Magical Family Fun: HomeAway And Vrbo Vacation Rentals In Kissimmee, FL - Updated 2021

Magical Family Fun: HomeAway And Vrbo Vacation Rentals In Kissimmee, FL - Updated 2021

Kissimmee is located in the US state of Florida and is often used as a base-camp for family vacations. That’s because most of the vacation rentals are only a short drive away from the world-famous Walt Disney World and Universal Orlando. Thus, family vacations to Kissimmee are common and, besides being close to theme parks, there are plenty of other family-friendly activities to do, like mini-golfing and water parks. So, what are you waiting for? Read on for some terrific HomeAway and Vrbo vacation rentals for a great family vacation in Kissimmee:

1. Classic Floridian family home (from 95 USD)

There’s a spacious kitchen-cum-dining-area that is very well appointed and modern. It’ll definitely have everything you’ll need to whip up a delicious yet nutritious meal for the entire family. This home is suitable for families with several children because there is plenty of space for the kids to sleep. This room in particular is catered towards kids and it’s aptly decorated with a cartoon poster and some butterflies. Your kids will surely feel right at home! Florida tends to run really hot so you should definitely head out with your kids to cool down in the pool. There’s also an awesome view of the lake and sometimes wild creatures visit, so keep a look out for them.

Full Equiped Villa 7 Guests Private Pool/Spa 3BR/3BA. 9 Miles to Disney Area

Address: Liberty Village (Eagle Pointe South), Kissimmee, FL, USA (see map)

Price: from 95 USD

Number of Guests: 7

2. Behold the Disney magic (from 98 USD)

This living room is large and has plenty of space for the entire family to sit. To utilise the living room to its fullest potential, we recommend gathering your entire family and having a Disney movie marathon before heading off to Disney World. If your children aren’t already excited about visiting Disney World, this room will definitely get them in the mood. The large Disney mural and the vibrant colours will definitely cheer any kid up, and the beds are pretty comfortable as well! We’re sure even the coldest hearts will melt at the sight of the cute Disney-themed bathroom. It’ll definitely put you in a better mood, and that adds to a better bathroom experience. You’ll have access to the screened deck so you can enjoy the Floridian landscapes, and don’t worry about it being too hot as there’s a fan above you! So sit back on the comfortable loveseat and enjoy the view.

3rd Floor Condo in Bldg 1 with West Facing Balcony and Wonderful Sunset

Address: Windsor Hills, Kissimmee, FL, USA (see map)

Price: from 98 USD

Number of Guests: 6

3. Tranquil, private family fun (from 100 USD)

The living room is large, colourful and extremely welcoming, so you’ll definitely feel at home. There are plenty of comfortable surfaces for the entire family to either lie or sit on, so gather everyone to have a family movie night! The open-concept kitchen and dining area are well lit and welcoming, putting anyone in the mood to devour a delicious cooked meal. So crack open the family cookbook and whip up a scrumptious meal with the help of your family in the modern and well-appointed kitchen. The Minions have been a popular character amongst children lately so we believe many kids would love this bedroom! The bedroom is well decorated and the beds are perfectly comfortable so kids will have a great time here. You should definitely take advantage of the large pool at the back of the home. Send your children off for a swim so they can get rid of all that pent up energy and you can lounge on the chairs and work on your tan.

Tranquil Disney Hideaway -Beautiful 3 Bedroom, 2 Bathroom Pool Villa, Sleeps 6

Address: Hamilton Reserve, Kissimmee, FL, USA (see map)

Price: from 100 USD

Number of Guests: 6

4. Plenty of amenities, perfect for families (from 162 USD)

This is a spacious living room that seems extremely welcoming because of the warm-coloured furniture and the brightness from the sun. On days when you don’t feel like heading out, just sit at home and watch some TV. Or you could pop out to the swimming pool! The swimming pool is enclosed in a large yellow-walled shelter, instantly perking people up. If you’re feeling too hot, you should definitely cannonball into the pool and make a large splash; not only is it fun, but it’ll also cool you down. This large master bedroom has a humongous bed, and it has such a plush mattress and soft pillows. It’s comfortable and you definitely won’t encounter any issues falling asleep in the bed’s warm embrace. If you’re bored, put on some TV, it might help lull you to sleep. The perks of being located in a gated community include having access to many of the amenities. You should definitely check out the playground with your kids and tire them out before heading back for bed.

Amazing 3 bedroom 2 bathroom townhome with private pool!!!

