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Osceola County Vacation Rentals

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Our top choices for Osceola County vacation rentals

1. 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, (102 reviews)
"Great little spot very cozy and would love to back in the future"
United States
Miguel
The price is CA $109
CA $207 total
includes taxes & fees
Sep 20 - Sep 21
Quick 5-min drive to West Lake from Milford

2. Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.6 out of 10, Exceptional, (10 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is CA $79
CA $204 total
includes taxes & fees
Sep 20 - Sep 21
Cute little cottage in the best location.

3. 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, (25 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 $99
CA $227 total
includes taxes & fees
Sep 27 - Sep 28
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

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

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 $113
CA $268 total
includes taxes & fees
Sep 20 - Sep 21
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

5. 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, (159 reviews)
"Great condo"
United States
Carissa D.
The price is CA $96
CA $551 total
includes taxes & fees
Oct 1 - Oct 2
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten

6. 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, (23 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is CA $99
CA $227 total
includes taxes & fees
Sep 28 - Sep 29
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

7. 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, (27 reviews)
"Very good location, clean, great amenities."
United States
Jill H.
The price is CA $99
CA $227 total
includes taxes & fees
Oct 4 - Oct 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.

8. New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (25 reviews)
"Perfect for our big family! Very clean and lots of space"
United States
RachelW
The price is CA $168
CA $491 total
includes taxes & fees
Oct 2 - Oct 3
New!! 4 Bedroom Unit sleeps 14

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.

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 $142
CA $377 total
includes taxes & fees
Sep 27 - Sep 28
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.

10. 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)
"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 $200
CA $698 total
includes taxes & fees
Sep 13 - Sep 14
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!

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, (33 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is CA $99
CA $279 total
includes taxes & fees
Oct 4 - Oct 5
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.

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 $158
CA $414 total
includes taxes & fees
Oct 1 - Oct 2
Artsy Tartsy Bunk House off West Lake Okoboji

13. Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $228
CA $642 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Condo by Boardwalk, Restaurants, Golf

14. The Monarch Cove House off West Lake Okoboji

The Monarch Cove House off West Lake Okoboji
Spirit Lake
10.0 out of 10, Exceptional, (1 review)
"Great property - quiet, clean and excellent location."
United States
Erin Z.
The price is CA $258
CA $830 total
includes taxes & fees
Oct 4 - Oct 5
The Monarch Cove House off West Lake Okoboji

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, (138 reviews)
"Loved this condo! Great view and location, large size, plenty of space for our family."
United States
Cameron L.
The price is CA $276
CA $642 total
includes taxes & fees
Oct 1 - Oct 2
Bridges Bay Boji Lake-View Condo For Rent!!

16. 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, (31 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $243
CA $664 total
includes taxes & fees
Sep 20 - Sep 21
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

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

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Arnolds Park
10.0 out of 10, Exceptional, (192 reviews)
"Great location, the indoor waterpark was great on a cold & rainy day, and the unit was accurate in its description as well as very clean. I would definitely recommend this place and would stay here again!"
United States
C R.
The price is CA $242
CA $608 total
includes taxes & fees
Sep 30 - Oct 1
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

18. 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 $243
CA $664 total
includes taxes & fees
Sep 20 - Sep 21
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71

19. The Hook Wine and Sinker House at Bridges Bay Resort

The Hook Wine and Sinker House at Bridges Bay Resort
Arnolds Park
9.6 out of 10, Exceptional, (18 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $258
CA $722 total
includes taxes & fees
Oct 2 - Oct 3
The Hook Wine and Sinker House at Bridges Bay Resort

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

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
9.6 out of 10, Exceptional, (4 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 $287
CA $868 total
includes taxes & fees
Oct 4 - Oct 5
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.
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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 $204 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.