Resorts Kissimmee, FL: The 6 Best Resorts for a Family Getaway

Planning a family vacation to Orlando? Want the theme park joys without the theme park noise? Orlando is the family vacation capital of the world, hosting an incredible 74 million tourists a year. But you don’t have to stay in Orlando to enjoy everything it has to offer. Located just south of Orlando, Kissimmee is an Old-Florida holdover in the heart of the attractions. Here, idyllic pastures, vast wetlands, and stands of stately pines offer plenty of breathing room. Meanwhile, Disney World, Universal Orlando Resort, and SeaWorld lie just up the road, waiting to take your breath away. But why dodge the Orlando crowds just to end up in a crowded hotel with cramped accommodations? With a Kissimmee timeshare from Timeshares Only, you can have more space, luxury, and fun on your family vacation. Here are the six best resorts in Kissimmee, FL, for a family getaway!

How We Picked Our 6 Best Kissimmee Resorts

Every family’s vacation needs are unique. But when you’re narrowing it down to the best of the best, some criteria are a must. To assemble our list of the six best Kissimmee resorts for a family getaway, we looked for things like convenience, amenities, accommodations, and value. All six of our picks shine in every category, but some may be better suited to your needs than others.

Wyndham Cypress Palms – Most Convenient Kissimmee, FL Resort

As attractive as peace and quiet can be, convenient access to attractions is essential for your family vacation. At Wyndham Cypress Palms, you can have the best of both worlds. Nestled between a tranquil lake and a forest preserve, Wyndham Cypress Palms only feels like it’s in the middle of nowhere. The truth is, this luxury Wyndham timeshare resort is one of the best-located resorts in Central Florida.

At Wyndham Cypress Palms, you’ll be just 15 minutes from the magic of Walt Disney World, 10 minutes from Disney’s Blizzard Beach water park, 17 minutes from Disney Springs, and 20 minutes from Universal Orlando Resort, SeaWorld Orlando, and the Orange County Convention Center. Old Town, home to some of the best shopping, dining, and entertainment in Central Florida, is within walking distance and just two minutes away by car. And many other family-friendly activities, including golf, horseback riding, and jet skiing, can be found in the area.

In fact, Wyndham Cypress Palms is so convenient that you don’t even have to leave the resort to have a good time. On-site, you’ll find a wealth of resort amenities to fill your day with family fun, from the two sparkling pools to the two hot tubs to the fitness center, activities center, arcade, playground, barbecue area, and more!

Accommodations at Wyndham Cypress Palms include one-bedroom suites and one- and two-bedroom vacation villas. Suites come with a king bed and sleeper sofa, while one- and two-bedroom vacation villas come with a king bed or two full beds, respectively, as well as a jacuzzi tub and private balcony. All units include a full kitchen and in-unit washer and dryer.

Westgate Town Center – Best Kissimmee, FL Resort for Freshwater Fun

Located just blocks from Lake Toho, a world-famous bass-fishing lake, Westgate Town Center offers a family getaway that feels like a real getaway. In reality, it’s just 6 miles from the Magic Kingdom. But with Lake Toho-based attractions like Florida Everglades Eco-Toon Tours, Art of Fishing Guide Service, airboat rides, canoeing and kayaking, you won’t need the Magic Kingdom; Westgate Town Center is your kingdom of freshwater fun!

Unfortunately, the presence of alligators means you most likely won’t be doing any swimming in Lake Toho. But don’t worry; if you’re looking for a way to beat the Florida heat, Westgate Town Center has you covered. This resort features a full water park complete with two pools, a lazy river, slides, and an elaborate pirate-themed splash zone. Other resort amenities at Westgate Town Center include paddleboats for the on-site lake, a robust schedule of planned activities, a restaurant, a fitness center, sports courts, and more. Not to mention, owners and guests staying at Westgate Town Center enjoy exclusive access to the entire Westgate Resorts complex, where they’ll find even more ways to make vacation memories.

Westgate vacation villas come in options for one to four bedrooms. They include a fully equipped kitchen, leather furniture, and a private screened-in patio or balcony. Studio suites with kitchenettes and whirlpool tubs are also available.

Polynesian Isles Resort – Best Kissimmee Resort for a Tropical Getaway

You don’t have to cross the Pacific to find the aloha spirit on your next vacation. You’ll find it just minutes from Orlando’s world-famous theme parks at Polynesian Isles Resort in Kissimmee, Florida. Leave the hustle and bustle of hotels and the Orlando crowds behind as you escape to a land of swaying palms, thatched tiki huts, and sparkling blue water.

Of course, the real aloha spirit runs deeper than just tropical-chic theming; it’s a feeling. And it’s that warm feeling that makes this resort truly special. The staff at Polynesian Isles Resort goes above and beyond to ensure your family has an unforgettable stay, with scheduled events for kids and kids at heart. Indulge your sweet tooth at the Root Beer Float Social or Sundaes Madness, then walk it off at the Fitness Walk. Munchies and Movies promises to be a fun night for the whole family, while the casino cruise promises to be an elegant grownups-only affair. Other planned activities include Bingo Mania, a scavenger hunt, a billiards tournament, as well as a variety of arts and crafts classes.

Accommodations include one- and two-bedroom suites with island-themed decor and detailing, spacious living and dining areas, king master bedrooms, and queen sleeper sofas.

FantasyWorld Resort – Most Dog-Friendly Kissimmee, FL Resort

Dogs are family. So naturally, you want to include your dog on your family vacation. But finding a place fit for your whole pack can be downright impawssible. Even if a resort claims to be dog-friendly, does that mean your dog will feel welcome there? It’s their vacation, too, right?

