Kissimmee Apartment Rentals & Vacation Rentals - 753 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 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The house was everything in the listing and more. It was great to relax by the pool in this quiet development after a crowded day at the parks. Linda has thought of everything right down to a 1/2 bathroom outside next to the pool. It was a great stay..."
- Robert Polo, West Hartford, CT
(1) Excellent (1 review)
1 / 17

Kissimmee Home
5 BR / 4 BA / Sleeps 10 5 10 3 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We took our family of 9, including 5 grandchildren, on a Disney area vacation in Orlando. This house was perfect for us! It was close to the parks and grocery stores, was in a nice area, and was a comfy place to stay for our family. There was a park..."
- Karen Daw Kammerath, Sandy, Utah
(21) Excellent (21 reviews)
1 / 12

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 9 4 9 No min stay
Villa / 4 Bedrooms / Sleeps 9
4 bedrooms 2.5 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
"We had an awesome time and the owner was a pleasure also the property manager was awesome and prompt. Beautiful home spacious and clean. Convienant to all atractions"
- Valerie Wright, Ga
(22) Excellent (22 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 / 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 / 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 / 33

Kissimmee Home
6 BR / 4 BA / Sleeps 15 6 15 Min stay varies
Home / 6 Bedrooms / Sleeps 15
6 bedrooms 4 bathrooms Sleeps 15
High Speed Internet • Dishwasher • Microwave
"this was a very good choice. close to Disney only 15 min. away. we were able to get in early. very clean and more than enough room for our 14 guests ."
- Kathy Antonio, buffalo ny
(5) Excellent (5 reviews)
1 / 41

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was perfect for our family and so much better then a hotel! Plenty of space and felt like home. We will definitely be back!"
- Leanne Bushaw Zeman, Grand Forks,ND
(20) Excellent (20 reviews)
1 / 20

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Nice house with everything you need near Walt Disney, restaurants, shops and groceries. Everything easily accessible by car. Thanks for the stay."
- Mathieu Nadeau, Compton, Qc, Canada
(9) Excellent (9 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 / 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 / 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 / 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 / 9

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We had a great stay here. It's outside the hustle and bustle but that was the selling point for us. Quiet area. Nice place. Pool was clean. We were quite pleased."
- Wendy Monk, Newfoundland, Canada
(12) Excellent (12 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 / 25

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We loved the place. We had a big group with us and with a house with six bed room it's the best. Big swimming pool for the kids. It was close to Disney World. Compare to a hotel I rather book this place. It's more private and cheaper"
- Tia Tran, Ma usa
(15) Excellent (15 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.