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Vacation Rentals By Owner Kissimmee Florida

When Is The Best Time To Stay In A Vacation Rental In Kissimmee

Vacation Homes for Sale in Kissimmee – Life as an Owner at Margaritaville Cottages Orlando

Kissimmees busy season runs from March to August, with peak visitation periods taking place during U.S. Thanksgiving, Christmas, and Spring Break . During these times, Orlandos theme parks are teeming with fans of every age, and the states heat and humidity are at their peak. To avoid the worst of the heat, consider visiting between October and March, when temperatures are a bit milder and the crowds have eased up slightly. Pack a light jacket or sweater to wear after the sun sets. The months of July through September are the rainy season in central Florida. Temperatures can often rise above 30 degrees Celsius, and afternoon thundershowers are a common occurrence, so be sure to have protective gear on hand.

Unique Attractions To Galore

Experience the strength of magic with an interesting variety of eating, shopping, enjoyment, and points of interest for youngsters, teenagers, and adults. So, come and find out the delusion and magic of your favorites Disney characters.


Located immediately among St. Cloud and Disney World, Kissimmee is a famous destination for travelers headed to the Disney World theme parks. This fashionable central Florida destination beckons with its sunny skies, culinary art delights, theme parks, and family-centered activities. Kissimmee’s recent city is fantastic to walk around for its several retailers, restaurants, and bars.


This is a land-locked area it definitely will not appear to be it with all the water around you. The town of Clermont has many parks and lots of lakes to explore. To cool down off in the city, families ought to head to Champions Splash Park, which offers a variety of activities for children to fancy, from rubber duck races to limbo, whereas cooling off with No booking Fee vacation Rentals in Disney helps you to traverse this locality.


Orlando may be a world-elegance town approach you may discover a lively nightlife and fine-eating spots with fresh, scrumptious seafood. When you head to the shore, you may revel in pinnacle seashores like Daytona Beach or Cocoa Beach

Haines City


Outdoor Adventures In Kissimmee Fl

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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How To Reach Disney

The simplest manner to get to Disney is through the Orlando International Airport which’s an arrival factor for maximum domestic and global flights. The Kissimmee Gateway Airport is likewise the closest aviation facility to Walt Disney World, Sea World, and UNIVERSAL Orlando. The fastest manner to get to your Kissimmee holiday apartment might be through taxi or through an apartment car.

About Kissimmee Vacation Rentals

Beautiful Pool Villa, Lake View, In Gated Community 15 ...

Kissimmee Vacation Rentals

Spread over an area of 43.2 square kilometres, Kissimmee is an excellent vacation spot with a humid subtropical climate, peaceful surroundings, natural beauty and charming ambience. Vacationing at this place is less expensive than vacation spots in the U.S. Vacation home rentals in Kissimmee is well-known among tourists because they are available at affordable rates and enable tourists to take glimpses of attractions without much hustle and bustle. Some of the home rentals include condos, cottages and apartments. In addition to being spacious and comfortable, they provide all the amenities, such as air-conditioning, Internet access, Wi-Fi, etc. In terms of sports, Kissimmee is famous for spring training baseball.

Some of the worthwhile attractions that enhance the pleasure of vacation for tourists include the following:

Universal Studios

This is a 400-acre theme park with many attractions. Some of its prominent features include JAWS, E.T. Adventure and Back to the Future. It opens at 9 Oclock in the morning every day. There are a variety of hotels, restaurants, bars and stores inside it. It is suggested that tourists buy passes for seeking admission to this magnificent park. It takes only 20 minutes for tourists to reach the park from Kissimmee. It is an exciting place to hang out with family or friends.

The Sea World of Florida

Walt Disney World

Green Meadows Petting Farm

TJ Airboats

Lake Tours

Vacation Rentals in Kissimmee

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Historic Sites Near Kissimmee Vacation Homes

Kissimmee has numerous historic sites and museums to explore during your trip. Vacation rentals are available near fascinating places like the Museum of Military History, a museum with military relics, photographs, and personal stories, and Osceola County Welcome Center and History Museum, a local history museum with dioramas and interactive exhibits of the countys history. You can also visit the Monument of the States, a mid-century monument with stones sourced from the 50 states to celebrate American unity.

