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Houses To Rent In Kissimmee Florida For Vacation

Are There Large Vacation Rentals That Sleep 30 Or More In Or Near Kissimmee

Perfect Vacation Home at Regal Oaks Resort in Kissimmee Florida (Airbnb rental)

Whether you’re hosting a big event like a wedding or an unforgettable vacation with your favorite people, we’ll help you find the right place for your group. Bring together the troops and explore these large vacation rentals in or around Kissimmee:

  • “Championsgate, 9 Bed Luxury Exec Villa”: With 9 bedrooms accommodating up to 30 people, space isn’t a problem at this sizable rental. A water park and a kitchen are a sample of its numerous amenities.
  • “24 Bedrooms In Two Homes Just One House Between. All Set Up And Ready For You”: Offering space, comfort and privacy, this vacation home houses up to 76 people in its 24 bedrooms. A swimming pool and a kitchen will help keep your crew happy and comfortable.

Places To Visit Near Kissimmee Vacation Rentals

Don’t list the attractions in Kissimmee out loud to your kids. The excitement might be too much for them. Luckily, the amusements on offer are fun for grown-ups, too. Green Meadows Farm is a peaceful countryside getaway where you can pet the animals, milk a cow, and have a picnic on the grass. Gatorland is a theme park with a playful, vintage feel. There are live animal shows and plenty of alligators in its breeding marsh, and you can buy hot dogs to feed them. Fun Spot America features old-time carnival rides and go-kart tracks.

Theme Park Adventures: A Dream Vacation For Kids

Kids will love Kissimmee. Take them down to the Green Meadows Petting Farm where hands-on guided tours will introduce them to over 300 species of animals. The Paddling Center at Shingle Creek meanwhile, offers kayaking, paddling, canoeing and camping activities. The Wild Florida Airboats & Wildlife Park is a place to hang out with the sloths, bobcats and lemurs, and see alligators in the wild.

Learn how chocolate miraculously transitions from a humble bean into a luscious chocolate bar at Chocolate Kingdom. The Happy Days Family Fun Center in Kissimmee’s Old Town boasts the world’s largest indoor bumper car ride, as well as laser tag. At the LEGOLAND Florida Resort, adults and children alike are blown away by the structures built from LEGO blocks.

Kissimmee packs a punch, so go on and book a house with a pool to relax at the end of the day. Your first port-of-call to Florida awaits.

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Day Trips From Kissimmee Fl

Our diverse selection of Kissimmee vacation rentals vary in size and included amenities, but each home boasts a location that is conveniently close to well-known family attractions like Walt Disney World Resort, SeaWorld, and Universal Orlando Resort! Spend your day exploring the parks or just seeing Orlando’s many sights, before heading back to your relaxing rental for a good night’s sleep.

During your stay, make sure to take some time and explore the surrounding area! Go pick citrus fruits in Haines City or shop at one of the many farmer’s markets, before heading back to your vacation rental to make a delicious homemade meal using local ingredients from the market. Cool off on a hot summer’s day with a splash at the water park in Reunion, only 15 miles away.

Blow A Kiss To A Bald Eagle From Your Kissimmee Kayak

Kissimmee, Florida Vacation Rental

Set on the headwaters of the Everglades, the largest subtropical wilderness in the U.S., and on the northern border of Lake Tohopekaliga, your Kissimmee vacation rental is surrounded by wetlands and animal habitats. Many of these are protected in Nature Conservancy’s Disney Wilderness Preserve, 15 miles south of Kissimmee. It’s an 11,500-acre home to gopher tortoises, bald eagles, and sandhill cranes. The Shingle Creek Regional Park is another natural wonder, this one right in the city itself, with rivers for kayaking and canoeing, and nature trails for spotting birds.

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Discovery Cove And Seaworld

For a break from theme parks’ fast pace and crowds, take the kids to Discovery Cove for the day. Swim with dolphins, interact with stingrays, walk along the reef with a dive helmet, and snorkel on the coral reef before relaxing on the lazy river and beaches.

Older children will love the big coasters at SeaWorld, such as Manta and Kraken. The whole family will enjoy the dolphin and whale shows, massive aquarium, and touch pools.

How Many Vacation Rentals Are Available Around Kissimmee

Our 2022 vacation rental listings offer a large selection of 28,061 house rentals around Kissimmee. From 21,114 house rentals to 5,334 villa rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Kissimmee is on Vrbo.

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What Is The Best Area To Stay When Travelling To Kissimmee

Whether you’re travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kissimmee:

  • Bellavida: 839 vacation rentals
  • Cumbrian Lakes: 137 vacation rentals
  • Venetian Bay Villages: 265 vacation rentals
  • Eagle Pointe South: 359 vacation rentals
  • Historic Downtown Kissimmee: 232 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

Kissimmee Real Estate Market

Vacation Rental Homes For Sale at Solara Resort Kissimmee Florida | Laguna II Model

Kissimmee vacation home buyers also choose the city because of the wide range of parks and recreational activities that are available, including Lake Tohopekaliga, which offers some of the best bass fishing in the world.

