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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 5868 Villas in Kissimmee with updated reviews, rates, and availability.

Lakeview Luxury Villa with Everything

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (316)
"We enjoyed our stay and the host was extremely helpful when any questions came up. The host is very professional and helpful. We would stay with this host again."
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (364)
"Fun property"
Modern Luxury Villa with Everything
Lakeview 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!

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (95)
"the facility was great however the pool and hottub were underwelming. It was cold and I was told it would not heat but it warmed through the week and we got to use it after we had been there 3 days, worked great although the jets were minimal. Next day the jets did not work at all --they did come and fix that but then there was no heat. Although everything else was great we probably won't use this property again as the pool was a big draw. "
Ultimate Lakeview Villa with Everything!
Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!
IMG_6168-Enhanced-NR

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
Pool

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
10.0 out of 10, Exceptional, (4)
"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
Pool

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

9.2 out of 10, Wonderful, (60)
"This was a big house with more then enough room for all of my family. There were small things wrong such as lots of little bugs (It's Florida, it happens) and the pool turning green overnight, but the owners were VERY responsive when I contacted them about it which I appreciated. We loved sitting outside by the pool and just soaking in the Florida sunshine. This could be a super nice property if a little money was thrown in to do some updates but overall we really enjoyed our stay. The main...
*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
Front of Villa

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!

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!
Villa in Kissimmee next to Disney!
Pool

Villa in Kissimmee next to Disney!

8.0 out of 10, Very Good, (16)
"Nothing really to complain about, a little dusty and could use a deep cleaning for the carpets"
Villa in Kissimmee next to Disney!
Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (207)
"This stay was great, and we will be keeping this listing on our list for when we return to Orlando."
Modern Luxury Villa with Everything
Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

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
1538-moon-valley-drive--davenport--fl-33896---01.jpg

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
Pool

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
Exterior

Experience Kissimmee living near vibrant Old Town

9.4 out of 10, Exceptional, (28)
"Beautiful and just as the photos showed. Plenty of room. "
Experience Kissimmee living near vibrant Old Town
Private Heated Pool! Only 8 miles to Disney! Gated Community
Enjoy a swim with your family in your private heated pool or unwind in the spa.

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
4473MonadoDr_51

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
Villa

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (272)
"Our family travels to Orlando a lot and this property was the best we've stayed at in terms of location to the parks. It took us only 15 minutes to get to each Disney park! It was very clean and had plenty of space. We didn't use the community amenities much, but they seemed very nice. Robert and Louise were very responsive to any questions we had. I wouldn't hesitate to stay here again! Thank you, Robert and Louise!"
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
South Facing Pool and spa on Water Conservation Area in Gated Community
Pool

South Facing Pool and spa on Water Conservation Area in Gated Community

10.0 out of 10, Exceptional, (9)
"This was a very spacious house that was clean and had all the essentials for our trip. The neighborhood was very nice and the area where the home is located was quiet with nice views of the lake. The pool area was private and had plenty of room to relax whether you were swimming or just relaxing outside. No outdoor tv, but that was the only thing we would have changed. We really enjoyed the pool table upstairs and game room in the garage for extra free entertainment while we were there. This was...
South Facing Pool and spa on Water Conservation Area in Gated Community
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
front view of the Villa with Palm trees

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"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
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
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1182)
"This is our 3rd time staying here. We did not love this cottage as much as we did the others. Although each room had a bathroom there was not one outside the bedrooms. We had 6 people and there was limited seating & small living room area The master bathroom shower leaked all over the floor Wish we were told there was a hot tub do we could have brought bathing suits We liked that it was less than a 10 minute walk to the Salty Rim and the shuttle to the promenade was very quick & convenient"
Margaritaville Resort Orlando Cottages by Rentyl
The Berkley, Orlando
Outdoor pool

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1664)
"Love this place, stay here every time we go to Orlando, which is very often."
The price is SAR 746
SAR 877 total
includes taxes & fees
3 Feb - 4 Feb
The Berkley, Orlando
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1428)
"Very staff, clean room and great pool and hot tub"
The price is SAR 313
SAR 411 total
includes taxes & fees
16 Feb - 17 Feb
Vacation Village at Parkway
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 range between and per night. These getaways provide the privacy to enjoy your own space at a price that fits your budget. These prices were 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.
What are the best villas in Kissimmee?
Choose from multiple villas in Kissimmee that have a total average guest review rating of 9.3. 4962 Windermere Ave is always a hit with travelers. This 4.5-star stay features a swimming pool and a terrace. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is another good option. It has a 3-star rating and conveniences such as a barbecue grill and a swimming pool.
How many villas are there in Kissimmee?
Kissimmee has 5868 villas to select from. Find your perfect stay quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our filter tool.
Are there any 5-star villas in Kissimmee?
Free Resort Access 4 Bedroom Near Disney With Themed Rooms is an excellent 5-star villa in Kissimmee. Around 6 kilometers from the downtown area, a swimming pool and a private entrance are among the amenities here. Waterpark Near Disney - Luxury Townhome is another luxurious stay around 10 kilometers from the city center. Also rated 5 stars, this property includes a swimming pool and a private entrance.
Why book your villa in Kissimmee with Expedia?
We think that vacations shouldn’t be complicated, so if you’re on the lookout for villas at a competitive price, Expedia has you covered. Save those pennies and opt for an all-inclusive stay, or splurge on a luxe villa to treat your sweetheart. Our handy filters make it easy to secure a property in Kissimmee that meets your needs.
How can I find cheap villas in Kissimmee?
With Expedia’s filter tool, scoring cheap villas in Kissimmee is a breeze. To find accommodations that are gentle on your bank balance, refine your search by budget, star rating and amenities.