Osceola County Villas

For a truly exclusive and private retreat, rent a villa in Osceola County. This spacious sanctuary is perfect for your group to relax in privacy or plan the next day's adventures by a private pool. Look for villas with gourmet kitchens, concierge service, and premium amenities like a game room for an unforgettable stay.

Trip.com Featured Villas in Osceola County

1. Spacious 4BR Family Townhouseprivate Pool & BBQ

• Enjoy BBQ, Wi-Fi in public areas, and No smoking in public areas.

• Steps from Nación De Fe (0.69 km).

• Price range: $365-$379.

2. Spacious 4BR Home Close to Parks Shopping

• Steps from Sunset Lakes Blvd (2.46 km).

• $542-$620 / night

3. Family Fun Relaxation in a Themed Luxury Home

• Just a 2.46 km walk from Sunset Lakes Blvd.

• $593-$683 / night

All prices shown are for June 12-June 18, as listed on Trip.com.

Seek out Villas in Osceola County for elegant stays and urban calm.

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Popular Villas in Osceola County

Claim Osceola County Villas for private luxury.

Most Booked

Lowest price

Closest to downtown

Highest Rated

New 4BR Home Private Pool Fun Themes

Hotel near West Kissimmee,Four Corners

With a stay at this villa in Four Corners, you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This villa is 9.3 mi (14.9 km) from Disney's Animal Kingdom® Theme Park and 10.5 mi (16.8 km) from ESPN Wide World of Sports Complex. Make yourself comfortable in your villa.

Amazing

9.5/10

1 night

From $229

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Beautiful Home Near Disney with Private Pool! 5 Bedroom Villa by Redawning

Hotel near Disney World Resort,Kissimmee

Featured facilities: Private pool, Parking

Great

9.0/10

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Spacious 4BR Home Close to Parks Shopping

Hotel near West Kissimmee,Four Corners

Great

9.0/10

1 night

From $229

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Modern 4BR Retreat Mickey Harry Potter Rooms

Hotel near West Kissimmee,Four Corners

Very Good

8.0/10

1 night

From $194

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Contemporary 4BR Getaway Minutes From Disney

Hotel near West Kissimmee,Four Corners

Outstanding

10/10

1 night

From $229

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Jewel of Emerald Island with Heated Pool

Hotel near West Kissimmee,Kissimmee

Featured facilities: Private pool, Parking, Gaming area

Outstanding

9.8/10

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Doppio Westside

Hotels in Osceola County

Featured facilities: Private pool, BBQ

Great

19 reviews

9.1/10

1 night

From $213

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Magic Village 4br, Spacious and Stylish

Hotel near Disney World Resort,Osceola County

Featured facilities: BBQ

Very Good

1 review

8.0/10

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Spacious Villa with Themed Bedrooms and Private Pool

Hotels in Osceola County

Featured facilities: Parking

Amazing

9.6/10

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Blue Beach at Storey Lake by Shine Villas #400 4 Bedroom Townhouse

Hotels in Osceola County

Featured facilities: Parking

Very Good

8.0/10

Check availability

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Frequently Asked Questions

What is the average price of a hotel in Osceola County for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Osceola County this weekend is $363 per night. For a 4-star hotel, the average cost is $546 per night. If you're looking for a luxury experience, 5-star hotels in Osceola County this weekend typically cost $517 per night.

How much do hotels in Osceola County cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Osceola County during weekdays is $367 per night. For a 4-star hotel, you can expect to pay around $519 per night. If you're looking for a luxury stay, 5-star hotels in Osceola County generally cost $473 per night on weekdays.

What are the best places to stay in Osceola County?

Some of the best places to stay in Osceola County are near popular attractions like Old Town, Orlando / Kissimmee KOA Holiday and Lake Lizzie Conservation Area South Trailhead, offering easy access to key sights and amenities.

Which hotels are the best hotels to stay at in Osceola County?

Osceola County has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Doppio Westside (from $467), Spacious Villa with Themed Bedrooms and Private Pool (from $580) and Tropical Escape by Shine Villas 244 4 Bedroom Villa (from $621) are best choices.

What hotel deals are available in Osceola County?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.