Nature lovers can enjoy a thrilling airboat ride and discover a world alive with tropical birds, turtles and alligators. There are plenty of championship golf courses nearby that are ideal for the beginner or professional golfer. And youll find a mix of dining options and unique shopping venues in the area too.

Browse Kissimmee Holiday Home Communities:

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on January 20th, 2023 at 3:05pm EST.

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Kissimmee Is A Great Location Because It Is Close To Walt

Kissimmee is a great location because it is close to Walt Disney World and other major theme parks are close by. There is plenty of shopping and things to do and a variety of good restaurants. There are 3 groceries in the vicinity of the result, two pharmacies, two Wal Marts, a Target shopping center and more.There are also local activities in Old Town and a Fun Spot amusement park. A lot of the area is walk-able too.My only caution is Uber & Lyft tend to be very pricey during certain times of the day and you will pay 2 to 3 times more for a ride from Walt Disney World in the evening .

Can I Find Short Term Rentals In Or Near Kissimmee

Every once in a while, you’ve just got to take a break from it all, even if it’s only for two or three days. Enjoy a nice mix of sightseeing and relaxation at one of these short-term rentals in or around Kissimmee:

  • If you’re eager to be near the action, “Welcome To The Windsor Magic” is calling your name. It’s within easy reach of the center of Kissimmee and a handy base to explore sights like Amway Center and Camping World Stadium.
  • “Clean Themed Rooms, Private Lakeview Yard” is another appealing option. Remember to add Mall at Millenia and Orlando Science Center to your to-do list when it’s time to sightsee.

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What Are The Best Tiny House Vacation Rentals In Or Near Kissimmee

You need only open the door to Vrbo’s tiny house vacation rentals in Kissimmee to figure out that awesome things really do come in little packages. Cleverly designed to maximize every spare inch of space, these pint-sized pads deliver a big vacation experience:

  • Get ready for a simpler way of living at “Brand New Tiny House Near Orlando Attractions And Central Florida Beaches”. Amenities at this tiny house in Clermont include a separate dining area, a toaster and more.
  • Alternatively, settle in at “The Cottage – Quaint Tiny Home Filled With Charm”. Located in Princeton – Silver Star, this little gem comes with off-street parking options and outdoor furniture.

Sights And Sounds Of Kissimmee

Townhome vacation rental in Kissimmee from VRBO.com! #vacation #rental ...

Kissimmee’s Old Town is wonderful to stroll around for its many shops, restaurants, and bars. You will also be able to check out the Ferris wheel and a classic car show held over the weekends. From late February through early April, catch some Major League Baseball at the Osceola County Stadium.

For insights into the restoration of WW2 aircrafts to working condition, visit the Warbird Air Museum. The Osceola County Historical Society is a traditional village and museum which features an interesting cracker house and horse stables. History buffs will enjoy a visit to the Museum of Military History which features the history of the American military experience through fun interactive exhibits.

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Kissimmee Fl Vacation Homes

What do the popular theme parks Walt Disney World, Universal Orlando and Sea World have in common? Theyre located right next door to Kissimmee, Florida. The city is located just outside Orlando in , and is one of the fastest growing communities in Florida.

Kissimmee is a family-friendly community that is not only a great place to visit, but a better place to call home. Many people who visit from cold weather states like Michigan and New York, as well as frequent travelers from Canada and Europe, find Kissimmee so appealing that they buy second homes here. Its no wonder because Kissimmee vacation homes offer great access to a thriving downtown district and a high level of municipal services.

Check out the available below, or to learn more about the many wonderful holiday communities found in the city!

What Are The Best Large Group Vacation Rentals In Or Near Kissimmee

Vacation with others and multiply the fun. Whether you’re organizing an adventurous getaway with pals or a big family gathering, you’ll have your pick of large group vacation rentals in and around Kissimmee:

  • There’s plenty of space to enjoy yourselves at “Theme Rooms, Splashpad, Movie Theater”. Around 12 miles west of Kissimmee, this grand retreat has 7 bedrooms sleeping up to 16 guests. Quality amenities include a swimming pool and a kitchen.
  • “Welcome To The Windsor Fantasy” is another terrific option. It’s around 12 miles to the west of Kissimmee, has 5 bedrooms and sleeps as many as 12 guests. A kitchen and a swimming pool are just a couple of things that’ll help make your group getaway even more comfortable.

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Dream Vacation Homes Near Disney Orlando Florida

The Retreat is one of the most popular vacation destinations in Florida. All you could need is located within the iconic double arches of Champions Gate. Well known for its popular location close to Disney and other world-class Orlando attractions such as Universal Studios and Sea World, all of which are just a 20-minute drive away.

Your everyday needs are met with a Publix supermarket, Walgreens drug store, bank, and gas station all located in Champions Gate. Being in the heart of Florida, within an hour you could be at one of Floridas stunning beaches soaking up the sun! Champions Gate doubles as an Orlando golf getaway with courses designed by Greg Norman and the areas only lighted nine-hole course.

