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Osceola County Vacation Rentals

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Our top choices for Osceola County vacation rentals

A two-story house with a front porch, a garage, and a deck.

1. Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers
Okoboji
9.6 out of 10, Exceptional, (39 reviews)
"Nice stay"
United States
Jennifer C.
The price is CA $126
CA $169 total
includes taxes & fees
Nov 1 - Nov 2
Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers
A compact kitchen with a microwave, refrigerator, and a small trash bin.

2. 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, (26 reviews)
"We enjoyed our stay, great location and host. Loved that there was parking for our boat and trailer as well as plug ins. Highly recommend."
United States
AMY T.
The price is CA $88
CA $216 total
includes taxes & fees
Nov 13 - Nov 14
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
A modern living room with a black sofa, beige armchairs, and a marble coffee table.

3. Added a little Halloween Decor!<br>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

Added a little Halloween Decor!<br>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, (22 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $93
CA $245 total
includes taxes & fees
Nov 1 - Nov 2
Added a little Halloween Decor!<br>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
A dining area with a wooden table, white chairs, a potted plant, and a sign on the wall.

4. 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 well cared for property, comfortable accommodations!"
United States
Cynthia M.
The price is CA $102
CA $327 total
includes taxes & fees
Nov 8 - Nov 9
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.
A compact living space with a kitchenette, a sofa, a small table, and a door.

5. 1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.

1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
Arnolds Park
9.8 out of 10, Exceptional, (28 reviews)
"Very good location, clean, great amenities."
United States
Jill H.
1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
A modern living room with a grey sofa, blue armchairs, and a small coffee table. A kitchen with white appliances and a dining area with a table and chairs is visible.

6. 316 Hwy 71 -Ground Floor Sleeps 10

316 Hwy 71 -Ground Floor Sleeps 10
Arnolds Park
10.0 out of 10, Exceptional, (22 reviews)
"Sherri was very kind and accommodating. We loved the location, and the accommodations were clean and comfortable. We really enjoyed our stay here!"
United States
Lynn S.
The price is CA $124
CA $447 total
includes taxes & fees
Oct 30 - Oct 31
316 Hwy 71 -Ground Floor Sleeps 10
A swimming pool with a slide, lounge chairs, and a small building.

7. Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten

Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Arnolds Park
10.0 out of 10, Exceptional, (162 reviews)
"Great host, beautiful location, clean and comfortable."
United States
Jodie O.
The price is CA $97
CA $562 total
includes taxes & fees
Nov 2 - Nov 3
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
A dining area with a wooden table, two chairs, a clock on the wall, and a window with curtains.

8. Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!

Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
Arnolds Park
10.0 out of 10, Exceptional, (15 reviews)
"We had a great time at this air b n b for my bachelorette!! It was very spacious, close to the bars, and so cute for bachelorettes! I would stay here again and again"
United States
Kelsie H.
The price is CA $171
CA $667 total
includes taxes & fees
Oct 31 - Nov 1
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
A spacious kitchen with a central island, wooden flooring, and a view to a living area.

9. Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (26 reviews)
"Great location. Host responds very quickly and is super friendly. Great place to host the family"
United States
Josiah C.
The price is CA $208
CA $625 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Condo by Boardwalk, Restaurants, Golf
A compact living space with a kitchenette, a dining area, and a seating area.

10. Nautical 1BR Loft Steps to East Okoboji Park

Nautical 1BR Loft Steps to East Okoboji Park
Spirit Lake
The price is CA $194
CA $507 total
includes taxes & fees
Nov 1 - Nov 2
Nautical 1BR Loft Steps to East Okoboji Park
A compact living space with a kitchenette, a dining area, and a seating area with a sofa and chairs.

11. Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.

Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Arnolds Park
10.0 out of 10, Exceptional, (36 reviews)
"Very nice and clean place. Great beds. I will stay there again."
United States
Patty F.
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
A modern bedroom with a grey sofa, a bed, and a TV mounted on the wall.