What Is The Best Area To Stay When Traveling To Kissimmee

Whether you’re traveling 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: 841 vacation rentals
  • Eagle Pointe South: 356 vacation rentals
  • Cumbrian Lakes: 135 vacation rentals
  • Historic Downtown Kissimmee: 282 vacation rentals
  • Venetian Bay Villages: 266 vacation rentals

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

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Windsor Hill’s Official Resort Rental Website

Our website is set up to provide the best outcomes for owners in the Resort and guests looking to visit. Fully endorsed by the Resort Management Committee all properties are vetted by Resort Management. Avoid the excessive commission and bookings fees of the major rental websites by securing your rental through Windsor Hills Private Rentals. Bookings are made directly with the owner/manager of the property of your choosing. Treat yourself to the perfect Florida vacation in the most popular resort community in the Orlando area and the closest to the Walt Disney World Resort only 2 miles from Disney. View our wide selection of Villas, Townhomes and Condos. Perfect for a family vacation, golf villa, business event, wedding or honeymoon, Windsor Hills Resort caters for every occasion. Enquire now, and speak direct to owners, for the best luxury vacation rental deals on Windsor Hills Resort.

How To Visit Kissimmee

Kissimmee Vacation Home Near Disney World

Whether you are a local or international tourist, you can easily access Kissimmee without much hustle and bustle. The chief airports located here are Orlando International Airport, Orlando Sanford International Airport, and Melbourne International Airport. The local means of transportation include buses, taxis, and cars.

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Florida Snowbird Rentals In The Sunshine State

Are you ready to trade a snow-white winter for a white-sand season along Floridas coastline? Warm days in the sun in Floridas subtropical climate will keep the winter blues at bay. Florida is known as the Sunshine State for good reason. Cities like St. Petersburg, Florida have an incredible 248 sunny days each year! Be sure to add sunscreen and sunglasses to your packing list as a Florida snowbird, when you book your next monthly rental.

Start planning your Florida snowbird vacation by browsing more than 1,200 unique rental properties listed by the American Snowbird Network of websites offered by The Snowbird Company. The Snowbird Company makes it easy to search for winter rentals and is designed to connect snowbirds and vacation rental owners.

Browse the selection of winter vacation rentals specifically priced for Florida snowbirds and multi-month reservations. Take advantage of off-season rates, great amenities and the ability to rent directl without additional service fees typically charged by other vacation rental websites. Find city center destinations, secluded hideaways and waterfront snowbird rentals all throughout Florida, from Atlantic Ocean beachside cities to the Florida Panhandle on the Gulf Coast.

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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Windsor Hills Resort Kissimmee Florida Closest To Disney

Windsor Hills is a beautiful gated community just 2 miles from the gates of Walt Disney World. From comfortable condos and townhomes to spacious 4-bedroom,5-bedroom& 6-bedroom homes, you’ll find accommodations to suit your every vacation need. The Windsor Hills Resort clubhouse features a huge lagoon-style pool complete with new water park facility. The resort offers a variety of recreation options & activities for all ages including children’s playground, state-of-the-art fitness center, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. It also offers a shuttle bus service to Walt Disney World, SeaWorld and Universal Studios .

Places To Visit Near Kissimmee Vacation Rentals

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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.

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Experience Kissimmee With Your Pet In A Vacation Rental

If you’re looking for pet-friendly rentals while you vacation in Florida, Kissimmee is a great option. Located in central Florida, Kissimmee is close enough to all the attractions but far enough away from Orlando that you can find great pet-friendly rentals at cheaper prices. There are plenty of things to do in Kissimmee, whether you’re looking for daytime activities or nighttime entertainment. Within 30 minutes, you can be at Walt Disney World Resort. With fun for kids and adults alike, Kissimmee really is an optimal place to stay.

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.

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About Kissimmee Oceanfront Rental On Rent By Owner

With more than 3015 oceanfront rentals in or near Kissimmee, Rent By Owner features many wonderful beachfront places to stay. Are you traveling with groups, families, friends, or as a couple to Kissimmee? RBO vacation homes will give you maximum comfort and essential amenities such as full kitchens, Wi-Fi, hot tubs, outdoor pools, recreation and theater rooms, laundry facilities, and more for your comfort.

