Search Kissimmee Villa Rentals from CA $253

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Browse Select Kissimmee Villas

Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (227)
"Love the place!"
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
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
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Property grounds
❤️Disney Dream Vacation W/ Lake View
10.0 out of 10, Exceptional, (11)
"Great place"
❤️Disney Dream Vacation W/ Lake View
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
Outdoor pool, a heated pool
Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
10.0 out of 10, Exceptional, (155)
"Great overall experience. Clean, spacious, optimal location and a lot of amenities. When we come back to the Orlando area we will definitely look to get this house again"
Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
Property grounds
Once Upon A Time @ Storey Lake-9 Bedroom Disney Haven!
10.0 out of 10, Exceptional, (41)
"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!
Exterior
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
10.0 out of 10, Exceptional, (7)
"The villa was just as described. Margaritaville itself is very large but there is a free shuttle available that takes you to the front or near to the restaurants. The home is stocked for just 3-4 days so for my 10 days there, I had to run to target for trash bags, toilet paper, and paper towels. Having the washer and dryer was convenient and needed as there were not a ton towels in each bathroom. The beds were so comfortable as was the bedding. Plenty of closet space for storing clothes. A great...
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (290)
"Overall very impressed with this property"
Modern Luxury Villa with Everything
Pool
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (282)
"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!
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
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
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!
Pool
Modern Luxury Villa with Everything
9.6 out of 10, Exceptional, (173)
"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
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
A heated pool
4573TB-🥇Gorgeous 10bed/ 5 bath-Private Pool & SPA
9.6 out of 10, Exceptional, (18)
"House was great with plenty of room. Host was very responsive and answered all questions very quickly"
4573TB-🥇Gorgeous 10bed/ 5 bath-Private Pool & SPA
Fridge, microwave, oven, stovetop
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
9.6 out of 10, Exceptional, (9)
"Overall, this property was as advertised. Communication with property manager was great, and we all enjoyed ourselves."
The price is CA $253
CA $994 total
includes taxes & fees
May 20 - May 21
280CW-🥇Gorgeous 9 bed/ 8 bath-Private Pool & SPA
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
Fully-Equipped Villa Next to Disney!
9.6 out of 10, Exceptional, (36)
"Great little place, clean & well kept, we had 2 adults and 1 teen and it was perfect. Plenty of linens and toiletries. Nice small kitchen and 2 tv’s. So close to Disney if that’s your destination. Another reviewer mentioned the bed is hard and yes it’s somewhat stiff, not ideal but you’re only there for a short time. I have back problems and it wasn’t a game changer. Located in a nice area and I saw security and police patrols often, seemed very safe. I would totally stay there again!"
Fully-Equipped Villa Next to Disney!
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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, (831)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5883)
"Legit not a single complaint for this stay. Only thing I can say is that the floors are a little dirty, but other than that the room was clean, the bed was comfortable, bathroom was spotless, would recommend the stay here."
The price is CA $75
CA $107 total
includes taxes & fees
May 14 - May 15
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1142)
"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 CA $110
CA $169 total
includes taxes & fees
May 14 - May 15
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
1,831
Accommodation
5840 Villas
Lowest Price
CA $253
Highest Price
CA $253

Recent Reviews in Kissimmee
Expedia verified reviews