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Featured Villas in Kissimmee

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (317)
"Very nice! Lots of room for everyone."
Lakeview Luxury Villa with Everything

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (366)
"We had a lot of little ones to entertain between Disney days and the pool, theater and game room were a hit!!! Also like 2 minutes drive to Target, which was so convenient. Definitely going to rebook next time we go to Orlando! "
Modern Luxury Villa with Everything

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (70)
"Great property! Super fun when not at the parks. Very clean, quiet, awesome amenities. The kids really loved the arcade in the bonus room. The extra washer and dryer were a nice bonus too. The pool was clean and eventually got up to temp. Communication with the host was smooth. Would stay here again "
Lakeview Luxury Villa with Everything

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (96)
"Wonderful time at property. Kids definitely enjoyed the rooms. Plenty of space for everybody. Communication was good with the owner. There was minimal damages to some things, but did not get in our way. Would stay again. Wish the pool could have gotten warmer during the stay. "
Ultimate Lakeview Villa with Everything!

Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

9.2 out of 10, Wonderful, (9)
"Loved this very clean, well managed property, we plan on booking again next year"
Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
8.4 out of 10, Very good, (5)
"Great property, comfortable beds, kitchen equipped with everything you need, washer and dryer, dinning table for 10 people, every room with tv, terrace tv, bathroom and small pool but very pleasant. No rooms on first floor. 3 rooms on second floor and 2 rooms on third floor. I will stay again."
Large Margaritaville Villa w/ Private Pool + View

*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

9.2 out of 10, Wonderful, (62)
"Pretty good stay. We've always enjoyed the location of Windsor Hills; close to Disney, easy to get to, comfortable and safe. The house was roomy and more than adequate for our family of twelve. If there was anything negative it would be: only two cars can be parked in the driveway (if you have a 3rd car, it has to be parked at the main entrance area), the pool was murky and not useful for our stay. The pool maintenance guy came out twice to add chemicals, but didn't solve it. No kitchen towels....
*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

8.6 out of 10, Excellent, (83)
"We have stayed at this property 3 times. The host is amazing, very responsive and kind. The location is great and the home is a great value. "
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (332)
"The property, neighborhood, location, and communication with the host were fantastic. There were no unwelcome surprises and the process of checking in and out couldn’t have been easier. Will definitely use one of their properties again in the future. "
Ultimate Lakeview Villa with Everything!

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (209)
"We had a magical experience on our first family trip to Orlando to visit Disney and Universal. When looking for nearby accommodations we found this gem, with awesome Disney themed rooms for the kids and classy rooms for the adults to enjoy. Despite a cold snap while there, we spent hours in and around the pool most days, thankfully having added on the pool/spa heating. We also added a bbq rental which made cooking for our big family nice and easy. The kitchen was fully stocked with all the...
Modern Luxury Villa with Everything

Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

9.6 out of 10, Exceptional, (7)
"We would return again"
Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

8.6 out of 10, Excellent, (33)
"Lovely villa, excellent area to stay, we loved the club house and all the amenities. Would definitely stay again. Any problems we had were sorted quickly, excellent service. "
Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

10.0 out of 10, Exceptional, (168)
"Owners and Property management company were awesome as we booked for a convention last minute. We got lucky those specific dates were open because it is very booked in the future.Great value with three king bedrooms so lots of room we used and three other rooms. Lots of cool fun things in villa to entertain adults and two very cool themed kids rooms and game room."
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Experience Kissimmee living near vibrant Old Town

9.4 out of 10, Exceptional, (28)
"Basically nice and convenient property. Jump to the cons: dated, ceiling fan in living room absolutely filthy. Two story house with 1 thermostat, upstairs hot and lower level cold. Ordered pool heated and couldn't get water above 70⁰ ( note: it was unusually cold during our stay. Owner was very responsive and refunded heating fees in full.) Even with just a 2 night stay we ran out of toilet paper. There wasn't even half a roll in each bathroom.We were only there for 2 nights before a cruise so...
Experience Kissimmee living near vibrant Old Town

Private Heated Pool! Only 8 miles to Disney! Gated Community

10.0 out of 10, Exceptional, (49)
"House is clean. Development is quiet. Hosts were generous with pool heat even though it was quite cold outside. They were also generous with household items. It was a very nice experience."
Private Heated Pool! Only 8 miles to Disney! Gated Community

Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

8.6 out of 10, Excellent, (4)
"The house was great and fit our needs very well. Large kitchen with 2 refrigerators and 2 dishwashers, as well as well-stocked cupboards with dishes. The dining and living room area was comfortable for all of us. The game room was wonderful for the kids and we all enjoyed the pool and hot tub. Located close to many parks and shopping areas. We enjoyed the house very much! "
Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (272)
"The stay was really good. The host was fantastic and communicated well. The only problem we had was ants on the kitchen counter."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

South facing pool & spa on water conservation area in gated community

10.0 out of 10, Exceptional, (10)
"Location was great, about 20-30 minutes to Disney, Discovery Cove, and Universal. About an hour from Cocoa Beach. Communication, quiet yard, and space was amazing. Would love to stay again!! Only suggestion is to list what types of laundry soap (HE), coffee filters(size - *4 cup filters were provided for a 12 cup machine*), and dishwasher tablets (1 was provided) but no dish soap for overflow. It would have been nice to have the provided supplies for the amount of days stayed or provide...
South facing pool & spa on water conservation area in gated community

Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

2.0 star property
8.0 out of 10, Very good, (5)
"We were there for a work conference and church the house was perfect for our group. Our host was outstanding with all the info we needed for a great stay."
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

9.6 out of 10, Exceptional, (103)
"found the property just as described three bedrooms on second floor all with there own bathroom. first floor laundry, 1/2 bathroom, kitchen with six bar stools, two sections with there own seating areas, exterior covered patio with large outdoor coach. overall property well maintained, carpet in stairs and hallway showing heavy traffic so its been in high demand for quite a while. Would stay here again for extended visits."
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly
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

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1189)
"We stayed at the cottages by Rentyl. Unit was spotless with a great location. It was missing tea towels and cloths to wash/dry dishes in the sink and a baking tray/ spatula for the oven but the rest was awesome. Valet and team were all on point. Pool area for main building and our private pool were clean and maintained- would definitely return. "
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1435)
"Very staff, clean room and great pool and hot tub"
The price is AU$197
includes taxes & fees
24 Feb - 25 Feb
Vacation Village at Parkway

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1666)
"Greta staff, very helpful. Beautiful pool and hot tub. The room was awesome. Will definitely stay again."
The price is AU$396
includes taxes & fees
10 Mar - 11 Mar
The Berkley, 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.

Frequently asked questions

How much do villas in Kissimmee cost?
Villas in Kissimmee cost between and per night. These stays provide the privacy of your own space at a price that fits your budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Kissimmee?
Make use of your holiday days and choose from villas in Kissimmee. For a holiday with the family, a weekend getaway and everything in between, Expedia will help you find the ideal place in just a click or two.
What is there to do near my villa in Kissimmee?
Whatever you love doing, Kissimmee has lots of things to keep you going. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on many visitors’ trip plans. Don’t leave without exploring Gatorland®, Medieval Times and Fun Spot America either. With Expedia’s hotel deals in Kissimmee, you’ll be able to see even more renowned attractions like these with the money you save.