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Kissimmee Apartments & Vacation Rentals - 3283 Rentals Available

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3,283 Vacation rentals

(6)

1 / 29

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
“We went with two families and everyone loved the place! It was close to Disney. Relaxing in the hot tub after a day a Disney was perfect...”
- Review left on 12/23/2017

$120.00

Excellent (6 reviews)

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from $120.00 / night

(8)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Accommodation was perfect. We wanted a relaxing weekend getaway and this home more than exceeded our expectations. We will definitely book this house again...”
- Review left on 09/19/2017

$100.00

Excellent (8 reviews)

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from $100.00 / night

(2)

1 / 118

Kissimmee House

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

$65.00

Excellent (2 reviews)

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from $65.00 / night

(53)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thank you for allowing us to stay at your beautiful home this week! Everything was perfect! It was clean, had everything we needed and was convenient to every place we needed to go. Would definitely recommend to anyone needing a place to stay close...”
- Review left on 06/24/2017

$125.00

Excellent (53 reviews)

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from $125.00 / night

(16)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Certificate of Excellence

$95.00

Excellent (16 reviews)

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from $95.00 / night

1 / 21

Kissimmee Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$39.00

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from $39.00 / night

(14)

Certificate of Excellence

1 / 59

Kissimmee Villa

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

Certificate of Excellence

$70.00

Very Good (14 reviews)

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from $70.00 / night

(67)

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

$59.00

Very Good (67 reviews)

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from $59.00 / night

(10)

1 / 12

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The property is perfect. The pictures don't do the pool justice. It is one of the nicest pools you'll see on a vacation property. We had 3 children all 3 and under and it was no problem at all. The drive to Disney was a very quick and easy drive and...”
- Review left on 12/02/2017

$75.00

Excellent (10 reviews)

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from $75.00 / night

(19)

1 / 34

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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...”
- Review left on 12/31/2016

$185.00

Excellent (19 reviews)

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from $185.00 / night

(42)

1 / 36

Kissimmee House

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

$150.00

Excellent (42 reviews)

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from $150.00 / night

(49)

1 / 64

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My grandson was invited to Select 30 at ESPN. Graham told me this house was only 15 minutes away. This house is a perfect location for Disney facilities. Once out of the subdivision, you make one turn and you are at Disney. We enjoyed the pool at...”
- Review left on 08/31/2017

$114.00

Excellent (49 reviews)

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from $114.00 / night

1 / 25

Kissimmee Villa

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

$169.00

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from $169.00 / night

(1)

1 / 27

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

$69.00

Excellent (1 reviews)

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from $69.00 / night

(8)

1 / 33

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We've stayed in a lot of vacation homes in this area over the last 20 years and I have to say that this was one of the best equipped that we've ever stayed in. The house has been recently renovated and everything was very nice and clean. The pool is...”
- Review left on 03/11/2017

$189.00

Excellent (8 reviews)

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from $189.00 / night

(1)

1 / 15

Kissimmee Condo

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning
“This place met our expectations. Clean, fully equipped, safe, close to the pool, theater room,gym and max of 10 minutes to the disney parks. Stores are like 5 minutes away. I am glad we choose this particular condo. The owners get back to you...”
- Review left on 06/03/2017

$85.00

Excellent (1 reviews)

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from $85.00 / night

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

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

Certificate of Excellence

$100.00

Excellent (8 reviews)

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from $100.00 / night

(3)

1 / 23

Kissimmee Apartment

  • 3
  • 8
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$69.00

Excellent (3 reviews)

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from $69.00 / night

(4)

1 / 84

Kissimmee House

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

$70.00

Excellent (4 reviews)

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from $70.00 / night

(1)

1 / 18

Kissimmee House

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

Excellent (1 reviews)

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from $199.00 / night

(4)

1 / 71

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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...”
- Review left on 11/25/2014

$185.00

Excellent (4 reviews)

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from $185.00 / night

1 / 86

Kissimmee Villa

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

$150.00

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from $150.00 / night

(38)

Certificate of Excellence

1 / 75

Kissimmee House

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

Certificate of Excellence

$140.00

Excellent (38 reviews)

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from $140.00 / night

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area...”
- Review left on 03/10/2016

$185.00

Excellent (13 reviews)

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from $185.00 / night

(4)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • 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

$185.00

Very Good (4 reviews)

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from $185.00 / night

(3)

1 / 22

Kissimmee Villa

  • 5
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“10 of my family stayed at this Villa. It was perfect so much space. The villa is very well equipped with everything you could possibly need Thank you for a wonderful holiday”
- Review left on 07/11/2016

$165.00

Excellent (3 reviews)

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from $165.00 / night

(9)

1 / 16

Kissimmee Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I stayed at this place for a week. We loves it the house is super clean it's close to every disney park the pool was really clean too. The only thing we didn't like was the parking spot every nigth when we got home we had to park on the...”
- Review left on 06/29/2016

$59.00

Excellent (9 reviews)

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from $59.00 / night

(1)

1 / 45

Kissimmee House

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

$259.00

Excellent (1 reviews)

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from $259.00 / night

1 / 25

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95.00

Inquire

from $95.00 / night

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$129.00

Excellent (13 reviews)

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from $129.00 / night

(12)

1 / 38

Kissimmee Villa

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

$185.00

Excellent (12 reviews)

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from $185.00 / night

(9)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • 2 nights min
  • 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

$157.00

Very Good (9 reviews)

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from $157.00 / night

(7)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house the perfect size for my family. The pool was great. The game room was awesome and had great games. Overall one of the best rental homes you can get...”
- Review left on 11/25/2017

$135.00

Very Good (7 reviews)

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from $135.00 / night

(5)

1 / 22

Kissimmee Villa

  • 6
  • 13
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$196.00

Excellent (5 reviews)

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from $196.00 / night

(11)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Our stay was just breathtaking. The best stay ever! For most of us it was our first time experiencing a Vacation home and they definitely suggest to come back again! Everything was in place , everything was clean and well taken care of, the pool was...”
- Review left on 09/12/2017

$180.00

Very Good (11 reviews)

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from $180.00 / night

(4)

1 / 22

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house is extremely comfortable and accommodating. We had 6 adults and 3 children and there was plenty of room. The home is very clean overall and had lots of the essentials. For anything extra you may need there are tons of local shopping...”
- Review left on 11/17/2017

$142.00

Excellent (4 reviews)

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from $142.00 / night

(29)

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly
“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”
- Review left on 12/20/2016

$95.00

Very Good (29 reviews)

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from $95.00 / night

(8)

1 / 31

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“This was a nice, spacious townhouse style condo. We were happy and comfortable. It was as advertised. Would stay there again...”
- Review left on 06/25/2016

$59.00

Very Good (8 reviews)

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from $59.00 / night

1 / 18

Kissimmee House

  • 6
  • 14
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$230.00

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from $230.00 / night

(15)

1 / 11

Kissimmee Apartment

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

$115.00

Excellent (15 reviews)

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from $115.00 / 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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