9 Best Vrbo Vacation Rentals In Kissimmee, Florida - Updated 2024

Alex
Alex 
Updated
| 5 min read

For those people out there looking to explore one of the best aspects of Florida, Kissimmee is for you! Located near the famed Disney World, you’ll only be a short car drive away from Mickey and the gang. Of course, there are lots of other sights and things to do around Kissimmee as well such as Sea World in nearby Orlando and Discovery Cove which has a host of local wildlife where you can swim with dolphins and go snorkelling. There is also some great shopping and golfing in the area as well so Kissimmee pretty much has everything for anyone in the family. If you’re planning on visiting, check out these great Vrbos in Kissimmee, FL, to stay in.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. Luxury villa with a pool and spa (from USD 356)

Enjoy a true-blue Kissimmee vacation when you live in this luxury villa built with a screened-in pool and a spa. In its 6 rooms and 9 beds, a whopping group of 13 guests can sleep comfortably. The lanai at the back looks out into a vast view of the skies and the neighborhood.

The fun never stops for the entire gang, so head down to the rec room and have a go at table tennis and billiards. Lastly, enjoy an intimate gathering in the elegant and open-concept living, dining, and kitchen spaces.

Stayed at this property?
Kissimmee, Florida, United States
2.23 km (1.4 mi) from Main Gate Flea Market
PRIVATE VACATION HOME 13 Guests 6 Bedrooms 6 Bathrooms

Top guest reviews
Amenities & Room:
we loved having the small pool and patio area outside
the pool was used well into the night because the heating made it very comfortable
i recommend pool heating
Cleanliness:
everything was clean and it’s very spacious for our group
the most modern and clean we’ve ever stayed in
the microwave wasn’t clean and the popcorn maker had kernels in it so we didn’t use it
the home and pool were very clean and comfortable
it was clean and a great location
Location:
it was a beautiful home and everything was so close by
stayed with coworkers for a conference it was a great location with great amenities close to everything
the house was a little beat up but the location was nice and there was plenty of space
we liked that it was very convenient for our visit to the amusement parks
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2. Lakefront home near theme parks (from USD 122)

Ideal for couples and families, this great accommodation has been remodelled in 2016 so everything is brand new. You’ll be a 20-minute drive from Disney World and Universal Studios as well as being close to tons of restaurants nearby. The home has access to tennis courts, a barbecue area, volleyball courts and fitness centre. There is also a pool onsite so you can cool off after a day in the sun. The kitchen comes fully equipped and TV, as well as WiFi.

Stayed at this property?
Kissimmee, Florida, United States
6.13 km (3.9 mi) from Main Gate Flea Market
Wheelchair accessible Visual Aid: Braille
villa 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the condo had all the amenities that we needed even coffee filters plenty of space when our daughter and 2 children visited
It was nice having 2 bedrooms upstairs
The home is stocked with all that's needed to prepare meals
We totally enjoyed our stay in this town home One of the polls is right across the parking lot from the home
The beds were comfy heated pool and hot tub located right outside of our door
Cleanliness:
It was clean and spacious
Our unit was spacious and beautifully decorated
The resort itself is very very well presented and clean
Upon arrival the smooth check in were a plusThe apartment were very clean And comfortable
The home was clean and spacious for our family of 4
Host:
The owner was in contact with us which made everything so personable
gated community pool was great overall super experience
Mr Hug was awesome and made sure I knew everything i needed to know before check in
The owner was great to work with Would definitely visit this location again
Beautiful home spacious close to attractions Will definitely stay there again
Location:
The complex is guarded and seems a very nice safe place
It's on a great community and not far from anything
It is in a great location within the development and close to all the Disney attractions
Perfect house in a great area Close to everything you want to do when in Orlando 10/10
There is a large supermarket a few minutes away
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3. Lakeside abode best for families (from USD 114)

Sleeping up to eight people, this amazing accommodation is perfect for a family getaway. On top of amenities like the fitness centre, spa, hot tub, pool and theatre the area near the home also has its own tiki bar and kids playground. The community is guarded 24/7 and the home is just a short walk away from views of the lake. TVs, WiFi and fully equipped kitchen are available as well as DVD player and sound system.

Stayed at this property?
Kissimmee, Florida, United States
5.37 km (3.4 mi) from Main Gate Flea Market
PRIVATE VACATION HOME 8 Guests 3 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
The beds were comfortable and it looked like
The fact that linens were provided was an added bonus
it was wonderful to come home each night to a clean safe home
The beds were very comfortable
Well maintained home and amenities as depicted in photos Kevin P
Cleanliness:
Townhouse was very clean and nicely decorated
The townhouse was exactly as promised in the listing very clean and had everything we needed
your stay was spotlessly clean and home tastefully decorated neighbourhood quiet and very secure as gated community
The house was recently renovated and everything was nice and fresh
Host:
and she got back to me quickly
The owner was very attentive communicating with us throughout the process
Home was clean nice having a hot tub right out the back door along with all the perks Terra Verde offered
I had a question about the thermostat and messaged the owner
washer dryer grill
Location:
LOL)The house is close to shops and other stores and it was not far from the parks Because the little ones get too tired
Overall great gated community easy access to Parks
It was a great location with lots to do nearby (natural springs Chocolate Kingdom restaurants and parks) and the pool to relax in back on property or
The location to the Terra Verde Clubhouse is so close and walkable
Expect about a 22-25 min drive each day into the parks because of morning traffic
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4. Private hideaway with a communal pool and hot tub (from USD 95)