Address: Bellavida, Kissimmee, FL, USA (see map)

Price: from 162 USD

Number of Guests: 6

5. The fun never stops here! (from USD 189)

Immerse yourself in the Floridian tropics in this spacious dining and living area! Your entire family will definitely be able to fit at the table and have a great meal. Or there’s enough space for everyone to snuggle up on the couch to watch some morning cartoons. The kids’ bedroom is decorated with a Finding Nemo theme, which is fantastic since it’s a Disney classic and a favourite amongst many children. Your kids will definitely love sleeping in this room, and, if they don’t, they’ll be impressed by the TV and games console! Have an adults versus children game battle, it’s sure to unleash the child within you. If the games console wasn’t enough to entertain your kids, don’t worry! This property features a spacious and well-decorated games room that has plenty of games. From a pinball machine to arcade games and a pool table, anyone of any age will be fully entertained by the end of the night. Even better, you have access to the private pool and jetted hot tub area! Swim some laps or have a soak in the hot tub surrounded by the beautiful tropical greenery and you’ll feel like you’re at a luxurious resort.

Award-Winning Game Room,4/3,Pool,Spa,Fast WiFi,2 Masters,65' 4KTV, Great Reviews
138 reviews
House 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
the sleep number bed in the suite off the pool was absolutely amazing
everything was clean and well maintained
this property was really clean and organized
the home is beautiful clean comfy and fun
clean comfortable game room was as fun as disney for our grandkids
the house was clean cozy close to disney and full of amenities
the best thing is his attentive service
the owner terry was ready and available to assist with any questions or concerns
the location was awesome very close to everything
awesome decor and nice location close to disney
over all good house great neighborhood nice location worth what we paid a night
great home close to everything and cozy
it’s very close to disney parks easy to zip back and forth during the day
Read more reviews

6. Ideal holiday home (from USD 155)

Getaway for a few days and experience the best of what Florida has to offer in this homey holiday home. Ideal for big families, groups of friends of up to ten, this 1,950 sqft (181 sqm) home has 5 bedrooms, and 3 full bathrooms with toiletries provided. This charming home boasts a living room complete with entertainment amenities like a flat-screen TV, Wifi access, and also opens up to the outdoor swimming pool and patio area. There is an ample kitchen area and dining table where guests can eat and prepare their meals. The bathrooms are spacious and clean, one with a hot tub, and two wash bins, with toiletries provided. Other amenities include parking space, pool table, access to the nearby fitness center, and bicycles to explore the area.

Single Storey 5 Bed 3 Bath Villa with Pool, HD-TV , private beach + WiFi
Kissimmee , FL, US
40 reviews
villa 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
the pool was perfect - nicely heated for the little ones
easy wifi access comfortable rooms and eat instruction manual that answered all other questions
my families stay was so much more comfortable and enjoyable because of it
this property was awesome we were 5 adults and 5 kids it was spaciuos with enough room for everyone
everything was clean and very nice
the property was clean and comfortable
it had plenty of space and the house was clean and well maintained
upon arrival at this villa the overall appearance was neat and clean
the home was clean and well maintained and we did not expereience a single issue during our stay
betina and annette were very helpful in the many questions i had
i had a chance to meet the owners and they ere very friendly
the owner was 100% correct and very gentle
friendly gate people
even the guard at the gate was very helpful in giving directions to the many different attractions
the location was great - so close to shopping and eating
very good location close to restaurants and dinner shows
all very accessible and easy to get to from the location
perfect for big family great location would recommend to everyone vacationing with 6 or more people
also we visited several attractions in the area all very close to the villa -- easy
Read more reviews

7. Pristine villa in Bellavida Resort (from USD 166)

Find your home away from home in this stylish villa big enough to accommodate ten guests traveling to Kissimmee, Florida. This four-bedroom villa in Bellavida Resort is less than a mile from local attractions the Kissimmee Lakefront Park, and 8.9 mi (1.6 km) from the popular SeaWorld Orlando. Amenities include an outdoor swimming pool, parking space, a hot tub, a swimming pool, a spa whirlpool, a garden lawn, and patio area for guests to relax in. The indoor amenities include an open-plan living room and kitchen area with sofas, a flat-screen TV, a dining area, and updated cookware and electric appliances for cooking meals indoors. Other activities to try near the area include golf, horseback riding, fishing, and day trips to theme parks, for families traveling in a bunch.