Looking for a beach or oceanfront rental in Kissimmee, Florida with a pool? Rent By Owner has a large selection of villas, condos, cabins, and cottages. There are rentals for both large and small travel groups.RBO vacation homes can assist you in finding the perfect accommodation in Kissimmee that meets your travel budget, giving you the option to find direct access to the stunning beaches and ocean views, Rent by Owner has plenty of room for an extended family or small family, whether you are looking for a luxury villa, resort, furnished home, cozy condo with breathtaking views with private bedrooms and baths near Kissimmee, find an oceanfront rental with an amazing view.

The Best Orlando Has To Offer

Copy of Florida Vacation Rental Villa Near Disney World, Windsor Palms Resort

Make the most of your vacation. Stay in comfort while close to world-class entertainment, activities & dining. Florida Vacation Homes & Villas is your premier source for Orlando Villa Rentals in the finest resorts in the Orlando area, all in close proximity to the Walt Disney World®. Enjoy stunning golf course views in the beautiful Reunion Resort Orlando. Relax whilst you float around Lazy Rivers in Solterra Resort, The Retreat at Champions Gate Orlando and Storey Lake. Surf on the Flow Rider in Solara Resort or speed down the new slides in Windsor Hills. These vacation rental home communities have all you need for an awesome visit to Central Florida. Well known for their great location close to exciting world-class attractions such as Universal Studios®, Sea World® and of course amazing shopping and dining, all of which are typically just a 20-minute drive away.

Being Local, we can more effectively serve our guests from our office base that is within minutes of all of our vacation rental properties

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Florida Vacation Rental By Owner

Florida vacation rentals are your gateway to all the Sunshine State has to offer. Widely known for its warm weather, first-class coastline and of course, kid-friendly theme parks, Florida has something for all travelers and tourists. Use our map search to find vacation rentals. Book one of the best Florida beach rentals, so you can soak in the excellent surf, pristine sands and gorgeous scenery every moment of your vacation. Opt for a vacation home next to Floridas world-famous attractions, or a city apartment or condo amidst all the action. No matter where you choose to stay, youre sure to have a memorable trip.

Travelers are always looking savings when booking vacation rentals. Read more on how to Save Fees Booking Direct.

Sunshine, sand, surf, theme parks, and nightlife Florida has it all. Whether youre looking for an idyllic beach escape or a thrill-seeking adventure, theres a Florida vacation rental that suits your needs.


Located on Floridas Emerald Coast, Destin gets its name from its beautiful, clear green water. Destin is the worlds luckiest fishing village, and its beaches have exceptionally fine, soft sand. So if fresh seafood, picture-perfect sand castles, and long walks on the beach with incredible views sound like your kind of sunny getaway, a Destin beach rental is the right place for you.

Daytona Beach


Key West


Southwest Gulf Coast

Kissimmee Vacation Rentals By Owner

Kissimmee, the largest city and the county seat of Osceola County, is an amazing vacation destination in the US the state of Florida. With a humid subtropical climate, it abounds with beaches, parks, gardens, art and galleries, and hotels and restaurants. In terms of accommodations, various types of Kissimmee vacation rentalsvillas, condos, apartments, houses, and cabinsfurnished with all the modern facilities and amenities are available at very affordable prices. These rentals also feature a private pool and are both kid-friendly and pet-friendly.

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Sights And Sounds Of Kissimmee

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.

Lapping Up The Fun At The Magical Kingdom

Vacation Houses for Rent in Kissimmee

There is something for the entire tourist who is visiting here as the fairy-tale magic and lovely Disney characters for the youngest. A special quite thrill you’ll realize at the NASAs Kennedy house Center, that showcases real-life house adventures for all of the ages. Here you furthermore may find out about house exploration and think about the big show of rockets.

Younger guests are going to be entranced by the chance to satisfy the enduring characters of Disney at the Disney Land, it can be the Mickey, Minnie, and a slew of princesses genuinely as you stroll in the park.

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Booking Of Accommodations In Kissimmee

Find Home Away, one of the best Kissimmee vacation rentals by owner offers no-booking-fee vacation rentals at very affordable prices around the clock on a prompt basis. So, you can contact it anytime to book any of these vacation rentals for your comfortable accommodations.

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