Kissimmee Apartment Rentals & Vacation Rentals - 747 Rentals Available

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1 / 25

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
"The home was very clean and beautiful, plenty of towels, fully equipped kitchen, clean game room and pool. Only reason why I do not give this home a 5 star rating is because the pool lights were not working during our stay, and there was also a wasp..."
- Estefany Ocampo, Houston, TX
(3) Very Good (3 reviews)
1 / 44

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
"The place had everything we needed. Close enough to Disney, put not the high cost of a Disney property."
- Julie Lazeration, Iselin, NJ
(3) Excellent (3 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 / 28

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My family and I have stayed in many Orlando vacation homes over the years. We live in North FL so we take several mini trips a year to Orlando. This townhouse was exactly how it was described on this page. It was easy to book and easy to check in. The..."
- Kylie Markham, Lake City, FL
(2) Excellent (2 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 / 19

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We enjoyed our stay in the house. Everything we needed was there. And it was big enough for the 7 adults. The pool was beautiful. I would highly recommend it. About 20 minutes to the parks and the airport. And a little over an hour to the ocean! Perfect!"
- Ann NOlte, Albany, NY
(24) Excellent (24 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 / 41

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 4 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"I can't express enough, how pleased and happy we were with this beautiful, clean, spacious and immaculate home! I was beyond impressed"
- Andrina McGrath, Corner Brook NL, Canada
(50) Excellent (50 reviews)
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 7 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"his rental homes was perfect for us. Well furnished, excellent condition and very roomy. We had three grandchildren (3- 4yrs old) and their parents with us. Everyone had their own bed with a few to spare! The resort is very close to Disney. We really..."
- James lake, Barre, VT
(18) Excellent (18 reviews)
1 / 44

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"We were pleased to find this home for our Annual Sweet Escape: No Kids, Spouse or Worries Women's Retreat. The house was awesome. We had plenty of room to stretch out, our own pool and lanai. Everyone was very impressed with the location, not far from..."
- Patricia Chisolm, Gainesville, FL
(44) Excellent (44 reviews)
1 / 46

Kissimmee Villa
9 BR / 6 BA / Sleeps 24 9 24 Min stay varies
Villa / 9 Bedrooms / Sleeps 24
9 bedrooms 6 bathrooms Sleeps 24
High Speed Internet • Dishwasher • Microwave
"This year the pastor from our church wanted to do something special for our church member on New Year's Eve. We found this beautiful home, nicely decorated and very spacious that accommodated comfortably 24 of our members including kids. Everyone had..."
- Melissa Otero, Kissimmee
(2) Excellent (2 reviews)
1 / 28

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 2 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"My family love the house very spacious, clean, convenient location to all the parks , restaurants and outlet stores. Overall I will definitely rent again on the same location."
- Arnulfo Rodriguez, Brownsville, TX
(25) Excellent (25 reviews)
1 / 11

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 7 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"This house was very clean and just what we expected. Sean was easy to deal with and replied quickly to questions we had. Highly recommend this home. It was our first time renting from VHR. Because of the great time I would feel comfortable doing it again."
- Amy Girschle Davis, Grandville, Mi USA
(4) Excellent (4 reviews)
1 / 25

Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area."
- Lynn Savage Jaquin, Syracuse, New York
(15) Excellent (15 reviews)
1 / 15

Kissimmee Home
6 BR / 4 BA / Sleeps 14 6 14 No min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"The resort was beautiful and very well kept up. Wonderful pool.and parks. The home could not have been better. Extremely clean. The layout of the home was great to have a family gathering. The theme rooms where a HUGE HIT with our Grandchildren..."
- Virginia Smith, Charlotte NC
(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 / 44

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 3 night min stay
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"The location is great. Close to all the parks. Restaurants and grocery right up the street. The house was fabulous. We had 14 people stay in the house, plenty of room. The pool and hot tub were used every night!"
- Carol Bullen, Cincinnati, Ohio
(4) Excellent (4 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 / 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 / 25

Kissimmee Home
5 BR / 4 BA / Sleeps 10 5 10 2 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This home was clean with plenty of space for my family of 10. The temperature in the pool and spa was great. Had plenty of towels which was a concern with us having so many there. Watched fireworks from one of the parks while in the spa and the drive..."
- Kathy Hall, Indiana
(8) Excellent (8 reviews)
1 / 65

Kissimmee Villa
9 BR / 6 BA / Sleeps 20 9 20 Min stay varies
Villa / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
"This was hands down the best family vacation ever and was made possible by staying at this amazing Villa. My entire family was in awe and can't wait to go again next year! Everything was so easy, great communication with the owner/manager. The house..."
- Susan Kast, La Crosse, WI USA
(8) Excellent (8 reviews)
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 / 27

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This was my first time renting a vacation home and It was a great experience. The home was beautiful. Had plenty of room for the 10 of us. The amenities offered were great and easily accessible. It's located in a good area. It was close to a lot of attractions,..."
- Andres Santos, Rapid City, SD USA
(9) Excellent (9 reviews)
1 / 17

Kissimmee Home
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Beautiful house ! Great location, close to I- 4. The personal from Tropical Escape were great and very helpful especially Ann Maria. 100% recommended!"
- jennifer suarez, Iowa
(2) Excellent (2 reviews)
1 / 37

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 5 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Villa was very nice, lots of space for 6 of us. Close to a Walmart Supercentre and not far to all of the attractions. Easy access to I4 the 192 and the 535.While we were there the fridge was replaced as the old one was leaking. The. Management company..."
- Ian Cummings, Durham, UK
(11) Excellent (11 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.