A family removes suitcases from the trunk of their car outside a vacation home in Kissimmee, Florida.

Home, (Sweet) Vacation Home:

A Guide to Finding Your Home Base in Kissimmee

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Rental Homes

Condos, pool homes, high-value villas… It’s easy to find your home-away-from-home in Kissimmee, the Vacation Home Capital of the World®. We know choosing your home base for a long weekend, family vacation, or theme park adventure takes a lot of careful planning. To help you decide where to choose (hint: it’s all about the itinerary), when to book (earlier is better), and more vacation home tips and tricks, we put together this handy guide below. Enjoy!  

A Vacation Home Doesn’t Have to Break the Bank

Many people worry that a vacation home rental will cost a pretty penny. But that couldn’t be further from the truth! In Kissimmee, you have the access to the largest collection of vacation home rentals in the world—we have a vacation home for every budget.

Location, amenities, and seasonality can all impact your vacation home rental’s rate. Before you start your search, think about what’s important to you and your family. Some good questions to ask yourself before you begin:

A list of questions to consider when selecting a vacation home rental. Kissimmee, Florida has a vacation home for everyone!

Once you have your list, you can more easily cost and compare homes during your search.

Choose a Renter You Can Trust

Equally as important as the vacation home itself is the company who rents it to you. We recommend choosing a renter with a strong reputation. This ensures that if something goes awry, or the vacation home isn’t to your liking, you know any issues or questions will be cleared up for you. Jeeves Florida Rentals, Global Resort Homes, Reunion Vacation Homes, and Magic Village Resort are just a few of the rental companies in the Central Florida area that have been serving vacationers just like you for years. They also have deals available, just sayin’.

Location, Location, Location

Staying in Kissimmee means your home base will be super close to some of the world’s most legendary theme parks, including Walt Disney World® Resort, Universal Orlando Resort™, SeaWorld® Orlando, and more.

A mother and daughter hold hands and walk in Disneyworld with the Magic Kingdom castle in the background.

The beauty of staying in a vacation home for your Central Florida vacation is that when you need a break from the hustle and bustle of our theme parks, you can switch gears and head home for an afternoon dip in the pool, or take a nature break on an airboat adventure, fishing trip, or hot air balloon ride

If you have an idea of how you’d like to spend your vacation, take a look at the vacation home communities closest to your top spots! This will ensure your time is spent doing the activities you love.  

Start Your Search Early

Are you planning a getaway for the holidays, spring break, or summer vacation? You’re not alone! These can be busier times of year in Central Florida so it’s best to plan ahead. Booking early not only means you’ll secure your spot, but you might see more favorable rates as well. HomeAway released data this year that highlights the best times of year to book a vacation rental based on your date of travel. Here are some of their findings:

These are the best times to book a vacation home rental for each major holiday period throughout the year.

Pick Your Perks

When you stay in the Vacation Home Capital of the World® (that’s us!), you have access to some out-of-the-ordinary vacation homes. Princess- and space-themed bedrooms, outdoor kitchens, in-home theatres, swimming pools… the list goes on. If you can imagine it, it’s probably in a vacation home in Kissimmee.

Two men toast with two glasses of red wine as they lounge by the pool at their vacation home in Central Florida.

So, take advantage! Make yourself comfortable in your home-away-from-home by adding a little extra comfort. Splurging on a feature you can’t get at home, or a perk that brings the whole family together after a day on the town is well worth it.

Make Kissimmee Your Vacation’s Home Base

Whether you’re planning a getaway for two, a classic family vacation, or a spring break trip for a group of friends, Kissimmee’s vacation homes aren’t just a place to rest your head—they’re a destination in themselves! Start browsing the world’s largest collection of vacation homes, and subscribe to our newsletter for the inside scoop on deals, things to do, and planning tips for your Kissimmee vacation. See you soon!  

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