34+ Rental Villas and Private Getaways in Osceola |
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Osceola Villa Rentals

About Osceola Vacation Rentals

There are more than 34 incredible getaway rentals that are available in Osceola. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Osceola.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Osceola, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Osceola. Places to stay near Osceola are 1435.87 ft² on average, with prices averaging CA $520 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Osceola. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Osceola

Type Count
Vacation Homes 14
Cabin Rentals 11
Holiday Apartments 3
Cottages 2
B&B 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Osceola

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Osceola with BedroomVillas.

Weather in Osceola, WI

View the weather forecast for Osceola before booking your Osceola Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Osceola's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Osceola's Research Top Attractions For Your Vacation


Riverwood Canoe
Osceola & St. Croix Valley Railway
St. Croix Casino Turtle Lake
Maplewood Mall
Wild Mountain
Ice Castle
Trollhaugen
St Croix National Scenic Riverway
WineHaven Winery and Vineyard
Somerset Amphitheater
Interstate State Park
Dancing Dragonfly Winery
Oneka Ridge Golf Course
Saint Croix Vineyards
William O'Brien State Park
New Richmond Golf Club
Running Aces Harness Park
Chateau St Croix Winery & Vineyard
Luck Golf Course
Century College

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Osceola & St. Croix Valley Railway 176 Properties
Riverwood Canoe 172 Properties
Nye 33 Properties

Frequently Asked Questions About Osceola?

What are the top hotels or resorts in Osceola?

We provide an array of great vacation destinations in Osceola. If you are looking to stay in or around the Osceola area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Osceola:

Which hotel or resort in Osceola is best for families?

Searching for a family-friendly getaway in Osceola? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Osceola?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 34 in the Osceola area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Osceola. 


People Also Ask

There are 2 hotels in Osceola and 28 rentals

Recently Booked Hotels, Resorts, or Rentals in Osceola