Holiday Homes in Kissimmee

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Featured Holiday Homes in Kissimmee

The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1586)
"Great room and location for our plans"
The Berkley, Orlando
"Enchanted Escape" - 4 Massage Chairs & Peloton
10.0 out of 10, Exceptional, (14)
"We had a wonderful time! House was plenty big to sleep all of us (20) comfortably. Had a good supply of everything we needed. Clubhouse was very nice also. Host was great about answering questions quickly. Hope to do it again one day!"
"Enchanted Escape" - 4 Massage Chairs & Peloton
Orlando Home w/ Lake View, Pool & Game Room!
9.2 out of 10, Wonderful, (44)
"Wonderful stay , clean house, however there was no hot water in the master bathroom shower. There was hot water in the sink but not the shower."
Orlando Home w/ Lake View, Pool & Game Room!
Cozy Single Home with BBQ, Private Pool & Hot Tub
9.8 out of 10, Exceptional, (12)
"The communication from Vitor is excellent. The payment process was uncomfortable for me. The payment process insisted you share a photo holding your the credit card - both a front view and a back view of the card - This was non negotiable. This was our 9th visit to Orlando, so I have a lot of places to compare this to. First the great bits: The master bed was the most comfortable bed I have ever slept in and the quality of the bedding was lovely. The two queen rooms had very comfortable beds...
Cozy Single Home with BBQ, Private Pool & Hot Tub
Hidden Gem in the heart of Kissimmee! Pet and child friendly!
8.4 out of 10, Very good, (14)
"We were evacuating from the West Coast for the latest Hurricane...comfortable place and responsive host. Thank you."
Hidden Gem in the heart of Kissimmee! Pet and child friendly!
Kissimmee Maingate Area Pool Homes by SVV
3.5 star property
8.6 out of 10, Excellent, (334)
"Soo safe gated community "
Kissimmee Maingate Area Pool Homes by SVV
Sophisticated 4 En Suites w/ Private Hot Tub
9.8 out of 10, Exceptional, (9)
"Everything was as advertised. Place was very clean and modern. Very nice accommodations. Would definitely stay there again."
Sophisticated 4 En Suites w/ Private Hot Tub
Brand New 6BD, Gameroom / Movie Theater And Pool
9.4 out of 10, Exceptional, (8)
"Wr are locals we had a cruise book as of 1year ago and it was cancelled last minute due to maintenance issues. Our daughter found this home and it did not disappoint. We stayed 5days. The house was spectacular from the themed rooms to the movie theater and game room there was somwthing to do for everyone. The pool was good also. The location was close to all attractions. The amenities that are included was awesome too. Thank you for allowing us to still have our family vacation. The house was...
Brand New 6BD, Gameroom / Movie Theater And Pool
9008 Paradise Palms Blissful Haven: 5-Bed Oasis of Luxury and Tranquility
9.0 out of 10, Wonderful, (6)
"Beautiful home, close to the parks"
9008 Paradise Palms Blissful Haven: 5-Bed Oasis of Luxury and Tranquility
Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen
10.0 out of 10, Exceptional, (18)
"We all enjoyed our stay here"
The price is AU$727
includes taxes & fees
22 Nov - 23 Nov
Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen
Superb Townhouse Newly Renovated 1.5 miles to Disney
9.8 out of 10, Exceptional, (90)
"We love this location and have stayed in this complex many times. It's just minutes from the Disney parks and next door to a Walmart which is super convenient. This place in particular was great for our family of 4. It was clean and plenty of space for all of us. We appreciate the communication with our host and would enjoy staying here again. Thank you!"
The price is AU$313
includes taxes & fees
7 Nov - 8 Nov
Superb Townhouse Newly Renovated 1.5 miles to Disney
Resort 4 Bed Pool/Spa Villa
9.0 out of 10, Wonderful, (19)
"Good stay"
Resort 4 Bed Pool/Spa Villa
Spacious Home with Fun Decore and Game Room-4544TB
9.0 out of 10, Wonderful, (13)
"*disclaimer - 98% of these details have been discussed with owner We booked this house and surprised our family with a 7 night trip instead of a wedding reception. We are not new to booking a large home for a family getaway. To get the parking pass, you have to go to a guard shack at another location - which was CRAZY busy. My parents arrived on a friday and the two lane road was bumper to bumper, sheriffs were trying to direct traffic, and people were driving in the grass. The house was well...
Spacious Home with Fun Decore and Game Room-4544TB
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
9.8 out of 10, Exceptional, (168)
"Enjoyed my stay with my family"
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
Private Pool in Amazing Resort Near Disney Sleeps 8
9.6 out of 10, Exceptional, (7)
"My daughter's wedding took place at Cocoa Beach, Florida. This property was a gem! Only 30 minutes from the MCO Orlando Airport. We had quick access to major routes into Orlando. There are also many outlet shops, grocery, and restaurants within 5-10 minutes from the condo. I highly recommend you stay here!"
Private Pool in Amazing Resort Near Disney Sleeps 8
Newly Renovated-Star Wars Theme Theater & Bedrooms
10.0 out of 10, Exceptional, (6)
"The Star Wars theme was excellent. The game room was terrific. The pool was perfect. The hurricane was not, but who can control the weather! If we're ever back in Orlando area looking for a place for a large group, we would definitely return to this property."
Newly Renovated-Star Wars Theme Theater & Bedrooms
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, (127)
"My family and I really enjoyed our stay. Would definitely stay!"
Formosa Valley Resort by UNE Homes
14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
10.0 out of 10, Exceptional, (17)
"The pictures do not do justice to how gorgeous this house is. Upon entering, we just went from room to room, every space, in awe. Even just walking through, the entry way was beautiful. We didn’t even need to leave the house to enjoy ourselves. Our entire group was enjoying spending time together with enough space to be comfortable. We had so much space to cook, to lay out all of our foods for our meals. The pool was so cozy and we loved that it felt like we were both outside and inside at the...
The price is AU$1,967
includes taxes & fees
19 Nov - 20 Nov
14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
Stunning Home with Private Pool/Pool Spa, Golf Course View, & Home Theater
9.0 out of 10, Wonderful, (92)
"We've stayed here for the last 2 years now. Great location and big house that suits our needs well. There are several areas that are in need of what I'd consider general and routine maintenance that have not been done. Curtain rods falling out of walls, dishwasher not leaking (a lot), toilet paper holders broken, bathroom floors not clean, an advertised video room with circa 1995 video and NO sound system. In general, proper maintenance on a periodic basis is all that's needed. Our team of...
Stunning Home with Private Pool/Pool Spa, Golf Course View, & Home Theater
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, (5531)
"Broken beer bottles in landing where (i think vending machines once were). Overgrown weeds. This was not Hurricane debris this was years of neglect. Dirty, old rundown rooms. The on-site restaurant was not running, the pool was not open, pool not open, hot tub was green. "
The price is AU$97
includes taxes & fees
12 Nov - 13 Nov
Seralago Hotel & Suites Main Gate East
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1071)
"Beautiful property. Well kept. "
Margaritaville Resort Orlando Cottages by Rentyl
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1293)
"my family loved this place it was a lastminute booking closes to where i needed to be and it was a great choose i made for my babies. i loved the stay very welcoming and fun for the whole family!!!"
The price is AU$160
includes taxes & fees
18 Nov - 19 Nov
Flamingo Waterpark Resort
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.