Kissimmee Apartment Rentals & Vacation Rentals - 749 Rentals Available

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1 / 48

Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 7 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was very spacious. We had 10 people and never felt crowded. About 15- 20 minutes from Disney. Restaurants nearby. Very quiet neighborhood. Pool was a nice bonus. Lake was beautiful."
- Judy Weatherly Myers, Shrewsbury, PA
(9) Excellent (9 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)
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 / 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 / 17

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 4 night min stay
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Would stay there again this was a beautiful home and close to lots shopping and 5mins away from the mall my daughter love it"
- Foreverchosen Alexizz, St croix usvi
(2) Excellent (2 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 / 30

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"My family and I arrived on Tuesday, 22/11/16 (late that afternoon) after driving in from Fort Lauderdale. Check on at Security was expedited without a hitch and before long we were lodged comfortably in our temporary accommodation. Everyone was pleased..."
- Agnes Mckenzie, Nassau, Bahamas
(64) Excellent (64 reviews)
1 / 26

Kissimmee Home
3 BR / 2.5 BA / Sleeps 8 3 8 5 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We stayed in this lovely little plate last week and we had a great time, the pool was perfect, we didn't need the pool heat as it's was very hot and the cooler water was very refreshing The kids didn't go blue and never came out of it! ! Location..."
- Edward Holmes, Sacramento Ca (originally the uk!)
(3) Excellent (3 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 / 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 / 27

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 5 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"House was great transaction was very easy to work with the owner I would reccomend this house to anyone that was looking for a place to stay. Everything was easy and close bye I will def rent this house again."
- Tj Farrell, Philadelphia pa
(1) Excellent (1 review)
1 / 68

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 3 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This is a big house! Three families would have no problems here and plently of space not to be under each others feet. Close to Disney and main route to all the normal popular attractions. House was clean and tidy, kitchen had everything should you..."
- Dallas Gault, N. Ireland
(2) Excellent (2 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 / 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 / 34

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 5 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We went on a family vacation, 6 people. It's a spacious and clean home, good beds and showers, well equipped kitchen, pretty close to Disney and grocery stores/restaurants. The kids loved the pool and the play room. Staff at the villa were very friendly..."
- Brenda Moreira, Seattle, WA, USA.
(6) Excellent (6 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 / 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 / 17

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 6 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Our family had an excellent stay. From the wonderful floor plan and plentiful bathrooms, to the fully equipped kitchen and pool, we enjoyed it all. It made visiting Disney World so much easier and less hectic. With only a 10- 15 minute drive to all ..."
- Julia Schnellenberger, Stow, Ohio
(22) Excellent (22 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 / 28

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We enjoyed our stay in the townhouse. It was clean and well kept. It had all the amenities of home. We enjoyed the pool in the home as well as the community pool. We will definitely be coming back and look forward to staying at Windsor Hills again!"
- natalie kharchaf, 7682 Sir Kaufman Kissimmee, Fl
(17) Excellent (17 reviews)
1 / 16

Kissimmee Home
8 BR / 5.5 BA / Sleeps 18 8 18 Min stay varies
Home / 8 Bedrooms / Sleeps 18
8 bedrooms 5.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"House was great. It held my whole softball team and our spouses. Plenty of space for everyone to bond and also have our own space. Everyone loved the ping pong table and pool. Couldn't have asked for anything more."
- Danny Cazares, Tucson, AZ USA
(7) Excellent (7 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 / 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)
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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.