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Vacation Rentals & House Rentals in Kissimmee

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11,368 house rentals

Disney 5 Star Vacations / The Osprey Villa

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Great House!” Great house, lots of room for 8 adults down for a golf trip. Close to all of the courses we played. Celebration, Mystic Dunes, Falcons Fire, Orange Lake. The longest drive we had was 15 minutes! House was very clean with plenty of utensils, plates, glasses, and towels.

Responds fast! avg. 1 hour 43 minutes

Price per night from

$144

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Price per night from

$125

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 3 hours 1 minutes

Price per night from

$158

Debbie's Florida Retreat a Luxury Vacation Home

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Fabulous Stay in Kissimmee” We loved staying at this home. It was so fun for the kids to have a private pool and so convenient for us as parents. The house has everything you need to make the stay easier...including a crockpot and belgian waffle maker. It was a nice distance from DisneyWorld. The only negative was the distance to Universal Studios. We would totally stay at this home again! We loved it! Also, Chad and Debbie are easy to work with and quick to respond and help your stay work well. We had initially booked to come in March 2020 and had to push it back a year due to covid-19. They could not have made the process easier.

Responds fast! avg. 3 hours 45 minutes

Price per night from

$194

villanirvana

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Family trip” This was a wonderful trip and the house was magnificent. My family felt very at home and the pool was wonderful after a long hot day at the park.

Responds fast! avg. 46 minutes

Price per night from

$162

BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 5 minutes

Price per night from

$120

Family-Friendly Large Villa with a Pool, Jacuzzi,

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$158

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 59 minutes

Price per night from

$138

Seven Palms at Waterford Way

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Decent” Nice for a gate away. The rugs in the bathrooms need to be washed and the b es were uncomfortable. Location was great near everything.

Price per night from

$115

Superb 4 Bedroom Home, just 3 minutes from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Clean, comfortable and convenient” This home was perfect for us. We took our two teenage daughters with friends. The house has everything you need, it’s very clean and close to all of the Disney parks. The garage is full of games and the pool and spa are an added bonus.

Responds fast! avg. 2 hours 2 minutes

Price per night from

$184

2-bed + Loft Villa in Kissinmmee, FL for 10 people

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$213

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

“Mickey Mouse Hut” Wonderful home. Everything you need for a home away from home. Pool was awesome. More than enough pool towels to use. Home was very spacious. Only complaint I had was it was not enough cookware to use to cook meals enough for a large group. Other than that small gesture, I give it 5 stars. Thanks for letting us share another vacation in Florida in your home.

Price per night from

$152

3 bedroom Townhouse close to Disney

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$224

3074 Compass Bay Relaxing 3 Beds

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 41 minutes

Price per night from

$150

Disney World... Minutes Away! Luxury 6 BR/4 BA

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

“VERY COMFORTABLE HOME, WITH ALL THE AMENETIES REQUIRED, AT A EXCELENT LOCATION.” The location is excellent just of us192 and only minutes from I-4 which makes it easy to get to & from the attractions. There is a Walmart being constructed just a couple of minutes from the main gate, which will make future stays even better. The first floor bed room can use an update, the mattress has a dent in the middle, otherwise the home is great and has all the items required.

Responds fast! avg. 36 minutes

Price per night from

$224

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 14 minutes

Price per night from

$155

3/2 for 6 near WDW !!!

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$275

Minutes to Disney! Huge Luxury Home 6 bedroom 3.5 bathroom with a Pool

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$572

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked neighborhood daily and it was very safe, neighbors would wave hello. Robert was very helpful and truthful about everything he described about his home , we will definitely rent again!!

Responds fast! avg. 3 hours 52 minutes

Price per night from

$224

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Great stay!” When we got to the house it was very clean and felt cozy like you are in you own house. The pool was also great not to mention the kitchen was absolutely good they got everything we needed it to make a good mealfoe my family and save some money.

