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Featured Vacation Homes in Kissimmee

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1599)
"The pool area was a great spot to relax! Lots of chairs, tables and loungers! We would definitely recommend this resort! "
The Berkley, Orlando

Kissimmee Maingate Area Pool Homes by SVV

3.5 star property
8.6 out of 10, Excellent, (336)
"Our stay at this vacation home was overall enjoyable. The house itself was excellent—well-maintained, comfortable, and equipped with everything we needed for a relaxing getaway. Communication with the owners was outstanding; they were responsive and helpful throughout our stay, which we greatly appreciated. However, the pool area was a significant disappointment. The pool had large holes—one in the shallow end and another in the deep end—which made it unsafe and less enjoyable, especially for...
Kissimmee Maingate Area Pool Homes by SVV

Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560

2.5 star property
Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (128)
"My family and I really enjoyed our stay. Would definitely stay!"
Formosa Valley Resort by UNE Homes

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

5.0 star property
10.0 out of 10, Exceptional, (2)
"Excelente "
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very Good, (19)
"Check-in and check-out were easy. The staff was very accommodating. The home is stunningly beautiful and clean. We loved every moment of our stay and will return!"
The Bear's Den Resort Orlando

Orlando Renters

3.5 star property
6.0 out of 10, (82)
"Everything was nice. Unfortunately the hurricane was not the best time to visit."
Orlando Renters

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.2 out of 10, Wonderful, (5)
"Everything from the house to the property was amazing!!! the only downside is entering the property. cars were backed up for at least half a mile and it took a long time to get in every time we returned from an outing. My husband had an argument with the security guard because his pass was not scanning so he was told he could not come in. They really need to come up with a better check in system."
Splendid 5Bd Close to Disney at Storey Lake 4251

Vacation USA LTD

3.5 star property
6.8 out of 10, (153)
"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 P26,153
P38,461 total
includes taxes & fees
Dec 20 - Dec 21
Vacation USA LTD

Encore Resort

4.0 star property
6.4 out of 10, (113)
"It was a very nice home. My family had a great time"
Encore Resort

4Bd W/ Pool & Close To Disney @ Encantada Resort 8570

2.5 star property
6.8 out of 10, (5)
"I give the property👍 my family enjoyed it and we had a good time I will definitely rent from you guys again "
4Bd W/ Pool & Close To Disney @ Encantada Resort 8570

Family Friendly 3Bd Close to Disney @Champions Gate 991

4.5 star property
10.0 out of 10, Exceptional, (1)
Family Friendly 3Bd Close to Disney @Champions Gate 991

Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

4.0 star property
9.0 out of 10, Wonderful, (2)
"The house is very well decorated. Bedrooms are super cool with each room having its own theme. My only complaint which was a major pain is the sliding door to the pool. It constantly gets stuck and is off track. My 13 year old went out on back patio to read and got stuck outside for 30 minutes because the door wouldn’t open. I couldn’t even open it for him and had to get my husband. The door really needs to be replaced or fixed. The company is aware because the instructions to get into the home...
Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

Chasing Adventures

3.5 star property
9.0 out of 10, Wonderful, (4)
"Had a couple of issues with the keyless entry and the air but was fixed quickly. Had no issues contacting management. Condo was clean and exactly as advertised. Will definitely be back."
Chasing Adventures

Stylish Home w/ Private Pool, 10 Min. From Disney!

4.0 star property
9.2 out of 10, Wonderful, (5)
"I loved the location of the home. "
Stylish Home w/ Private Pool, 10 Min. From Disney!

Villa at Magic Village

3.5 star property
9.6 out of 10, Exceptional, (17)
"Lots of space. very clean and would definitely visit again. The only issue would be the additional cost to use the amenities, thought if should be included with the processing fee. Overall great vacation home."
Villa at Magic Village

Modern Condogiant Water Slidefoosballnear Wdw!

4.0 star property
8.6 out of 10, Excellent, (13)
"The beds was 2 hard and furniture 2 low 2 the ground "
Modern Condogiant Water Slidefoosballnear Wdw!

Stunning 5 Bd Home w/ Pool Close to Disney 4822

4.0 star property
7.4 out of 10, Good, (10)
"This property is most certainly NOT stunning, it is very tired , needs a thorough deep clean and re decorating throughout . The space is good , location good but the gate on the entry from the SR535 was not working properly for the whole 14 days with queues up to 10 cars waiting to enter the complex . Other than that ok ."
Stunning 5 Bd Home w/ Pool Close to Disney 4822

Stunning 4 Bd Close To Disney @ Magic Village 3247

4.5 star property
8.0 out of 10, Very Good, (2)
"I like to reserve thru hotels.com because of all the frauds there is out there, however, this time it didn't go so smooth. This property is a townhouse inside a resort, managed by a third party, so I got an email from them, and then another one and so on, I had to give them my credit card info, pay a $400 deposit just in case, send photo IDs and a selfie, sign a leasing agreement and more. It was stated in the reservation that I had to pay a sum in advance and the rest at check in but I was...
Stunning 4 Bd Close To Disney @ Magic Village 3247
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

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is P2,309
P3,825 total
includes taxes & fees
Nov 24 - Nov 25
Seralago Hotel & Suites Main Gate East

Ramada by Wyndham Hotel & Water Park

3.0 star property
6.8 out of 10, (1298)
"Pleasant check in and overall stay"
The price is P4,197
P6,969 total
includes taxes & fees
Dec 4 - Dec 5
Ramada by Wyndham Hotel & Water Park

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"Very pretty, and spacious- but a bit far from the resort "
Margaritaville Resort Orlando Cottages by Rentyl
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.