Kissimmee Vacation Rentals

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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Browse Select Kissimmee Vacation Homes

The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1678)
"Excellent property.Spacious and clean Accor. Full kitchen with utensils and dining area. Excellent for families. Highly recommended. "
The price is CA $309
CA $362 total
includes taxes & fees
Feb 23 - Feb 24
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (139)
"Very clean and large with everything you need"
Formosa Valley Resort by UNE Homes
Luxury Getaway with Themed Rooms Near Orlando
Pool

Luxury Getaway with Themed Rooms Near Orlando

9.2 out of 10, Wonderful, (17)
"16 of us stayed here and had a great time. The beds were super comfortable and in general, the house was clean. Room for improvement on cleanliness in the living room area. The teens had a fantastic time in the game room and it was nice that they could go out there and we didn’t have to hear them. There were a few broken things in the rental, and the carpet really needs to be replaced, but all pretty normal for a rental home."
Luxury Getaway with Themed Rooms Near Orlando
Maple Leaf Inn & Suites
Front of property

Maple Leaf Inn & Suites

2.5 star property
6.6 out of 10, (64)
"Property is in bad shape need a update asap in every aspect was to pricy "
The price is CA $112
CA $127 total
includes taxes & fees
Feb 23 - Feb 24
Maple Leaf Inn & Suites
Luxury Home - 5 Minutes From Disney - Star Wars Theatre!
A heated pool

Luxury Home - 5 Minutes From Disney - Star Wars Theatre!

9.6 out of 10, Exceptional, (89)
"This home is located in a beautiful gated community of like homes. Six adults stayed at this home 12 days during Christmas holidays. It was charmingly decorated with Disney theme accents. We had no children in our group, but it is perfect for families with children as well as adults. Everything you could possibly need to cook and serve a big holiday dinner was available in the spacious kitchen. The only issue we had was with the hot tub jets not working, but the host was responsive when we...
Luxury Home - 5 Minutes From Disney - Star Wars Theatre!
Private Pool Home w/Lake View! 10min Disney! *FREE WaterPark*
Pool

Private Pool Home w/Lake View! 10min Disney! *FREE WaterPark*

9.2 out of 10, Wonderful, (31)
"Amazing property, couldnt use the bbq, but other than that great"
Private Pool Home w/Lake View! 10min Disney! *FREE WaterPark*
2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney
Terrace/patio

2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney

9.6 out of 10, Exceptional, (35)
"This home was immaculate and impressive with all amenities as advertised. The attention to detail is incredible. Shawn always answered our questions promptly throughout the trip. Shawn’s hospitality made it easy to relax and enjoy our stay. This is definitely a do over. "
2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney
Private pool - spa wifi/ game room under AC 3 miles from Disney
Pool

Private pool - spa wifi/ game room under AC 3 miles from Disney

9.2 out of 10, Wonderful, (25)
"Everything was as described. Great fit for our family. We didn’t cook much, but the unit was fully equipped to do so. Great space for all of us to hang out at night. Communication was top notch"
Private pool - spa wifi/ game room under AC 3 miles from Disney
Margaritaville Cottage, Private Pool, Near Disney!
Miscellaneous

Margaritaville Cottage, Private Pool, Near Disney!

4.0 star property
9.2 out of 10, Wonderful, (10)
"Excellent experience! "
Margaritaville Cottage, Private Pool, Near Disney!
9 BR/5BA Forest View Game Pool villa @Storey Lake
Outdoor pool

9 BR/5BA Forest View Game Pool villa @Storey Lake

9.4 out of 10, Exceptional, (6)
"Great place"
9 BR/5BA Forest View Game Pool villa @Storey Lake
Beautiful Summer Home
Outdoor pool, a heated pool

Beautiful Summer Home

9.8 out of 10, Exceptional, (216)
"The house was easy to check in and out. The home was clean and beautiful. Location was quick to any shopping we needed for food and other personal products. Extremely easy check out!! Loved it! Will book here again in the future 100%"
Beautiful Summer Home
Stunning Brand New Mansion, Luxury Decor
Smart TV

