Search Kissimmee Villa Accommodation

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Villas in Kissimmee

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (332)
"very nice. did not like the fact that you have to pay extra for the hot tub/pool to be heated. "
Lakeview Luxury Villa with Everything

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (75)
"We really enjoyed our stay here with 3 generations able to stay together with plenty of room and everything we needed for an easy vacation. Our 3 and 5 year old LOVED the playroom, and the community pool areas with the lazy rivers, splash pads, mini golf, water slides, and a bar for the adults with food and drink options were great for our days off from Disney, which was a short 20 min drive away. Highly recommend for a Disney vacation or even just a relaxing vacation spot."
Lakeview Luxury Villa with Everything

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (380)
"The house was situated wonderfully close to the main parks, super clean, with an easy check in process, plenty of parking, and all the elements you didn’t know you wanted-but that you needed. A millennium Falcon bed? Check. Harry Potter themed Game room? Check. Frozen themed room? Check. Theater room with reclining seats? Check. Fully stocked with the essential kitchen ? Check. "
Modern Luxury Villa with Everything

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (336)
"Dope crib, Huge "
Ultimate Lakeview Villa with Everything!

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (213)
"Wonderful to have a pool at the house for the kids to enjoy anytime. Very spacious. Loved the theater and game rooms. "
Modern Luxury Villa with Everything

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

9.6 out of 10, Exceptional, (107)
"Thank you!"
The price is AU$694
includes taxes & fees
11 Mar - 12 Mar
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI

8.6 out of 10, Excellent, (59)
"This stay allowed for a relaxing getaway. The house is in a great location and in a safe neighborhood. It’s very close to Disney for those traveling for that reason. The community amenities are great (pool, gym, lounge, etc). The house itself is very spacious and well decorated, with room to fit probably 20 people comfortably. There are some upkeep issues that show signs of wear and tear but this did not take away from the experience of the trip and my vacation as a whole. The host was receptive...
Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (100)
"House was perfect for our two families with kids. Pool and hot tub got a lot of use! House was spacious and in pretty good shape. Was everything as perfect as it looked in the pictures? No. But really no complaints from our families - we would consider it well maintained. I would recommend not paying for check in day heat for the pool/hot tub. Only heats from 8-8 so the hot tub and pool were cool on day one but had no problem the remainder of the days getting up to 87 in the pool and over...
Ultimate Lakeview Villa with Everything!

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

8.6 out of 10, Excellent, (14)
"We had a group of 14 and we had plenty of space for everyone. House provided for all of our basic needs. Location was great!"
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (15)
"The house is beautiful and big enough for our family of 7 adults and two children. We enjoy every minute of our vacation. My adult children said it was one of the best stays, so relaxing. The communication with the manager was excellent. Any questions or problems we had were taken care of immediately. Would definitely do it again. "
Lakeview Luxury Villa in Storey Lake

Emerald Island Resort 8 Bed Pool Villa

7.0 out of 10, Good, (2)
"Beautiful home. Very well kept. We really enjoyed this beautiful house! Highly recommend. 10/10 "
Emerald Island Resort 8 Bed Pool Villa

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

2.0 star property
8.0 out of 10, Very good, (7)
"Overall good stay. Would recommend "
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

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

10.0 out of 10, Exceptional, (170)
"We loved it. "
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Modern Villa less than 10 minutes from Disney

10.0 out of 10, Exceptional, (107)
"This was a last minute trip to Florida for sun and warmth after a long winter. The house was clean and super fun with the themed rooms and hidden Mickeys. We enjoyed sitting outside by the pool and walking the neighborhood. Our host was very responsive the couple of times we reached out. While we were not there for Orlando’s attractions, the proximity to all the city has to offer was perfect. "
Modern Villa less than 10 minutes from Disney

Harry Potter Villa 10 minutes from Disney

10.0 out of 10, Exceptional, (61)
"Amazing attention to detail with everything from the Harry Potter movies! Every day we noticed something new we didn't see before. Chris was very personable and a wonderful host! Would definitely stay again."
Harry Potter Villa 10 minutes from Disney

A Star Wars themed villa for fans young and old

10.0 out of 10, Exceptional, (89)
"We had an amazing time. My daughter loved the pool and the hot tub was wonderful after those long days at Disney. The themed rooms were great. We didn't get a chance to explore the grounds this trip, but plan on returning in the future with scheduled "off days" from the parks. Chris was amazing and quick to respond to my texts before and during the trip. Highly recommended."
A Star Wars themed villa for fans young and old

Windsor Hills Resort 6 Bedroom South Facing Pool/ Spa Home Steps to the Magic

10.0 out of 10, Exceptional, (108)
"We were a multigenerational group visiting Disney - 3 grandparents, two parents, and 3 kids age 5-11. The house a 15 minute easy drive to the parks with a huge Walmart about a mile away for groceries. The layout was great for our group, bedrooms were comfortable, and the kitchen was well stocked. The kids loved the game room and swam at both the house pool and the community pool. Owner was communicative and very nice. No complaints - we had a wonderful stay!"
Windsor Hills Resort 6 Bedroom South Facing Pool/ Spa Home Steps to the Magic

SPECTACULAR DISNEY THEME HOME 7 Bed Lake Pool 24HR Spa GameRm 1/2price poolheat

9.4 out of 10, Exceptional, (161)
SPECTACULAR DISNEY THEME HOME 7 Bed Lake Pool 24HR Spa GameRm 1/2price poolheat

The Mandalori-Inn - South Pool, Conservation View!

10.0 out of 10, Exceptional, (54)
"House was so well furnished & clean. Pool & hot tub were both great. Host was great at responding & answering any questions. "
The Mandalori-Inn - South Pool, Conservation View!

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
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.
Don't see what you're looking for?
See all available properties in Kissimmee
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kissimmee

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1708)
"Love the location very close to Disney and tonnes of other activities and dining. (15 min drive to Disney parks and a lot of things within 10 min walk)"
The price is AU$174
includes taxes & fees
1 Apr - 2 Apr
Vacation Village at Parkway

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1246)
"We loved our stay!"
Margaritaville Resort Orlando Cottages by Rentyl

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (23)
"We are so enjoy and comfortable to stay, i will be back again"
The price is AU$195
includes taxes & fees
11 Mar - 12 Mar
Barefoot'n Resort Kissimmee 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 AU$694 and AU$694 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 4603 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.