Kissimmee Apartment Rentals & Vacation Rentals - 748 Rentals Available

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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 / 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 / 58

Kissimmee Villa
8 BR / 6 BA / Sleeps 20 8 20 Min stay varies
Villa / 8 Bedrooms / Sleeps 20
8 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
"Went there with my family. I have to say that the house was fabulous. Our kids had so much fun there. The community is wonderful, they have all the free amenities you can imagine. Spa, gym, pool, bar and more, and they are all free. And they also..."
- Emma Liu, Toronto, ON, Canada
(2) Excellent (2 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 / 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 / 14

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
"My family and I just spent an awesome time in this lovely home away from home! It was beautifully decorated and supplied with fresh towels and bed linens. The living areas were extremely comfortable and was able to accommodate all 5 of us very well...."
- Sharona Jackson, Toronto, Canada
(53) Excellent (53 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 / 85

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 1 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This house was perfect! Clean Clean Clean! ! Only 20 minutes from Magic Kingdom & 30 from Universal! ! ! My kids are older so having their bedrooms on the other side of the house as ours was perfect! Really great vacation. I highly recommend."
- Sophia Rose, West Islip, NY
(2) Excellent (2 reviews)
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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 64

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
"it was a group of us that stayed in this home. we stayed from the thursday to the sunday. it was a beautiful home. the only things that did not work was the garbage disposal as well as the wifi. the house also needs curtains in the master bedrooms. other..."
- Brittney Ebanks, florida
(3) Excellent (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.