Osceola County Holiday Rentals

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Top Holiday Rentals Destinations in Osceola County

"This lake house was a perfect spot for our family vacation! Accommodations were spot on, we enjoyed everything about it!!!"

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17 July - 18 July

"The house and location were perfect! All of the amenities anyone would need and then some. We have 11 gals there for a girls weekend and it could not have been more perfect! The dock and lake were beautiful! "

includes taxes & fees

21 July - 22 July

"This rental was exactly what we needed for a group of adults, young adults and teenagers. Plenty of space for everyone. The home was well-equipped and handled hosting a large family dinner perfectly. Great location, great stay. Hoping to be back next year!"

"My family and I are originally from the area and have stayed at Bridges Bay a number of times. This was our favorite rental to date! First, the location is perfect and close to everything. Second, house is well appointed with everything you need, spacious (even for a large group) and very clean. The host was very accommodating and easy to communicate with. Highly recommend!"

includes taxes & fees

21 July - 22 July

"Great family weekend. "

"The environment and location was fantastic. Activities were all nearby, moving around was easy. Property was great. We enjoyed our stay. Will be back!!!"

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23 July - 24 July

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31 July - 1 Aug

"Great place, nice finishes, comfortable beds. Bachelor party next door made for 1 rough night of sleep. Was supposed to have 6 passes to Bridges Bay, but the resort would not honor the text or the flyer w/ QR I was supposed to show the desk at Bridges, so I had to pay 180 to get us in to that. The place was really nice and really well furnished."

"Got upgraded to the Stay Cabin and it is a nice house with everything you need for a group of friends or family to stay in one location this is the place to stay!"

includes taxes & fees

13 July - 14 July

"The stay-cation was a great place for our large group to stay. The location does not get any better. The amount of bedrooms and space it offers for a big group is amazing. Check in/Check out is easy and convenient. If you are in Okoboji with a large group, I highly suggest the stay-cation."

includes taxes & fees

29 July - 30 July

"The Blu house has 3 levels so you can spread out and plenty of room. Sherri is a true Rockstar Host!"

includes taxes & fees

30 July - 31 July

"The location is amazing!! Everything was perfect at the location, we couldn’t have asked for anything else!"

includes taxes & fees

13 July - 14 July

"My family and I thoroughly enjoyed this property! The host was wonderful and very quick to respond when we accidentally locked ourselves out of the property. We will definitely stay here again!"

includes taxes & fees

28 July - 29 July

"Very nice place, clean, bright, and cozy. The owners are very accommodating and kins. Thanks so much!"

includes taxes & fees

10 Aug - 11 Aug

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20 July - 21 July

"Overall was extremely dirty with rust, mold on the bathroom ceilings, chipping paint, tiles falling off the shower walls, carpets that felt oily. Hallways smell damp. The staff was very kind, though. Beds were okay. Smelled clean. Unfortunately the pictures did not match the state of the rooms. I do not think there is much that could be fixed here without major repairs. "

includes taxes & fees

13 July - 14 July

"Pool is out of order for construction. Hallways stunk of stale air and cigarette smoke. Poor selection of breakfast options."

includes taxes & fees

7 Aug - 8 Aug

"this place needs a major overhaul "

includes taxes & fees

20 July - 21 July

"Property had bugs and was not super clean. No warm water in my room, lightbulbs missing. Staff was very nice but overall I would not stay here again"

includes taxes & fees

20 July - 21 July

"Had everything we needed for our short stay. The bed was firm but comfortable. "

includes taxes & fees

14 July - 15 July

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Find out more about Osceola County

Everything you need to know about Osceola County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola County holiday rentals we have selected for you start as low as NZ$288 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osceola County rentals

At Expedia, we put the best Osceola County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osceola County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.