Search 105,200+ Vacation Rentals
✕

Kissimmee Apartments & Vacation Rentals - 336 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

336 Vacation rentals

1 / 25

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$169

Book

from $169 / night

Book

(23)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149

Very Good (23 reviews)

Book

from $149 / night

Book

(5)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Very Good (5 reviews)

Book

from $100 / night

Book

(21)

1 / 64

Kissimmee Villa

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$120

Excellent (21 reviews)

Book

from $120 / night

Book

(1)

1 / 45

Kissimmee House

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$289

Excellent (1 reviews)

Book

from $289 / night

Book

(14)

1 / 38

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95

Excellent (14 reviews)

Book

from $95 / night

Book

(42)

1 / 36

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$157

Excellent (42 reviews)

Book

from $157 / night

Book
1 / 86

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

$150

Book

from $150 / night

Book

(8)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$180

Very Good (8 reviews)

Book

from $180 / night

Book

(3)

1 / 62

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$39

Excellent (3 reviews)

Book

from $39 / night

Book

(35)

Certificate of Excellence

1 / 75

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Certificate of Excellence

$145

Excellent (35 reviews)

Book

from $145 / night

Book

(6)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Excellent (6 reviews)

Book

from $100 / night

Book

(44)

1 / 64

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$114

Excellent (44 reviews)

Book

from $114 / night

Book

(4)

1 / 21

Kissimmee Condo

  • 3
  • 8
  • 1 night min
  • Child friendly
  • Air conditioning

$129

Very Good (4 reviews)

Book

from $129 / night

Book

(13)

1 / 24

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$109

Very Good (13 reviews)

Book

from $109 / night

Book

(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$61

Excellent (22 reviews)

Book

from $61 / night

Book

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

$100

Excellent (8 reviews)

Book

from $100 / night

Book

(13)

1 / 11

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$90

Excellent (13 reviews)

Book

from $90 / night

Book

(7)

1 / 33

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149

Excellent (7 reviews)

Book

from $149 / night

Book

(1)

1 / 100

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$59

Very Good (1 reviews)

Book

from $59 / night

Book

(1)

1 / 41

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$375

Excellent (1 reviews)

Book

from $375 / night

Book

(4)

1 / 29

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$185

Excellent (4 reviews)

Book

from $185 / night

Book

(13)

1 / 59

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$69

Very Good (13 reviews)

Book

from $69 / night

Book

(5)

1 / 98

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$49

Excellent (5 reviews)

Book

from $49 / night

Book

(3)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$185

Very Good (3 reviews)

Book

from $185 / night

Book

(28)

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$100

Very Good (28 reviews)

Book

from $100 / night

Book

(62)

1 / 23

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$49

Excellent (62 reviews)

Book

from $49 / night

Book

(29)

1 / 26

Kissimmee Townhouse

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Private garden

$70

Very Good (29 reviews)

Book

from $70 / night

Book
1 / 16

Kissimmee Condo

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$111

Book

from $111 / night

Book

(3)

1 / 26

Kissimmee Townhouse

  • 3
  • 8
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$79

Very Good (3 reviews)

Book

from $79 / night

Book

(21)

1 / 28

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$79

Excellent (21 reviews)

Book

from $79 / night

Book

(19)

1 / 16

Kissimmee Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$143

Excellent (19 reviews)

Book

from $143 / night

Book

(84)

1 / 102

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$65

Very Good (84 reviews)

Book

from $65 / night

Book

(14)

1 / 33

Kissimmee Apartment

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$80

Very Good (14 reviews)

Book

from $80 / night

Book

(3)

1 / 41

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

$150

Average (3 reviews)

Book

from $150 / night

Book

(10)

1 / 41

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$175

Excellent (10 reviews)

Book

from $175 / night

Book

(6)

1 / 24

Kissimmee Villa

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$169

Very Good (6 reviews)

Book

from $169 / night

Book

(52)

1 / 30

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$49

Very Good (52 reviews)

Book

from $49 / night

Book

(35)

1 / 50

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$99

Very Good (35 reviews)

Book

from $99 / night

Book

(13)

1 / 31

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$157

Excellent (13 reviews)

Book

from $157 / night

Book

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.
Read More