Planning a trip to Florida? Kissimmee offers the perfect blend of excitement and relaxation for your next getaway.
At Global Florida Realty, we’ve seen countless families fall in love with vacation house rentals in Kissimmee, Florida. These rentals provide a home-away-from-home experience, complete with all the amenities you need for a memorable stay.
From spacious family homes to cozy condos, Kissimmee has accommodations to suit every traveler’s needs and budget.
Why Kissimmee Is Florida’s Hidden Gem
Kissimmee, Florida, often overshadowed by its famous neighbor Orlando, deserves the spotlight. This charming city offers a unique blend of attractions, natural beauty, and convenience that make it an ideal base for your Florida vacation.
Prime Location for Theme Park Adventures
Kissimmee’s location is hard to beat. It’s on the doorstep of Florida’s legendary theme parks, including Walt Disney World Resort, Universal Orlando Resort, and United Parks & Resorts. This proximity allows you to enjoy the excitement of the parks without the constant hustle and bustle of staying in the heart of Orlando.
Year-Round Sunshine and Outdoor Thrills
Florida’s nickname, the Sunshine State, rings especially true in Kissimmee. With average temperatures ranging from 52°F to 89°F throughout the year, it’s perfect for outdoor activities any time you visit. Shingle Creek Regional Park is a local favorite, offering kayaking, hiking, and biking trails. For a unique experience, try an airboat tour on Lake Tohopekaliga to spot alligators and diverse bird species in their natural habitat.
A Taste of Local Culture and History
While theme parks are a big draw, Kissimmee offers rich cultural experiences that shouldn’t be missed. The Monument of States (a quirky mid-century structure made from stones from all 50 states) is a must-see. History buffs will appreciate the Museum of Military History, which offers an in-depth look into American military heritage. For a glimpse into Florida’s past, the Pioneer Village at Shingle Creek takes you back to the 19th century.
Family-Friendly Attractions
Kissimmee caters to families with a variety of attractions. Gatorland provides live animal shows and the unique opportunity to feed alligators (a thrill for both kids and adults). Fun Spot America offers carnival rides and go-kart tracks, perfect for all ages. Green Meadows Farm allows visitors to interact with animals, providing an educational and entertaining experience for children.
Natural Wonders and Eco-Tourism
Nature lovers will find plenty to explore in Kissimmee. The Disney Wilderness Preserve, managed by The Nature Conservancy, is home to diverse wildlife (including bald eagles). Eco-tours via horseback or zipline showcase the area’s natural beauty. For a spectacular view of Kissimmee and its surroundings, try a nighttime helicopter tour that reveals the lit-up theme parks below.

As you plan your Kissimmee adventure, consider the variety of vacation rentals available. From spacious homes with private pools to cozy condos in resort-style communities, you’ll find the perfect accommodation to complement your Florida getaway.
Vacation Rentals in Kissimmee: A Home for Every Traveler
Kissimmee’s vacation rental market offers a diverse array of options to suit every type of traveler. From sprawling family homes to cozy apartments, you’ll find the perfect accommodation to enhance your Florida getaway.
Spacious Family Homes: Comfort for Large Groups
For families or groups seeking ample space, Kissimmee provides an abundance of roomy homes. These rentals typically feature:
- 4-5 bedrooms and multiple bathrooms
- Private pools
- Game rooms and themed bedrooms for kids
- Outdoor kitchens

