Kissimmee Apartment Rentals & Vacation Rentals - 749 Rentals Available

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1 / 28

Kissimmee Home
4 BR / 2.5 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This villa has it all ! ! We had an amazing holiday the villa was perfect for us, it had everything we needed. Beds were comfortable, kitchen had everything you would need, master bedroom is perfect it was really lovely and clean and the kids had..."
- Kirsty Carrodus McGrath, London England
(9) Excellent (9 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 / 31

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
"This is a very clean & well kept house, in a secure neighborhood. My children had great time in the covered swimming pool in the back yard. I will highly recommend this house to feel at home when you are away from your home."
- Shubhneet Warar, Shreveport LA, USA
(10) Excellent (10 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 / 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 / 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 / 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 / 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 / 41

Kissimmee Home
8 BR / 5 BA / Sleeps 23 8 23 Min stay varies
Home / 8 Bedrooms / Sleeps 23
8 bedrooms 5 bathrooms Sleeps 23
High Speed Internet • Dishwasher • Microwave
"We absolutely loved this vacation home and would definitely go back! All adult rooms had king size beds and were very comfortable. The variety of different themed rooms were so fun and well thought out with so many things in each room to do. Children..."
- Chelsea Jepsen, Mendon, Utah USA
(8) Excellent (8 reviews)
1 / 28

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 16 6 16 5 night min stay
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 5.5 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 / 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 / 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 / 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 / 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 / 30

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
"When we walked in the condo, we were amazed at how nice the condo was. Very clean. There were 3 adults and 3 children and there was plenty of room. The high tech electronic lock to enter the condo was wonderful. You didn't have to worry about a key..."
- Donna Oberhellmann, Lebanon, IL USA
(5) Excellent (5 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 / 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 / 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)
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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.