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Vacation Rentals & House Rentals in Kissimmee

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Vacation Rentals & House Rentals in Kissimmee

About Kissimmee

25,236 house rentals

Luxury 4 Bedroom Villa w/pool, 2 Miles from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Beautiful Home, It was so relaxing and comfortable!!” Our family had a wonderful time on our Vacation. The location was very convenient. The pool and hot tub was great. The house was amazing, and my children loved it, I like the entrance to the pool a

Price per night from

$105

1 / 15

New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 2 hours 13 minutes

Price per night from

$90

1 / 24

Stunning New Four Bedroom Close To Disney 5143A

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$104

1 / 45

Luxury 2 miles from Disney w/Princess Rm, Pool/Spa

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

“Great place” The location is perfect. The owners were easy to work with. I feel they red to find a better. Leaning company. Not as clean as I would have liked. Overall it was a great place to stay.

Price per night from

$175

1 / 18

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 30 minutes

Price per night from

$75

1 / 23

SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Beautiful home!” Beautiful home, spacious. There were a few small hiccups, but the homeowner was so attentative! She quickly resolved any issues. The home is close to the parks, not too much time in the car, that was nice. Overall, my family truly enj

Responds fast! avg. 3 hours 28 minutes

Price per night from

$155

1 / 36

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

“Awesome vacation!!” My husband and I took our 3 year old daughter and had a wonderful time. The house had everything we needed and more. We felt right at home from the time we got there until the time we went home. The pool and hot tub were perfect

Price per night from

$100

1 / 16

Kissimmee Townhouse 4 bedrooms

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

“Great Place” This vacation home is absolutely beautiful and convenient to everything. Still here and having a great time.

Responds fast! avg. 3 hours 56 minutes

Price per night from

$120

1 / 26

2636TW- Veranda Palms

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$196

1 / 37

Indian Creek vacation home with 4 bedrooms, 3 bathrooms, 2 suites and private po

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$119

1 / 16

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$99

1 / 46

Regal Oaks - The Official CLC World Resort - Two bedroom Townhome

Kissimmee townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$169

1 / 31

Furnished apartment - weekly & monthly Orlando rental.

Kissimmee hotel apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Place to stay” I stayed at the Island Club for a period of 3 months and was very happy with my stay. It was quiet, and comfortable. I liked the layout of my condo which was on one floor. My family of 5 had plenty of room to enjoy. I also

Price per night from

$89

1 / 21

Disney Paradise, Charming Getaway with a Pool and Grill

Kissimmee house

6 bedrooms / 3 bathrooms / sleeps 12

“Amazing stay” The house was gorgeous! Updated stuff, beds, rooms, bathrooms were great. The post was accurate. Close to just about everything. Down the street from Disney. Lovely gated community. Easy, also easy to book, no problems. Definitely would

Price per night from

$124

1 / 26

Cat Woman - SN2684

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$145

1 / 32

** SEPT & OCT SPECIAL ($1000 for Week) (TAXES INCLUDED IN PRICE) **********

Kissimmee house

4 bedrooms / 5 bathrooms / sleeps 10

“Awesome Stay!” Can't say enough great things about this property. It was everything as described and pictured. The location was perfect being only about 20 minutes from the Disney parks. The pool, which is beautiful, was a welcome addition after s

Price per night from

$129

1 / 28

Spacious 7 Bedroom home at Bella Vida

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 14

“Veranda Palms” This place is Awesome.The homes are spacious. Everything was perfect.The staff was very helpful and on point.

Price per night from

$230

1 / 24

1.5 M to Disney,From $70/nt,3BR 1600 sqft Townhome

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 2 hours 13 minutes

Price per night from

$70

1 / 27

'Casa Linda' Beautiful Lakeside Home with Gym and Hot Tub

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Amazing” Beautiful :) This was definitely a great place to stay My daughter and I had a nice relaxing vacation while staying here Definitely would recommend this to anyone looking for a nice place to stay Thank you :)

Price per night from

$82

1 / 53

Sunrise Valley Villa

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 0 minutes

Price per night from

$129

1 / 37

4002 San Gallo Drive

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Wonderful” The house was great. It was very clean. Felt very safe there-24hr security. Would stay here again. Close to all attractions

Price per night from

$100

1 / 17

Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Great property for the whole family.” It was a great property for the family and a very good location. But because of the cold weather during our stay we could only use the pool and spa one day, and in this time of the year the sun is only in one cor

Responds fast! avg. 2 hours 58 minutes

Price per night from

$119

1 / 24

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Great accommodations for the price!” My best friend, her daughter, and I stayed in Pat and Ron's Holiday Home in June. Overall, for the price you can't really beat it. The house was clean and inviting and in a great location. The neighborhood appears

Price per night from

$88

1 / 49

Minutes to Disney - The Elizabeth Villa is a Wonderful Getaway

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$200

1 / 34

☀ One Time Offer ☀ perfect for families! Spacious pool villa with spa near parks

Kissimmee townhouse

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$131

1 / 48

Colonial type Villa in a beautiful setting.