A pet-friendly timeshare that’s truly pet-friendly may be rare, but it’s no fantasy; it’s FantasyWorld! At FantasyWorld Resort in Kissimmee, they treat your dog your family. From the moment you check in to your dog-friendly room, your furball will feel right at home with a welcome gift specifically for them. After you unpack, your next stop should definitely be the 6,000 sq. ft. fenced-in dog park, a nice place for your dog to finally stretch its legs after the long drive or flight.

In addition to the dog park, FantasyWorld Resort features dedicated dog-walking areas throughout its 24-acre property, as well as clean-up stations for you-know-when. And while you’re walking, keep an eye out for the FantasyWorld Resort mascot, Bear. This cuddly St. Bernard can often be found roaming the resort looking for free massages from unsuspecting guests.

FantasyWorld Resort features two-story, two-bedroom vacation villas with room for up to six humans and two dogs. Enjoy a home-away-from-home experience complete with a fully equipped kitchen, in-unit washer and dryer, state-of-the-art entertainment center, as well as a private screened-in patio or balcony.

Holiday Inn Club Vacations at Orange Lake Resort – Best Kissimmee Resort for On-Site Fun

You don’t need a ticket to the theme parks to have the vacation of a lifetime in Central Florida. Because a day at Holiday Inn Club Vacations at Orange Lake Resort can be just as fun as a day at the parks! This sprawling Kissimmee, Florida resort comprises four villages – North Village, East Village, West Village, and River Island – each of which boasts its own assortment of luxury amenities. Guests staying at any one of Orange Lake Resort’s four villages enjoy access to amenities throughout the whole complex. Beat the Florida heat at the 12-acre water park or any of the seven resort pools. Or, make waves with boat, ski, and jet ski rentals at the on-site lake.

You’ll never run out of things to do at Holiday Inn Club Vacations at Orange Lake Resort. But if a trip to the parks is on your itinerary, you’re in luck! Holiday Inn Club Vacations at Orange Lake Resort boasts a great location just 15 from minutes from the Disney parks, and half an hour from Disney Springs, Universal Orlando Resort, SeaWorld, and the Orange County Convention Center.

Holiday Inn Club Vacations at Orange Lake Resort offers a range of accommodations, including one-to-three-bedroom suites at North Village, East Village, and West Village, and one-to-four-bedroom suites at River Island. Unit amenities include full kitchens, washers and dryers, pullout sleeper sofas, and more!

Wyndham Star Island Resort and Club – Best Kissimmee, FL Resort for a Well-Deserved Pampering

Family vacations can be hard work for parents. But who says you can’t treat yourself along the way? At Wyndham Star Island Resort and Club, your hard work goes rewarded with a well-deserved pampering. Star Island Resort and Club creates a tranquil, rejuvenating ambiance with Mediterranean architecture, lush landscaping, and plenty of natural and artificial water features.

There are also relaxing resort amenities like an outdoor pool bar, deli restaurant, and lakefront boardwalk. Want to really pamper yourself? Book an appointment at the world-class Celebrity Spa, offering a full range of services, including professional massages, facials, haircuts, eyebrow sculpting, waxing, manicures, pedicures, and body treatments.

The relaxation continues back at your unit. Vacation villas at Wyndham Star Island Resort and Club come in options for one to three bedrooms and feature all the comforts of home. Make nutritious meals in your fully equipped kitchen, have the kids set the table, put some classical music on your state-of-the-art stereo system and enjoy an elegant family dinner in your spacious dining room. Afterwards, relax and slip into the whirlpool tup for a long soak. Finally, a Sealy Posturepedic bed waits to carry you off to a restorative night’s sleep, so you can wake up rested and ready for another day of family fun.

Noteworthy Kissimmee, FL Resorts That Didn’t Make Our List

Didn’t find what you were looking for? Kissimmee is full of great timeshares, but sometimes more options can be daunting. We kept our list concise to help make your job of finding the right resort a little easier. But there are many other fine Kissimmee timeshare resorts that didn’t make the cut. Here are just a few:

• Wyndham Vacation Reunion Resort
• Mystic Dunes Resort and Golf Club
• Barefoot’n Resort
• Vacation Village at Parkway
• The Villas at Summer Bay

Kissimmee Hotels Vs. Kissimmee Timeshares

Wondering how to get more bang for your vacation buck? Kissimmee hotels cost a lot and offer a little, leaving your family cramped and crotchety. But with a timeshare, your family can enjoy more space, and more amenities, on your family vacation. Meanwhile, you can enjoy the peace of mind of a guaranteed reservation every year.

Of course, a timeshare costs more than a hotel room upfront. However, it can save you thousands over a lifetime of vacations. Think of it this way: hotel prices go up over time. But with a timeshare, you’re locking in tomorrow’s vacations at today’s prices.

Buy a Kissimmee Timeshare With Timeshares Only

Want to save even more on your lifetime of Central Florida vacations? Browse the resale market! Timeshares Only is ARDA’s Recommended Timeshare Resale Marketplace, with a huge selection of Kissimmee timeshare resales at great low prices. Browse our resale marketplace today!

Rent a Kissimmee Timeshare With Timeshares Only

Want to try Kissimmee before you buy in Kissimmee? Timeshares Only is your go-to source for timeshare rentals. Get all the timeshare perks, including spacious accommodations and luxury amenities, without the long-term commitment. Check out our incredible selection of Kissimmee timeshare rentals now!