Vacation Rentals & House Rentals in Kissimmee

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22,621 house rentals

Any Week in (FEBRUARY-SPECIAL) $999 (includes TAXES & Final Cleaning)

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

$160

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. 2 hours 30 minutes

Price per night from

$103

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 21 minutes

Price per night from

$228

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

$137

NEW! 4/3 Private Town Home at Storey Lake Resort-Near Disney Theme Parks

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

Price per night from

$171

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 4 minutes

Price per night from

$180

Luxury 4 Bedroom Villa with Private 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

$125

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

$115

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Good” I was a little disappointed this time. I have been going there since 2015. In the past when I had minor problems with the home, the response was quick. This time I called on Saturday to ask about no input message on the tv screen, I was told

Price per night from

$101

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 30 minutes

Price per night from

$115

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 30 minutes

Price per night from

$92

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

$115

April 6-11& 23-30Special.~Windsor Hills 3BD/3BA w/FREE Pool Ht & Welcome Package

Kissimmee house

3 bedrooms / 9 bathrooms / sleeps 8

“A Magical Stay” What's not to love about this home! First and foremost Brandie herself is a genuine person who really cares about the people who stay at her home. From the initial contact of a personal phone call, to her follow ups on every little qu

Responds fast! avg. 2 hours 3 minutes

Price per night from

$132

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 35 minutes

Price per night from

$138

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. 2 hours 30 minutes

Price per night from

$103

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$132

Furnished 4 Bedroom Villa for Rent

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$230

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 22 minutes

Price per night from

$90

Stunning Lake View 7 bdrms 5.5 baths(4 king bed suites)

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

“We enjoyed our stay” It was a nice house. Me and my family enjoyed ourselves. It was clean and the owners were nice and communicative.

Price per night from

$184

☀ 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

$161

FIVE STAR 3 BR Home - Private Pool, Games Room, WiFi, BBQ - Orlando/Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.

Price per night from

$132

Disney condo, 3 bdrm pool view ground floor

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$109

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 22 minutes

Price per night from

$98

Safari Lodge

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Cozy clean stay” Great access to everything. Very clean cozy house, The staff was very friendly and quickly addressed our concerns when there was an issue with the pool alarm. my friends and I had a great stay here!

Responds fast! avg. 49 minutes

Price per night from

$125

NEW LISTING! 3-Bedroom Resort Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

“Beautiful Resort” The unit was absolutely spacious. Chris was very helpful in booking the unit. He told me that the unit number was assigned by the resort and it would be look identical to the pictures. The unit that was assigned to us was exactly as

Price per night from

$184

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

Price per night from

$92

RVH_042R Contemporary Luxury

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$81

Pool Paradise

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“relaxing” Love the house, 2nd time we have stayed there. The only problem was the 1st night the pool heat had not been turned on so we couldn't swim that night. (disappointed) In close driving distance to all parks. Plenty of room.

Responds fast! avg. 49 minutes

Price per night from

$123

Windsor Hills Townhome, end unit/South facing pool

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Perfect family vacation home” We have visited Orlando many times, but after staying in this townhouse at Windsor Hills, I think we have finally found our go-to rental for future Disney vacations. It was clean, spacious, comfortable and stocked with al

Price per night from

$111

Close Disney,Seaworld,Convention center, 5BR towwnhome with hot tub/lake view

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 12

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 2 hours 30 minutes

Price per night from

$115

5 Miles to Disney, spacious villa with amenities

Kissimmee hotel apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excelent” Great place, With all comodities. Strongly recomended. We really enjoy our vacattions at this place,

Responds fast! avg. 1 hour 30 minutes

Price per night from

$102

Our Disney Lodge - Vacation in the Florida Sun

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$208

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. 1 hour 1 minutes

Price per night from

$137

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$101

100 Aker Woods

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“AMAZING!!!” This house was Wonderful! Exactly as described! Loyalty USA was GREAT to work with!!! Very pleased all around!!!!

Responds fast! avg. 49 minutes

Price per night from

$148

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

$184

New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 2 hours 30 minutes

Price per night from

$355

New Opening 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Family vacation” This by far was the best we went to. There is something for everyone to do down to the kids, the house was beautiful.

Responds fast! avg. 2 hours 30 minutes

Price per night from

$298

Viewing 38 of 22,621
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.