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 16

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near shop

Price per night from

$165

1 / 51

Oakhill Disney Villa

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$155

1 / 28

Charming 4 Bedroom House, just minutes from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Close to Disney” This house was perfect for our family's first visit to Disney. It's very close to the parks, so getting to the parks right as they opened every day was no problem at all!

Price per night from

$110

1 / 14

Windsor Palms - Luxury Villa with SW Facing Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$155

1 / 29

Lakeside 4BR Home with Private Pool and Game Room! (4787CL)

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$119

1 / 24

Awesome 4 Bedroom Gated Condo with only minutes to the Disney area

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent stay” Great location, Close to outlet stores and wall mart. Lots of things to do around there, Will stay there again, with owners permission. THANK YOU Esmeralda Vicent.

Price per night from

$99

1 / 46

8606 Sunrise Key Drive

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great rental home” The house was very comfortable, roomy, clean, nicely furnished and in a very central location. The WiFi worked fine. The only thing that I didn't know is that you have to bring your own toilet paper, paper towels and there were no

Price per night from

$165

1 / 22

Luxurious Compass Bay Condo Privacy & Rest.599$p/w

Kissimmee townhouse

2 bedrooms / 3 bathrooms / sleeps 6

“Excellent Vacation Home, exceeded our expectations” House with all amenities and supplies needed to share family vacation. The cleanliness and quality of the house greatly exceeded our expectations. We were a month's vacation with two young children

Responds fast! avg. 1 hour 45 minutes

Price per night from

$89

1 / 39

RVH_167 Whisper Way Fantasy

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$102

1 / 23

Prestige 5: Lux Windsor West, S Fc Pool, Lake View

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 20

“Awesome vacation.” We were very impressed with this home. We had all the comforts of home. Spacious area, quite neighborhood. We enjoyed the hot tub and pool. It was a short drive without much traffic to Disney. We would recommend this home to others.

Responds fast! avg. 2 hours 49 minutes

Price per night from

$284

1 / 30

BLUE HORIZON 5-Bed 5-bath not Overlooked on Sunset Lakes

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

“Fabulous holiday home in a fabulous location.” The Villa was the best we have stayed in both for comfort and location.It was just a short 10 minute drive to most attractions and even closer to a choice of supermarkets.The outdoor barbecue area was lov

Price per night from

$206

1 / 77

5 bedrooms, 3 bathrooms + pool near Disney

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$157

1 / 19

Inexpensive Disney Luxury Home, Pet-Friendly, 1 mile from Parks

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Pet friendly gated community” We enjoyed or stay at Manny's townhouse. The neighborhood was quiet, clean, and the neighbors were very friendly. I love that the pool was very close to where we stayed and all the activities we had planned was close by.

Price per night from

$95

1 / 29
Viewing 38 of 25,236

About Kissimmee

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Just south of Disney World in north-central Florida, Kissimmee is a fun, family-style resort town with an unbeatable range of recreation and entertainment options. While most people come here to visit the Magic Kingdom, there are dozens of other ways to enjoy a vacation in this upbeat city. From go-kart racing and miniature golf to water parks and adventure sports, Kissimmee offers family-oriented activities to suit any taste. With its favorably warm and balmy climate, it's no surprise that Kissimmee is a popular destination for many American families throughout the year.

Fun in the sun is the name of the game, yet Kissimmee, FL, also offers great nightlife options, appropriate for the whole family. Every Saturday night in Old Town Kissimmee, there is a classic car cruise through the city streets, accompanied by a live band. Kissimmee is also famous for its dinner theaters, where you can see a Broadway-style performance or a trick horse show while dining. When it comes to food, the dining options are myriad. There are Spanish, Italian, and Japanese restaurants in Kissimmee, in addition to a huge selection of classic American joints, perfect for the kids.

Among Kissimmee's greatest attractions: 

-Walt Disney World: The world's most popular theme park is Kissimmee's most famous attraction, drawing huge crowds every day of the year. 

-Universal Studios Florida: Universal Studios' theme park is dedicated to blockbuster movies, like Harry Potter and Jurassic Park, with plenty of rides, restaurants, and live shows.

-Gatorland: Named after Florida's most famous reptile, Gatorland is a giant animal theme park with lots of wildlife, especially alligators.

-The Holy Land Experience: This theme park recreates the world at the time that Jesus lived, including shows and events with Bible themes.

-Titanic The Experience: This theme park recreates the experience of being on the Titanic.

-Aquatica: SeaWorld's large aquatic park offers amusement rides, an aquarium, and live animal shows. 

-Lake Tohopekaliga: One of the Kissimmee Chain of Lakes, the giant Lake Toho is the place to head for fishing and water sports in Kissimmee. 

As many seasoned Kissimmee visitors know, renting a house can be the most comfortable option when traveling with a family. Accommodating the whole crew, a big rental home or condo gives you lots of private space, while still providing easy access to the regional theme parks. Within the town of Kissimmee, there are plenty of vacation rentals near Disney World, including luxurious villas or large houses with multiple bedrooms, modern entertainment systems, and private pools.

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