Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Apartments
Bungalows
Condos
Cottages
Hotels
Homes
Townhomes
Villas
Barns
Boats
Cabins
Castles
Chalets
Estates
Farmhouses
Lodges
Studios
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kissimmee Vacation Rentals(346)

346 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(71)
$199 - $425
per night
3 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(15)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 6 night minimum stay
(23)
$130 - $210
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 28 night minimum stay
(18)
$169 - $219
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(21)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(9)
$189 - $371
per night
3 - 7 night minimum stay
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(6)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night minimum stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 28 night minimum stay
(29)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 6 night minimum stay
(8)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
(10)
$199
per night
3 night minimum stay
  • 4 BR,
  • Sleeps 10
3 night minimum stay
(3)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
7 night minimum stay
(8)
$250 - $300
per night
3 - 6 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 6 night minimum stay
(8)
$115 - $164
per night
5 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night minimum stay
(11)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
(15)
$119 - $214
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(8)
$464 - $764
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 8
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(28)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night minimum stay
$109 - $175
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
$149 - $249
per night
4 - 6 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
4 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(22)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night minimum stay
(38)
$160 - $340
per night
2 - 6 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 6 night minimum stay
(21)
$90 - $120
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
2 Reviews
Advertisement
 

Recent Kissimmee Reviews

Wonderful Place to Stay

5 of 5
My family of 13 just completed a two week stay in this beautifully appointed villa called Knights Castle. My room was the king en suite downstairs and it was very comfortable. The rest of the bedrooms are upstairs and a word of caution here. Don’t shut the doors as this throws off the flow of air and some of the rooms can get very warm. Another tip is to be sure you bring along some slippers for the rooms that are not carpeted. While those floors are easier to keep clean that way, my feet were frozen until I decided to pick up an inexpensive pair. The other thing we noticed as we walked in was that the rooms feel or seem much smaller than are pictured on the website. I’m guessing they may have been taken with a wide angle lens to get everything in, but in just a day we settled into a cozy place where we could bond without getting lost. You will also notice several improvements, i.e. kitchen appliances are all black and I personally loved the Samsung refrigerator. This resort seems like it was built for more rental investments than full time residents as many of the homes are very close together and parking on the street can be crazy at times. The Wi-Fi is very strong throughout the house. It accommodated everyone on their Smartphone’s and tablets. The free Home Away App is kind of nice to have as it lists many things available locally. If you like to prepare meals the kitchen has the basic utensils and we are offering a list to the owner of additions that might benefit it in the future. Theme parks are very close to this resort and there are plenty of stores, restaurants and souvenir shops for those that need them. The patio/lanai is great and the pool, while on the small side, accommodated a 6 man water polo game a time or two. The water was crystal clear, the spa warm to hot when turned on and we know pool staff was out twice to add chemicals and clean it while we were there. The alarm on the patio door was very loud and effective in keeping the two year old at bay. It even worked on the college kids when they forgot to disengage it. Manager, Kim, was very friendly and informative when we needed her help and the resort staff was very helpful on trash/recycling days with putting containers curbside and then returning them to their resting places. So if you are looking for a unit for a large group, look no further. We highly recommend the house, owner and manager. Happy holiday to everyone.
  • Submitted: Dec 17, 2014
  • Stayed: Nov 2014

So Fresh and so Clean Clean

4 of 5
It was everything that was announced on the website. Other than some issues with the internet , our stay was ideal. It's close to a lot of restaurants and a Publix /Target for groceries . The kitchen was well equipped and we had everything we needed for our Thanksgiving weekend . We would definitely come back!
  • Submitted: Nov 29, 2014
  • Stayed: Nov 2014

Recent family vacation to Orlando.

5 of 5
Our family of seven stayed in this wonderful house. Everyone agreed that it was awesome! It was very roomy, very nicely furnished and very very clean. I looked at MANY properties before booking this house. I chose it because it was so beautiful and offered ample space for each individual. It was perfect! It is close to theme parks and shopping; it was very very comfortable; the rental transaction was handled quickly and efficiently; it was much more reasonable than a hotel stay and overall it added so much to our vacation. I recommend it highly! I know there are many many vrbo rentals available in Orlando - we feel very fortunate to have chosen this one. Thanks Ron for sharing your beautiful home with us. We would just contact Ron if we return. No need to look elsewhere.
  • Submitted: Nov 26, 2014
  • Stayed: Nov 2014