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Featured Villas in Kissimmee

Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (230)
"The home was perfect for our group. The “Star Wars” room accommodated several of our girls And they loved the space. Each mom had a comfortable bed, plenty of space and great views! We lived the view from the back porch and were able To see several sunrises and sunsets as Well as some Resident wildlife! (Alligators, flamingos, etc). My only issue was that the TV’s in the theatre room need instructions as we are not techy and never got anything to work well. Lovely home, well appointed!"
Lakeview Luxury Villa with Everything
Exterior
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
10.0 out of 10, Exceptional, (7)
"My family and I really enjoyed staying at Phillip and Ambers property. The neighborhood was beautiful and they thought of everything- there were extra blankets and pillows, soap, games and even ponchos! I’m not sure that the cost for pool heat was worth it as it was still too cold to be tolerable but we made do inside. We thoroughly enjoyed our time and are grateful to our hosts for opening their home!"
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
Pool
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, (236)
"We enjoyed our stay at this property. With 4 bedrooms and 4 bathroom, there was plenty of room for everybody. The gated neighborhood felt very welcoming and safe. It was quiet, too!"
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
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Dining
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
10.0 out of 10, Exceptional, (149)
"All of the other reviews sold us on staying here, and once we arrived, we were not let down. Upon arrival, check-in was very easy and what was really remarkable is the house is very, very clean. Furthermore, everything you would need to support a family is already at the house. Prior to arrival, we received a great email with suggestions about where to eat, things to do, etc. We spent some time in the community pool and water park, but our family actually really enjoyed. Just lounging in...
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Property grounds
Once Upon A Time @ Storey Lake-9 Bedroom Disney Haven!
10.0 out of 10, Exceptional, (42)
"We absolutely loved this home!! Our daughter loved the princess room and our youngest son loved the Spider-Man room!! The home is very spacious!! The boys enjoyed nightly ping pong tournaments!! The televisions in every room was a lot of fun, the kids loved it!! The pool was a lot of fun!!! The pool and spa temps are perfect!!! Home is very refreshing without the Florida humidity. Kitchen is well stocked with any and all dishes we could ever use!! There were pool toys, card and board games,...
Once Upon A Time @ Storey Lake-9 Bedroom Disney Haven!
Pool
Beautiful South Facing Lake View 8BR/6BA, Custom Furniture
10.0 out of 10, Exceptional, (79)
"Very clean and very roomy…. We loved it… great location! Only 25-30 to Hollywood Studios , and like 45 min to Universal. Loved it!! Property manager was great also!"
Beautiful South Facing Lake View 8BR/6BA, Custom Furniture
Outdoor pool, a heated pool
4400 sq ft! Spring Special Rates! Near Disney World - pet friendly, Sleeps 20!
10.0 out of 10, Exceptional, (11)
"Our family of 14 loved our Thanksgiving week at the Windsor house! The home was spacious so everyone had their own spot…even the dog had a great backyard to play frisbee or chase the ball! The pool and jacuzzi were sparkling clean and the perfect temperature for enjoying day and night. The two large gathering areas allowed the younger crew to have some entertainment time apart from those who wanted to sit and visit. The pool table, ping pong table and poker table all got plenty of action and...
The price is NZ$1,364
includes taxes & fees
20 May - 21 May
4400 sq ft! Spring Special Rates! Near Disney World - pet friendly, Sleeps 20!
Pool
Awesome 9BR Villa by Disney w/Pool/Theater/Games
10.0 out of 10, Exceptional, (3)
"First experience with Vrbo but it was amazing from beginning to end!! Great host and great property can’t wait for the next trip!"
Awesome 9BR Villa by Disney w/Pool/Theater/Games
Pool
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (283)
"We loved the house. Plenty of space and lots to do between the pool, arcade room, and theater room. We also enjoyed the multiple clubhouse waterparks we had access to. We had a couple issues with the pool and a/c but property management resolved quickly. Highly recommend booking this house"
Ultimate Lakeview Villa with Everything!
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (293)
"Great location and clean premises."
Modern Luxury Villa with Everything
Outdoor pool
Beautiful Villa in Kissimmee, Florida with Private Pool & Free Wifi
9.8 out of 10, Exceptional, (69)
"This was our second time at the property. We love the location and enjoy the house and pool. We had some problems when we moved in, but we were able to clean and do the repairs ourselves. Overall we had a very enjoyable time Thank you very much. Barbara Long"
Beautiful Villa in Kissimmee, Florida with Private Pool & Free Wifi
Property grounds
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (15)
"This was such an amazing property for our family. Great location for my family to enjoy the parks and an excellent pool and game room to unwind with after a long day. Communication with the property management was speedy and super helpful. I wish we could have stayed longer and will definitely be a location at the top of our list to visit again when we are in the area! Thanks again for a great stay!"
