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Resort vacation rentals in Osceola County

Find and book unique resort rentals on Airbnb

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Popular amenities for Osceola County resort rentals

Family-friendly resort rentals

Private room in Kissimmee

4.5 out of 5 average rating, 4 reviews

Condo in Kissimmee - Grand

PortiaRating, 5 stars28 months ago
He is a great host always responded to every question I had. He was very patient with me and walking me through the steps i needed for my stay. The resort was lovely, great location, the room had everything we needed, very comfortable. It was a great experience.

Private room in Kissimmee

4.93 out of 5 average rating, 27 reviews

Westgate Town Center Resort & Spa

HayleyRating, 5 stars20 months ago
This resort is amazing ! Everything on site- you don’t even need to leave ! A Walmart right across the street along with tons of restaurants if you don’t want to stay onsite. We will definitely be back !

Private room in Kissimmee

World Disney - Westgate Vacation Villas ResortSpa

PamRating, 5 stars69 months ago
Amazing amenities. We enjoyed the heated pool, hot tub, water park, mini golf and swan peddle boats.

Private room in Kissimmee

5 out of 5 average rating, 9 reviews

2BR Resort Villa 1 mile from Disney

AngelaRating, 5 stars30 months ago
The accommodations were beautiful. Clean and very roomy. The King beds were comfortable with quality sheets and pillows. The resort has an abundance of activities. The proximity to Disney is very convenient. We recommend this resort especially if you are looking for the Disney experience.

Private room in Kissimmee

4.72 out of 5 average rating, 299 reviews

WorldMark Reunion Three Bedroom

JenifferRating, 5 stars2 weeks ago
Good
Superhost

Private room in Kissimmee

Orange Lake Country Club, Kissimmee, FLorida

SaraRating, 5 stars80 months ago
We every much enjoyed our stay!!
Superhost

Resort in Celebration

Mystic Dunes Beautiful 2BR/2BA resort near Disney

TrippRating, 5 stars56 months ago
Jacqualine was incredible to work with. You could not ask for a better host. She responded to all of my questions quickly. She made numerous calls on our behalf to get us a 2 bedroom at the resort. The Mystic Dunes resort was amazing. Incredible amenities and a beautiful unit. Unfortunately, due to covid-19 we had to cut our trip short. We sent one e-mail to her letting her know we had to leave early. She took it upon herself to make calls on our behalf and she managed to get us a partial refund. Thank you so much Jacqualine. She is clearly a high character caring person. It was a pleasure working with her. We will be contacting her again in the future without question.
Superhost

Private room in Kissimmee

Star Island 1 bdrm

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