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Osceola County Holiday Rentals

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Our top choices for Osceola County holiday rentals

Pool

1. Year Round Okoboji Vacation Rental at Bridges Bay Resort!

Year Round Okoboji Vacation Rental at Bridges Bay Resort!
Arnolds Park
9.8 out of 10, Exceptional, (136 reviews)
"Good location"
United States
Janean S.
The price is HK$3,355
HK$5,693 total
includes taxes & fees
30 Aug - 31 Aug
Year Round Okoboji Vacation Rental at Bridges Bay Resort!
Exterior

2. BOHO Bungalow on the Pond

BOHO Bungalow on the Pond
Arnolds Park
10.0 out of 10, Exceptional, (13 reviews)
"Very clean. Comfortable beds. We enjoyed our stay!"
United States
Allie W.
The price is HK$3,076
HK$5,851 total
includes taxes & fees
21 Aug - 22 Aug
BOHO Bungalow on the Pond
Children’s area

3. Cozy Okoboji Vacation Home At Bridges Bay Resort - backs to pool! #118

Cozy Okoboji Vacation Home At Bridges Bay Resort - backs to pool! #118
Arnolds Park
9.8 out of 10, Exceptional, (110 reviews)
"Love all of it had a blast at the pool"
United States
Hendy T.
The price is HK$3,884
HK$6,612 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Okoboji Vacation Home At Bridges Bay Resort - backs to pool! #118
Indoor pool, outdoor pool

4. Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes

Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes
Arnolds Park
10.0 out of 10, Exceptional, (33 reviews)
"We were visiting from Arizona and enjoyed our stay!"
United States
Michael G.
The price is HK$4,708
HK$7,787 total
includes taxes & fees
29 Aug - 30 Aug
Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes
Interior

5. 2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Arnolds Park
10.0 out of 10, Exceptional, (23 reviews)
"I loved my stay at stay suites. Very clean, everything that was promised was there. No complaints. Will stay there again this summer if the availability is there."
United States
Chris
The price is HK$1,379
HK$2,239 total
includes taxes & fees
30 Aug - 31 Aug
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Smart TV, offices

6. Quick 5-min drive to West Lake from Milford

Quick 5-min drive to West Lake from Milford
Milford
9.8 out of 10, Exceptional, (99 reviews)
"Great little spot very cozy and would love to back in the future"
United States
Miguel
The price is HK$432
HK$967 total
includes taxes & fees
18 Aug - 19 Aug
Quick 5-min drive to West Lake from Milford
Children’s area

7. Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs

Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Arnolds Park
10.0 out of 10, Exceptional, (26 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is HK$718
HK$1,622 total
includes taxes & fees
18 Aug - 19 Aug
Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Beach

8. 1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.

1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
Arnolds Park
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, great location, quick responses from host. Great stay!"
United States
Janean S.
The price is HK$1,183
HK$2,626 total
includes taxes & fees
23 Aug - 24 Aug
1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
Indoor pool, outdoor pool

9. Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.

Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.
ARNOLDS PARK
9.8 out of 10, Exceptional, (76 reviews)
"Great place with a beatiful view! The hosts were great communicators and the photos accurately depict the spaces."
United States
Candace J.
The price is HK$2,511
HK$5,220 total
includes taxes & fees
13 Sept - 14 Sept
Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.
Coffee/tea maker, fridge, microwave, oven

10. Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (23 reviews)
"Perfect size and location for a family ice fishing trip. Cozy and comfortable, all the amenities you would need, and close to lots of dining options. "
United States
Clint C.
The price is HK$1,848
HK$3,293 total
includes taxes & fees
18 Aug - 19 Aug
Charming remodeled 4-Bedroom home with fire pit
TV

11. West Lake Okoboji Scout Cottage

West Lake Okoboji Scout Cottage
Arnolds Park
9.8 out of 10, Exceptional, (12 reviews)
"Nice clean cottage style. perfect for a couples stay. location is perfect for walking distance to many attractions including arnold's park and much more!"
United States
Stephanie K.
The price is HK$1,766
HK$3,744 total
includes taxes & fees
18 Aug - 19 Aug
West Lake Okoboji Scout Cottage
Beach

