Kissimmee Apartment Rentals & Vacation Rentals - 746 Rentals Available

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1 / 21

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We really enjoyed our stay here. The condo was everything we expected. It was nice and clean and we did not encounter any issues at all. It truly felt like we were at home and in fact, our kids kept referring to it as home. I look forward to booking..."
- Karla Gonzalez, Mt. Airy, MD
(7) Excellent (7 reviews)
1 / 17

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 6 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Our family had an excellent stay. From the wonderful floor plan and plentiful bathrooms, to the fully equipped kitchen and pool, we enjoyed it all. It made visiting Disney World so much easier and less hectic. With only a 10- 15 minute drive to all ..."
- Julia Schnellenberger, Stow, Ohio
(22) Excellent (22 reviews)
1 / 16

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
"We had a great time on this vacation. We were celebrating 5th Birthday of our daughter. The townhouse was very clean and had mostly everything that we needed. For the family with younger children they even provided strollers and you definitely need them..."
- Tatyana Ivlev, Staten Island, NY
(7) Excellent (7 reviews)
1 / 47

Kissimmee Condo
3 BR / 1 BA / Sleeps 8 3 8 3 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 1 bathroom Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We loved the location close to the Disney parks (By the way, the Disney park is not 2 miles away, but rather the highway TO the park is 2 miles away). We loved the decor and the general accommodations. The house was well supplied with every appliance..."
- Kristi Stanley Bishop, Ann Arbor, MI
(4) Excellent (4 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 / 20

Kissimmee Home
4 BR / 2 BA / Sleeps 8 4 8 No min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We loved staying in this home on our recent trip to Orlando. The home was everything it was advertised to be; peaceful, private and clean. It was a welcome oasis each evening after spending the day at the busy Disney and Universal Parks."
- Marilyn Steadman, Ontario, Canada
(5) Excellent (5 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 / 30

Kissimmee Condo
2 BR / 2 BA / Sleeps 8 2 8 7 night min stay
Condo / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house was very clean and had everything we needed. The furniture was new, in great condition. Everything worked properly. The location of this apartament is really good, very near from Disney World and Malls. In our next visit to Orlando we?ll..."
- Marcelo Maulepes, Curitiba, PR Brazil
(15) Excellent (15 reviews)
1 / 16

Kissimmee Condo
2 BR / 2 BA / Sleeps 6 2 6 4 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"This is an excellent place to stay. We have stayed there several times, it's clean and conveniently located."
- Suzanne, Ocean City, MD
(8) Excellent (8 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 / 23

Kissimmee Condo
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"This is a great place to stay for multiple people. Kitchen utensils are provided, towels are provided, and each room comes with a TV (minus one room from what I remember). There is also a Xbox 360 and Wii U for people who want to use the apps provided...."
- Raquel Trejo, Dallas, TX
(4) Excellent (4 reviews)
1 / 17

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 3 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Spacious home conveniently located near theme parks and restaurants/shopping. This was a great location for our family vacation, 10 minutes from Disney parks and about 30 min to Universal. Easily accessible to plenty of restaurants, Target, Walmart,..."
- Rebecca Gentile, Pennsylvania
(1) Excellent (1 review)
1 / 33

Kissimmee Townhouse
3 BR / 2.5 BA / Sleeps 7 3 7 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 7
3 bedrooms 2.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
"I was with my family and enjoy every day we stayed in this property.Confortable."
- Javier Rabinovitz, Argentina
(28) Excellent (28 reviews)
1 / 28

Kissimmee Villa
6 BR / 5 BA / Sleeps 16 6 16 Min stay varies
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The home was clean, beautiful, and equipped with towels, linens, and dishes. We had plenty of space and we all just loved the hot tub and the pool area! The only negative about this VRBO is the neighbors are very close (as they stated), but the ..."
- Teri Davenport, Celina, TN USA
(3) Excellent (3 reviews)
1 / 30

Kissimmee Home
8 BR / 5 BA / Sleeps 22 8 22 Min stay varies
Home / 8 Bedrooms / Sleeps 22
8 bedrooms 5 bathrooms Sleeps 22
High Speed Internet • Dishwasher • Microwave
"The whole experience from start to finish was stellar! The sweet young lady on the phone setting everything up was very helpful and accommodating. The house had sooooo many very cool details everywhere. We will definitely be back if they have us!"
- Peter Murphy, Boca Raton
(5) Excellent (5 reviews)
1 / 24

Kissimmee Condo
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My wife and I stayed here in February & March 2015. We very much enjoyed our time there as it was in a great location. It was close to Disney; within walking distance of many fine restaurants and a grocery store; and shopping was close by. The ..."
- Dennis Bendickson, Thief River Falls, Minnesota
(4) Excellent (4 reviews)
1 / 61

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 5 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"House was great transaction was very easy to work with the owner I would reccomend this house to anyone that was looking for a place to stay. Everything was easy and close bye I will def rent this house again."
- Tj Farrell, Philadelphia pa
(1) Excellent (1 review)
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 / 32

Kissimmee Condo
2 BR / 2 BA / Sleeps 6 2 6 3 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Anthony- I wanted to tell you that we thoroughly enjoyed our stay at this condo. The interior is immaculate. My children enjoyed the safari theme as well. We have always stayed in hotels in Orlando, but will never do that again. It was nice to have individual..."
- G. Fritz, North Carolina
(7) Excellent (7 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.