An aerial view of a coastal city with high-rise buildings, a curved waterfront promenade, and a beach.

Osceola County holiday rentals

We found 255 holiday rentals — enter your dates for availability

Select from 26 homes, 27 cottages and other holiday rentals in Osceola County to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Popular Osceola County destinations on Stayz

Evart

Reed City

A red covered bridge with a white sign reading "1896 J.J. Daniels - Builder MELCHER BRIDGE CROSS THIS BRIDGE AT A WALK."

Marion

Holiday rentals with weekly discounts – Osceola County

Showing deals for:18 Dec - 25 Dec

Exceptional

(63 reviews)

Maple Lane Lake House

Tustin

8% off

AU$3,253

for 7 nights, 1 cabin

AU$465 per night

includes taxes & fees

Exceptional

(28 reviews)

Beautiful Lakefront Home on Sunset Point

Cadillac

8% off

AU$4,259

for 7 nights, 1 home

AU$608 per night

includes taxes & fees

Exceptional

(84 reviews)

Lake Mitchell Lakefront Rental, very sandy lakefront. great ice fishing lake

Cadillac

8% off

AU$2,191

for 7 nights, 1 home

AU$313 per night

includes taxes & fees

Take it all in on this fabulous deck and comfy furniture!

Exceptional

(10 reviews)

Beautiful Waterfront Home with Gorgeous Views on All-Sports Lake

Le Roy

12% off

AU$3,009

for 7 nights, 1 home

AU$430 per night

includes taxes & fees

Exceptional

(167 reviews)

Mill Pond Hideaway

Luther

8% off

AU$1,522

for 7 nights, 1 cottage

AU$217 per night

includes taxes & fees

Exceptional

(20 reviews)

Secluded Tustin Cabin with Fire Pit and Hiking Trails

Tustin

9% off

AU$3,108

for 7 nights, 1 cabin

AU$444 per night

includes taxes & fees

The front deck with a lovely view of the lake is perfect for meals and relaxing

Exceptional

(8 reviews)

13-person home for families & groups!

Lake

8% off

AU$4,353

for 7 nights, 1 home

AU$622 per night

includes taxes & fees

Exceptional

(21 reviews)

W Lake Mitchell. Priv shared frontage. Snow trail access.Caberfae Peaks,15 miles

Cadillac

8% off

AU$1,929

for 7 nights, 1 cottage

AU$276 per night

includes taxes & fees

Exceptional

(29 reviews)

Whitetail Hollow

McBain

9% off

AU$1,564

for 7 nights, 1 home

AU$223 per night

includes taxes & fees

Exceptional

(13 reviews)

Brand New Barndominium on 40 Acres with Private Lake

Evart

8% off

AU$2,101

for 7 nights, 1 home

AU$300 per night

includes taxes & fees

Exceptional

(18 reviews)

Red Roof on Arbor Drive

Lake George

9% off

AU$2,892

for 7 nights, 1 home

AU$413 per night

includes taxes & fees

Exceptional

(17 reviews)

Cozy cabin retreat in rustic setting. Private lake, bonfire under the stars!

Lake

8% off

AU$1,244

for 7 nights, 1 home

AU$178 per night

includes taxes & fees

Back deck and firepit overlooking the river.

Queen bed in Loft area, door leads to upper deck.

Exceptional

(51 reviews)

Riverside/Fishing/Arcade/Pool Table/Disk Golf/Fire Pit/Basketball/Pets/WiFi/UTV

Marion

9% off

AU$2,395

for 7 nights, 1 home

AU$342 per night

includes taxes & fees

Find spaces that suit your style

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Cottage

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Chalet

Find the best place to stay - Osceola County

Premier Host

Diamond Lake Waterfront Cabin w/ Deck + Dock!

Sleeps 10 · 4 bedrooms · 2 bathrooms

Premier Host

Cozy Lakefront Cottage, Kayaks & Firewood Included, Last Minute Deals available!

Sleeps 6 · 2 bedrooms

Premier Host

Brand New Barndominium on 40 Acres with Private Lake

Sleeps 7 · 2 bedrooms · 2 bathrooms

Luxury Lake Cottage at Meemo's Farm

Sleeps 4 · 2 bedrooms · 2 bathrooms

Premier Host

Maple Lane Lake House

Sleeps 22 · 7 bedrooms · 3 bathrooms

Premier Host

Perfect 2-bedroom house in Evart for a secluded relaxing getaway!

Sleeps 6 · 2 bedrooms · 1 bathroom

Find the perfect holiday rental for your Osceola County getaway

Learn about the unique charm of Osceola County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Osceola County

Are you searching for top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that Osceola County has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Katke Golf Course (13.1 mi / 21.2 km)
St Ives Golf Course (21 mi / 33.8 km)
Tullymore Golf Club (21.1 mi / 33.9 km)
Eldorado Golf Course (23 mi / 37.1 km)
Cadillac Country Club (24.7 mi / 39.7 km)
McGuire's Resort (24.8 mi / 39.8 km)

Exploring the natural features in Osceola County

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Osceola County is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Austin Lake (6.2 mi / 9.9 km)
Strawberry Lake (9.5 mi / 15.3 km)
White Pine Trail State Park (10.9 mi / 17.6 km)
Townline Lake (11.2 mi / 18 km)
Big Rapids Riverwalk (12.5 mi / 20.1 km)
Idlewild Lake (13.6 mi / 21.9 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Osceola County?

The most in-demand types of holiday homes in Osceola County are cabins. Prefer something different? Stayz has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The perfect fit is waiting for you — snap up yours today.

How much does it cost to rent a holiday home in Osceola County?

Length of stay, property type and time of year are some of the things that can influence the price of a holiday home. Simply enter your travel dates to find your perfect escape. From cosy cabins to sprawling villas, all Stayz holiday homes provide unbeatable value.

How much does it cost to rent a beach house in Osceola County?

When you travel and the style and size of the property will determine the cost of your beachside stay. Type in your Osceola County travel dates to view your available options on Stayz. Can't live without a hot tub? Use the filters to choose the amenities and features you want in your home.

What are popular home amenities in Osceola County?

Some of the most popular home amenities people are searching for in Osceola County are a microwave oven, a fridge and a stovetop. Whether you're hitting the road with your besties, family or even pets, Stayz holiday homes include the best amenities for ultimate relaxation with your loved ones.

Are there large group holiday homes in Osceola County?

Choose from 15 holiday homes in Osceola County that can host a group of 10 or more people. Whether you're organising time away with the family or an event like a birthday party, there's enough room to get your loved ones together under the same roof.

Can I find two-bedroom holiday homes in Osceola County?

Gather your besties and relax in total privacy and comfort in one of the 15 two-bedroom holiday homes Osceola County has to offer.

Are there holiday homes with WiFi in Osceola County?

Osceola County has 14 holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to sending emails, these Stayz homes make it easy to go online.

How old do you have to be to rent a holiday home in Osceola County?

The minimum required age is normally 16, 18 or 21. It can change from one property to another on Stayz, so look at the rules of your preferred Osceola County holiday home before booking your stay.

How long can I rent a holiday home in Osceola County for?

The amount of time you can book an Osceola County holiday home for is down to the property. Simply tap in your dates of travel to find options offering extended stays. They come with all you need to make your extended holiday more enjoyable and convenient, such as kitchens and backyards. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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