Stunning Brand New Mansion, Luxury Decor

9.0 out of 10, Wonderful, (8)
"The property and the service was awesome! They addressed an issue swiftly and very professionally. The only thing that could be addressed was the stairs could use cleaning and the house could use exterminator. The overall house was was great"
Stunning Brand New Mansion, Luxury Decor
Stunning 4Bd w/ Pool @ Storey Lake 5019
Pool

Stunning 4Bd w/ Pool @ Storey Lake 5019

3.0 star property
8.0 out of 10, Very good, (1)
Stunning 4Bd w/ Pool @ Storey Lake 5019
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark
A heated pool

MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

9.0 out of 10, Wonderful, (71)
"Overall nice stay. Communication with the manager was good and calling the number provided was easy. Nice area. "
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)
TV

3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)

10.0 out of 10, Exceptional, (16)
"We just needed a night near the Disney area before our check in. The place was easy to find, gated community. Everything went smooth. Plenty of space for all of us and very comfortable. Would stay here again."
The price is CA $119
CA $559 total
includes taxes & fees
Feb 25 - Feb 26
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)
5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks
Fridge, microwave, oven, stovetop

5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks

10.0 out of 10, Exceptional, (94)
"It’s was great! "
5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks
FREE Waterpark! 5BR w/Pool - Storey Lake (4984WA)
A heated pool

FREE Waterpark! 5BR w/Pool - Storey Lake (4984WA)

9.2 out of 10, Wonderful, (72)
"Very nice and clean property. Had everything we needed for our stay. Close to theme parks and local shopping. Would definitely stay here again! "
FREE Waterpark! 5BR w/Pool - Storey Lake (4984WA)
3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage
Exterior

3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage

9.2 out of 10, Wonderful, (90)
"This property is very convenient to all the Disney parks. It is close to Walmart, gift stores, and food. My grandchildren enjoyed the swimming pool and hot tub. We had a great time. "
3 miles from Disney World, 6 Bedrooms, Free heat for pool, and grill usage
Sophisticated 4 En Suites w/ Private Hot Tub
Pool

Sophisticated 4 En Suites w/ Private Hot Tub

10.0 out of 10, Exceptional, (12)
"This is great location for all your Disney trips. Typical uber was about 17 of you are not looking to drive to the parks. The pictures represent the home accurately and the hot tub was a nice bonus. We noticed not all other condos had the same option. And for those who may be skeptical with the credit card process it is legit. Overall it was a fantastic vacation location. "
Sophisticated 4 En Suites w/ Private Hot Tub
The Retreat at Champions Gate by Nova
Outdoor pool

The Retreat at Champions Gate by Nova

4.0 star property
6.0 out of 10, (5)
"It was a great experience, my family had a great time. The gym and oasis center was great. Definitely will be back"
The Retreat at Champions Gate by Nova
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1529)
"The resort was lovely and the room was very nice. Could have used a few more dishes. A strainer and measuring cup would have been nice to have. I wish they gave you a guide for the t.v., it would be very handy to have. The barbecues need to be updated.Out of the 4 bbq's @ building 4 ony 2 worked properly. Also dining chairs should have pads on them. The condo above us was noisy with moving furniture. I swear every night they rearranged the furniture. That's all you heard. Plus dogs are not a...
The price is CA $129
CA $168 total
includes taxes & fees
Mar 16 - Mar 17
Vacation Village at Parkway
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1208)
"I was initially hesitant about booking this cottage due to a few negative reviews, but I’m so glad we decided to stay! The cottage was spacious, clean, and well-maintained. The pool and hot tub were both spotless and perfect for relaxing. Almost everything that you would need for a home away from home is included. Check-in was smooth and hassle-free, making for a great start to our stay. The only small suggestion I’d make is to provide a dishwasher rinse aid, as we noticed that the dishwasher...
Margaritaville Resort Orlando Cottages by Rentyl
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1689)
"Would recommend "
The price is CA $134
CA $171 total
includes taxes & fees
Feb 25 - Feb 26
Barefoot Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.