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

Search Kissimmee Villa Rentals from CA $354

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kissimmee villas

1. Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (35 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is CA $100
CA $327 total
includes taxes & fees
Sep 2 - Sep 3
Completely Renovated 3/2 Close to Disney parks

2. Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Host was very attentive and responded back quickly anytime we had a question before or during our stay. Resort amenities were wonderful and location was great! We would stay again! "
United States
Amber K.
The price is CA $93
CA $658 total
includes taxes & fees
Sep 3 - Sep 4
Storey Lake Resort~Heated Pool~Brand New~Designer

3. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is CA $106
CA $354 total
includes taxes & fees
Sep 3 - Sep 4
Upstay Modern 3BR Townhome With Pool Near Disney

4. Enchanted Villa with Lake View 6-Bedroom in Resort

Enchanted Villa with Lake View 6-Bedroom in Resort
Lake Berkley
9.6 out of 10, Exceptional, (5 reviews)
"Amazing detail in the decor and easy to communicate host. So welcoming and great for large parties. I took my family of nine and there was more than enough room for everyone. "
United States
Sarah J.
The price is CA $75
CA $545 total
includes taxes & fees
Sep 2 - Sep 3
Enchanted Villa with Lake View 6-Bedroom in Resort

5. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
The price is CA $90
CA $425 total
includes taxes & fees
Sep 2 - Sep 3
Amazing Spider | Disney, Slides & River

6. Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Kissimmee
9.0 out of 10, Wonderful, (7 reviews)
"It was an ok visit "
United States
Cordell G.
The price is CA $188
CA $446 total
includes taxes & fees
Sep 6 - Sep 7
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

7. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
The price is CA $90
CA $425 total
includes taxes & fees
Sep 8 - Sep 9
Shiny Legendary | Disney, River & Slides

8. Near Disney~Private Patio~Family~Bella Vida Resort

Near Disney~Private Patio~Family~Bella Vida Resort
Bellavida
9.0 out of 10, Wonderful, (2 reviews)
"I had an absolutely wonderful 12-night stay! Derek and Lauren were fantastic hosts—super responsive, welcoming, and easy to communicate with. The property was exceptionally clean and well-equipped with everything needed for a longer trip. I especially loved how comfortable the beds were, the fully-stocked kitchen, and the quiet, peaceful neighborhood. The location in Kissimmee was also perfect and very convenient. I highly recommend this place to anyone visiting the area and would definitely...
United States
zhang p.
The price is CA $96
CA $653 total
includes taxes & fees
Oct 1 - Oct 2
Near Disney~Private Patio~Family~Bella Vida Resort

9. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

8 Mi to Disney: Villa w/ Screened Pool & Lanai
Kissimmee
9.0 out of 10, Wonderful, (21 reviews)
"Home was comfortable for a 1 week stay, close to Disney, shopping and restaurants."
Canada
Darlene K.
The price is CA $151
CA $574 total
includes taxes & fees
Sep 14 - Sep 15
8 Mi to Disney: Villa w/ Screened Pool & Lanai

10. 4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is CA $108
CA $655 total
includes taxes & fees
Sep 16 - Sep 17
4701 Lakeview Pool Home off Hwy 192

11. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is CA $157
CA $571 total
includes taxes & fees
Sep 2 - Sep 3
Emerald Garden - Resort - 15 Min to Disney - Pets

12. Location! 1.4 miles to Disney - Orlando Family Home

Location! 1.4 miles to Disney - Orlando Family Home
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
The price is CA $144
CA $516 total
includes taxes & fees
Sep 3 - Sep 4
Location! 1.4 miles to Disney - Orlando Family Home

13. Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is CA $127
CA $442 total
includes taxes & fees
Sep 2 - Sep 3
Spacious 4BR Family Townhouseprivate Pool & BBQ

14. Power Up Palace | Disney, River & Slides

Power Up Palace | Disney, River & Slides
Kissimmee
The price is CA $90
CA $425 total
includes taxes & fees
Sep 10 - Sep 11
Power Up Palace | Disney, River & Slides

15. Full Arcade~Resort~Heated Pool~Anime Adventure!

Full Arcade~Resort~Heated Pool~Anime Adventure!
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"This property is truly stunning and well thought out. It has everything you will need to feel like you are home from home. The resort is good and has a great location for Disney. This property will easily accommodate large families inside with plenty of parking outside too. The hosts are great and very fast to respond to any messages. A great place to lay your roots in the Orlando area. Highly recommended! "
United Kingdom
Adele L.
The price is CA $87
CA $687 total
includes taxes & fees
Sep 3 - Sep 4
Full Arcade~Resort~Heated Pool~Anime Adventure!

16. Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Kissimmee
8.4 out of 10, Very good, (7 reviews)
"Good location and spacious house that was a really good size for our family "
United States
Tyler H.
The price is CA $157
CA $624 total
includes taxes & fees
Sep 3 - Sep 4
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

17. 2901 SS - 4BR - Serene Retreat at Story Lake

2901 SS - 4BR - Serene Retreat at Story Lake
Kissimmee
The price is CA $137
CA $786 total
includes taxes & fees
Sep 6 - Sep 7
2901 SS - 4BR - Serene Retreat at Story Lake

18. 5021 WA - Stunning Townhome with Private Pool

5021 WA - Stunning Townhome with Private Pool
Kissimmee
The price is CA $125
CA $806 total
includes taxes & fees
Sep 7 - Sep 8
5021 WA - Stunning Townhome with Private Pool

19. Cozy 3bd Townhouse | Near Disney| Encantada Resort

Cozy 3bd Townhouse | Near Disney| Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is CA $82
CA $612 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 3bd Townhouse | Near Disney| Encantada Resort

20. Magical 5-Bedroom Villa Near Universal's Wizarding

Magical 5-Bedroom Villa Near Universal's Wizarding
Indian Point
The price is CA $107
CA $497 total
includes taxes & fees
Sep 14 - Sep 15
Magical 5-Bedroom Villa Near Universal's Wizarding
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kissimmee Hotel Reviews

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
120
Accommodation
5679 Villas
Lowest Price
CA $354
Highest Price
CA $806

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between CA $354 and CA $806 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 9.6. 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 favourite option. It has a 4-star rating and amenities including a swimming pool and complimentary use of a nearby fitness centre.
How many villas are there in Kissimmee?
There are 5679 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 CA $354 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 Centre and History Museum and Kissimmee Lakefront Park are 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.
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 travellers 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 kilometres from Kissimmee's centre, 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 kilometres 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