Villas in Kissimmee

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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Featured Villas in Kissimmee

Westgate villa
Terrace/patio

Westgate villa

3.0 star property
5.6 out of 10, (5)
"10/10 recommend this place!!"
Westgate villa
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245
Aerial view

Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245

4.5 star property
8.4 out of 10, Very good, (10)
"Great communication with management company. Everything was as expected. Would stay again"
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
7.8 out of 10, Good, (12)
"Is at family place very beautiful place and very friendly too "
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Krows Nest Near Disney World & Universal!
Exterior

Krows Nest Near Disney World & Universal!

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great stay for family. Roomy and clean with extra play games for young ones. Plenty of things to check out in the area and parks are nearby. Looking forward to staying again!"
Krows Nest Near Disney World & Universal!
Large Margaritaville Villa w/ Private Pool + View
Miscellaneous

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
8.4 out of 10, Very good, (6)
"We absolutely loved our stay. The house was gorgeous, clean and in a fantastic location. The only thing that was extremely disappointing was the surprise charge of $272.08 USD/$410.30 CAD to heat the pool and spa for the week. That should be included or made clear in the listing."
Large Margaritaville Villa w/ Private Pool + View
Family Vacation Home, Water Park+Endless Amenities
Water park

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.4 out of 10, Very good, (18)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities
Reunion. 5 Heated Pools. Slps 8
Terrace/patio

Reunion. 5 Heated Pools. Slps 8

3.0 star property
10.0 out of 10, Exceptional, (1)
"One of the BEST stays we’ve had in a while. Easy to find and checkin, very spacious apartment. The balcony was huge, we enjoyed having breakfast outside with a view. One of the best features were the comfy beds!"
Reunion. 5 Heated Pools. Slps 8
Newly Renovated Stylish Villa, With Star Wars, Mickey and Safari Themed Rooms #3tv4706
Outdoor pool

Newly Renovated Stylish Villa, With Star Wars, Mickey and Safari Themed Rooms #3tv4706

3.0 star property
8.8 out of 10, Excellent, (3)
"Fabulous villa, very clean and comfortable. Ideal for a family with teenagers! Great communication from the owners throughout booking process & ahead of our stay. Only 5 min driving from a huge Wallmart. Would highly recommend."
Newly Renovated Stylish Villa, With Star Wars, Mickey and Safari Themed Rooms #3tv4706
Shv1189ha - 7 Bedroom Villa In Crystal Cove, Sleeps Up To 16, Just 6 Miles To Disney
Property grounds

Shv1189ha - 7 Bedroom Villa In Crystal Cove, Sleeps Up To 16, Just 6 Miles To Disney

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic "
Shv1189ha - 7 Bedroom Villa In Crystal Cove, Sleeps Up To 16, Just 6 Miles To Disney
7703 Banyon Way
Pool

7703 Banyon Way

4.0 star property
8.8 out of 10, Excellent, (3)
"We really enjoyed our weekend!!!!! Beautiful home"
7703 Banyon Way
8830 Macapa Drive
Outdoor pool

8830 Macapa Drive

4.0 star property
8.0 out of 10, Very good, (2)
"Fabulous modern property. Pool & Tub heating extra. Wonderful stay."
8830 Macapa Drive
Wonderful Single-Family 4 Bd w/ Pool Close to Disney @ Veranda Palms 2654
Exterior

Wonderful Single-Family 4 Bd w/ Pool Close to Disney @ Veranda Palms 2654

4.5 star property
7.0 out of 10, Good, (6)
"Everything is very Good "
Wonderful Single-Family 4 Bd w/ Pool Close to Disney @ Veranda Palms 2654
Luxury 8Bd with Pool @ Sonoma Resort 2639
Outdoor pool, a heated pool, pool loungers, lifeguards on site

Luxury 8Bd with Pool @ Sonoma Resort 2639

5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Pool

Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

3.0 star property
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Gorgeous 5Bd Close to Disney @ Storey Lake 2734
Aerial view

Gorgeous 5Bd Close to Disney @ Storey Lake 2734

4.5 star property
2.0 out of 10, (1)
Gorgeous 5Bd Close to Disney @ Storey Lake 2734
Beautiful 3 bed Townhome in Windsor Hills Resort
Room

Beautiful 3 bed Townhome in Windsor Hills Resort

2.0 star property
Beautiful 3 bed Townhome in Windsor Hills Resort
Magic Villa With Themed Bedrooms and Private Pool
Room

Magic Villa With Themed Bedrooms and Private Pool

2.0 star property
Magic Villa With Themed Bedrooms and Private Pool
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Terrace/patio

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

5.0 star property
8.0 out of 10, Very good, (4)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
1800 Sandy Park Trail
Miscellaneous

1800 Sandy Park Trail

3.5 star property
1800 Sandy Park Trail
Cozy Condo Near Disney W/pool View! Free Waterpark
Miscellaneous

Cozy Condo Near Disney W/pool View! Free Waterpark

3.5 star property
2.0 out of 10, (1)
"The lock on our rental was faulty and we were locked out, forced to wait with bags outside for a handyman to come to fix the lock. We had one handyman come about 8:30pm and while he was nice, he was unable to figure out how to fix the lock, but he did get us inside the condo. He said someone would come in the morning who know how to work these locks. I explained that we had someplace to go at 11am, so we needed it completed by then. He assured me that their staff came in at 9am, so getting...
Cozy Condo Near Disney W/pool View! Free Waterpark
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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Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between and per night for a villa in Kissimmee. Whatever your budget, a fantastic getaway is just a click away on Expedia. 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.
How many villas are there in Kissimmee?
There are 2519 villas in Kissimmee. No matter if you’re taking a trip with the little ones or planning a weekend escape with your pals, Expedia can help you find the right space for your whole crew.
What are the best cheap villas in Kissimmee?
Christine’s Villa - 3 Bedroom Villa By Redawning is one of the best cheap villas in Kissimmee and includes a swimming pool and a barbecue grill. Another excellent choice that’s easy on the wallet is Ev8088ha - Storey Lake Resort - 6 Bed 5 Baths Villa. Conveniences here include individually decorated rooms and a swimming pool. Rates for villas start at just per night. If you’re exploring Kissimmee and want to stay within your budget, there are lots of popular and free attractions to add to your to-do list. Osceola County Welcome Centre and History Museum and Kissimmee Lakefront Park are visitor favourites. 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.