Kissimmee Vacation Rentals

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Browse Select Kissimmee Vacation Homes

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1717)
"Excellent, just wish the electric chargers for EV were included with the stay."
The price is CA $259
CA $307 total
includes taxes & fees
Apr 22 - Apr 23
The Berkley, Orlando

Maple Leaf Inn & Suites

2.5 star property
6.8 out of 10, (66)
"Property is in bad shape need a update asap in every aspect was to pricy "
The price is CA $100
CA $114 total
includes taxes & fees
Mar 26 - Mar 27
Maple Leaf Inn & Suites

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (144)
"The unit was very nice and Mrs Maria was very nice to deal with"
Formosa Valley Resort by UNE Homes

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

10.0 out of 10, Exceptional, (53)
"We had a great time at your house for the past 5 days. We loved the location, the great pool and access to all things in Orlando. The house is super clean and the showers and beds were very comfy. We wished we could have stayed longer."
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort

Beautiful and cozy home at Sonoma Resort

9.2 out of 10, Wonderful, (5)
"This house is very spacious and in a great location for attractions or other activities in Kissimmee and Orlando. "
The price is CA $239
CA $835 total
includes taxes & fees
Mar 26 - Mar 27
Beautiful and cozy home at Sonoma Resort

Tropical villa overlooking the lake with a private pool, spa, grill, & AC

8.4 out of 10, Very good, (31)
"Is too good . The house is very comfortable . "
Tropical villa overlooking the lake with a private pool, spa, grill, & AC

Single Story, Private Pool, Water Views, Game Room | Sleeps 11

9.0 out of 10, Wonderful, (34)
"Great home. Tons to do. "
Single Story, Private Pool, Water Views, Game Room | Sleeps 11

Upstay - 27 Guest Home w Private Pool & Hot Tub

10.0 out of 10, Exceptional, (2)
"Everything was exactly as described…an absolutely perfect property for our large family or family reunion, could be better if some basic cleaning products were there like dishwasher pods, garbage bags, towels, laundry pods. "
Upstay - 27 Guest Home w Private Pool & Hot Tub

Vacation USA LTD

3.5 star property
6.8 out of 10, (155)
"Great location and proximity to the airport, Disney parks and Universal Studios. Place was clean, easy to access and had all the amenities we needed. "
The price is CA $318
CA $574 total
includes taxes & fees
Apr 12 - Apr 13
Vacation USA LTD

Home 6BR - Prime Location

9.0 out of 10, Wonderful, (22)
"The house was great. Really enjoyed having so many bedrooms and bathrooms! The pool was fantastic. Everything made our celebration time with family just perfect. Would definitely recommend this property."
Home 6BR - Prime Location

Disney Themed Estate|Pool +Spa|Movie & Game Room

9.8 out of 10, Exceptional, (187)
"children were excited about themed rooms. The game room was a big hit!"
Disney Themed Estate|Pool +Spa|Movie & Game Room

Kissimmee Maingate Area Pool Homes by SVV

3.5 star property
8.6 out of 10, Excellent, (343)
"The inside of the house was beautiful. What I would recommend is anyone that rents should know that the essentials are not included such as salt pepper, toilet paper, paper towels. There were no dish towels no potholders no dish rack and no dish basin. The outside of the property could’ve used some TLC. The flower beds and the shrubs and trees could have been trimmed for a nicer appearance."
Kissimmee Maingate Area Pool Homes by SVV

*8bd Themed-Theater-Arcade-Prvt Pool/Spa-Disney!

10.0 out of 10, Exceptional, (43)
"House was very clean. Description was accurate. Owner was great and responsive. Had a little trouble with the neighbors being loud at night but otherwise we wld rent again. "
The price is CA $370
CA $977 total
includes taxes & fees
Mar 27 - Mar 28
*8bd Themed-Theater-Arcade-Prvt Pool/Spa-Disney!

Modern Compass Bay Corner Unit w/ Game Room | Pet Friendly | Sleeps 10

9.4 out of 10, Exceptional, (69)
"Cozy home away from home, close to stores, restaurants and theme parks. Pictures match the property shown. Plenty of space for our family & furbaby. We had a great time! "
Modern Compass Bay Corner Unit w/ Game Room | Pet Friendly | Sleeps 10

6BR Disney Home with 2 Master Suites, Pool & Hot Tub

9.6 out of 10, Exceptional, (40)
"House worked out great, allHad a comfortable place to sleep. Hot tub was relaxing after a long day."
6BR Disney Home with 2 Master Suites, Pool & Hot Tub

Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney

9.8 out of 10, Exceptional, (81)
"Everything is super convenient. Looking forward to our return in 2026. "
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney

Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!

10.0 out of 10, Exceptional, (75)
"We had a wonderful time in this lovely home in Kissimmee. We are 3 college roommates--friends for 50 years and counting. A bedroom and a bath for each of us"
Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!

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

10.0 out of 10, Exceptional, (21)
"The place was perfect for our group. We had 5 adults and a toddler. Everything was very clean and well kept. The gated community was quiet and private. And the communication was excellent."
The price is CA $135
CA $588 total
includes taxes & fees
Apr 2 - Apr 3
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)

Stunning Luxury New Build Resort Pool Villa sleeps 30 near all attractions

9.0 out of 10, Wonderful, (16)
"The house was very lovely. The only thing it had a few minor issues but other than that me and my family enjoy staying here for our family Thanksgiving vacation and we can’t wait to come back again. The rooms were very nice and clean even though the stove had a crack in it. We still made it work for us to cook our Thanksgiving dinner,. and then you had two minor chairs that was already broken but other than that overall I give it a five my family definitely enjoyed the self. It was no complaints...
Stunning Luxury New Build Resort Pool Villa sleeps 30 near all attractions
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

3.0 star property
8.4 out of 10, Very good, (1828)
"Overall okay"
The price is CA $100
CA $137 total
includes taxes & fees
Apr 8 - Apr 9
Vacation Village at Parkway

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1292)
"The property is beautiful. If you are looking for a way to stay off Disney property and still be close by, this is a good choice. We stayed at the Villas so we had a full kitchen and laundry which was a nice way to save money on breakfast lunch and dinner. Theres a Super Target and Publix nearby. The biggest issue is they seem short staffed. Every staff member we interacted with was wonderful. There just arent enough of them. 10 minute hold times when we called the front for something simple...
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (38)
"Walking to Old Town"
The price is CA $139
CA $176 total
includes taxes & fees
Mar 30 - Mar 31
Barefoot'n Resort Kissimmee Orlando
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.