Communities like Windsor Hills or Reunion Resort house many of these properties.
Resort-Style Condos: Luxury Meets Convenience
If you prefer a hotel-like experience with added privacy, resort-style condos offer an excellent choice. Communities such as Margaritaville Resort Orlando provide luxurious condos with amenities like deluxe mattresses and premium linens in their Two-Queen Pool-View Rooms, which can accommodate up to four guests.
These rentals strike a perfect balance between independence and resort amenities.
Cozy Townhouses: Perfect for Smaller Groups
Couples or small families often find townhouses to be an ideal fit. These rentals provide a homey atmosphere without excess space. Many townhouses in Kissimmee (such as those in Encantada Resort) offer:
- 2-3 bedrooms
- Full kitchen
- Access to community pools and playgrounds
Budget-Friendly Options: Affordable Comfort
Kissimmee caters to budget-conscious travelers too. Old Town Kissimmee offers various affordable options, with homestays starting from $43, houses from $72, and apartments from $111. These rentals suit travelers who plan to spend most of their time exploring the area and need a clean, comfortable place to rest.
When selecting your vacation rental in Kissimmee, consider factors like proximity to attractions, included amenities, and guest reviews. Booking during off-peak seasons (typically September to November) can save you on rental rates.
Now that you understand the types of rentals available in Kissimmee, let’s explore how to choose the right one for your specific needs and preferences.
How to Find Your Perfect Kissimmee Vacation Rental
Selecting the right vacation rental in Kissimmee can make or break your Florida getaway. With thousands of options available, you must narrow down your choices based on your specific needs and preferences. Here’s how to find the vacation rental that’s perfect for you.
Prioritize Location
Start by pinpointing where you want to stay. If theme parks are your main focus, look for rentals in communities like Windsor Hills or Reunion Resort, which are just minutes from Disney World. For a more laid-back vibe, consider properties near Shingle Creek Regional Park or Lake Tohopekaliga.

Use Google Maps to check the distance from your potential rental to your must-visit attractions. Traffic in Orlando can be heavy, especially during peak seasons. A rental that’s 5-10 miles from the parks can save you significant travel time compared to one that’s 20-30 miles away.
Focus on Essential Amenities
Make a list of must-have amenities before you start your search. If you’re traveling with kids, a private pool might be non-negotiable. For larger groups, look for homes with game rooms or outdoor kitchens to enhance your stay.
Don’t overlook the basics. Ensure the rental has reliable Wi-Fi, especially if you need to work during your trip. Check if the kitchen is fully equipped if you plan to cook meals. Some rentals in Kissimmee even offer grocery delivery services (a huge time-saver for busy families).
Analyze Guest Reviews
Guest reviews provide valuable information. Look beyond the overall rating and read recent reviews carefully. Pay attention to comments about cleanliness, maintenance, and how responsive the property manager was to issues.
Be cautious of rentals with no reviews or only glowing feedback. A mix of positive and constructive reviews often indicates a more realistic picture of the property. If you see recurring complaints about specific issues, consider it a red flag.
Utilize Local Expertise
While online platforms offer a wide selection, working with a local real estate agency can provide invaluable insights. Agencies with in-depth knowledge of Kissimmee’s neighborhoods and rental market can often suggest properties that match your criteria perfectly (even if you hadn’t considered them initially).
Local agencies also tend to have established relationships with property owners. This can lead to steady monthly rental income for owners and potentially better deals for renters.
Consider Seasonal Factors
The time of year you plan to visit Kissimmee can significantly impact your rental choice. During peak seasons (summer and major holidays), prices tend to be higher, and availability more limited. If you have flexibility in your travel dates, try to book during shoulder seasons (spring or fall) for better deals and a wider selection of properties.
Also, consider the weather when choosing your rental. Florida summers can be hot and humid, so a property with a pool or efficient air conditioning becomes even more important during these months.
Final Thoughts
Kissimmee, Florida offers an unbeatable mix of excitement and relaxation for vacationers. Its location near world-famous theme parks, year-round sunshine, and diverse attractions appeal to families, couples, and solo travelers. The city boasts an impressive array of vacation house rentals in Kissimmee, Florida, from spacious family homes with private pools to cozy condos in resort-style communities.
Global Florida Realty specializes in helping visitors find ideal properties in desirable areas like Kissimmee. Our team offers comprehensive services for buying, selling, and investing in real estate, including assistance with vacation rentals near popular attractions. We provide expertise and support to help you make informed decisions and maximize your Florida real estate experience.

As you plan your Kissimmee getaway, the right vacation rental can transform a good trip into an unforgettable one. Kissimmee truly offers something for everyone (with its diverse attractions, beautiful weather, and wide range of accommodation options). Let Global Florida Realty help you discover your perfect home away from home in this vibrant Florida destination.
