Kissimmee Apartment Rentals & Vacation Rentals - 751 Rentals Available

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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 / 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 / 30

Kissimmee Condo
3 BR / 2 BA / Sleeps 10 3 10 Min stay varies
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Community was great and generally quiet. House was as advertised and very convenient for our Disney vacation. Remote controls for the ceiling fans didn't work and the pool was very cold despite paying for pool heat. Restaurants and grocery very conveniently..."
- Lisa Reaves, Columbus, OH
(2) Excellent (2 reviews)
1 / 26

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"I see my daughter Bree posted a review as well but I just wanted to say thank you for a beautiful Villa and your outstanding service. I was very pleased with our service and you were able to get us in a little earlier before check in time which was very..."
- Tami Brandau, West Monroe, LA USA
(18) Excellent (18 reviews)
1 / 17

Kissimmee Townhouse
2 BR / 2 BA / Sleeps 6 2 6 2 night min stay
Townhouse / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I booked this location for a vacation and received everything very quickly. Unfortunately I experienced an event that had to change my plans. My new dates were not available so I was not able to stay there however Rich was amazing. He kept in contact ..."
- Dave McNamara, Pensacola, FL.
(3) Excellent (3 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 / 20

Kissimmee Home
6 BR / 3.5 BA / Sleeps 12 6 12 3 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 3.5 bathrooms Sleeps 12
Dishwasher • Microwave • Air Conditioning
"This was a great house. Very close to disney. Plenty of room for all in our party. Loved the pool. Would definitely stay here again."
- Penny Ware, Shawnee, OK USA
(6) Excellent (6 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 / 13

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms shared..."
- Michelle Mitchell, Dunnellon, Fl
(2) Excellent (2 reviews)
1 / 42

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"My family stayed here for a few days and we loved it! The house is beautifully decorated and all the amenities that were included with it were a lot of fun for the kids AND adults. Everything was close and we had a great time. We look forward to staying..."
- Alicia Perez, Oak Island, NC
(1) Excellent (1 review)
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 / 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 / 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 / 35

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
High Speed Internet • Dishwasher • Microwave
"This is the third year in a row that we have chosen Coral Cay as the place to stay for our family Disney Vacation and its still #1 in our books! close to everything, and houses comfortable and well equipped with everything you need. The hot tub is the..."
- Honna Forteza, Santo Domingo, Dominican Republic
(36) Excellent (36 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 / 16

Kissimmee Home
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Wonderful home. Great floor plan . Plenty of room for all 9 of us. Fantastic privacy with 3 split bedroom with their own baths on opposite ends of home and 2 bedrooms that shared a bath. Plenty of dishes and cooking supplies very conducive for home cooked..."
- Maggie Hendler, Elk Grove Village, Il. USA
(17) Excellent (17 reviews)
1 / 70

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 3 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We stayed at a 5 bedroom villa in Paradise Palm. The staff was very nice and accommodating. We reported the phones not working but they were unable to fix it. But overall it was a lovely villa with a lot of space. Would definitely come back!"
- Sheryl Adams, Nassau Bahamas
(1) Excellent (1 review)
1 / 41

Kissimmee Apartment
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Apartment / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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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.