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Discover Your Perfect Kissimmee Accommodations

Kissimmee Accommodations

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10.0 (2 Reviews)
House
Willow Bend
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Accommodations in Kissimmee Area

Why Choose Rent By Owner for your Kissimmee Accommodations?

What makes our Accommodations 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.

Popular Areas for Kissimmee Accommodations

Where are the best neighborhoods to stay in Kissimmee?

When exploring Kissimmee, Florida, consider staying in neighborhoods close to popular attractions and with easy access to major highways for convenience. These areas often provide a range of trustworthy and well-rated accommodations suitable for various preferences and budgets. Choosing a location within these neighborhoods ensures you enjoy a seamless experience during your visit to this vibrant destination.

West Kissimmee

Located just outside the main tourist areas, West Kissimmee offers convenient access to theme parks and outdoor activities while providing a quieter setting for your stay here. It’s an ideal choice for travelers seeking both relaxation and proximity to the region's top attractions.

View 16785+ Rentals in West Kissimmee

Bay Lake

Situated near the famous theme park area, Bay Lake is perfect for those who want quick access to world-renowned entertainment and dining options in the region. Staying here means you'll enjoy scenic views and a central location in this vibrant destination.

View 930+ Rentals in Bay Lake

Historic Downtown Kissimmee

This charming neighborhood offers a blend of cultural heritage and modern amenities, making it a great base for exploring the local history and enjoying lively restaurants and shops here. It's well-suited for travelers looking to experience the area's authentic character.

View 8109+ Rentals in Historic Downtown Kissimmee

Windsor Hills

Known for its family-friendly atmosphere, Windsor Hills provides easy access to Orlando’s theme parks while offering resort-style amenities nearby. It’s a popular choice for travelers wanting comfort, convenience, and entertainment at their doorstep.

View 1640+ Rentals in Windsor Hills

Orange Lake

Offering a peaceful retreat within the region, Orange Lake features spacious accommodations and recreational facilities that are perfect for relaxing after busy days of exploring. It’s an excellent option for those seeking a quiet environment close to major attractions.

View 132+ Rentals in Orange Lake

Lake Berkley

Nestled around a tranquil lake, this neighborhood provides a scenic setting for your stay here, with easy access to nearby shopping and dining options. It’s ideal for travelers who want a peaceful ambiance without sacrificing convenience.

View 172+ Rentals in Lake Berkley

Windsor Palms

Windsor Palms is renowned for its gated community and family-oriented amenities, making it a prime choice for visitors seeking a secure and comfortable base near all the region’s exciting attractions. It combines leisure and accessibility seamlessly.

View 877+ Rentals in Windsor Palms

Bellavida

Set within a lush landscaped environment, Bellavida offers a tranquil escape with modern conveniences close to the area's popular theme parks and entertainment venues. It’s perfectly suited for travelers looking for restful accommodations near the action.

View 261+ Rentals in Bellavida

Best Times to Visit Kissimmee

When should you plan your Accommodations stay?

Choosing the optimal time to visit here can enhance your experience and help you enjoy the region’s best weather and attractions, making it ideal to consider seasonal patterns and local events when planning your stay in this destination.

Peak Season Highlights

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Winter (December to February)

During this peak period, you can expect warm weather and a lively atmosphere in the area, making it ideal for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75°F (24°C) - Nighttime: 55°F (13°C)
summer
Summer (June to August)

This high season features hot temperatures and increased visitor crowds, perfect for enjoying the region’s outdoor events and entertainment options.

Average Temperature Daytime: 90°F (32°C) - Nighttime: 72°F (22°C)

Off-Season Highlights

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Spring (March to May)

In the shoulder months, the weather is pleasantly warm and the area is less crowded, providing a more relaxed experience while still enjoying the region’s attractions.

Average Temperature Daytime: 80°F (27°C) - Nighttime: 60°F (15°C)
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Fall (September to November)

As the summer crowds diminish, this season offers mild temperatures and a quieter environment, ideal for exploring accommodations in the area at a more leisurely pace.

Average Temperature Daytime: 78°F (26°C) - Nighttime: 58°F (14°C)

Weekly Weather Forecast for Kissimmee

How to Book Your Kissimmee Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. 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 Kissimmee

More Top-Rated Accommodations in Kissimmee Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 access to a private swimming pool, perfect for relaxing after exploring the region’s attractions.
  • Enjoy outdoor dining areas or BBQ grills to make the most of your meals under the sun.
  • Take advantage of spacious patios or decks ideal for outdoor gatherings and leisure.
  • Make use of well-maintained tennis courts or basketball hoops for active outdoor fun.
  • Relax in lush, landscaped gardens or shaded lounging areas designed for outdoor enjoyment.
  • Utilize outdoor shower facilities to refresh after poolside activities or visits to nearby parks.
  • Discover well-equipped playgrounds or recreational areas suitable for family outdoor fun.

