Table of Contents[Hide][Show]
Ready to check in to your central Florida dream vacation? Vacation rentals may be the key to getting everything you want – private pool, more space, luxury villa. TravelingMom is here to help with our hand-picked list of family-friendly vacation rentals within or near theme parks and Osceola County. Get ready to plan the most memorable vacation ever.
This post is sponsored by Homes & Villas by Marriott International.
A trip to Florida theme parks is a family vacation favorite. While you are probably looking forward to once again enjoying an Orlando family vacation, your idea of the best accommodations might have changed over the last year. I know mine have.
Many travelers are now searching for vacation home rentals. Some are looking for larger homes where they can come together with extended family. Others are looking for stays that offer privacy and loads of activities.
After spending a fun-filled day at nearby Old Town, Walt Disney World, Universal Orlando, or Seaworld attractions, the family can enjoy the pool at their home rental or roast marshmallows in their firepit.
Love that Extra Space!
For my family, vacation rentals have become the norm, especially when we travel with grandparents and teens. The extra space is necessary so everyone feels comfortable carrying on with their personal routines. My teens like to stay up late, while my parents are early risers. With a vacation home, nobody’s schedule is disrupted and our time together is much more memorable.
Our secret? Homes & Villas by Marriott International, a brand new offering from Marriott that not only gives you a tantalizing number of vacation home options, but one that also rewards you with Marriott Bonvoy points for each stay.
The homes available come with many of the perks you’d expect when booking a stay with Marriott–exceptional customer service and comfortable accommodations. We’re going to share our top picks with you!
Booking with Homes & Villas by Marriott International
Before we dive into our list of favorite Kissimmee vacation rentals, we want to quickly share the main reasons why TravelingMom recommends a vacation getaway with Marriott.
In a nutshell, it looks something like this:
- All private homes are managed by Marriott and share familiar standards with professional cleaning, high-speed Wi-Fi, plus premium linens and amenities.
- Marriott knows that not all families travel alike so they offer a wide range of rental options from luxurious homes to cozy mountain top cabins.
- Many of the luxury villa and vacation home options offer flexible cancellation policies.
- You can redeem Marriott Bonvoy points for the rental. Or you can earn 5 points for every $1 USD you spend (based on the same criteria as Marriott’s long stay hotel brands) when you book your vacation home!
Vacation Rentals with Private Pools
Whenever I’m booking a vacation home, the first thing on my wish list is a swimming pool and Jacuzzi hot tub! To me, there’s nothing better than relaxing in my poolside chair, drink in hand and bbq on the grill — made just the way I like it.
That’s part of the beauty of vacation rentals, it often feels like home, but better.Florida vacation home checks off all the marks, plus some! Along with a pool & spa and outdoor grill, it has 8 bedrooms, 5 bathrooms, a cinema room and a games room.
Plus, the pool is enclosed by a full-length screen, so every day of vacation can include pool time (and most likely fewer bugs)! Perfect if you have kids who love to swim all of the time, like mine.
And while I am busy dreaming of poolside caffeine, my kids are busy planning to wear off all of their leftover swim energy in this home’s incredible game room!includes themed bedrooms that add a little bit of extra magic!
Plus, being in a resort community, you’ll have access to the resort waterpark along with the private pool. With all of the amenities of this vacation home, it might feel like you’ve checked into a Walt Disney World resort, but you also have the privacy and comfort of home.
Vacation Rentals For Large Families
Whether you have a large family or want to travel with extended family and friends, vacation rentals can often offer you the space to bring everyone together. Some of my favorite vacation memories were created by the smell of breakfast cooking. No need to rush the morning to meet up with extended family or friends if you’re all under the same roof!
We’ve compiled a list of our favorite Disney area homes that are perfect for groups with between 14 – 24 guests.this vacation rental, you might come pretty close!
This large, 24-guest property has a private pool, game room, private home theater, and themed bedrooms. Plus, being part of the Encore Resort community, you’ll have access to the community waterpark, on-property restaurants and bars, sports courts, and fitness room. The all-inclusive access to food and fun activities makes this a truly luxurious stay.
