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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kissimmee villas

A two-story building with a white picket fence, a staircase, and a clear sky.

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.
Completely Renovated 3/2 Close to Disney parks
A two-story building with a red-tiled roof, a central entrance with a clock, and a palm tree in the foreground.

2. Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is CA $140
CA $463 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 4BR Family Townhouseprivate Pool & BBQ
A residential complex with multiple houses, a parking area, and a swimming pool.

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

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (7 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 $101
CA $683 total
includes taxes & fees
Oct 12 - Oct 13
Storey Lake Resort~Heated Pool~Brand New~Designer
A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

4. The ideal getaway II

The ideal getaway II
Kissimmee
The price is CA $125
CA $530 total
includes taxes & fees
Oct 7 - Oct 8
The ideal getaway II
An aerial view of a residential area with a swimming pool, surrounded by houses with red-tiled roofs.

5. 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 $60
CA $630 total
includes taxes & fees
Oct 1 - Oct 2
Near Disney~Private Patio~Family~Bella Vida Resort
Exterior

6. 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 $148
CA $532 total
includes taxes & fees
Oct 1 - Oct 2
Location! 1.4 miles to Disney - Orlando Family Home
A swimming pool with a football on the edge, surrounded by a covered area with a view of palm trees and a clear sky.

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

Magical 5-Bedroom Villa Near Universal's Wizarding
Indian Point
The price is CA $109
CA $515 total
includes taxes & fees
Oct 5 - Oct 6
Magical 5-Bedroom Villa Near Universal's Wizarding
An aerial view of a resort with a central swimming pool, multiple buildings, and surrounding greenery.

8. Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!

Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
Kissimmee
9.0 out of 10, Wonderful, (68 reviews)
"Property was well kept and it was a quiet safe neighborhood with a beautiful pool."
United States
Amanda D.
The price is CA $220
CA $711 total
includes taxes & fees
Oct 5 - Oct 6
Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

9. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is CA $122
CA $479 total
includes taxes & fees
Oct 26 - Oct 27
Amazing Spider | Disney, Slides & River
A spacious outdoor area with a pool, wicker furniture, and a view of a residential neighborhood during sunset.

10. 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 $121
CA $609 total
includes taxes & fees
Oct 6 - Oct 7
Enchanted Villa with Lake View 6-Bedroom in Resort
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

11. 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 $136
CA $672 total
includes taxes & fees
Oct 18 - Oct 19
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
A water park with a large pool, palm trees, and a view of a lake.

12. Upstay Modern Home Near Disney With Pool

Upstay Modern Home Near Disney With Pool
3.0 star property
Kissimmee
The price is CA $177
CA $512 total
includes taxes & fees
Oct 20 - Oct 21
Upstay Modern Home Near Disney With Pool
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

13. 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, (8 reviews)
"It was an ok visit "
United States
Cordell G.
The price is CA $202
CA $468 total
includes taxes & fees
Oct 1 - Oct 2
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

14. 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 $84
CA $623 total
includes taxes & fees
Oct 7 - Oct 8
Cozy 3bd Townhouse | Near Disney| Encantada Resort
Terrace/patio

15. 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 $155
CA $591 total
includes taxes & fees
Oct 5 - Oct 6
8 Mi to Disney: Villa w/ Screened Pool & Lanai
A single-story house with a garage, a front door, and a small front yard with a hedge.

16. 4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is CA $114
CA $677 total
includes taxes & fees
Oct 6 - Oct 7
4701 Lakeview Pool Home off Hwy 192
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

17. 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 $92
CA $435 total
includes taxes & fees
Oct 1 - Oct 2
Shiny Legendary | Disney, River & Slides
Interior

18. 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 $161
CA $584 total
includes taxes & fees
Oct 4 - Oct 5
Emerald Garden - Resort - 15 Min to Disney - Pets
An aerial view of a residential area with a large swimming pool complex, surrounded by single-family homes and a body of water.

19. Family 5BR w/ Pool & Grill Near Disney Magic

Family 5BR w/ Pool & Grill Near Disney Magic
Kissimmee
The price is CA $177
CA $853 total
includes taxes & fees
Oct 1 - Oct 2
Family 5BR w/ Pool & Grill Near Disney Magic
A residential area with a large swimming pool surrounded by houses and a body of water.

20. Solara Resort~Heated Pool~Near Disney~Fresh Home

Solara Resort~Heated Pool~Near Disney~Fresh Home
Kissimmee
8.6 out of 10, Excellent, (4 reviews)
"Overall, the townhouse nice, and I enjoyed the spacious open layout. the convenience of having a private pool was also a plus, even though the pool itself was small. There were a few issues during my stay. Parking near the home was difficult on some nights, and I had to park up the street and walk back to the property several times. The carpet did not appear to be clean and the TV remote in the downstairs room was not working, so I was unable to change the channels.One suggestion that I have...
United States
Vanessa S.
The price is CA $69
CA $712 total
includes taxes & fees
Oct 1 - Oct 2
Solara Resort~Heated Pool~Near Disney~Fresh Home
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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Top Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"Perfect time to come, it was very quiet and relaxing. All of the staff were so helpful and friendly. The property has everything, you really don’t have to leave."
TaiReka 3-night trip
Posted 3 hours ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
194
Accommodation
5680 Villas
Lowest Price
CA $435
Highest Price
CA $853

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between CA $435 and CA $853 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 5680 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 $435 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.

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