Top Attractions Around Kissimmee

What attractions are nearby?

When staying in this destination, you can enjoy a variety of nearby activities such as exploring local parks, experiencing family-friendly entertainment options, and discovering vibrant dining experiences, all conveniently accessible in the region surrounding your Kissimmee accommodations.

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Family Activities

  • Walt Disney World Resort Experience the magic of world-renowned theme parks that offer engaging rides and entertainment for the whole family.
  • Old Town Kissimmee Enjoy a nostalgic atmosphere with classic shops, amusement rides, and lively entertainment suitable for all ages.
  • Gatorland Discover exciting wildlife shows and close encounters with Florida’s iconic alligators, perfect for a family adventure in the region.
  • Fun Spot America Play at this outdoor amusement park featuring go-karts, roller coasters, and arcade games designed to thrill visitors of every age.
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Adult Activities

  • Walt Disney World Resort Experience world-renowned entertainment and themed parks that cater to adults seeking enchanting adventures and memorable experiences in the region.
  • Golf Courses Tee off at some of Florida's premier golf courses offering scenic views and challenging fairways perfect for a relaxing day on the links here in Kissimmee.
  • Shopping and Dining Explore diverse shopping outlets and indulge in exquisite dining options that highlight local flavors and international cuisines, all within easy reach of your accommodations.
  • Airboat Tours and Nature Parks Discover the area's unique ecosystems on airboat tours or visit nearby nature parks to enjoy wildlife encounters and serene natural landscapes.

Other Places to Stay in Kissimmee, FL

Disney's Maingate West
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Four Corners
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West Kissimmee
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Historic Downtown Kissimmee
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Reunion
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Windsor Hills
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Disney's Maingate East
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Windsor Palms
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Bellavida
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Lake Berkley
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Buena Ventura Lakes
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Cumbrian Lakes
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Kissimmee Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can help you enjoy a more relaxed experience and better rates on your Kissimmee, Florida accommodations.
  • Choose Convenient Locations: Opt for properties near popular attractions or central areas to maximize your time exploring and minimize travel within the region.
  • Utilize Local Tips and Recommendations: Engage with local resources or hosts to discover hidden gems and authentic experiences that enrich your stay here.
  • Book in Advance for Better Deals: Securing your preferred property early ensures availability and often provides access to exclusive offers in this destination.

Transportation Options

  • Rental Car Services: You can conveniently explore the region with rental car companies offering a wide range of vehicles suitable for all travel needs.
  • Shuttle Services: Reliable shuttle options connect you directly from the airport to various accommodations here, ensuring hassle-free transportation.
  • Public Transit: The area's public bus system provides an affordable and practical way to get around and access popular attractions.
  • Taxi and Ride-Sharing: Professional taxi services and ride-sharing apps offer flexible transportation choices, perfect for quick trips within the destination.

Local Customs Options

  • Southern Hospitality: Embracing friendly gestures and polite manners, residents here take pride in welcoming visitors with warmth.
  • Traditional Festivals: Participating in local festivals often involves colorful parades and community gatherings that reflect the area's vibrant culture.
  • Religious Observances: Respect for religious customs is common, especially during seasonal celebrations and local church events.
  • Respect for Nature: The region values outdoor traditions such as conservation efforts and environmentally friendly practices that celebrate its natural beauty.

Frequently Asked Questions about Kissimmee Accommodations

1. What are the top Accommodations in Kissimmee?

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

2. How many Accommodations are available in Kissimmee?

Currently, the total number of properties listed by RBO in 2026 is over 40262 in the Kissimmee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Kissimmee. 

3. What is the cancellation policy for booking a property here?

The cancellation policy varies depending on the individual listing. You should review the specific property's cancellation terms on its detail page or contact the host directly to understand your options before confirming your reservation.

4. Are there any additional fees I should be aware of when booking?

Additional fees such as cleaning, service charges, or occupancy taxes may apply based on the property you choose. These details are usually outlined in the listing and should be reviewed prior to finalizing your reservation.

5. How do I confirm the availability of my preferred dates?

Availability can be checked directly on the property listing page. If your dates are not visible as available, you may contact the host or property owner for clarification or to inquire about flexible dates.

6. Is there a minimum stay requirement at this destination’s accommodations?

Many properties have minimum stay requirements that vary depending on the season or specific listing. You can find this information on the listing details or by reaching out to the host for clarification.

7. What amenities are typically included in properties in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review each listing thoroughly to ensure it meets your needs, or contact the host for specific questions about amenities.

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More Top-Rated Accommodations in Kissimmee Area