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Osceola County Holiday Rentals

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Top Holiday Rentals Destinations in Osceola County

Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

10.0 out of 10, Exceptional, (63)
"Nice place to stay"
The price is NZ$1,003
includes taxes & fees
3 Aug - 4 Aug
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

Penthouse Suite, gorgeous West Lake Okoboji views, 1 BDRM above shopping center

9.4 out of 10, Exceptional, (3)
"Very nice Penthouse Suite at the top of the Central Emporium. Very clean and the perfect layout. The views are incredible!! Loved my stay. I’m from Michigan but grew up vacationing at Vacation Village with my family one week every summer for around 17 years. We would always come to Arnold’s Park to shop, dine and enjoy the rides. We’d always shop at the stores in the Central Emporium. A great return visit. Thank you for everything."
Penthouse Suite, gorgeous West Lake Okoboji views, 1 BDRM above shopping center

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

10.0 out of 10, Exceptional, (73)
"The place was awesome "
The price is NZ$1,120
includes taxes & fees
21 July - 22 July
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

Casa Lago - 4-Bedroom private home with Okoboji lakeview steps from Bridges Bay!

10.0 out of 10, Exceptional, (1)
"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!!!"
Casa Lago - 4-Bedroom private home with Okoboji lakeview steps from Bridges Bay!

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

10.0 out of 10, Exceptional, (154)
"Very nice place for a family to stay."
The price is NZ$1,215
includes taxes & fees
7 Aug - 8 Aug
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

Quiet 1 bedroom in Milford

10.0 out of 10, Exceptional, (90)
"Perfect for our needs, c lean, comfortable Check in was great, check out was great and we had no issues while there."
The price is NZ$288
includes taxes & fees
28 July - 29 July
Quiet 1 bedroom in Milford

Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

10.0 out of 10, Exceptional, (5)
Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great location with great restaurants and lots of attractions nearby! Awesome views of lake!"
Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.

Cozy lakefront cabin - on both Big and Little Spirit Lake

10.0 out of 10, Exceptional, (55)
"Host was helpful, responsive and kind. The view was wonderful and the cabin cosy. What more can you ask for?"
Cozy lakefront cabin - on both Big and Little Spirit Lake

Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay

10.0 out of 10, Exceptional, (56)
"Excellent place to stay. Beautiful view and very comfortable beds "
The price is NZ$1,161
includes taxes & fees
21 July - 22 July
Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay

Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

10.0 out of 10, Exceptional, (74)
"Clean and modern condo with great view of the lake, easy access to amenities. "
The price is NZ$1,112
includes taxes & fees
30 July - 31 July
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

Cornerstone Retreat - Your Boji Family Getaway

Cornerstone Retreat - Your Boji Family Getaway

Comfy West Lake Getaway Loft

2.0 star property
9.8 out of 10, Exceptional, (8)
"We had an awesome weekend. The location was perfect for our family getaway; quiet, lake view, and plenty of space for our family of six. "
Comfy West Lake Getaway Loft

Fantastic Location-Roof Top Patio (shared) and King Bed

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great experience and great location to all the action!"
The price is NZ$669
includes taxes & fees
27 July - 28 July
Fantastic Location-Roof Top Patio (shared) and King Bed

NEW RENTAL!!! Sunny Waters Escape on East Lake Private Dock- Sleeps 10

10.0 out of 10, Exceptional, (1)
"we had a great time on east okoboji. FYI there was plenty of room to park our truck and boat trailer side by side. Its a nice quite part of the lake to get away from the hustle and bustle....but close enough to search it out too."
NEW RENTAL!!! Sunny Waters Escape on East Lake Private Dock- Sleeps 10

Bridges Bay Family fun with 6 daily waterpark passes!

Bridges Bay Family fun with 6 daily waterpark passes!

Barleans-Cozy Cabin Conveniently Located

9.8 out of 10, Exceptional, (57)
"Perfect home our 2nd time staying. Will be back again soon! "
Barleans-Cozy Cabin Conveniently Located

Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio

10.0 out of 10, Exceptional, (64)
"Great location, and beautiful property."
The price is NZ$907
includes taxes & fees
13 July - 14 July
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio

Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort.

9.8 out of 10, Exceptional, (55)
"Beautiful place!! Loved the open concept!! Exceptional view!! Loved the veranda! Great location!!"
The price is NZ$1,462
includes taxes & fees
6 Aug - 7 Aug
Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort.

Beautiful sunsets on sand beach of Big Spirit Lake front home!

9.4 out of 10, Exceptional, (9)
"Location is Amazing... great sunsets!!! Wonderful place for a family getaway, super friendly neighbors."
Beautiful sunsets on sand beach of Big Spirit Lake front home!
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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