Kissimmee Apartment Rentals & Vacation Rentals - 751 Rentals Available

Sort: Relevance
List
Map
Min price
Max price
Bedrooms
Guests
More filters
Your search has been expanded to include more rentals
AMENITIES
RENTAL TYPES
Close x
Loading...
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 / 22

Kissimmee Villa
7 BR / 4 BA / Sleeps 16 7 16 7 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4 bathrooms Sleeps 16
High Speed Internet • Dishwasher • TV (Antenna)
"We had a fabulous reunion with ages 20- 84 having a wonderful time. The theatre room and pool gave everybody time to be together and enjoy each other - can't wait to go back"
- Linda Klink, Philadelphia,PA
(4) Excellent (4 reviews)
1 / 37

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
"Villa was very nice, lots of space for 6 of us. Close to a Walmart Supercentre and not far to all of the attractions. Easy access to I4 the 192 and the 535.While we were there the fridge was replaced as the old one was leaking. The. Management company..."
- Ian Cummings, Durham, UK
(11) Excellent (11 reviews)
1 / 33

Kissimmee Condo
4 BR / 2 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Enjoyed my stay at Legacy Dunes. Everything was as expected. The apartment and surrounding area was very clean, quiet and well kept. Everything that we needed to make our comfortable was available in the apartment. Will stay again!"
- Sonia Miller, Legacy Dunes apt. 13-102
(3) Very Good (3 reviews)
1 / 28

Kissimmee Home
4 BR / 2.5 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This villa has it all ! ! We had an amazing holiday the villa was perfect for us, it had everything we needed. Beds were comfortable, kitchen had everything you would need, master bedroom is perfect it was really lovely and clean and the kids had..."
- Kirsty Carrodus McGrath, London England
(9) Excellent (9 reviews)
1 / 21

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
"We really enjoyed our stay here. The condo was everything we expected. It was nice and clean and we did not encounter any issues at all. It truly felt like we were at home and in fact, our kids kept referring to it as home. I look forward to booking..."
- Karla Gonzalez, Mt. Airy, MD
(7) Excellent (7 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 / 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 / 27

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house was extremely clean, very comfortable and perfect for our family. It was ready when we got to Florida and it had everything we needed while we were on vacation. I received my deposit back as soon as I got home and the owner was very nice ..."
- Cynthia Van Trieste, New Jersey
(20) Excellent (20 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 / 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 / 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 / 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 / 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 / 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 / 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 / 41

Kissimmee Villa
4 BR / 2 BA / Sleeps 10 4 10 3 night min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This Villa is excellent, clean, fresh and a beautiful House. I would recommend this Villa to anyone. It has been updated to a high standard and felt like a home from home. The hot tube is great."
- Katie Hothersall, Blackburn England
(19) Excellent (19 reviews)
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 / 65

Kissimmee Villa
9 BR / 6 BA / Sleeps 20 9 20 Min stay varies
Villa / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
"This was hands down the best family vacation ever and was made possible by staying at this amazing Villa. My entire family was in awe and can't wait to go again next year! Everything was so easy, great communication with the owner/manager. The house..."
- Susan Kast, La Crosse, WI USA
(8) Excellent (8 reviews)
1  2  3  4  5 
12345
page 1 of 26
LoadingLoading...

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.


----

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.