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Vacation Rentals & House Rentals in Kissimmee

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Vacation Rentals & House Rentals in Kissimmee

About Kissimmee

25,265 house rentals

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

$101

1 / 16

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. 2 hours 45 minutes

Price per night from

$80

1 / 17

From $80/nt,Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great

Responds fast! avg. 1 hour 47 minutes

Price per night from

$81

1 / 23

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. 1 hour 47 minutes

Price per night from

$90

1 / 24

Christine’s Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$81

1 / 17

Disney Area 5 Bedroom Home at Veranda Palms

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$195

1 / 39

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

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

$176

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

$81

1 / 23

Close2theMagic 3br/3ba Townhouse Windsor Hills

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 7

“Vacation comfort at its Best!” This was a family vacation to bring my 5 yr old granddaughter to Disney for her first time. It was spectacular! The condo was so close to Disney that we could be there in a few minutes. The heated splash pool was so a

Price per night from

$119

1 / 43

Lakefront, gated 4Br/3Ba, 6mile to Disney, Private Jacuzzi, Free WiFi/Cable TV

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“Very pleased” We were very pleased with the house and the attention given by the owner, I emailed a concern and 1 hour later it was resolved. House is good for parents with kids.

Responds fast! avg. 1 hour 39 minutes

Price per night from

$66

1 / 40

Amazing 4 Bedroom Pool home with Game Room in Indian Point Community! IP4531

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Price per night from

$113

1 / 23

Winsor At Westisde Resort 8 Bedroom Pool And Spa Home 8832MD

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 3 hours 6 minutes

Price per night from

$291

1 / 18

2610YA 15 Bedroom 13 Bathroom Sonoma Resort

Kissimmee villa

15 bedrooms / 13 bathrooms / sleeps 30

Responds fast! avg. 1 hour 36 minutes

Price per night from

$658

1 / 12

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

$89

1 / 49

Perfect New 5BR with Private Pool in Windsor at Westside (2062RD)

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 29 minutes

Price per night from

$119

1 / 38

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.

Price per night from

$120

1 / 26

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

$166

1 / 51

RVH_221R Terrace Breeze

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$99

1 / 19

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 47 minutes

Price per night from

$81

1 / 25

2612ML. 6 Bedroom 5 Bath Private Pool Home in Trafalgar Village Resort

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$159

1 / 29

4405 GH Pet Friendly Home with Private Pool

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Awesome Experience” Just wanted to share with you what a wonderful experience I had at the home on Great Harbor Lane. The property and neighborhood were exceptional. Look forward to booking my next vacation with Homestead Rental Homes. Thank you once

Responds fast! avg. 2 hours 1 minutes

Price per night from

$106

1 / 29

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer

Responds fast! avg. 3 hours 2 minutes

Price per night from

$110

1 / 35

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. 1 hour 47 minutes

Price per night from

$71

1 / 27

Cat Woman - SN2684

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$180

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

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

$104

1 / 15

****New townhouse 1 mile from the Parks

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

“Nice home” Thank you for the home. It was a very pleasant stay. Great communication with Manny. He answered every question we had, even at the latest hours Thanks you !!!!!

Price per night from

$95

1 / 64

Terra Verde 5 Bedroom with Conservation View

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

“Very nice” The home was just as promised. It was clean and well kept. The location was a straight shot to disney. We didn't have to go on the toll road. Terra verde was great also. I liked the idea of a safe and secure place to stay in a home away fro

Responds fast! avg. 1 hour 39 minutes

Price per night from

$181

1 / 35

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 47 minutes

Price per night from

$80

1 / 30

1 Bdrm Condo, close to Disney, great rate!

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$90

1 / 34

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

$90

1 / 21

Sunny Oaks

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“This has been our second stay in the same house and it's been aw” Sunny Oaks is a beautiful and spacious house. We loved it so much the first time (Aug. 2011) that we rented it again this summer (Aug. 2013). The kids loved the pool and the adults love

Price per night from

$129

1 / 41

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

$96

1 / 29

'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

$83

1 / 53

BEAUTIFUL 7 Bedroom 5 Bathroom Solara Resort Vill

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 1 hour 36 minutes

Price per night from

$199

1 / 49

Disney Villa 4 bedrooms and 3 bathrooms

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$95

1 / 28

Goofys Getaway Townhome @ Emerald Island Resort

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Awesome, definitely would rent again!” I'm definitely going to recommend. Great price & location is so close to everything. I looked at hotel prices compared to this and it's much more reasonable and it's an entire house! As far as the townhouse, I ha

Responds fast! avg. 1 hour 3 minutes

Price per night from

$96

1 / 25
Viewing 38 of 25,265

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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