Kissimmee Apartment Rentals & Vacation Rentals - 748 Rentals Available

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1 / 16

Kissimmee Villa
6 BR / 3.5 BA / Sleeps 14 6 14 3 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"This is a well maintained villa. It is very beautiful and clean. It is very close to the club house. We like it"
- Alice Baker, NY
(1) Excellent (1 review)
1 / 35

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 3 night min stay
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This is the third year in a row that we have chosen Coral Cay as the place to stay for our family Disney Vacation and its still #1 in our books! close to everything, and houses comfortable and well equipped with everything you need. The hot tub is the..."
- Honna Forteza, Santo Domingo, Dominican Republic
(36) Excellent (36 reviews)
1 / 28

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We enjoyed our stay in the townhouse. It was clean and well kept. It had all the amenities of home. We enjoyed the pool in the home as well as the community pool. We will definitely be coming back and look forward to staying at Windsor Hills again!"
- natalie kharchaf, 7682 Sir Kaufman Kissimmee, Fl
(17) Excellent (17 reviews)
1 / 27

Kissimmee Villa
5 BR / 3 BA / Sleeps 10 5 10 7 night min stay
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My family and I absolutely loved this beautiful home! I must say the property description and photos were accurate and I was very impressed when I arrived. The house appears to be well- maintained and was very clean including the pool and patio areas...."
- Cherelle Adams, Hampton, Virginia
(8) Excellent (8 reviews)
1 / 37

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
Dishwasher • Microwave • Washer/Dryer
"Our family of 11 took a first time ever family vacation and through extensive internet searching found this awesome villa. It couldn't have been any nicer. Six kids, 4 girls & 2 boys & 5 adults. There was so much room for everyone to hang out. The..."
- Sue Merryman, Holland, MIchigan USA
(28) Excellent (28 reviews)
1 / 17

Kissimmee Home
7 BR / 4.5 BA / Sleeps 16 7 16 3 night min stay
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This property was perfect for our family trip. We had 7 adults and 5 children and still had extra bedrooms. My son in law enjoyed the hot tub for his aching back. The home is very close to grocery stores, restaurants, pharmacies and only a 10- 15 min..."
- Dara Barwick, Georgia
(6) Excellent (6 reviews)
1 / 24

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 7 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We stayed for nearly 2 weeks with 4 adults and 7 children at this home and never felt cramped. This was our 2nd time at Windsor Hills, and the location is perfect if you are looking for a home near Disney. I especially liked the pool area for the kids...."
- Matt Ozinga, Grand Rapids, MI
(16) Excellent (16 reviews)
1 / 22

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This beautiful home was absolutely perfect for our Florida Disney holiday. This large spacious home has everything you will need to make your vacation perfect. Conveniently located just a short drive to Disney the location of this home was perfect. ..."
- Lisa Gray, Canada
(11) Excellent (11 reviews)
1 / 25

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We stay the last week of December and few days of January and all I can say is We had one of our best vacations ever! ! ! The condo is really close to all the attractions in Orlando, The staff is great they always receive you with a smile... We go to..."
- Nanncy Barragan, Westchester New York USA
(69) Excellent (69 reviews)
1 / 44

Kissimmee Villa
8 BR / 5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"Our group stay at 1051 Tourmaline drive Kissimmee vacation home was marvelous. The youth wing of the United Liberian Association of Bucks County- ULAB, Pennsylvania was on a one week vacation to Disney. The house was accommodating as each member of our..."
- Alexine Kparh, fairless hills
(13) Excellent (13 reviews)
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The house was everything in the listing and more. It was great to relax by the pool in this quiet development after a crowded day at the parks. Linda has thought of everything right down to a 1/2 bathroom outside next to the pool. It was a great stay..."
- Robert Polo, West Hartford, CT
(1) Excellent (1 review)
1 / 42

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 6 3 6 4 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"What can we say? The home was clean, convenient to the parks, shopping, and restaurants. Having 3 bathrooms was a definite plus when getting ready to head out for the day. We would definitely come back!"
- Danielle Weeks, Seattle, WA USA
(10) Excellent (10 reviews)
1 / 15

Kissimmee Home
4 BR / 2 BA / Sleeps 10 4 10 4 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Love this place! Beautiful yard and home. Nice neighborhood, close to everything but with a country feel. We will be renting this place again soon!"
- Teri Metzger, Nebraska, USA
(65) Excellent (65 reviews)
1 / 13

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 30 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house is the same as the photos show. Food, near supermarket, excellent treatment to rent. I'll go back and rent the same house.Thank you"
- Mirian Letelier, Buenos Aires, argentina
(104) Excellent (104 reviews)
1 / 49

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay varies
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We all had a great time and enjoyed the home. George was great to work with and was quick to respond to my emails when ever I had a question. Thanks!"
- Steve Falco, Cambridge, ON, CAN
(6) Excellent (6 reviews)
1 / 24