Located on the Terra Verde resort, this home is just mere minutes away from Disney as well as a myriad of shops and restaurants. The home is in a secluded spot so you’ll have lots of privacy but it is still only a two-minute walk away to the communal clubhouse and pool area. The resort has something for everyone like a pool table, hot tubs, basketball courts and volleyball areas. The home is fully air-conditioned and has WiFi, TV and a full kitchen

Stayed at this property?

5.61 km (3.5 mi) from Main Gate Flea Market
103 reviews   Wifi Available
House 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
It was so nice to come back to the place and have plenty of room to relax There are 3 bedrooms upstairs and the living room is very comfortable
but I later noticed that there is one MUCH closer to the home
I did really like the home and
I would have rather walk to the dumpster to discard our garbage
Had everything we needed after a long day at the parks
Cleanliness:
Having 2 full bathrooms and a half bath was also very convenient
I wasn't sure if it was actually being picked up daily
but I didn't quite understand the "bench" disposal because I never saw anything like it and since there was garbage already in our bench when I arrived
Host:
and they love the small touch
The home was beautiful inside and out well stocked and decorated Ken and Lynne were very kind and helpful
Even 5 napkins would have made a huge difference Also complimentary bottle water
In addition Ken was quick to respond to any/all of my questions prior to and during our stay Don't bother looking elsewhere
Would absolutely return to Herons Landing
Location:
Enjoyed the property Very peaceful and convenient for my business stay in the area
We loved the quiet location yet close to theme parks
It is near the parks but is far enough away to feel like you get a break from the busy day that is
Terra Verde has good amenities
a Disney Park Terre Verde has its own pool and Tiki Bar that are both perfect for relaxing The house has three large bedrooms which could sleep six easily
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5. Family-friendly villa with a private heated pool (from USD 96)

Nestled in the quiet community of Indian Point, this three-bedroom home can sleep up to six people and is near everything from restaurants and shops to nearby attractions. A great spot for a family looking to explore the area and return home to a quiet community. There is a private pool on site for guests to use with optional heating and as for the villa itself, it comes with air conditioning, TV and WiFi.

Stayed at this property?

6.07 km (3.8 mi) from Main Gate Flea Market
47 reviews   Wifi Available
villa 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Very comfortable relaxing place to stay
right now the listing says there is one bathroom but there are two full bathrooms one in the master bedroom and one between the other two bedrooms
The owners returned the security deposit promptly
Perhaps one or more cooking dishes could have been available but otherwise satisfactory
The villa was easy to rent and the admin response excellent
Cleanliness:
The house was very clean and as advertised
The critter/mosquito cage however was in very poor condition
Clean comfortable and convenient for both our relaxing and travelling needs
The shower had good water pressure
Spacious property with good facilities and within easy reach of major supermarket
Host:
Great communication with the owner before we left giving excellent directions
The owner answered any questions we had quickly
We only have good things to say about this rental
Good location very clean well equipped excellent value for money and great communication with Paul the owner
This property is taken care of very well
Location:
Lovely property in a quiet neighbourhood Convenient for Kissimmee restaurants and theme parks
That resulted in a 30+ minute drive each way to Universal
Good location and a decent villa
Disney parks are only a 20 minute drive from the front door 2 minutes away from Walmat and plenty of places to eat
It's a great location and a lovely villa Excellent value for a villa that really suited our needs
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6. Well-appointed home with lake views (from USD 147)

Sleeping up to eight people, this luxury home has everything in a great private family accommodation while also being close to lots of hot spots around Kissimmee. The home has its own private pool and spa overlooking the lake and guests are welcome to use the barbecue located on the patio or tennis courts located in the common area of the community. The kitchen is fully equipped and very modern, having been remodelled recently. Television, WiFi and parking are included as well as air conditioning.

Stayed at this property?

5.22 km (3.3 mi) from Main Gate Flea Market
143 reviews   Wifi Available
villa 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
turtles and even 2 deer on the other side of the lake
Luckily just 6 of us so didnt need to use that room
The landscaping round the villa and the view across the lake to the trees
they loved having a bedroom and a bathroom
2 tables one was for 6 people the other for 4 2 sofas would seat 5 adults
Cleanliness:
It was clean and very well
We found it very clean and tidy
It is clean and well maintained with everything catered for The pool area
The house was clean and has everything you need
(we paid for pool heat)
Host:
quiet cool Maintained company said it was maximum temp that the owner allowed
each They were very happy with the WiFi
Denise was very prompt in replying to any questions I had
We saw lots of wildlife - birds squirrels
The owners were so easy to work with and quickly answered any questions we had
Location:
The location is great for shopping theme parks and restaurants
It is only a few minutes drive from the 192 but so peaceful
New en suite shower area is great addition
Lake Berkeley is a very quiet gated community
Very nice house and a good location
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7. Upscale haven with a private tiki bar (from USD 189)

Located at the Paradise Palms Resort, this Kissimmee, Florida, home is a great accommodation for a family or even a group of friends. With no rear neighbours, you can experience a nice degree of privacy but you still won’t be too far from resort amenities like the pool, which is only a two-minute walk. The home is great for people headed to Disney as it is only a five-minute drive away. The resort has everything from private tiki bar to grotto hot tubs and even a cinema. Towels and linens are provided as well as WiFi and a full kitchen.

