm Family Condo

Perfect Family End Unit Condo-Large 3brm 2bath with OPEN LIVING/DINING/KITCHEN. +SUNNY AND BRIGHT! +BEAUTIFULLY DECORATED! +10 MIN to DISNEY! +Sleeps 6 (Maximum), Resort-Gated 2 Swim Pool-HotTub Tennis-Volleyball. Margaritaville-Sunset Walk, Disney and Theme Parks Restaurants- Shopping-Groceries all very close. No seriously, it’s crazy how much is all around. So close to Disney you can hear the fireworks at night from inside the condo!

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What guests are saying

Heavenly Bliss - 3 bed 2 bath condo near Disney!

4.97 out of 5 average rating, 138 reviews3 weeks ago

It was our first time renting an airbnb and we were pleased. Kitchen was well stocked and included a Keurig and Airfryer. Pool toys for the grandchildren. Loved that the grandparents bedroom and ensuite were on opposite side of condo from other two bedrooms. Clean, walking distance to Walmart. John responded quickly to messages.

Condo in Kissimmee

What guests are saying

Near Disney/Universal Lovely 2bedroom/2bath Condo

4.88 out of 5 average rating, 125 reviews1 week ago

The apartment is just as shown in the photos, very easy access to the parks, very good communication from the host, very comfortable space that makes you feel right at home. Very happy with the choice and grateful to the host for the nice experience!!

Condo in Kissimmee

What guests are saying

Condo Minutes from Disney - No Hidden Fees

4.78 out of 5 average rating, 94 reviews15 months ago

The apartment is very comfortable, it has everything you need for a good stay with the family and is located in a quiet area with easy access to everything. It is close to Disney parks and close to all kinds of shops, supermarkets and restaurants. Gary is very diligent, offers clear instructions, and was on the lookout for us to have no issues on arrival.

Condo in Kissimmee

What guests are saying

Chic Condo + Star Wars Room | Pool & Near Disney

4.92 out of 5 average rating, 133 reviews1 week ago

We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Condo in Kissimmee

What guests are saying

Stunning condo close to everything!

4.8 out of 5 average rating, 232 reviews1 month ago

Doris' place is a great location and close proximity from where we were headed. There were also plenty of restaurants and other shops/stores in the area which made it that much better. My daughters really enjoyed the pool and were happy about having a say in this selection. Most definitely a must visit.

Condo in Kissimmee

What guests are saying

Luxury 3 Bed/2 Bath Condo 4 miles from WDW

4.87 out of 5 average rating, 114 reviews3 months ago

The place is literally like the pictures. so comfortable feels like home, is a private gate community, clean surroundings. I really loved it. it was my Parents first ever visit to Florida and they didn't want to leave the house they loved it so much. 💙❤️ 100% recommended

Condo in Kissimmee

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