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Kissimmee Apartments & Vacation Rentals - 598 Rentals Available

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598 Vacation rentals

(33)

1 / 75

Kissimmee House

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

$140

Excellent (33 reviews)

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from $140 / night

(12)

1 / 24

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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...”
- Review left on 01/01/2017

$109

Very Good (12 reviews)

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from $109 / night

(41)

1 / 36

Kissimmee House

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

$150

Excellent (41 reviews)

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from $150 / night

(1)

1 / 45

Kissimmee House

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

$289

Excellent (1 reviews)

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from $289 / night

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

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

Certificate of Excellence

$53

Excellent (8 reviews)

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from $53 / night

(23)

1 / 44

Kissimmee House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$250

Excellent (23 reviews)

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from $250 / night

(12)

1 / 11

Kissimmee Apartment

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

$89

Excellent (12 reviews)

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from $89 / night

(1)

1 / 28

Kissimmee Condo

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“**I made the contact and found this condo for my daughter that is active duty Military, the following were her comments on the the rental: Lots of room, owner was very helpful with information, answered emails quickly. Easy deal on short notice....”
- Review left on 09/27/2016

$75

Excellent (1 reviews)

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from $75 / night

(14)

1 / 38

Kissimmee Villa

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

$96

Excellent (14 reviews)

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from $96 / night

1 / 57

Kissimmee House

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

$122

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from $122 / night

(5)

1 / 24

Kissimmee Villa

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“this is a very nice home for big families and is very short drive to Disney world would stay there again”
- Review left on 12/05/2016

$169

Very Good (5 reviews)

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from $169 / night

(5)

1 / 33

Kissimmee Apartment

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

$70

Excellent (5 reviews)

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from $70 / night

(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“We had a very nice time, the house was located to anything we needed. Very close to shopping centers and theme parks. The house was clean and confortable and well equipped. We had a great time...”
- Review left on 01/31/2017

$61

Excellent (22 reviews)

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from $61 / night

(5)

1 / 98

Kissimmee House

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

$49

Excellent (5 reviews)

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from $49 / night

(4)

1 / 20

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The Kennedy 1 has everything you need to enjoy a family vacation. Bob and Diane were easy to book with and to get in contact with during our stay. The house comes equipped with everything you need and is a 10 minutes drive away from restaurants...”
- Review left on 08/06/2016

$75

Excellent (4 reviews)

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from $75 / night

(6)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything at the house was perfect. Clean and running properly. Kids were kept busy with game systems and pool tables. Wish there were more selection of bigger sauce pots. But other then that no complaints...”
- Review left on 08/11/2015

$180

Very Good (6 reviews)

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from $180 / night

1 / 18

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$125

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from $125 / night

(27)

1 / 26

Kissimmee Townhouse

  • 3
  • 6
  • 4 nights min
  • Ask about children
  • Air conditioning
“Loved this condo and our experience with the owner from beginning to end. Kim was quick to reply (usually less than 10 minutes) and very easy to communicate with and was incredibly patient with all of the questions that arise when traveling with two...”
- Review left on 05/09/2017

$70

Excellent (27 reviews)

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from $70 / night

(10)

1 / 41

Kissimmee Villa

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

$175

Excellent (10 reviews)

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from $175 / night

1 / 41

Kissimmee House

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

$140

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from $140 / night

(8)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 116 mi
  • Swimming pool
“Over all,This was a beautiful home. We had a great time visiting Fla. This home is very close to all the attractions we had planed to visit. All within 20 min. or so. Let me tell you about the home, I was very happy when I walked in the door. The...”
- Review left on 10/12/2016

$157

Excellent (8 reviews)

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from $157 / night

(1)

1 / 41

Kissimmee Villa

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

$375

Excellent (1 reviews)

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from $375 / night

(2)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a wonderful time at this home. The house is spotless and the bedrooms are all very comfortable. The pool is lovely and we also took advantage of having access to the huge clubhouse pool . The commute to Disney was easy and quick. The owner...”
- Review left on 05/16/2016

$180

Very Good (2 reviews)

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from $180 / night

(43)

1 / 64

Kissimmee House

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

$122

Excellent (43 reviews)

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from $122 / night

(9)

1 / 39

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We really enjoyed this home. It was a nice break from the busyness of the Disney parks. We loved having an entire house to relax in rather than a hotel room, especially since we are a family of 6. The pool was nice as well, we loved having it all...”
- Review left on 11/30/2016

$100

Very Good (9 reviews)

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from $100 / night

1 / 18

Kissimmee House

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

$200

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from $200 / night

(3)

1 / 62

Kissimmee House

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

$39

Excellent (3 reviews)

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from $39 / night

(57)

1 / 39

Kissimmee House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Renting this vacation rental home was the best choice our family could do. Since day 1st when we decide to start looking for a vacation rental the owner Mr. Beck, got back to me and made all the process so smooth and easy to handle. He is the most...”
- Review left on 01/19/2017

$129

Excellent (57 reviews)

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from $129 / night

(2)

1 / 16

Kissimmee Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“From the water-park pool (slides, lazy river, beach entry pool, multiple hot tubs) to the varied music and activities this resort is a terrific place to spend your stay. Even better however for trips to Disney since they have a free shuttle or the...”
- Review left on 01/12/2016

$89

Excellent (2 reviews)

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from $89 / night

1 / 38

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

from $100 / night

(1)

1 / 47

Kissimmee Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$79

Excellent (1 reviews)

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from $79 / night

(6)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This place was more than enough room for the 6 of us. House had everything needed for a weeks stay, from linen to appliances to to prepare and make nightly meals. If I had to change anything I would equipped the smaller three bedrooms with overhead...”
- Review left on 07/20/2016

$100

Excellent (6 reviews)

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from $100 / night

(4)

1 / 21

Kissimmee Condo

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“The condo's location was ideal, with many shops and restaurants just minutes away and centrally located to the Disney parks. It had everything we needed and the amenities were a plus. It was clean and air-conditioned. We would definitely rent it...”
- Review left on 03/13/2013

$109

Very Good (4 reviews)

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from $109 / night

(60)

1 / 23

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“My Wife and I and Her Brother and his wife ( we are all in our mid sixties) stayed in this rental for the month of February. When we arrived everything was set up well for us from clean linens to the dining room table all set for a meal. The...”
- Review left on 03/08/2017

$49

Excellent (60 reviews)

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from $49 / night

(2)

1 / 100

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$65

Excellent (2 reviews)

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from $65 / night

(5)

1 / 37

Kissimmee Villa

  • 8
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 138 mi
  • Swimming pool

$299

Excellent (5 reviews)

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from $299 / night

1 / 86

Kissimmee Villa

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

$150

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from $150 / night

(1)

1 / 37

Kissimmee Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$89

Excellent (1 reviews)

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from $89 / night

(50)

1 / 27

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The accommodations were excellent, all the amenities required for a comfortable stay, the place was very clean, the HVAC worked fine no issues. I recommend staying here to anyone. Than you for everything Manny and Carmen we will be back soon...”
- Review left on 01/23/2017

$79

Very Good (50 reviews)

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from $79 / night

(5)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“For 7 guys on a golf trip this house was exactly what we needed. There were 7 beds, along with 2 pull out couches, giving us plenty of beds. Four bathrooms made getting ready to play golf or to go out to dinner was very easy. The pool and hot tub...”
- Review left on 01/20/2017

$100

Very Good (5 reviews)

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from $100 / night

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.
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