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 $387

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Kissimmee villas

A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

1. 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 $129
CA $387 total
includes taxes & fees
Nov 4 - Nov 5
Upstay Modern 3BR Townhome With Pool Near Disney
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

2. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is CA $94
CA $442 total
includes taxes & fees
Oct 27 - Oct 28
Amazing Spider | Disney, Slides & River
Exterior

3. 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 $126
CA $506 total
includes taxes & fees
Oct 19 - Oct 20
Location! 1.4 miles to Disney - Orlando Family Home
A modern multi-story building with a stone facade, balconies, and a well-maintained lawn.

4. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
Kissimmee
The price is CA $64
CA $687 total
includes taxes & fees
Oct 19 - Oct 20
LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

5. 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
9.2 out of 10, Wonderful, (9 reviews)
"It was an ok visit "
United States
Cordell G.
The price is CA $202
CA $471 total
includes taxes & fees
Oct 20 - Oct 21
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

6. The ideal getaway II

The ideal getaway II
Kissimmee
The price is CA $109
CA $466 total
includes taxes & fees
Oct 24 - Oct 25
The ideal getaway II
A two-story house with a red door, arched windows, and a tiled roof.

7. Power Up Palace | Disney, River & Slides

Power Up Palace | Disney, River & Slides
Kissimmee
The price is CA $94
CA $443 total
includes taxes & fees
Oct 26 - Oct 27
Power Up Palace | Disney, River & Slides
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

8. 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 $94
CA $442 total
includes taxes & fees
Oct 19 - Oct 20
Shiny Legendary | Disney, River & Slides
Interior

9. 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 $162
CA $586 total
includes taxes & fees
Oct 17 - Oct 18
Emerald Garden - Resort - 15 Min to Disney - Pets
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)
The price is CA $156
CA $641 total
includes taxes & fees
Oct 27 - Oct 28
Enchanted Villa with Lake View 6-Bedroom in Resort
An outdoor lounge area with multiple seating options, ceiling fans, and large windows offering views of palm trees and a beach.

11. Upstay Modern Solara Retreat w Games Room & Pool

Upstay Modern Solara Retreat w Games Room & Pool
3.0 star property
Kissimmee
The price is CA $160
CA $487 total
includes taxes & fees
Nov 9 - Nov 10
Upstay Modern Solara Retreat w Games Room & Pool
A modern townhouse with a flat roof, large windows, and a small patio area with outdoor seating.

12. 8761 ZD - 3 BD The Hub Paradise Cozy Place

8761 ZD - 3 BD The Hub Paradise Cozy Place
Four Corners
The price is CA $97
CA $654 total
includes taxes & fees
Nov 9 - Nov 10
8761 ZD - 3 BD The Hub Paradise Cozy Place
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

13. 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 $485 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 3bd Townhouse | Near Disney| Encantada Resort
A single-story house with a garage, a front door, and a small front yard with a hedge.

14. 4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is CA $114
CA $689 total
includes taxes & fees
Oct 19 - Oct 20
4701 Lakeview Pool Home off Hwy 192
An aerial view of a residential area with a large swimming pool complex, surrounded by single-family homes and a body of water.

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

Family 5BR w/ Pool & Grill Near Disney Magic
Kissimmee
The price is CA $161
CA $836 total
includes taxes & fees
Nov 1 - Nov 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.

16. 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 $89
CA $739 total
includes taxes & fees
Oct 22 - Oct 23
Solara Resort~Heated Pool~Near Disney~Fresh Home
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

17. 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 $673 total
includes taxes & fees
Oct 18 - Oct 19
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Interior

18. 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 CA $211
CA $585 total
includes taxes & fees
Oct 21 - Oct 22
8 Mi to Disney: Villa w/ Screened Pool & Lanai
A row of colorful townhouses with balconies, a grassy lawn, and a clear blue sky.

19. Lake Berkley Townhome only 15 min to Disney

Lake Berkley Townhome only 15 min to Disney
Kissimmee
2.0 out of 10, (1 review)
"I would have loved to write a great review about this property but unfortunately I’m not able to. For the amount of money we spent this place is well below standard. My son couldn’t sleep in one bedroom due to the ant problem. One full bath was also unusable and required maintenance that wasn’t fixed until a day before we left. Dryer squeals like the belt is about to break so don’t plan on doing laundry late since it’s quite noisy. Then we had to throw out all the food on the counter once we saw...
United States
Victoria D.
The price is CA $155
CA $462 total
includes taxes & fees
Oct 20 - Oct 21
Lake Berkley Townhome only 15 min to Disney
A swimming pool with a football on the edge, surrounded by a covered area with a view of palm trees and a clear sky.

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

Magical 5-Bedroom Villa Near Universal's Wizarding
Indian Point
The price is CA $146
CA $556 total
includes taxes & fees
Oct 18 - Oct 19
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.
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Top Kissimmee Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"The staff and management were very helpful, kind, considerate and very attentive mot only to our needs and comfort but also each guest that stayed. HIGHLY RECOMMEND HOLIDAY INNS AND I WILL ONLY STAYBAT HOLIDAY INNS WHEREVER I TRAVEL. Will be booking a stay at this hotel in 30 days for another 6 day stay"
richard 4-night trip
Posted 5 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
63
Accommodation
5808 Villas
Lowest Price
CA $387
Highest Price
CA $836

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between CA $387 and CA $836 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 7.4. 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 5808 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 $387 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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