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Osceola County Holiday Rentals

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Top Holiday Rentals Destinations in Osceola County

PRIME LOCATION AT BRIDGES BAY RESORT!!!
10.0 out of 10, Exceptional, (85)
"It was a nice place."
United States
Douglas
PRIME LOCATION AT BRIDGES BAY RESORT!!!
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
9.8 out of 10, Exceptional, (133)
"Great place for our family girls weekend "
Canada
Joann E.
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio
10.0 out of 10, Exceptional, (75)
"A clean, welcoming stay was just what we needed! We loved how close it was to the water park and other attractions. Highly recommend and wish we could have stayed longer!"
United States
Jessica C.
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
10.0 out of 10, Exceptional, (165)
"The best views you can ask for and only minutes from everything. This place was perfect."
United States
Jeannie D.
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!
10.0 out of 10, Exceptional, (11)
"This house was perfect for our family! It’s an easy walk to both pools and restaurants. Had a few questions and always got a quick response. I highly recommend and would stay again!!!"
United States
DeAnn W.
Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!
Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
10.0 out of 10, Exceptional, (93)
"We had a wonderful stay here! Great place to make some memories. Close to all the attractions! Host is very responsive. Would recommend to family and friends!!"
United States
Jody H.
Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
10.0 out of 10, Exceptional, (25)
"Beautiful and spacious property that was perfect for our family weekend getaway. Everything was as advertised and couldn't have been more happy with our stay. Property owners were great as well. Responded to us very quickly allowing us to have an earlier check-in and providing us more time to check-out! "
United States
Anonymous traveller
The price is AU$898
includes taxes & fees
21 Nov - 22 Nov
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
10.0 out of 10, Exceptional, (87)
"The place was awesome "
United States
Joel H.
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Anchors Away Getaway: Clean, sleeps 10, family fun, waterpark, fully stocked!
Anchors Away Getaway: Clean, sleeps 10, family fun, waterpark, fully stocked!
Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort.
9.8 out of 10, Exceptional, (67)
"We would highly recommend this property for a family stay! It was exceptionally clean and comfortable with a relaxing deck and beautiful view. The location was perfect for everything we wanted to do for 5 adults, 2 kids under 10 years, and 1baby. We hope to return. Thank you, Russ!Susan B"
United States
Susan B.
Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort.
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.
10.0 out of 10, Exceptional, (83)
"We loved every minute of our stay! The place was so clean and prettier than the pictures. The hosts were so responsive and friendly! We will definitely stay there again! "
United States
Tayna R.
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.
Beautiful sunsets on sand beach of Big Spirit Lake front home!
9.4 out of 10, Exceptional, (13)
"Location is Amazing... great sunsets!!! Wonderful place for a family getaway, super friendly neighbors."
United States
Anonymous traveller
Beautiful sunsets on sand beach of Big Spirit Lake front home!
Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB
10.0 out of 10, Exceptional, (52)
"We had a great stay over the 4th of July."
United States
Shelly G.
The price is AU$948
includes taxes & fees
21 Nov - 22 Nov
Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB
Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities
9.8 out of 10, Exceptional, (12)
"Great place to stay!"
United States
Kamden C.
Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities
Taj West 7-bedroom home in Monarch Cove near West Okoboji Lake
10.0 out of 10, Exceptional, (1)
"It was very handy for us to go all the places we went to and we could eat all our meals there to save money Thank you so much very clean, nice neighborhood I would recommend to anyone Thank you"
United States
Glenna K.
Taj West 7-bedroom home in Monarch Cove near West Okoboji Lake
Amazing West Lake Okoboji Home! Location, Location, Location!!!
9.8 out of 10, Exceptional, (191)
"Love the location - close enough to everything, private dock is just perfect for our family. We always enjoy our time at this rental"
United States
Tracy F.
Amazing West Lake Okoboji Home! Location, Location, Location!!!
Year Round Okoboji Vacation Rental at Bridges Bay Resort!
9.8 out of 10, Exceptional, (130)
"Larger 4 bedroom, very comfortable"
United States
Patricia E.
Year Round Okoboji Vacation Rental at Bridges Bay Resort!
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
10.0 out of 10, Exceptional, (115)
"Loved our time at stay-cation! This was such a great place to host our huge group. Plenty of space for everyone to hang out, play, sleep!"
United States
SummerB
The price is AU$1,151
includes taxes & fees
30 Oct - 31 Oct
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Quiet 1 bedroom in Milford
9.8 out of 10, Exceptional, (108)
"Great Place To Stay. Quiet, Clean, Secure with Easy Access."
United States
Dennis F.
The price is AU$181
includes taxes & fees
30 Oct - 31 Oct
Quiet 1 bedroom in Milford
Okoboji Cabin
9.6 out of 10, Exceptional, (75)
"This cabin is extremely clean, in a great location, and an amazing place to stay in Boji! We absolutely loved our stay and would re book this in an instant! 10/10 recommend! "
United States
Anonymous traveller
Okoboji Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osceola County Hotel Reviews

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 favourite 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 depend 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 chosen for you start as low as AU$181 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.