Osceola County Vacation Rentals & Homes

Stay Near Kissimmee, Disney World & Central Florida’s Family Attractions

19 stays availableCountywide

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About Osceola County

Guest reviews for Osceola County: 4.9 average from 39 reviews across 12 of 19 stays
Osceola County is a popular Central Florida destination known for Kissimmee, family attractions, outdoor recreation, and convenient access to the Orlando area. Visitors can explore Old Town Kissimmee, lakes and nature preserves, airboat adventures, shopping, dining, and local entertainment. With Walt Disney World nearby, Osceola County provides a convenient home base for families looking to combine theme park excitement with authentic Florida experiences.

Overview

Osceola County, Florida, is a popular Central Florida destination for families, couples, and groups looking to stay near Kissimmee and Orlando-area attractions. Choose from spacious vacation homes, villas, and condos with convenient access to Walt Disney World, outdoor recreation, shopping, dining, and family-friendly entertainment throughout the region.

Things to do in Osceola County

Top experiences and activities around Osceola County.

  • Explore Old Town Kissimmee

    Enjoy classic car shows, family attractions, rides, shopping, restaurants, and live entertainment at this popular Kissimmee destination.

  • Take a Florida Airboat Adventure

    Explore Central Florida’s wetlands on an airboat tour and discover native wildlife, scenic waterways, and the natural landscapes surrounding Kissimmee and Osceola County.

  • Discover Shingle Creek Regional Park

    Enjoy kayaking, hiking, paddling, picnicking, and wildlife viewing while experiencing the natural beauty and historic surroundings of one of Osceola County’s notable outdoor destinations.

Nearby attractions in Osceola County

Landmarks and day trips close to Osceola County.

Show nearby attractions
  • Walt Disney World Resort

    Enjoy world-famous theme parks, family rides, character experiences, live entertainment, dining, and seasonal events just beyond Osceola County.

  • Old Town Kissimmee

    Experience classic car cruises, amusement rides, restaurants, shopping, live entertainment, and family-friendly events in Kissimmee.

  • Gatorland

    Discover alligators, crocodiles, wildlife exhibits, shows, and family activities at this classic Central Florida attraction near the Osceola County line.

  • Wild Florida Airboats & Gator Park

    Explore the headwaters of the Everglades by airboat and experience native Florida wildlife, animal encounters, and outdoor adventures.

Popular neighbourhoods in Osceola County

Popular areas to base yourself in Osceola County.

Best time to visit Osceola County

When to plan your stay in Osceola County.

The best time to visit Osceola County is from October through April, when comfortable temperatures are ideal for theme parks and outdoor adventures. Spring and fall offer pleasant weather, while winter is popular for family vacations and Central Florida attractions.
Local travel tips for Osceola County

Practical advice for your trip to Osceola County.

  • Choose Your Rental Location Carefully

    Osceola County covers a large area, so choose a vacation rental based on your itinerary. Kissimmee-area stays are convenient for Disney World, dining, shopping, and family attractions.

  • Explore Beyond the Theme Parks

    Set aside time for airboat rides, local lakes, nature parks, and downtown Kissimmee. Exploring beyond Orlando’s theme parks gives families a chance to experience Osceola County’s natural side and local character.

Frequently asked questions

Common questions about Osceola County.

What types of vacation rentals are available in Osceola County?

Osceola County vacation rentals include spacious vacation homes, villas, condos, townhomes, and resort-style properties. Many rentals offer family-friendly amenities such as private pools, full kitchens, Wi-Fi, and multiple bedrooms.

Is Osceola County a good place to stay near Disney World?

Yes. Osceola County, particularly the Kissimmee area, is a popular base for families visiting Walt Disney World and other Orlando-area attractions. Travel times vary depending on the location of your rental.

Is Osceola County good for family vacations?

Yes. Families can enjoy theme parks, outdoor recreation, airboat rides, lakes, nature experiences, shopping, dining, and entertainment, making Osceola County a versatile Central Florida vacation destination.

What are the best areas for vacation rentals in Osceola County?

Kissimmee is one of the county’s best-known vacation rental destinations. Other options include communities near major highways, resorts, golf courses, and outdoor attractions, depending on your preferred location and activities.

What amenities are popular in Osceola County vacation rentals?

Popular amenities include private pools, hot tubs, game rooms, full kitchens, free Wi-Fi, air conditioning, parking, washers and dryers, and outdoor spaces. Amenities vary by property, so check individual listings before booking.

Make Osceola County your home base for a memorable Central Florida getaway. Stay near Kissimmee, Disney World, family attractions, dining, shopping, and outdoor adventures while enjoying the comfort of a vacation rental. Find your ideal home or villa and start planning your Florida vacation.