Kissimmee Apartment Rentals & Vacation Rentals - 753 Rentals Available

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1 / 25

Kissimmee Townhouse
3 BR / 2.5 BA / Sleeps 6 3 6 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • TV (Antenna)
"We enjoyed staying at this beautiful townhome! It was perfect for our family (2 adults, 4 children), clean, comfortable, and spacious. We also liked the location as it was very close to many attractions. If we ever get the chance to return to the..."
- Jones Wong, Minneapolis
(2) Excellent (2 reviews)
1 / 20

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • TV (Antenna)
"We stayed here in November and the place was great. Exactly as it is listed. Pool is fabulous and the kids loved it. We payed for heating it and it worked fabulous. We would definitely stay here again. Thank you so much."
- Melissa Duval, Wisconsin, USA
(38) Excellent (38 reviews)
1 / 11

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This was my family's second stay at this lovely home. We love to stay here because there is a lake directly behind the house where we can fish. Our son would stay in the pool all day if we let him! This house is not in a tourist area which makes it nice..."
- Dawn Rodgers, Harpers Ferry, WV
(7) Excellent (7 reviews)
1 / 13

Kissimmee Townhouse
4 BR / 3.5 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This vacation rental was an awesome place to stay for our family. Liked everything about it and was in a great location. Would definitely recommend this townhouse to my family and friends"
- Indira, Ohio
(22) Excellent (22 reviews)
1 / 53

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 14 7 14 3 night min stay
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We really enjoy our stay and we plan on coming back in December for Christmas. Thanks again"
- Lovemesomeme Jamilla, Oxon hill md USA
(9) Excellent (9 reviews)
1 / 4

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Townhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We had an amazing time spending our week here, we had a family of 7 who stayed here and it accommodated all of us very well.It was very well kept and very clean. Its not to far from all attractions and grocery stores etc. We had an amazing time at the..."
- Charah Decoste-Faulkner, Canada
(2) Excellent (2 reviews)
1 / 29

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"Over all great place to stay... there was a few minor things that the property manager needs to get fixed up."
- Paula Metcalf, carlisle pa
(28) Excellent (28 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 / 21

Kissimmee Home
5 BR / 3.5 BA / Sleeps 10 5 10 5 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"I'm pleased that i found Vacation Home Rental. This year's vacation had to be rated as my family's best vacating thus far. Now I'm honestly able to say that hotel rooms are overrated and a vacation home is a top pick. The home was lovely and easy to find..."
- Kizzie Mitchell, The Bahamas
(1) Excellent (1 review)
1 / 42

Kissimmee Home
6 BR / 5.5 BA / Sleeps 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"Along with my family, had an excellent time during our stay in Kissimmee - Orlando, thanks also to the great house where we stayed. The house is found spacious, clean and well equipped. Also very close to the Disney´s thems parks, restaurants..."
- Mario A Aranguren, Bogotá, Colombia
(6) Excellent (6 reviews)
1 / 27

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house was extremely clean, very comfortable and perfect for our family. It was ready when we got to Florida and it had everything we needed while we were on vacation. I received my deposit back as soon as I got home and the owner was very nice ..."
- Cynthia Van Trieste, New Jersey
(20) Excellent (20 reviews)
1 / 48

Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 7 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was very spacious. We had 10 people and never felt crowded. About 15- 20 minutes from Disney. Restaurants nearby. Very quiet neighborhood. Pool was a nice bonus. Lake was beautiful."
- Judy Weatherly Myers, Shrewsbury, PA
(9) Excellent (9 reviews)
1 / 45

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
Dishwasher • Microwave • Washer/Dryer
"My family and I We stayed there from August 20- 26 and We really enjoyed being there. The house is inside a gated comunity and it's very close to Disney, also Publix, Walmart and Sam's is close. The house is quiet and has everything you need to rest..."
- Roberto Barcenas Adame, Miami, FL
(1) Excellent (1 review)
1 / 13

Kissimmee Villa
4 BR / 3.5 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Linda and Laurie were wonderful to deal with. Very accommodating. We were 2 families who shared this property which had all of the amenities of home. Two of the bedrooms had their own ensuite which made it very practical for the adults. We had our..."
- Tina Noble, Fredericton, NB Canada
(2) Excellent (2 reviews)
1 / 16

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 5 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We stayed here for 8 nights and were very pleased! The complex is very quiet! The condo was clean and well stocked with everything we needed!"
- Stephanie Thomas, Chattanooga, TN
(8) Excellent (8 reviews)
1 / 12

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 9 4 9 No min stay
Villa / 4 Bedrooms / Sleeps 9
4 bedrooms 2.5 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
"We had an awesome time and the owner was a pleasure also the property manager was awesome and prompt. Beautiful home spacious and clean. Convienant to all atractions"
- Valerie Wright, Ga
(22) Excellent (22 reviews)
1 / 39

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
"Enjoyed my stay here. The rooms were perfect. It's was so close to Disney and universal studios took only about 25 minutes."
- Jessica Fernandez, Cheltenham
(9) Excellent (9 reviews)
1 / 28

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 5 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"GREAT PLACE ..eveything works and enough space to have privacy and still have nice places for family fun"
- Ernesto Valladares, Hollywood Beach FL. USA
(2) Excellent (2 reviews)
1 / 32

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 18 7 18 Min stay varies
Villa / 7 Bedrooms / Sleeps 18
7 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"This home was very beautiful felt like home away from home decorated very nicely updated with the latest modeled equipment pool and jacuzzi in the back were very relaxing in the evening all the TVs were high definition and we had more than enough space."
- suprina craig, Indianapolis Indiana USA
(9) Excellent (9 reviews)
1 / 16

Kissimmee Villa
6 BR / 3.5 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"Our family rented this home and it was exactly what we hoped for. It was spacious, clean and nice place to relax. Thanks Gina for everything! !"
- Debbie Cornwall, NJ USA
(1) Excellent (1 review)
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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.