Osceola County Vacation Rentals

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Our top choices for Osceola County vacation rentals

Pool

Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (128 reviews)
"My family was there to celebrate Christmas. We don't see each other often, so it was very relaxing."
United States
DIANE D.
The price is CA $244
CA $601 total
includes taxes & fees
Apr 7 - Apr 8
Bridges Bay Boji Lake-View Condo For Rent!!
Property grounds

Grassy Knoll Retreat on the Big Spirit Lake

Grassy Knoll Retreat on the Big Spirit Lake
Spirit Lake
10.0 out of 10, Exceptional, (11 reviews)
"Very kid friendly! "
United States
Alexandra T.
The price is CA $488
CA $1,183 total
includes taxes & fees
Apr 19 - Apr 20
Grassy Knoll Retreat on the Big Spirit Lake
Exterior

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, (121 reviews)
"This is our 3rd year we have stayed and we've never been disappointed!!"
United States
Steve B.
The price is CA $325
CA $982 total
includes taxes & fees
Apr 7 - Apr 8
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
TV

West Lake Okoboji Scout Cottage

West Lake Okoboji Scout Cottage
Arnolds Park
9.6 out of 10, Exceptional, (10 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 CA $349
CA $711 total
includes taxes & fees
Apr 23 - Apr 24
West Lake Okoboji Scout Cottage
Property grounds

Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake
Arnolds Park
8.4 out of 10, Very good, (5 reviews)
"Overall great place to stay!"
United States
Dawn K.
The price is CA $275
CA $851 total
includes taxes & fees
Apr 7 - Apr 8
Arnolds Park Iowa Street Funhouse at the Lake
Indoor pool

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, (12 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $231
CA $684 total
includes taxes & fees
Apr 7 - Apr 8
The Hook Wine and Sinker House at Bridges Bay Resort
Marina

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (19 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $188
CA $569 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Condo by Boardwalk, Restaurants, Golf
Pool

Lattitude Adjustment at the Bayside in Bridges Bay Resort

Lattitude Adjustment at the Bayside in Bridges Bay Resort
Arnolds Park
9.6 out of 10, Exceptional, (25 reviews)
" Vrbo was a great location and spot for our girls weekend. The accommodations were very clean and exactly as described on the website. "
United States
Melissa K.
The price is CA $290
CA $870 total
includes taxes & fees
Apr 7 - Apr 8
Lattitude Adjustment at the Bayside in Bridges Bay Resort
Beach

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Arnolds Park
10.0 out of 10, Exceptional, (28 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $231
CA $646 total
includes taxes & fees
Apr 7 - Apr 8
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Children's area

316 Hwy 71 -Bottom Floor Sleeps 10

316 Hwy 71 -Bottom Floor Sleeps 10
Arnolds Park
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful accommodation & super convenient location."
United States
La O.
The price is CA $158
CA $486 total
includes taxes & fees
May 3 - May 4
316 Hwy 71 -Bottom Floor Sleeps 10
Indoor pool, outdoor pool

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.
Arnolds Park
10.0 out of 10, Exceptional, (139 reviews)
"It was a great place for my family to stay for a weekend we were in town for a wedding!"
United States
Andrea J.
The price is CA $124
CA $589 total
includes taxes & fees
Apr 7 - Apr 8
Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.
Indoor pool

Bayview Sunset Escape at the Lake in Bridges Bay Resort

Bayview Sunset Escape at the Lake in Bridges Bay Resort
Arnolds Park
10.0 out of 10, Exceptional, (2 reviews)
"The weather didn’t cooperate, but our accommodations were warm and inviting. Beautiful home and property! We enjoyed our time in Boji! "
United States
Deborah S.
The price is CA $290
CA $870 total
includes taxes & fees
Apr 7 - Apr 8
Bayview Sunset Escape at the Lake in Bridges Bay Resort
Terrace/patio

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

NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Orleans
The price is CA $334
CA $982 total
includes taxes & fees
Apr 17 - Apr 18
NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Smart TV, offices

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, (87 reviews)
"Great place, great price, was quiet and good location "
United States
Ninja J.
The price is CA $70
CA $164 total
includes taxes & fees
Apr 7 - Apr 8
Quick 5-min drive to West Lake from Milford
Pool

The Laughing Seagull Cabin at Bridges Bay Resort

The Laughing Seagull Cabin at Bridges Bay Resort
Arnolds Park
8.0 out of 10, Very good, (5 reviews)
"Very good place. Very open for room space. Great location."
United States
Bridget G.
The price is CA $246
CA $764 total
includes taxes & fees
Apr 7 - Apr 8
The Laughing Seagull Cabin at Bridges Bay Resort
Beach

2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Arnolds Park
9.2 out of 10, Wonderful, (22 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is CA $87
CA $215 total
includes taxes & fees
Apr 9 - Apr 10
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Beach

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, (11 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 $289
CA $723 total
includes taxes & fees
May 3 - May 4
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
Outdoor dining

Rock`n Reel Lake House on East Lake Okoboji (Lakefront)

Rock`n Reel Lake House on East Lake Okoboji (Lakefront)
Spirit Lake
9.0 out of 10, Wonderful, (2 reviews)
"This was our first time using VRBO, and the process worked well. The home we stayed in was nice but I wish it had a few other amenities such as gold lawn chairs that could be used around the fire pit or on the dock while fishing. Some cheap glassware for leftovers during the stay. Water pressure was very low making it hard to wash and rinse long thick hair. But like I said it was my first time using VRBO. "
United States
Tracy B.
The price is CA $363
CA $1,018 total
includes taxes & fees
Apr 7 - Apr 8
Rock`n Reel Lake House on East Lake Okoboji (Lakefront)
Interior

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, (16 reviews)
"It was very quite & clean! Perfect for our 2 night stay. "
United States
Michelle
The price is CA $87
CA $215 total
includes taxes & fees
Apr 7 - Apr 8
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Children's area

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, (24 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $144
CA $306 total
includes taxes & fees
May 3 - May 4
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
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

Reston Inn & Suites

Reston Inn & Suites

10/10 Excellent
"Convenient location when I stayed overnight for work. Quiet hotel and very clean. The bed was really comfortable. "
Christina 1-night trip
Posted 2 days ago
Reston Inn & Suites

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 $589 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.