Responds fast! avg. 3 hours 49 minutes

Price per night from

$121

DisneyVacationRental 3BR 2Bath w Pool heat from $85/night

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 6 minutes

Price per night from

$109

With your partner or with your Family near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$171

Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

Price per night from

$216

Superior Home with Private Pool, 4307

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 20 minutes

Price per night from

$235

Sonshines Florida Villa, Peaceful Getaway and Pool

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 8 minutes

Price per night from

$197

Casa Mickey, Windsor Hills Townhome

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$144

Your private oasis on Disney's Doorstep is awaiting

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$228

Kissiimmee Fl compass bay townhouse 12 people

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 1 minutes

Price per night from

$126

Doorstep of Disney! 2-Bedroom Condo in Kissimmee

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$275

Pluto's Pad Lindfields, Stunning Villa in a Great

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$114

Pet Friendly Home, Close to Disney, 4904

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 20 minutes

Price per night from

$161

4 bed 3 bath villa, private heated pool overlooking lake, WiFi, Netflix Apple TV

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 2 minutes

Price per night from

$167

Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 9 minutes

Price per night from

$205

Hideaway Villa,Terra Verde Resort - Xbox,PS2,Games Room, Pool

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

“Great Family home, very clean, good location.” Thank you for a great vacation. The house was everything we needed and more. The location was a little further away from some amenities but it was quiet and in a nice friendly neighborhood. We enjoyed our stay very much.

Price per night from

$178

All Roads Lead to Disney and Our Spacious Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$121

Windsor Palms Resort Condo Taina

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 21 minutes

Price per night from

$132

4BR/3BA 1650 sqft Condo from $80/nt, 2 Miles to Disney

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 53 minutes

Price per night from

$121

Executive 4 Bedroom / 3 Bathroom Lake View Home in Gated Resort Community

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful” This VRBO was perfect for our large family! Plenty of space and the space was nicely kept. Well maintained and clean! Highly recommended

Responds fast! avg. 3 hours 41 minutes

Price per night from

$144

Viewing 38 of 11,368
rentals in Kissimmee

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About Kissimmee

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.

Top Destination reviews

3 Bed 2 bath Pool Home
Amazing stay!!

This home was nice and cozy with comfortable beds and pillows. The neighborhood was quiet and peaceful. Only thing that I had a problem with was the pool. But other than that my family and I had an awesome time staying there. … see more
Luxury 4 Bedroom Villa in 5* Resort 3 miles to Disney w Strict Cleaning
Vacation Florida

Great place to stay and will recommend. The accommodation was perfect and my needs was met. Great service, amenities and security. Perfect place for single family. … see more
Spacious 4-bed lakeside pool villa near Disney
Great Location

We stayed from Saturday to Saturday. Overall the house was good. Pros: Clean, spacious, close to Disney Parks, close to stores, very quite place, easy access, comfortable furnitures, Cons: master bedroom was hot, internet service went down mostly at night time like it has a timer at night, and odd times during day time only for few minutes, the pool only the first day when we arrived pool was with cloudy water and water very hot all the time, we think the heater was on. Cable TV, we had two afternoons that we had no signal. The house has two blenders both not working. No raw meat knife, we had to buy our own for cooking. We wanted to use the garage to place our car, it has many objects we could not use it.see more
8BR Home - Family Luxury Resort - Private Pool, Theatre and Games!
Wonderful family friendly home

This home is beautiful and set-up to accommodate a large group comfortably! From the large kitchen open to gathering space and dining room to all the beautiful bedrooms and movie theater upstairs. The backyard with screened in pool overlooks a lake and even has a pathway around the lake accessible from the yard. This was an added bonus for after dinner walks. Thank you to the host for excellent communication and being there to answer all my questions. I will absolutely use you again!see more
Great Rates
Must go!!!

Great place for family vacation! Lots of room, private pool, close to Disney and 30 min from the airport. It also offer many restaurants around, and the kids love it. Close gate community, well maintained !!! A must go!!! … see more
Luxurious Decor 4 Bd w/ Pool Close to Disney 4820
Florida vacation

The stay was great felt like I was at home for my vacation the house was spacious and beds were super soft. Conveniently located within 15 minutes from parks after this stay I will only book my vacations through flipkey. … see more

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