12. The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71

The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
Arnolds Park
10.0 out of 10, Exceptional, (13 reviews)
"The house was very nice and had plenty of space for our large family. Will stay here again!! "
United States
Carrie H.
The price is HK$2,440
HK$4,974 total
includes taxes & fees
23 Aug - 24 Aug
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
Coffee/tea maker, fridge, microwave, oven

13. Okoboji Oasis at the Lake in Arnolds Park

Okoboji Oasis at the Lake in Arnolds Park
Arnolds Park
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Very close to Arnolds Park"
United States
Tom D.
The price is HK$3,691
HK$7,429 total
includes taxes & fees
20 Aug - 21 Aug
Okoboji Oasis at the Lake in Arnolds Park
Property grounds

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

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Arnolds Park
10.0 out of 10, Exceptional, (116 reviews)
"The condo was wonderful. Well-stocked/equipped, clean, tastefully decorated, and the beautiful water view we were looking for. We will definitely return. "
United States
Pat H.
The price is HK$2,079
HK$4,421 total
includes taxes & fees
15 Sept - 16 Sept
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Interior

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

Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay
Arnolds Park
9.8 out of 10, Exceptional, (80 reviews)
"Beautiful lake view and good location."
United States
Nancy C.
The price is HK$2,346
HK$4,588 total
includes taxes & fees
14 Sept - 15 Sept
Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay
Interior

16. Poolside Retreat at Bridges Bay

Poolside Retreat at Bridges Bay
Arnolds Park
10.0 out of 10, Exceptional, (4 reviews)
"Very nice house. Everything was clean and well stocked. "
United States
Bill A.
The price is HK$932
HK$3,271 total
includes taxes & fees
23 Aug - 24 Aug
Poolside Retreat at Bridges Bay
Terrace/patio

17. Premier Location! Lake View!

Premier Location! Lake View!
Arnolds Park
10.0 out of 10, Exceptional, (11 reviews)
"Really enjoyed the place. It is within walking distant to all shops and Arnolds Park. "
United States
Jeff Z.
The price is HK$2,550
HK$5,370 total
includes taxes & fees
24 Aug - 25 Aug
Premier Location! Lake View!
Exterior

18. Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Arnolds Park
10.0 out of 10, Exceptional, (133 reviews)
"We love hosting team retreats in this space! It’s always clean, no toxic plugin air fresheners & an amazing location!"
United States
AmandaW
The price is HK$4,072
HK$8,454 total
includes taxes & fees
8 Sept - 9 Sept
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Terrace/patio

19. The Canal Cottages off West Lake Okoboji

The Canal Cottages off West Lake Okoboji
Milford
8.8 out of 10, Excellent, (3 reviews)
"Great little cottage"
United States
Ben P.
The price is HK$2,208
HK$5,751 total
includes taxes & fees
11 Sept - 12 Sept
The Canal Cottages off West Lake Okoboji
Indoor pool

20. Beachy Keen at Bridges Bay Resort

Beachy Keen at Bridges Bay Resort
Arnolds Park
10.0 out of 10, Exceptional, (3 reviews)
"The overall condo was clean and spacious! We had a wonderful stay! The condo faces the water and there was easy access for my grandkids to fish in the morning. There were yard games for us to use so the kids loved that! Plenty of linens and blankets as it got pretty chilly Labor Day weekend. There were plenty of kitchen pans to make breakfast in the morning and the grill was great to grill food for lunch! Great Condo! We will be back!"
United States
Sueann F.
The price is HK$1,879
HK$4,947 total
includes taxes & fees
13 Sept - 14 Sept
Beachy Keen at Bridges Bay Resort
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

Spencer Inn and Suites

Spencer Inn and Suites

8/10 Good
"The room was perfect for what we needed. We only required one night’s stay while picking up a new puppy."
stacy and Jon 1-night trip
Posted 2 hours ago
Spencer Inn and Suites