Kissimmee Apartment Rentals & Vacation Rentals - 752 Rentals Available

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1 / 49

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay varies
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We all had a great time and enjoyed the home. George was great to work with and was quick to respond to my emails when ever I had a question. Thanks!"
- Steve Falco, Cambridge, ON, CAN
(6) Excellent (6 reviews)
1 / 59

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
"With a family of 13 we needed a large home near Disney property. Our selection of Emerald's Cove proved to be a very good decision. Although we spent 12- 13 hours a day for 6 days at the parks, the back yard pool and the large kitchen table served our..."
- George Dean, Ringwood, New Jersey
(5) Excellent (5 reviews)
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 / 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 • TV (Antenna)
"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 / 23

Kissimmee Villa
14 BR / 8 BA / Sleeps 32 14 32 7 night min stay
Villa / 14 Bedrooms / Sleeps 32
14 bedrooms 8 bathrooms Sleeps 32
High Speed Internet • Dishwasher • Microwave
"We rented the two 7bedroom Villas for the Mothers Day weekend and it was everything and More than we needed! The kitchen was very well equipped, the bedrooms were of good size, the pools were large and the jacuzzis were great! The house had enough..."
- Donna Ferguson-Edwards, Hollywood, Fl.
(18) Excellent (18 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 / 44

Kissimmee Villa
8 BR / 5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"Our group stay at 1051 Tourmaline drive Kissimmee vacation home was marvelous. The youth wing of the United Liberian Association of Bucks County- ULAB, Pennsylvania was on a one week vacation to Disney. The house was accommodating as each member of our..."
- Alexine Kparh, fairless hills
(13) Excellent (13 reviews)
1 / 56

Kissimmee Home
9 BR / 6 BA / Sleeps 20 9 20 3 night min stay
Home / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
"Stayed with my family for 2 nights. Was an amazing experience! House is very spacious and accommodated my family of 22 with ease. Home was very clean and well kept. Pool was very cold - I advise you to request heating services otherwise your spa (jacuzzi)..."
- Dee-Dee Richards-Johnson, Kissimmee, FL USA
(8) Excellent (8 reviews)
1 / 22

Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 4 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Stayed for a week. The villa has everything you could ever need. So close to the 192 for restaurants and supermarkets. We had a fantastic time would recommend this villa to anyone and we will definitely stay here again see you next year ! !"
- beverley renshaw, sheffield Uk
(8) Excellent (8 reviews)
1 / 32

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 18 7 18 Min stay varies
Villa / 7 Bedrooms / Sleeps 18
7 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"This home was very beautiful felt like home away from home decorated very nicely updated with the latest modeled equipment pool and jacuzzi in the back were very relaxing in the evening all the TVs were high definition and we had more than enough space."
- suprina craig, Indianapolis Indiana USA
(9) Excellent (9 reviews)
1 / 24

Kissimmee Home
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"This finely appointed home provided just the oasis we needed after busy days at the parks and shopping spots of Orlando. Home is spacious, clean, well decorated. The beds were super comfy, lots of linens at our disposal. The pool and hot tub contained..."
- Gigi Agnes MacDonald, Sheet Harbour, Nova Scotia, Canada
(13) Excellent (13 reviews)
1 / 67

Kissimmee Home
7 BR / 7.5 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 7.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We loved staying in this house. I picked it for the number of bedrooms with baths (7/7.5) along with the size and amenities. We were not disappointed with anything about the property or the customer service. It's close to everything including Disney. ..."
- Vickie Wilks Wisian, Texas
(1) Excellent (1 review)
1 / 32

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
"The home was clean and spacious. My daughter loved the d├ęcor and took pictures so that she can replicate it. There was a leak in the faucet so I called the repairman. He was polite and responsive. When he was unable to repair it so he went out immediately..."
- Lisa Murray, Baton Rouge,LA
(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.