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Condo holiday rentals in Osceola County

Find and book unique condos on Airbnb

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Popular amenities for Osceola County condo rentals

Weekly condo rentals

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 77 reviews

Coastal Retreat | 15 min to Disney

StacyRating, 5 stars2 months ago
Perfect size for a small family. The pool also great!
Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 6 reviews

4731-103 Stay Magical • 2BR with Mickey Room & Mor

KaylanRating, 5 stars3 weeks ago
I have booked many air bnbs but this by far as been the best location & host. Rafaela did a great job at making me and my family feel welcomed and was very attentive to any questions that came about during our stay. We were provided with all house essentials making it feel exactly like home. Beautiful & clean place!
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 17 reviews

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

GavinRating, 5 stars1 month ago
The first thing we absolutely loved about the house was the smell. It was very clean and instructions to everything was very clear. I would definitely recommend this house!!!
Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 82 reviews

Modern, spacious, and relaxing!

JonRating, 5 stars1 week ago
Great place to stay with a family, great location, lots of amenities, great ability to use all three pools on the properties. The layout of rooms and bathrooms were nice and adequate . Lower level condo with some noise from above condo. Overall a great stay!
Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 5 reviews

Spacious 3BD Condo Near Disney & Universal

SachaRating, 5 stars1 month ago
Rafael’s place was amazing. Looks exactly like the picture and was very surprised about how much room there was. Bedrooms had closets and dressers for space to put your clothing in and the bathrooms were very nice. The pool was very nice and even though it is shared we practically had it to our self every time. Would definitely recommend staying here.
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 82 reviews

Fireworks Nightly, Only Two Exits From Disney

JamiRating, 5 stars1 day ago
The place was lovely! Perfectly Disney without being cheesy or over the top. The kids room had toys to play with and we noticed lots of helpful thoughtful items for families. Would definitely book here again
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 78 reviews

A 3BR Resort Style Divine Getaway Near Theme Parks

DeniceRating, 5 stars5 days ago
I Absolutely loved Sonja’s location. It was perfect. The home was perfect, beautiful, and very clean. There is also lot to do in this area. I definitely recommend this home to anyone that’s looking for a home away from home. Sonja also continued to Communicate with me which was awesome. When I come back I will book with her again. Denice Jones
Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 53 reviews

Newly Renovated Condo near Disney & Universal

BrittneyRating, 5 stars1 month ago
Very enjoyable stay. Place as pictured and clean, it gave a cozy vibe so we felt right at home. We loved the pools as well they were always empty and quiet. Christine was very nice and always checked in to make sure we were okay. Overall a great experience

Pet-friendly condo rentals

Guest favourite
Condo in Davenport
4.88 out of 5 average rating, 80 reviews

Luxurious Living 15 minutes from Disney

AbeRating, 5 stars3 weeks ago
Jensen's place was perfect for our family of four. We stayed here while on vacation to visit Walt Disney World, and the 2 bedroom, 2 bathroom condo was wonderful. It was clean and spacious and well stocked. When I couldn't find an ironing board, Jensen had one brought over. The pool that you have access to is amazing. Very spacious with cabanas for shade and a nice hot tub area. The location of Jensen's place is also very convenient, just off of I-4, with very easy access to all of the Disney parks. We would stay here again.
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 117 reviews

3 Bedroom w/large patio on Resort Golf Course

PhillipRating, 5 stars2 weeks ago
We definitely enjoyed our stay and maybe some time in the near future, we will return.....
Superhost
Condo in Davenport
4.79 out of 5 average rating, 234 reviews

Brand New AwardWinning Renovated Condo Near Disney

AntoinetteRating, 5 stars2 weeks ago
Cai Ling and John were amazing hosts! Their place was clean and in a great location. Hope to be back soon!
Guest favourite
Condo in Celebration
4.9 out of 5 average rating, 112 reviews

Pet Friendly in Orlando Area near Disney.

HannahRating, 5 stars3 days ago
We loved our stay. The pool was so fun for our one year old and we were able to bring our cat on our trip - and he loved people watching out the windows! It was clean, the hosts were responsive, and the pool/surrounding areas were so much fun. We will definitely book with them again if we go back to the area!
Guest favourite
Condo in Kissimmee
4.92 out of 5 average rating, 127 reviews

Cozy single story condo near Disney

KartikayeRating, 5 stars1 month ago
I had an absolutely fantastic experience staying at this Airbnb! The place was exactly as described - clean, comfortable, and beautifully decorated. Omar and Lucy were incredibly welcoming and responsive, ensuring we had everything we needed for a smooth stay. The location was perfect, close to great restaurants, shops, and public transport. I especially appreciated the small touches like fresh towels, a well-stocked kitchen, and fast Wi-Fi. I would definitely book this place again and recommend it to anyone visiting the area!
Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 108 reviews

Home away from home for the Parks!

