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Kissimmee Rentals

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Kissimmee Rentals

About Kissimmee

5,285 house rentals

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

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 48 minutes

$178

1 / 18

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

$213

1 / 56

Encantada - The Official CLC World Resort - Two bedroom Townhome

Kissimmee townhouse

2 bedrooms / 2 bathrooms / sleeps 6

$168

1 / 38

Cat Woman - SN2684

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

$135

1 / 32

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

$164

1 / 51

Stunning 6 Bed Pool Home Close to Disney Parks.

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

“Wonderful!” First of all I would like to thank Julie, the owner, for all the excellent help and advice she gave me before and during our stay. Belles Palace is wonderful, it is more than home from home! It's just perfect in every way. The photos a

Responds fast! avg. 2 hours 35 minutes

$223

1 / 44

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

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 22

$336

1 / 29

Villa8513 New upgraded 8 bed at Disney Area

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 20

“Very nice” Was very nice I will recommend to anyone the only problem we had was trash was in pool and the master bedroom upstairs tub was clogged

Responds fast! avg. 1 hour 16 minutes

$217

1 / 76

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.

$119

1 / 26

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 27 minutes

$79

1 / 21

Cozy 3 bedroom / 2 bathroom House With Private Pool And Scenic Lake View

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

$98

1 / 23

Wonder Woman

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

$198

1 / 42

Luxurious Lake Berkley - 5B/53B -Southern Exposure

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

$192

1 / 24

Paradise Found Kissimee Rental

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Lovely Get-away” We were very pleased with this house. The split floor plan was a nice plus and my husband and I loved the master suite with our own bathroom and walk-in closet. The kitchen was large and fully equipped. We liked the smaller table in t

Responds fast! avg. 2 hours 15 minutes

$124

1 / 25

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

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

$127

1 / 29

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

$151

1 / 26

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.

$257

1 / 43

Awarded Game Room,Pool,Spa, 65 4KTV,4/3, Great Reviews below

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Outstanding” Nothing is better than when you rent something away from home and it is exactly how it is described. We were so pleased with Tropical Retreat. It was just plain awesome! It didn't matter what age we were, we all enjoyed the game room.

Responds fast! avg. 52 minutes

$138

1 / 27

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next y

$85

1 / 26

Mickey's Magic lake view villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

$92

1 / 16

Have Your Family's Best Disney Vacation Ever!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

$108

1 / 15

5 Star Windsor Hills condo steps from the pool, renovated 2016

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

$99

1 / 18

Westgate Town Center -1BR 1BA 7 Ngt Max Lux Resort

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

$124

1 / 9

Wow Factor-Interior Designers Own 5 bed/5bath Home

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

$174

1 / 12

Windsor Hills Condo 3Bedroom/2Bathroom Sleeps 8 Gold

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

$88

1 / 14

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 46 minutes

$65

1 / 30

Disney Sunsetlakes villa

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

$109

1 / 15

4725 Ruby Red Lane

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

$154

1 / 33

Free Pool Heat and Total Privacy - The Private Retreat, Minutes from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

$119

1 / 41

Windsor Palms - Condo 2BD/2BA - Sleeps 4 - Gold

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 4

$71

1 / 16

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Beautiful home” The location of the villa alone makes it fantastic. But the sheer size and luxury of the interior make it superb. The huge screen TVs, amazing fitted kitchen and the pool! Well it made our visit extremely comfortable and one I won't ev

$149

1 / 49

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

$105

1 / 15

Orlando area: affordable 2bed+2bath villas 6min to Disney

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 39 minutes

$74

1 / 16

Luxurious 6 bed 7 bath pool home with spa!!

Kissimmee house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 3 hours 4 minutes

$217

1 / 46

5BR Kissimmee House w/ Pool & Resort Amenities!

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 10 minutes

$120

1 / 26

Lake Star Villa

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Florida Fantastic” This was a terrific house and we will definitely stay here again when we come back to Disney/Universal. So close to Disney and local stores and yet quiet for relaxation. Beds were comfortable, home was super clean with ample kitch

$165

1 / 44

Disney Pet friendly vacation home large pool

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 7

“EXCELLENT Property, location and Owner!!” We can highly recommend this Vacation rental property, the location is perfect, very close to the Disney parks, restaurants with varied cuisines, major freeways, etc. The home and pool were EVERYTHING we'd

$154

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Viewing 38 of 5,285

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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