Champions Gate is just 2 miles from the turnoff to Disney World on Interstate 4. Less than 3 miles away from Posner Park which will be one of Floridas largest and newest shopping mall and leisure centers. You wont have far to go for further shopping at the nearby Orlando Premium Outlet Mall or the Upscale Mall at Millenia. Also conveniently located just 25 minutes from Orlando International Airport.

Outdoor Adventures In Kissimmee Fl

Solara Resort Kissimmee Florida Clubhouse Tour | Vacation Rental Homes For Sale | $500K+

If you’re looking for an outdoor adventure or hoping for a bit of an adrenaline rush during your stay, you’re in luck! Tee off at Kissimmee golf courses, including the Remington Golf Club, or view the city by sky in a hot air balloon with Thompson Aire. Discover the Florida Everglades and alligators on an airboat ride with Boggy Creek Airboat Rides, an unforgettable experience that is guaranteed to amaze guests of all ages!

Invite your friends, pack your bags, and leave your worries behind when you come to one of our Kissimmee vacation homes. This charming town promises an exciting getaway full of adventure and family-friendly fun that you’ll remember for years to come.

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What Are The Top Vacation Rentals In Or Near Kissimmee

Whatever your getaway needs, you’ll find a rental in or around Kissimmee that’s a match made in heaven. Here are some of our favorites:

  • Take advantage of handy amenities like high-speed internet services and a nearby zoo at “Theme Rooms, Splashpad, Movie Theater”. Located around 12 miles from Kissimmee, this property has 7 bedrooms and is a hit with guests.
  • Alternatively, make yourself comfy at “Luxurious Family – 4bedroom – Privacy Fenced Pool Hot Tub”. Located around 12 miles from the heart of Kissimmee, it has 4 bedrooms and comes with a nearby hospital and a fenced yard.

For even more great options, use the search bar at the top of the page to find the perfect Kissimmee vacation rental for you.

Faqs When Booking A Vacation Rental In Kissimmee

How much is a vacation rental in Kissimmee?

KAYAK users have found vacation rentals in Kissimmee for as cheap as $131 in the last 3 days. The average price is $404.

How much is a vacation rental in Kissimmee for tonight?

In the last 72 hours, users have found Kissimmee vacation rentals for tonight for as low as $317.

How can I find vacation rentals near me in Kissimmee?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Which Kissimmee vacation rentals allow pets?

If you seek pet-friendly vacation rentals in Kissimmee, consider checking in at A Perfect Place to Stay or Vacation USA. Both vacation rentals allow pets into the property, saving you the inconvenience of leaving your four-legged buddy behind. However, you should inform your vacation rental in advance about your vacation plans.

Which vacation rentals in Kissimmee have a pool?

Various Kissimmee vacation rentals have swimming pools on-site, including Four Bedrooms Townhome 5126 and Beautiful 3 bed/2 bath condo near major attractions. Both vacation rental swimming pools are accessible all year, ideal for unwinding after an exciting day of touring Kissimmee.

Which Kissimmee vacation rentals are close to dining options?

Which is the best vacation rental for families in Kissimmee?

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Explore Kissimmee From Vacation Home Rentals

Set just south of Orlando in Florida’s Osceola County, Kissimmee’s population has doubled twice since Walt Disney World opened nearby in 1971. Once a rural outpost where citrus groves and cattle ranches flourished, the city has maintained a sense of the past with a historic downtown, antique shops, and vintage amusement parks. Its sunny weather and wetlands make it a destination for anyone seeking warm temps, whether you prefer a weekend relaxing poolside or a more vigorous outdoor adventure. Its family attractions and close proximity to Disney make it a draw for the young and the young-at-heart.

Enjoyed Staying Here Lots Of Places To Eat Supermarket

Vacation House in Orlando

Enjoyed staying here, lots of places to eat, supermarket nearby shopping areas Weather was very good,and we were out and about every day . Have stayed in Kissimmee many times, and have enjoyed the area.Our family came out, and stayed the week with us. Fairly easy to get around , if you have a car. We tried different restaurants every day, and enjoyed the variety of food,.

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The Epcot International Food & Wine Festival

Book your Kissimmee condo rentals far in advance for the Epcot International Food & Wine Festival. Walk your way around the world and taste different wines and foods from various countries at little popup stalls around the lagoon at this popular fall event.

You could also time your visit to see the Disney World Marathon, held over a weekend every January. Events include a full marathon, fun kids’ runs, and a health expo.

Can I Rent Houses In Kissimmee

Yes, of course. Vrbo Canada has 21,114 Houses in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Villas: 5,334 lodging choices
  • Condos/Apartments: 5,199 lodging choices
  • Resorts: 1,086 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Townhouses and more.

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Kissimmee Is A Great Location To Base Yourself For

Kissimmee is a great location to base yourself for Disney/Universal. You have the freedom to go to all parks, Bush Gardens is only an hour away in Tampa as well, and great to come home to your own place after all day at the park and away from crowds. Loads of places to eat/get take-out. There are hidden costs though – all the parks charge $25+ per day to park your car, eating in them is incredibly expensive, much higher than going to a good place outside the park. So the money save on a Villa , you spend anyway.

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