12. Artsy Tartsy Bunk House off West Lake Okoboji

Artsy Tartsy Bunk House off West Lake Okoboji
Arnolds Park
7.6 out of 10, Good, (10 reviews)
"Walking distance to many local attractions."
United States
Tracy F.
The price is CA $160
CA $423 total
includes taxes & fees
Nov 1 - Nov 2
Artsy Tartsy Bunk House off West Lake Okoboji
A spacious living room with a sectional sofa, a ceiling fan, and a large window offering a view of the outside.

13. Bridges Bay Retreat - The Perfect Okoboji Getaway

Bridges Bay Retreat - The Perfect Okoboji Getaway
Arnolds Park
10.0 out of 10, Exceptional, (2 reviews)
"Great for the price, comfy and close to all the activities in Arnold’s park"
United States
Connor S.
The price is CA $158
CA $547 total
includes taxes & fees
Oct 28 - Oct 29
Bridges Bay Retreat - The Perfect Okoboji Getaway
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV, and a fireplace.

14. Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
8.8 out of 10, Excellent, (5 reviews)
"Wonderfully clean property with all the necessary amenities to make for a great, relaxing weekend. I highly recommend this property!"
United States
Kari S.
The price is CA $247
CA $823 total
includes taxes & fees
Nov 8 - Nov 9
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
A multi-story building with balconies overlooking a body of water.

15. Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (139 reviews)
"We had an amazing time, with great views. The condo had all the necessities and Janel was great to work with and very responsive. We hope to be back next year!"
United States
Deb E.
The price is CA $210
CA $565 total
includes taxes & fees
Nov 1 - Nov 2
Bridges Bay Boji Lake-View Condo For Rent!!
A modern kitchen with stainless steel appliances, a bar area, and wooden flooring.

16. Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (25 reviews)
"Great place with stay with friends! HUGE backyard!! Close to everything in the lakes area."
United States
Halle R.
The price is CA $348
CA $614 total
includes taxes & fees
Nov 1 - Nov 2
Charming remodeled 4-Bedroom home with fire pit
A room with a large window overlooking a lake, a wooden deck, and a boat.

17. Beautiful, quiet and fully renovated lakehouse on East Okoboji Lake.

Beautiful, quiet and fully renovated lakehouse on East Okoboji Lake.
Spirit Lake
9.6 out of 10, Exceptional, (9 reviews)
"This was a great place to stay. Sitting on the deck with the views of this calm section of the lake was a highlight of our vacation. "
United States
Amy F.
The price is CA $315
CA $717 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful, quiet and fully renovated lakehouse on East Okoboji Lake.
A waterfront property with a dock leading to a house with a balcony and outdoor seating.

18. NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake

NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Orleans
10.0 out of 10, Exceptional, (3 reviews)
"We had an amazing time! The house is very cute and comfortable. Loved being so close to the water on Big Spirit! Will stay again!"
United States
Sandra W.
The price is CA $291
CA $931 total
includes taxes & fees
Nov 1 - Nov 2
NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

19. The Waterline Okoboji | Pool + Lake Access

The Waterline Okoboji | Pool + Lake Access
Okoboji
The price is CA $257
CA $542 total
includes taxes & fees
Nov 9 - Nov 10
The Waterline Okoboji | Pool + Lake Access
A modern living room with a sofa, ottoman, and a dining area with bar stools.

20. 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, (15 reviews)
"Sherri is awesome to work with and always very accommodating. We make our annual trip to Iowa with our large family and the staycation cabin worked perfect for us."
United States
Kelli n.
The price is CA $187
CA $598 total
includes taxes & fees
Oct 31 - Nov 1
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
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

Bridges Bay Resort

Bridges Bay Resort

10/10 Excellent
"My family had a great time at the water park! It was a great value"
Emily 1-night trip
Posted 1 day ago
Bridges Bay Resort

Find out more about Osceola County

Everything you need to know about Osceola County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola County vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola County vacation rentals we have selected for you start as low as CA $169 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 vacation 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 vacation.

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.