Huge 4 Bedroom Villa on the Bellavida Resort close to all the Major theme parks
87 reviews
villa 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
very nice patio area with good size pool and jacuzzi
this is a superior house 4 double bedroom with 4 ample size bathrooms
everything was clean and neat
its spotless and very well kept
the pool & hot spa were fantastic as well as being clean
the place is very clean and well appointed
the house was clean and tidy and of a good size
he was quick with email responses and very helpful
dealing with tony the owner is a pleasure and he answers questions (emails) almost instantaneous
owner was greatly helpful and always available for any questions we had
villa owners were extremely pleasant to deal with
tony was responsive in answering all our questions prior to the stay
the location is perfect a short distance off the 192
the resort was beautiful location was very convenient
the location was excellent we only had a short drive to disney and universal studios
was great to have so many businesses close by as well
this is a lovely spacious villa which was on a lovely gated community in a great location
Read more reviews

8. Radiant two-story home with lake views (from USD 130)

Stay in the heart of Kissimmee and book this four-bedroom, two-story home with luxurious amenities great for families and groups traveling together. This 2,513 sqft (233 sqm) home can accommodate up to eight guests and will have them sleep in four spacious bedrooms, with access to two bathrooms, as well as a spacious kitchen with all the cookware and electric appliances you need to whip up a feast. There is an outdoor hot tub, a lanai, where guests can ideally have breakfast while admiring the lush green gardens. There is an extended pool that overlooks the lake that guests will enjoy after a long day of exploring the best nearby theme parks and beaches.

4 bedroom 2 storey pool home with stunning lake views on gated community
8 reviews
House 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the pool was great and had a beautiful view across the lake to the tree line
also someone always responds to emails within mins and the view from the pool was great
the property was clean and decent
it was very clean and well taken care of
it was in a beautiful tranquil location situated a nice distance away from the busy tourist spots
Read more reviews

9. Modern midcentury home with a game room and private pool (from USD 330)

Experience luxury in this superb home away from home when in Kissimmee, and enjoy access to 8 bedrooms, 6 bathrooms, a spacious living room, a fully-functional kitchen, a game room, and an outdoor swimming pool. This two-story home boasts a spacious open-plan living room and kitchen area where guests can lounge in couches, watch some shows in a flat-screen TV, or prepare meals in updated cookware and electric appliances. Dine on a bar-style seating where having breakfast on the island counter is a breeze. Bedrooms have queen and king beds with spacious wardrobes to store clothes, as well as laundry and ironing facilities for those planning to stay long term. A game room is also available for guests to indulge in, with a pool table, and an air hockey table for some entertainment indoors. Outdoor amenities offer a hot tub and a huge swimming pool for those who wish to just relax under the sun.

Luxury Disney Dreamers Wonderland @Windsor Westside Resort,Private Pool,GameRoom
59 reviews
House 8 Bedrooms 6 Bathrooms
Top guest reviews
Amenities & Room:
well appointed; comfortable amenities
the home is great air conditioned game room pool an amazing supply of pool toys
the house was very clean and spacious
the pool at the house was impeccably clean and warm
it’s a beautiful home and very clean
wonderful property well kept and clean
beds were comfy and bathrooms clean
great location for large group to enjoy all attractions in the area
great location close to attractions yet had a feel of being away from the crowds
large rooms and we would definitely come back you are 20-25 min from parks but drive is easy
Read more reviews

10. Cozy bungalow near Osceola Heritage Park (from USD 50)

Located just 1.1 mi (1.7 km) from the Osceola Heritage Park, and 1.8 mi (2.89 km) from the Kissimmee Lakefront Park, this property is a great option for those traveling on a budget but want to be situated in a quiet neighborhood. This homey one-bedroom bungalow can sleep four guests and has a private bathroom, a queen bedroom, and a futon bed for extra company. This property has a living room with a couch and television but has no kitchen for guests who wish to cook indoors. However, there is a microwave, coffeemaker, and a mini-fridge for making coffee and storing, and heating take-out food. Guests will be close to popular theme parks like Disney World, Universal Studios, and essential stores like supermarkets and local boutiques.

Rosmira's Cozy Nest!
34 reviews
House 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the place was accurately described and very comfortable
the property is clean
the property is extremely clean comfortable and in a very quiet area
the owners are so nice
the hosts are so nice and helpful
hosts were super sweet and accommodating and check in was a breeze
it’s so clean and the owners are beautiful people gracias leonel
so nice to come to this place after a long day at the parks
Read more reviews

Don't miss visiting Kissimmee

Many of the families who plan trips to Kissimmee have plans of visiting Disney World, and these HomeAway accommodations are all relatively close to the famous popular attraction. Kissimmee is such a family-friendly location so definitely keep it in mind the next time summer vacation rolls around!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Eunice is an introvert and is most comfortable snuggling in her bed and reading a book. However, mention travelling to her and she's always willing to jump out for a new adventure!

 Want to contribute as a Local Expert?
Explore Kissimmee
Good things are meant to be shared!