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 $332

  • 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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Kissimmee villas

Exterior

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, (36 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is CA $101
CA $332 total
includes taxes & fees
Sep 20 - Sep 21
Completely Renovated 3/2 Close to Disney parks
Villa (3 Bedrooms) | Interior

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 CA $123
CA $377 total
includes taxes & fees
Sep 29 - Sep 30
Upstay Modern 3BR Townhome With Pool Near Disney
Exterior

3. 4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is CA $113
CA $668 total
includes taxes & fees
Oct 12 - Oct 13
4701 Lakeview Pool Home off Hwy 192
Exterior

4. The ideal getaway II

The ideal getaway II
Kissimmee
The price is CA $115
CA $513 total
includes taxes & fees
Sep 19 - Sep 20
The ideal getaway II
Exterior

5. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is CA $91
CA $433 total
includes taxes & fees
Oct 5 - Oct 6
Amazing Spider | Disney, Slides & River
Outdoor dining

6. 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 $91
CA $568 total
includes taxes & fees
Sep 23 - Sep 24
Enchanted Villa with Lake View 6-Bedroom in Resort
Villa (4 Bedrooms) | Interior

7. 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 $144
CA $560 total
includes taxes & fees
Sep 19 - Sep 20
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

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 $78
CA $648 total
includes taxes & fees
Oct 4 - Oct 5
Near Disney~Private Patio~Family~Bella Vida Resort
Exterior

9. BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (14 reviews)
"Lots of space great for families! Great communication with host! Would stay again. "
Canada
Heather
The price is CA $94
CA $751 total
includes taxes & fees
Sep 22 - Sep 23
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Exterior

10. 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 $91
CA $433 total
includes taxes & fees
Sep 27 - Sep 28
Shiny Legendary | Disney, River & Slides
Terrace/patio

11. 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, (22 reviews)
"Home was comfortable for a 1 week stay, close to Disney, shopping and restaurants."
Canada
Darlene K.
The price is CA $152
CA $583 total
includes taxes & fees
Sep 22 - Sep 23
8 Mi to Disney: Villa w/ Screened Pool & Lanai
Villa (4 Bedrooms) | Interior

12. Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is CA $139
CA $457 total
includes taxes & fees
Sep 23 - Sep 24
Spacious 4BR Family Townhouseprivate Pool & BBQ
Exterior

13. Power Up Palace | Disney, River & Slides

Power Up Palace | Disney, River & Slides
Kissimmee
The price is CA $91
CA $429 total
includes taxes & fees
Sep 20 - Sep 21
Power Up Palace | Disney, River & Slides
Exterior

14. 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 $189
CA $447 total
includes taxes & fees
Sep 26 - Sep 27
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Exterior

15. Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (12 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is CA $134
CA $663 total
includes taxes & fees
Sep 20 - Sep 21
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Pool

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

Magical 5-Bedroom Villa Near Universal's Wizarding
Indian Point
The price is CA $118
CA $519 total
includes taxes & fees
Sep 22 - Sep 23
Magical 5-Bedroom Villa Near Universal's Wizarding
Exterior

17. 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 $162
CA $544 total
includes taxes & fees
Sep 28 - Sep 29
Location! 1.4 miles to Disney - Orlando Family Home
Exterior

18. 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 $76
CA $608 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 3bd Townhouse | Near Disney| Encantada Resort
Exterior

19. Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"It was amazingly themed and the host kept up the theme in her communication. We only stayed one night and it was a great time. "
United States
Alyssa J.
The price is CA $112
CA $597 total
includes taxes & fees
Sep 21 - Sep 22
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Property grounds

20. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
Kissimmee
The price is CA $61
CA $669 total
includes taxes & fees
Sep 29 - Sep 30
LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Over all great service. The only thing a recommend is for better clean up of the floor in the rooms."
wanderley 4-night trip
Posted 1 hour ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
134
Accommodation
5679 Villas
Lowest Price
CA $332
Highest Price
CA $751

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between CA $332 and CA $751 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 9.7. 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 $332 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