There’s something for everyone at this rental property!This vacation rental has all of the warm vibes of home, but with 8 bedrooms and enough space to sleep up to 14 guests. What we loved about this property is the feeling we got that the owners were parents themselves. The pool has a child’s safety fence around it, the kids rooms are tastefully decorated with kid-friendly themes, and of course, there’s free Wi-Fi. Plus, as part of the Encore Resort, your family will have access to the fabulous community waterpark, on-site restaurants, and kid’s area!
This home certainly has all of the qualities of a dream vacation rental but it also has the comforts of home that make gathering as a large family magical. And of course, there’s free Wi-Fi.this property happens to be one of our favorite Kissimmee vacation homes!
It has a great location, just minutes to Disney and nearby Universal Orlando theme parks. It’s a private home, but it also has a modern, resort feel.
Even better, it has extravagantly decorated themed bedrooms and game rooms. Harry Potter fans will love room #4! We’re not going to spoil the surprise, you’ve simply got to see this one for yourself!
Pet-Friendly Vacation Rentals in Kissimmee FL
Many travelers have also grown accustomed to having their pets by their side. Traveling without them seems strange. No problem! They can come along when you book a pet-friendly vacation home.
Here are a few of our favorite pet-friendly Orlando area homes.
Plus, being part of the Storey Lake resort community, you can venture out to the community waterpark with a relaxing lazy river or over to the resort tiki bar without being too far away to easily attend to your pets’ needs.
We also love that you can enjoy a picture-perfect walk down to the lakefront to enjoy the beach area and stunning lake view.
Need a little more room to run? You’ll be staying within a 15-minute drive of the Shingle Creek Regional Dog Park. This is a fenced-in area where you can go to let your dog run off some energy or mingle with other dogs. The dog park is fenced in and includes a drinking fountain and bathing area. Got a tiny dog? This park has two areas so big dogs and small dogs can play separately.8-bedroom, 6.5-bath house is located at the Encore Resort at Reunion. That means you’ll have access to the impressive line up of resort features: a water park with six slides, kids’ splash zone, adult pool and private cabanas, as well as sports fields and a fitness center. That’s in addition to the mini soccer field, small pool and putting green you’ll find right in the backyard.
Transportation around the resort and back and forth to Disney is included in the daily resort fee, as is high speed wifi.
And, of course, pets are welcome.
Luxury Vacation Rentals in Kissimmee
Yes, you can book a luxury villa or stay in a gated community near Disney with Marriott! Expect these extravagant vacation homes to come with all of the ingredients for a well-made dream vacation.
Looking for space? These mansion-sized homes have enough beds and baths to bring along a few extra family members – which you might need for a team when you see the in-home sports and game rooms. Just want to relax? Each of these luxury homes caters to you too with oversized swimming pools and hidden spa-like spaces made to help you relax and unwind.
Here are a few of our top picks!luxury vacation rental is what an Orlando dream vacation is made of! It comes complete with a spillover spa, summer kitchen and outdoor grill. Better yet, it’s located at the Reunion Resort, which is only a short drive to Walt Disney World.
While spending time at the area theme parks is fun, it’s also nice to simply take time and relax as a family. With a vacation home like this one, we don’t think the kids will complain about staying in. Don’t miss the themed bedrooms in this home!
When my family goes on vacation, we like to stay busy. If your family also likes to hit the ground running, this home could be the one for you!
What makes this luxury vacation home stand out is the abundance of activities available, including a bowling alley, indoor racquetball and basketball courts and a game room. Plus, for the avid golfer, the swimming pool area and spa overlooks the Reunion Resort golf course.
While there are many ways to stay busy at this Orlando vacation home, there are just as many ways to unwind. After a fun day of play, you still have the sunken Turkish bath, sauna, steam room, heated lounges, fire pit and home theater to enjoy.
Or you could just collapse into one of the many king-sized beds and enjoy the air conditioning. It’s your vacation, do what makes you happy.