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  2. Florida
  3. Osceola County
  4. Rentals by Owner

Discover Your Perfect Osceola County Rentals by Owner

Osceola County Rentals by Owner

More Top-Rated Rentals by Owner in Osceola County Area

Why Choose Rent By Owner for your Osceola County vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Osceola County

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience, so consider visiting during the region's quieter months when rental properties by owner tend to be more available and affordable.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination attracts visitors seeking warm weather and festive events, making it a busy time for rental owners in the region.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Springtime brings pleasant weather and numerous outdoor activities, drawing travelers looking to enjoy the area's natural beauty and vibrant local events.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

While summer can be hot and humid here, it's also quieter, offering an ideal opportunity to find attractive rental options without the crowds.

Average Temperature Daytime: 90°F - Nighttime: 70°F
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Fall (September to November)

During fall, fewer travelers visit, providing a more relaxed experience and better deals on vacation rentals in this area.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Osceola County

How to Book Your Osceola County vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Osceola County

More Top-Rated Rentals by Owner in Osceola County Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax and cool off during your stay in this welcoming region.
  • Spend time on a spacious patio or deck, perfect for outdoor dining and gathering with loved ones.
  • Take advantage of lush landscaped gardens or yard areas that provide a peaceful retreat.
  • Make the most of a barbecue grill, ideal for preparing outdoor meals in this family-friendly destination.
  • Access tennis courts or basketball hoops, great for staying active while enjoying the sunny climate.
  • Utilize outdoor seating areas such as loungers or hammocks for leisurely afternoons in the fresh air.
  • Explore nearby walking trails or nature spots to fully experience the natural beauty of the area.

Top Attractions Around Osceola County

What attractions are nearby?

Within the region, you can enjoy a variety of outdoor activities, cultural experiences, and local attractions that make your stay here truly memorable, all conveniently close to your Rent By Owner rental in Osceola County, Florida.

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Family Activities

  • Wild Florida Adventure Park: Experience thrilling airboat rides and wildlife encounters that showcase the region’s unique ecosystem, perfect for family adventures in this part of Florida.
  • Gatorland Orlando: Discover exciting live shows and up-close views of native alligators and crocodiles, offering educational fun for the whole family in this popular Florida destination.
  • Osceola County Historical Society Museum: Explore local history through engaging exhibits and artifacts that bring the area's rich heritage to life for visitors of all ages.
  • Kissimmee Lakefront Park: Enjoy relaxing days outdoors with playgrounds, walking trails, and scenic picnic spots along the picturesque lake, ideal for family outings in Osceola County.
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Adult Activities

  • Wildlife and Nature Tours: Explore the region’s diverse ecosystems and enjoy guided wildlife excursions that showcase the natural beauty of the area.
  • Golfing Adventures: Tee off at championship golf courses designed for both beginners and seasoned players, offering a relaxing way to spend your day here.
  • Lake Activities: Engage in boating, fishing, or simply unwind by the water at nearby lakes that provide tranquil settings perfect for adult leisure pursuits.
  • Fine Dining Experiences: Indulge in a variety of gourmet restaurants and upscale eateries that highlight local flavors and culinary excellence in this destination.

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Osceola County Travel Tips

How Can You Make the Most of Your Stay?

  • Research Local Attractions and Events: Take advantage of the area’s vibrant community by exploring local events and attractions to make your stay more memorable.
  • Choose a Rental Close to Your Interests: Select a vacation rental by owner that is conveniently located near your preferred activities, ensuring less travel time and more relaxation.
  • Plan for Comfortable Transportation: Consider transportation options within the region to maximize your flexibility when exploring the destination's outdoor spaces and entertainment venues.
  • Utilize Personalized Amenities: Opt for rentals offering amenities tailored to your needs to enhance your comfort and enjoy a home-like experience here.

Transportation Options

  • Public Transportation: You can rely on the area's local bus services for convenient and economical travel around the region, making it easy to explore without a car.
  • Rental Car Services: Many rental car companies operate here, offering flexible transportation options that allow you to explore the region at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide quick, on-demand transportation throughout this destination, perfect for short trips or last-minute plans.
  • Private Shuttle Services: Private shuttles are available for more personalized travel needs, especially useful for airport transfers and group outings within the region.

Local Customs Options

  • Respect for Local Festivals: Participating in or observing community festivals here demonstrates appreciation for the area’s cultural heritage and local traditions.
  • Greeting Etiquette: When meeting residents, a friendly greeting and polite gestures are customary, reflecting the welcoming nature of this region.
  • Environmental Conservation: Engaging in eco-friendly practices is appreciated, as preserving the natural beauty of this destination is integral to its identity.
  • Dining Customs: Trying local cuisine and understanding mealtime manners can enrich your experience within the community here.

Frequently Asked Questions About Osceola County Rentals by Owner

1. What are the top vacation rentals in Osceola County?

There are a lot of options in Osceola County. If you plan on staying in the Osceola County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Osceola County:

2. How many Rentbyowner vacation rentals are available in Osceola County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 38543 in the Osceola County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Osceola County. 

3. What is the cancellation policy for rental by owner properties in this region?

Cancellation policies vary by individual listing. You should review the specific property’s cancellation terms on the listing page or contact the owner directly to understand their policy before booking.

4. How do I communicate with the property owner before booking?

You can reach out to the owner through the messaging system provided on the Rent By Owner platform. This allows you to ask questions and confirm details about your stay in this area efficiently.

5. Are there any additional fees I should be aware of when booking a rental by owner?

Additional fees such as cleaning, service charges, or taxes are typically listed during the booking process. Be sure to review all fee details on the property’s page or inquire with the owner directly for clarification.

6. Is it possible to modify my reservation after booking?

Reservation modifications depend on the individual owner’s policies. Contact the owner directly through the platform to discuss potential changes to your booking in this destination.

7. What amenities are usually included with rentals by owner in this region?

Amenities can vary widely between properties. Check the specific listing for detailed information about what is included, and contact the owner if you need clarification to ensure your needs are met during your stay.

More Rentals You May Like Near Osceola County

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  • Air Conditioner
  • Parking
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More Top-Rated Rentals by Owner in Osceola County Area