Stayed at this property?

14.23 km (8.9 mi) from Main Gate Flea Market
23 reviews   Wifi Available
townhome 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 0
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
There was plenty of space for 6 adults and 2 children
The dryer in the condo didnt work
The beds were very comfortable
The home worked great putting our young adults upstairs while Mom and Dad had the downstairs bedroom gave us all the space we needed
We loved the condo plenty of space and clean
Cleanliness:
The towels were soft and the beds were comfy
Maybe we are clean freaks
The pool was clean and the kids loved it
Beautiful property House is spacious and clean Close to attractions
Unfortunately apon arrive my husband found a few hair strands on my kids pillows (which didn't belong to them) and we also swept up some hair and dust on our first day which also didn't belong to u...
Host:
We had some confusion with the lockbox arriving after hours
and they loved the pool slide
The home was in great condition
The clubhouse pool was a big hit
My only recommendation have the carpets cleaned and spring for a faster internet connection for those who have to work remote even when on vacation
Location:
Location was ideal for getting around easily About 20 mins to magic kingdom
The private was was great to relax in after a day of shopping and Disney Location is perfect for Disney shopping and food
And about 10 mins to any type of store or restaurant you could think of
Otherwise a great place to stay Being very close to all the parks is a great plus as well
We were never given an access code and had to call the number on the box to get our packet from inside No big deal but frustrating after a 14 hour drive
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8. Well-located retreat with pool access (from USD 122)

This clean and comfortable accommodation is great for people headed to Disney World. Sleeping up to four people the home has everything you’ll need like a full kitchen, WiFi and gated security 24 hours a day. The home is also packed with fresh linens and even toiletries and basic essentials for your stay so all you’ll need to buy is food. The accommodation is so close to Disney that you’ll even get to watch the fireworks from your home.

Stayed at this property?

11.19 km (7.0 mi) from Main Gate Flea Market
50 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
My only complaint is that the bed in the master bedroom was too soft for me
The condo itself was the cleanest and best stocked villa that we have stayed in during our years of visiting this area
The beds were comfortable and they had plenty of extra pillows and blanket to add to the comfort
Not many rentals offer that little lone having comfortable beds
The paper products and soap for laundry and dishes was just right for our short vacation
Cleanliness:
The condo was very clean and cozy
Was clean and we enjoyed our stay
and I was in orlando to visit disney not clean behind the kids
When we arrived the place was extremely clean
Host:
Friendly and helpful hosts Unit was
When talking to me he was so upset he was shaking and angry red and also pest control guy
spa arcade theater and a small store
They also left a great welcome basket on our arrival which was great since we due to a flight delay we were late arriving and everyone was hungry
We had our 1st of many Disney trips a couple weeks ago
Location:
location was great very easy to get to the attractions of Orlando
Awesome place to stay Easy access to parks Accommendations were great
It was only a short walk to get to the clubhouse which has a pool
the Ant problem is in entire Florida
The place was easy to get in and out of which was great considering
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9. Modern pool home with resort access (from USD 402)

It may not look like it, but this bright and modern vacation home in Kissimmee, Florida, is one of the most affordable places in the area, especially for its size and sleeping capacity of 12 people. If you’re looking for a budget-friendly accommodation close to Walt Disney World, this stunning Kissimmee vacation rental sure fits the bill.

It has a high-ceiling living room, a large kitchen with sleek appliances and granite countertops, a minimalist and elegant dining area, and a screened-in swimming pool with loungers. There are five bedrooms and five full bathrooms featured here as well.

Stayed at this property?
Kissimmee, Florida, United States
3.21 km (2.0 mi) from Main Gate Flea Market
PRIVATE VACATION HOME 12 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Cleanliness:
very clean house with everhthing that we needed
the house was really nice and clean it accomadated me and my friends
the house was spacious and clean
very nice and clean
this property is clean close to amenities
Host:
we definitely enjoyed our stay and the owners were very friendly
Location:
we were pleased with the spacious accommodations how well kept the house was and the convenient location
Read more reviews
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Come to Kissimmee

If being close to Disney World isn’t enough to convince you to head to Kissimmee for your next vacation, then how about all the other amazing amusement parks and places around town to visit. On top of that, so many homes have great accommodations and amenities that you wish you could just stay all year around.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Alex is a Canadian university graduate with degrees in English literature and History. He was born in Montreal and when he's not traveling he enjoys movies, video games, playing the drums and...Read more

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