A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Search Villas in Kissimmee

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Kissimmee villas

A covered patio area with wicker furniture, a glass table, and a view of a swimming pool.

1. Enchanting 4BR Villa / Family Vacation Home Near Disney

Enchanting 4BR Villa / Family Vacation Home Near Disney
3.0 star property
Kissimmee
Enchanting 4BR Villa / Family Vacation Home Near Disney
A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

2. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is P5,479
P16,870 total
includes taxes & fees
Nov 4 - Nov 5
Upstay Modern 3BR Townhome With Pool Near Disney
Interior

3. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

8 Mi to Disney: Villa w/ Screened Pool & Lanai
3.0 star property
Kissimmee
4.0 out of 10, (1 review)
"My stay at Terra Villa with Celisa Ramos was very disappointing, and I would not recommend it. The surrounding grounds appeared nice and the check in process was easy, but several issues during our stay made the overall experience frustrating. When we arrived at 4:30 p.m., the place had not yet finished being cleaned.While this was not a major issue for us, it was the first sign the property was not fully prepared. Once inside, we immediately noticed how extremely warm it was,warmer than...
Canada
Tara
The price is P10,266
P26,954 total
includes taxes & fees
Oct 25 - Oct 26
8 Mi to Disney: Villa w/ Screened Pool & Lanai
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Great amenities and excellent for families! A well as spaceous"
Vanessa 2-night trip
Posted 2 hours ago
Vacation Village Orlando, Celebration

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
1
Accommodation
2788 Villas
Lowest Price
P16,870
Highest Price
P26,954

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between P16,870 and P26,954 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.
What are the best villas in Kissimmee?
Pick from multiple villas in Kissimmee that have a total average guest review rating of 4.0. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is a hit with Expedia guests. This 3-star stay features a swimming pool and a barbecue grill. Haven Villas is another favorite option. It has a 4-star rating and amenities including a swimming pool and complimentary use of a nearby fitness center.
How many villas are there in Kissimmee?
There are 2788 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?
Villas start from P16,870 per night, so your Kissimmee getaway doesn't have to stretch your budget! Christine's Villa - 3 Bedroom Villa By Redawning is a pocket-friendly pick that features lots of amenities, including a barbecue grill and a deep soaking bathtub. Ev8088ha - Storey Lake Resort - 6 Bed 5 Baths Villa is another cheap stay in this destination. Conveniences here include a swimming pool and a garden. If you're sightseeing in Kissimmee and want to stay within your budget, there are many free and fun attractions to add to your to-do list. Osceola County Welcome Center and History Museum and Kissimmee Lakefront Park are favorites. 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.
Are there any family-friendly villas in Kissimmee?
Get comfortable at Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa, a 3-star option not far from town. Amenities here include an oven and WiFi. Another family-friendly getaway is Haven Villas. Laundry facilities and WiFi help make this 4-star stay a hit with guests. Kissimmee boasts loads of family-friendly attractions to explore when the kids are getting restless. Discovery Cove and Aquatica promise fun for travelers both young and old.
Are there any 5-star villas in Kissimmee?
Free Resort Access 4 Bedroom Near Disney With Themed Rooms has exactly what you need. Amenities at this retreat, around 6 kilometers from Kissimmee's center, include a swimming pool and a private entrance. Family Vacation Home, Water Park+endless Amenities is another 5-star villa where you can take relaxation to a whole other level. It offers a private entrance and a swimming pool and is 10 kilometers from the downtown area.
Why book your villa in Kissimmee with Expedia?
Booking a villa in Kissimmee is as simple as clicking on your travel dates and picking a place that satisfies your needs. In search of something low cost or luxurious, or a stay that also comes with a kitchen? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Kissimmee?
Expedia is here to help you easily locate cheap villas in Kissimmee. Simply use our handy filter tool to select amenities, star rating and budget to refine your search and find an amazing place to stay in just a few clicks.
What is there to do near my villa in Kissimmee?
No matter your interests, Kissimmee has a whole lot to keep you entertained. 192 Flea Market, Osceola Square Mall and Lake Cecile are on most travelers' schedules. Don't forget to check out Kissimmee Golf Club, Old Town and Silver Spurs Arena either. With Expedia's hotel deals in Kissimmee, you'll be able to discover more fantastic attractions like these with the cash you save.

Explore a world of travel with Expedia