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My wife and I stayed at this villa and highly recommend. Very clean and the beds were very comfortable. The pool excellent. Absolutely smooth transaction from start to finish. The villa is very close to everything you could need, but also very private..."
- Craig Donton, arkanas
(28) Excellent (28 reviews)
1 / 29

Kissimmee Home
4 BR / 2.5 BA / Sleeps 8 4 8 4 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We really enjoyed this home. It was a nice break from the busyness of the Disney parks. We loved having an entire house to relax in rather than a hotel room, especially since we are a family of 6. The pool was nice as well, we loved having it all..."
- Andrea Smith, Winthrop Harbor, IL
(10) Excellent (10 reviews)
1 / 16

Kissimmee Home
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Wonderful home. Great floor plan . Plenty of room for all 9 of us. Fantastic privacy with 3 split bedroom with their own baths on opposite ends of home and 2 bedrooms that shared a bath. Plenty of dishes and cooking supplies very conducive for home cooked..."
- Maggie Hendler, Elk Grove Village, Il. USA
(17) Excellent (17 reviews)
1 / 32

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"The home was clean and spacious. My daughter loved the d├ęcor and took pictures so that she can replicate it. There was a leak in the faucet so I called the repairman. He was polite and responsive. When he was unable to repair it so he went out immediately..."
- Lisa Murray, Baton Rouge,LA
(5) Excellent (5 reviews)
1 / 23

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Everything was perfect from the gate code to the inside house amenities! We loved being there nd would love to rent this property again !"
- Raamiz Faisal, Houston tx USA
(69) Excellent (69 reviews)
1 / 37

Kissimmee Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"My experience was stress free. The owners are very pleasant and easy to conduct business with. The rental is updated and clean. Linens and towels very soft and is family oriented. Management is very helpful and great customer services were provided"
- Susan Gonzalez, Maryland
(13) Excellent (13 reviews)
1 / 13

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms shared..."
- Michelle Mitchell, Dunnellon, Fl
(2) Excellent (2 reviews)
1 / 29

Kissimmee Villa
3 BR / 3 BA / Sleeps 8 3 8 2 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
"Propery is close to the parks....owner was easy to work with and answered questions and handled problems with A/C quickly."
- Dany Strakos, springfield, va
(3) Very Good (3 reviews)
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About Kissimmee

Whether you want to visit theme parks or nature preserves, Kissimmee is the place to be in Central Florida. Take your pick from dozens of luxurious Kissimmee villas, and enjoy a dip in the pool and plenty of fun in the Florida sun.

Introduction to Kissimmee

Located just a short hop away from Orlando, Kissimmee is a small city that offers quick and convenient access to a whole range of family friendly activities. When you want to take the kids on a trip to Central Florida but don’t want the stress or expense of vacationing at the theme parks, consider staying at one of the affordable Kissimmee villas. Vacation properties in Kissimmee give you the space to have a good time without breaking the bank.

Kissimmee Climate

Like most of Central Florida, Kissimmee enjoys hot, humid summers followed by mild winters. If you visit in December or January, you’ll find temperatures around 60 degrees, while temperatures top out around 90 in July and August.

How to Get Around Kissimmee

If you’re flying to Kissimmee, Orlando International Airport is an easy 25-minute drive away. Public busses and private shuttles can transport visitors around the Kissimmee area, but if you want to explore on your own, renting a car is your best bet. You can easily get from your vacation home to the theme parks, or to the natural attractions, on your own schedule with a car.

Visit the Parks

The rides and attractions at Disney World are just a short drive away, but Kissimmee also boasts several of its own parks. Right on Lake Tohopekaliga, Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for family get togethers, and fishing piers for everyone. If you time your visit right, you can even catch one of the many festivals or events on the park’s outdoor stage.

If you’re looking for something more outdoorsy, visit Shingle Creek Regional Park, which encompasses over 1,000 acres. Canoe along the creek, hike the trails, and enjoy a picnic near the park’s historic pioneer homes. Even more impressive is the Disney Wilderness Preserve, which includes 11,500 acres and over 1,000 plant and animal species. Explore wetlands, swamps, and a freshwater marsh while spotting bats, snakes, and even panthers.

Shop and Dine in Old Town

When you’re ready to do some shopping or grab a bite to eat, head straight for Kissimme’s Old Town neighborhood. Here you’ll find everything from souvenir shops to places to stock up on warm weather gear. To fuel up for more adventures, dig into pizza, Tex-Mex, or pub grub. You can even enjoy a night out at one of the live music venues or nightclubs in Old Town.

Just a few miles from Disney, Kissimmee offers the best of everything. With parks and preserves that will keep everyone entertained, Kissimmee villas that comfortably fit the whole family, and easy access to all the fun at Disney World, Kissimmee is a great vacation destination.


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Kissimmee, Florida Travel Tips

Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable vacation in Kissimmee.

Beaches and Parks

St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.

Theme Parks

What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.

Outdoor Adventures

Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.

Fun With Kids

The kids will have no shortage of things to do while enjoying their time in Kissimmee. Kids and parents will have a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.