AndreaRating, 5 stars5 days ago
Our stay with Renzo and Carolina was very pleasant. They are super friendly and incredibly attentive hosts, always making sure we were comfortable. They even asked us in advance what temperature we preferred in the house, and when we arrived, everything was set just the way we requested. The house was spotless, very well maintained, and located in a nice, quiet, and central area. We truly enjoyed our time there, and without a doubt, we’ll be happy to stay here again next time we come back. Thank you so much for everything!
Superhost
Condo in Four Corners
4.72 out of 5 average rating, 120 reviews

No BNB fees -Oasis Condo 5 min to Disney

SoniaRating, 5 stars1 week ago
Very beautiful location, calm surroundings and very close to all attractions
Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 106 reviews

Bongos Disney Pad; First Floor Gated Resort Condo.

ScarlettRating, 5 stars1 week ago
WOW! We stayed at this rental with our two kids and we were thrilled with all of the Disney touches throughout the rental. Even the toaster toasted Mickey onto our bread! The toys and kid friendly items were so appreciated. I am very picky about cleanliness, but this condo was spotless. Things that are often overlooked in other places were clean and fresh. It was such a wonderful place to come ā€œhomeā€ to at the end of a magical Disney day. We also enjoyed the splash pad and the proximity to the clubhouse amenities. Lina was friendly and responsive and we loved reading about Bongo’s story. Definitely the best place we’ve ever stayed with our kids! Hope to stay here again!

Condo rentals with a pool

Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 19 reviews

Cozy 3BR Condo near Disney- Storey Lake Water Park

MonicaRating, 5 stars6 days ago
this place was everything we needed for a trip to Universal Studios and Islands of adventure. it was about 30 mins away from the theme parks and was spacious for all 5 of us. the water park was great and the community pool. Jo, was wonderful and answered all my questions in a timely manner and gave clear instructions. will come back to this place in October when we visit again!
Top Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 58 reviews

Lake Front Mickey House 7

DonaldRating, 5 stars1 week ago
Incredible communication. Always available. Overall great stay. Very likely we’ll be back
Guest favourite
Condo in Kissimmee
4.96 out of 5 average rating, 75 reviews

Resort Style Sunshine Oasis near Theme Parks

AmyRating, 5 stars3 weeks ago
LaBrina - thank you so much for the awesome stay!! Despite checking in so late, LaBrina was super responsive in ensuring we had a smooth check in which I really appreciated. Place was as described - great location, esp if you are there to visit Disney/Universal. Lots of good restaurants and shops in the areas Slight downside were we noticed some stains on the beds / towels but Airbnb had a great laundry system. Floors, kitchen and bathroom were clean. Overall great stay and value - would come again. Would’ve loved to taken advantage of the amenities more. Great host. Great place :)
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 18 reviews

Cozy and beautiful 3BR stay | 15 Minutes to Disney

AshleyRating, 5 stars1 week ago
Enjoyed my stay! It was very clean and nice!! And David was wonderful..
Superhost
Condo in Kissimmee
4.72 out of 5 average rating, 60 reviews

Luxury apartment close to Disney • 3bed • 2bath

RobertRating, 5 stars1 week ago
The condominium was beautiful and we felt right at home for our family vacation in Florida. This condominium was close to both Disney and Universal. It made our vacation both very relaxing and comfortable. We were very pleased with everything.
Guest favourite
Condo in Kissimmee
4.85 out of 5 average rating, 61 reviews

Affordable 1BR | Pool | 10 Min to Disney | Kitchen

ErinRating, 5 stars1 month ago
Sparkling clean! Great location, easy to get to the parks, and there's a Walgreens around the corner if you need snacks or wine or toiletries. Even when traffic is bad, it'll only take you 15 min to get to Disney. Usually it's more like 10. Kitchen is basic but has everything you really need. Traffic noise can be a bit loud, but no honking, so just use a white noise app on your phone. The only problem we had: the AC broke and host refused to call a 24-hour service, so we didn't have AC one night. AC was fixed the next morning. I would have liked host to offer a discount for the lack of AC that night, or preferably just pay for the 24-hour service that I found.
Superhost
Condo in Kissimmee
4.94 out of 5 average rating, 114 reviews

Lovely well-furnished. See fireworks from balcony!

NikkitaRating, 5 stars1 month ago
Robin was a great host, she communicated well, and was very helpful. The listed pictures were accurate and the condo was clean, the beds were comfortable. The resort amenities were great, theme parks were near the resort, as well as several stores. We were able to see the fireworks from the balcony. Highly recommend and would stay again.
Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 54 reviews

Vacation Condo Resort

MasonRating, 5 stars1 week ago
Place exceeded expectations and was bigger than expected. It was clean as it can be when we arrived. It was very quiet with the neighbors and with the balcony door shut you could barely hear the road outside. Shower had great pressure and warmed up quickly. The bathrooms had plenty of starter supplies to last at least two to three days and plenty of towels. Kitchen was good but we did not find any salt and pepper or oil (I might have missed it and did not inform Mark about it during my stay). The primary bedroom king sizd bed was comfortable to me with puffy pillows. The pool in the apartment complex was also very nice for a quieter pool time. The pool club is an easy walk and had no issues staying there with a simple sign in. ($0) Getting to Disney was not an issue. For the price and what was given to us I can not complain at all and is satisfied with the home. If you are looking to stay for Disney with a staycation and some outside of Disney stuff, this place is it.

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