Lodging Image

Osceola County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Osceola County vacation rentals

Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.

Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.
Arnolds Park
10.0 out of 10, Exceptional, (95 reviews)
"It was a beautiful place with a beautiful view. Highly recommend "
United States
Angela H.
The price is CA $535
CA $1,000 total
includes taxes & fees
Jul 29 - Jul 30
Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.

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, (112 reviews)
"Great place to stay! Host was very responsive and answered all questions quickly. "
United States
Kristi M.
The price is CA $535
CA $1,000 total
includes taxes & fees
Jul 26 - Jul 27
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

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, (78 reviews)
"Beautiful lake view and good location."
United States
Nancy C.
The price is CA $632
CA $1,098 total
includes taxes & fees
Jul 26 - Jul 27
Direct Lakeside View, 3 Bed, 2 Bath Condo at Bridges Bay

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, (72 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 CA $990
CA $1,628 total
includes taxes & fees
Aug 24 - Aug 25
Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.

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 CA $731
CA $1,134 total
includes taxes & fees
Aug 18 - Aug 19
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.

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 CA $224
CA $350 total
includes taxes & fees
Aug 10 - Aug 11
Quick 5-min drive to West Lake from Milford

Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (136 reviews)
"clean room ; family friendly"
United States
Angelia
The price is CA $493
CA $929 total
includes taxes & fees
Jul 28 - Jul 29
Bridges Bay Boji Lake-View Condo For Rent!!

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, (108 reviews)
"Love all of it had a blast at the pool"
United States
Hendy T.
The price is CA $775
CA $1,283 total
includes taxes & fees
Aug 19 - Aug 20
Cozy Okoboji Vacation Home At Bridges Bay Resort - backs to pool! #118

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, (22 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 CA $248
CA $416 total
includes taxes & fees
Aug 4 - Aug 5
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

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, (131 reviews)
"Staycation was very, very nice for a large family to be together!"
United States
DavidC
The price is CA $731
CA $1,520 total
includes taxes & fees
Jul 28 - Jul 29
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

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, (25 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $291
CA $500 total
includes taxes & fees
Aug 18 - Aug 19
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

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

Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes
Arnolds Park
9.8 out of 10, Exceptional, (30 reviews)
"We were visiting from Arizona and enjoyed our stay!"
United States
Michael G.
The price is CA $599
CA $1,082 total
includes taxes & fees
Aug 6 - Aug 7
Spacious & Luxurious Lakefront Bridge Bay Corner Condo. 6 daily waterpark passes

Premier Location! Lake View!

Premier Location! Lake View!
Arnolds Park
9.8 out of 10, Exceptional, (10 reviews)
"Really enjoyed the place. It is within walking distant to all shops and Arnolds Park. "
United States
Jeff Z.
The price is CA $458
CA $964 total
includes taxes & fees
Aug 24 - Aug 25
Premier Location! Lake View!

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (21 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $374
CA $812 total
includes taxes & fees
Jul 30 - Jul 31
Cozy Condo by Boardwalk, Restaurants, Golf

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, (13 reviews)
"The location is amazing!! Everything was perfect at the location, we couldn’t have asked for anything else!"
United States
Erin E.
The price is CA $731
CA $1,387 total
includes taxes & fees
Aug 9 - Aug 10
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!

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 CA $731
CA $1,297 total
includes taxes & fees
Aug 9 - Aug 10
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71

Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (20 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 CA $361
CA $624 total
includes taxes & fees
Aug 20 - Aug 21
Charming remodeled 4-Bedroom home with fire pit

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 CA $442
CA $1,012 total
includes taxes & fees
Aug 16 - Aug 17
Beachy Keen at Bridges Bay Resort

The Hook Wine and Sinker House at Bridges Bay Resort

The Hook Wine and Sinker House at Bridges Bay Resort
Arnolds Park
9.8 out of 10, Exceptional, (13 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $411
CA $938 total
includes taxes & fees
Aug 4 - Aug 5
The Hook Wine and Sinker House at Bridges Bay Resort

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

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
10.0 out of 10, Exceptional, (1 review)
"Beautiful and very clean!Loved our stay!!"
United States
Lisa A.
The price is CA $388
CA $1,011 total
includes taxes & fees
Aug 23 - Aug 24
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osceola County Hotel Reviews

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 $350 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.