Luxury Orlando Villa with PrivateTheater at pool area
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (176)
"The house was amazing! Exactly as described. It was clean and everything seemed new. The host was very responsive and accommodated to all our needs. Would highly recommend!"
Modern Luxury Villa with Everything
Pool
Lakeview Luxury Villa with Everything!
9.8 out of 10, Exceptional, (64)
"We had our family vacation at this property and it did not disappoint. There was something for all ages, and enough space and privacy for the baby to nap, the big kids really liked the lazy river and water slides, and I enjoyed the big kitchen, reading my book poolside and never having to hear I’m bored. ;) It was a short 20 minute drive to Disney Springs, and very close to the other parks and restaurants. You really can’t beat the location for a Disney trip."
Lakeview Luxury Villa with Everything!
A heated pool
Luxury Villa Close to Disney 5br Private Pool
9.8 out of 10, Exceptional, (39)
"First and foremost, Katie was the epitome of an excellent host. She helped us with any questions that we had quickly and efficiently. The home was equipped with all the bells and whistles - even an Alexa in the kitchen that we used to entertain our family . The pool was perfect for our group. Each room has its own unique style. The clubhouse lazy river was the cherry on top of the cake! Our entire family enjoyed it! I would highly recommend this home for your next stay with your family!."
Luxury Villa Close to Disney 5br Private Pool
A heated pool
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
9.6 out of 10, Exceptional, (196)
"The home was filled with kids coloring books, games, essentials, and pool toys. There were plenty of towels, bedding, & pillows. Everything was labeled so it made it stress free on finding things or trying to figure out what button worked what. We were very pleased and highly recommend!! Thank you!!"
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
Pool
Ultimate Lakeview Villa with Everything!
9.6 out of 10, Exceptional, (47)
"We just returned from a week long stay and were very pleased with the house! Everything was clean and as represented in the pictures and descriptions. There really was something for every member of our group! The house was also conveniently located to all the Disney parks. The only small issue we had was late night noise next door on one night. It didn’t last long, and you certainly can’t blame that on the property. Overall a wonderful stay!!"
Ultimate Lakeview Villa with Everything!
Fridge, microwave, oven, stovetop
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
9.6 out of 10, Exceptional, (84)
"The house is very clean an organized...laundry is a plus...really quite Condo and close to everything. We went to Medieval Dinner Time, just 4 min from the house, really nice experience, and another day just at the pool. Planning to comeback soon!!! Catalina is very friendly and just a text away from you."
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Outdoor pool, a heated pool
Come stay at your perfect Oasis at Champions Gate Resort.
9.6 out of 10, Exceptional, (32)
"very nice property, great communication, host very nice to speak with, would highly recommend!"
Come stay at your perfect Oasis at Champions Gate Resort.
Exterior
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
9.6 out of 10, Exceptional, (148)
"We loved the house. This house is in a great central location for all the major Orlando activities - Universal, various Disney parks, Legoland, etc. Legoland is just under and hour away but the Disney parks are all within 25 minutes or less. The house offers 4 bedrooms each en-suites so everyone in the family has their own space. The pool, hot tub, and BBQ in the backyard coupled with game room (garage conversion) make for great quality down time after all the busy activities. One bedroom...
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Don't see what you're looking for?
See all available properties in Kissimmee
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.

Other property types in Kissimmee

Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (836)
"We stayed in one of the two bedroom villas. It actually had a third room with a bed as well (just no door) which was a nice surprise! The villa was incredibly clean, spacious and beautiful! It does have most of what you need but found a couple things could have been added such as a broom to sweep up after dinner etc. (we did call and ask for one, and they did deliver us a broom) and there were no dish cloths. Other than that, it had everything you need to cook etc. The property is huge,...
Margaritaville Resort Orlando Cottages by Rentyl
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5902)
"My trip was awesome and the location was perfect "
The price is NZ$108
includes taxes & fees
19 May - 20 May
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1145)
"The only issue was that I called to service my room 2 days before my last day and for 12pm but nothing was done so I have to grab toilet paper and towels from lobby "
The price is NZ$202
includes taxes & fees
19 May - 20 May
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.

Kissimmee Villas information

Number of reviews
1,966
Accommodation
5840 Villas
Lowest Price
NZ$1,195
Highest Price
NZ$1,195

Recent Reviews in Kissimmee
Expedia verified reviews