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Kissimmee Rentals

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Kissimmee Rentals

About Kissimmee

5,097 house rentals

$215

Windsor Hills Luxury Villa 6br/4bth 5 Min Disney

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“Would highly recommend this home for family vacation!” We had a great stay. It is such a great location! The owners were very accommodating for anything we needed. Available at anytime if needed. Will definitely be back again in a couple years. We wou

Responds fast! avg. 1 hour 21 minutes

$215

1 / 56

$169

Encantada - The Official CLC World Resort - Two bedroom Townhome

Kissimmee townhouse

2 bedrooms / 2 bathrooms / sleeps 6

$169

1 / 38

$80

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 27 minutes

$80

1 / 21

$339

Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 22

$339

1 / 29

$109

Safari Lodge

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Great place to stay” We enjoyed our stay in Safari Lodge Home and the staff at Loyalty were very friendly and avaliable if needed. The location was wonderful and the home was very clean. We really appreciated the fact that it is a pet friendly home

$109

1 / 42

$165

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 sho

$165

1 / 51

$88

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

$88

1 / 49

$79

1br - Condo in Kissimmee

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

$79

1 / 15

$109

Have Your Family's Best Disney Vacation Ever!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

$109

1 / 15

$128

Luxury 4 Bed 3 Bath Villa with own pool. Games room. Gated Resort near Disney.

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Beautiful Home! Close to all Attractions” Booked stay for 8 nights, We were not there for Disney but very close if you have young kids. Beds were comfortable, Great Kitchen, House was immaculate when we arrived, the table was even set. All the ameniti

Responds fast! avg. 23 minutes

$128

1 / 29

$120

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.

$120

1 / 26

$89

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

$89

1 / 20

$138

(2526-VER) 4 Bed South Facing Pool & Games Room

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

“Great Vacation home!” We are pretty picky at where we stay and this home was a home away from home. Fully stocked kitchen, gorgeous pool and hot tub and a bonus game room. Our kids loved the pool and how close it was to Disney, Sea World, and only 45

$138

1 / 24

$79

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Responds fast! avg. 1 hour 16 minutes

$79

1 / 13

$154

Storey Lake Resort 10 - Exclusive townhouse with shared pool near Disney

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 32 minutes

$154

1 / 18

$80

$80/nt,4BR 1900sqft townhome,lake view,Near Disney,Seaworld,Convention Center

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

$80

1 / 27

$259

New Vacation - Near Disney 6BE/5BA

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

“Thanksgiving Vacation” My family and I loved this property. Everything was clean and up to date. The owner was always just a phone call away. Even on Thanksgiving he was available to answer questions. I'd definitely book this property again.

$259

1 / 43

$178

Reunion Resort 510 - 5 star villa with private pool near Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 32 minutes

$178

1 / 18

$159

FLORIDA BEST VALUE (BEST VALUE OF KISSIMMEE DISNEY FLORIDA

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 11 minutes

$159

1 / 29

$160

5BR Beautiful Disney Villa

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 12 minutes

$160

1 / 29

$80

From $80/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome With HotTub

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

$80

1 / 30

$95

Luxury Lakeside House with private solar heated pool & spa

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 13

“Wonderful vacation home” I rented this house for 6 days for our family’s Disney vacation. The house was wonderful. Great location, very clean. Everything we needed was provided. Would definitely book again.

Responds fast! avg. 2 hours 42 minutes

$95

1 / 73

$250

** The Beautiful Palm Oasis Villa at Emerald Island Resort **

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

$250

1 / 28

$160

Stunning Lake View 7 bdrms 5.5 baths(4 suites)

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

“Florida Vacation 1290 Seasons Blvd, Kissimmee FL” We stayed in this beautiful villa from March 4 -11 2017 and had a wonderful vacation! The home is beautifully furnished with all the comforts of home! We all enjoyed the awesome pool and hot tub! My

$160

1 / 40

$200

TIMESHARE RENTAL AT WESTGATE TOWERS NORTH, KISSIMMEE, FL

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

$200

1 / 4

$105

DisneyVacationHome

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

$105

1 / 24

$106

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

$106

1 / 15

$165

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

$165

1 / 22

$119

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 co

Responds fast! avg. 2 hours 51 minutes

$119

1 / 24

$187

2636TW- Veranda Palms

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

$187

1 / 37

$93

Mickey's Magic lake view villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

$93

1 / 16

$250

Betty Boop - BV210

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 12

$250

1 / 57

$85

Stunning Sunset View, South Facing Pool, Perfect Family Vacation Home!

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

$85

1 / 11

$150

Hideaway at Golden Beach! Gated Resort with Tiki Bar.

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 10

$150

1 / 32

$90

From $90/nt,5br/3ba townhome,Close to Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the h

Responds fast! avg. 1 hour 15 minutes

$90

1 / 28

$135

Holiday Inn Club Vacations At Orange Lake Resort, Near Disny, 3/25to4/1 $140/Day

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 7

$135

1 / 5

$200

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

$200

1 / 77

$250

Storm

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 14

$250

1 / 51
Viewing 38 of 5,097

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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