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 $327

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Kissimmee villas

A swimming pool with a football on the edge, surrounded by a covered area with a view of trees and a building in the background.

1. 129 Seneca Point Trl

129 Seneca Point Trl
4.0 star property
Indian Point
The price is CA $151
CA $552 total
includes taxes & fees
Nov 18 - Nov 19
129 Seneca Point Trl
A covered patio area with wicker furniture, a glass table, and a view of a swimming pool.

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

Enchanting 4BR Villa / Family Vacation Home Near Disney
3.0 star property
Kissimmee
The price is CA $133
CA $534 total
includes taxes & fees
Nov 30 - Dec 1
Enchanting 4BR Villa / Family Vacation Home Near Disney
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

3. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is CA $114
CA $441 total
includes taxes & fees
Nov 15 - Nov 16
Amazing Spider | Disney, Slides & River
Exterior

4. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
The price is CA $197
CA $590 total
includes taxes & fees
Nov 15 - Nov 16
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
A modern multi-story building with a flat roof, large windows, and a central entrance.

5. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
Kissimmee
The price is CA $91
CA $675 total
includes taxes & fees
Nov 29 - Nov 30
LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
A room with wicker furniture, a glass coffee table, and a view of a green lawn and trees.

6. Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
8.8 out of 10, Excellent, (32 reviews)
"Shannelle was extremely responsive, informative and friendly. Very nice accomodations. Pleasant stay. "
United States
Joel W.
The price is CA $114
CA $327 total
includes taxes & fees
Dec 1 - Dec 2
Resort Villa, Pools Fun and relaxation/w Kingbed.
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

7. 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, (10 reviews)
"It was an ok visit "
United States
Cordell G.
The price is CA $199
CA $439 total
includes taxes & fees
Nov 13 - Nov 14
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
A two-story house with a red door, arched windows, and a tiled roof.

8. Power Up Palace | Disney, River & Slides

Power Up Palace | Disney, River & Slides
Kissimmee
The price is CA $154
CA $492 total
includes taxes & fees
Nov 11 - Nov 12
Power Up Palace | Disney, River & Slides
A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

9. The ideal getaway II

The ideal getaway II
Kissimmee
The price is CA $108
CA $440 total
includes taxes & fees
Dec 6 - Dec 7
The ideal getaway II
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

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 $154
CA $471 total
includes taxes & fees
Nov 17 - Nov 18
Shiny Legendary | Disney, River & Slides
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

11. 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 $85
CA $460 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 3BD Townhouse Near Disney, Encantada Resort
A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

12. 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 $100
CA $349 total
includes taxes & fees
Nov 18 - Nov 19
Upstay Modern 3BR Townhome With Pool Near Disney
A modern townhouse with a flat roof, large windows, and a small patio area with outdoor seating.

13. 8761 ZD - 3 BD The Hub Paradise Cozy Place

8761 ZD - 3 BD The Hub Paradise Cozy Place
Four Corners
The price is CA $99
CA $655 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 golf course, and a dock with boats.

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

Family 5BR w/ Pool & Grill Near Disney Magic
Kissimmee
The price is CA $154
CA $747 total
includes taxes & fees
Nov 17 - Nov 18
Family 5BR w/ Pool & Grill Near Disney Magic
A building with a paved pathway leading to a covered entrance, surrounded by well-maintained grass and palm trees.

15. Paradise Palms Magic: 5BR Villa & Private Pool

Paradise Palms Magic: 5BR Villa & Private Pool
Kissimmee
The price is CA $145
CA $748 total
includes taxes & fees
Dec 1 - Dec 2
Paradise Palms Magic: 5BR Villa & Private Pool
A two-story building with a white picket fence, a staircase, and a clear sky.

16. 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, (40 reviews)
"Located near great eateries and shops!"
United States
Kamia White K.
The price is CA $105
CA $326 total
includes taxes & fees
Nov 9 - Nov 10
Completely Renovated 3/2 Close to Disney parks
A large, multi-story hotel with a central courtyard, surrounded by lush greenery and palm trees.

17. VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Reunion
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Everick
The price is CA $142
CA $464 total
includes taxes & fees
Nov 11 - Nov 12
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

18. 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 $633 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
A modern building complex with multiple units, a parking area, and a surrounding green landscape.

19. Special Prices gated community

Special Prices gated community
Kissimmee
The price is CA $129
CA $440 total
includes taxes & fees
Nov 23 - Nov 24
Special Prices gated community
A single-story house with a front yard, a driveway, and a garage.

20. WaterView 4 miles to Disney 3Br 2Ba Pool Home

WaterView 4 miles to Disney 3Br 2Ba Pool Home
Indian Wells
The price is CA $167
CA $450 total
includes taxes & fees
Nov 10 - Nov 11
WaterView 4 miles to Disney 3Br 2Ba Pool 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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Great hotel!"
michelleh 2-night trip
Posted 6 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
145
Accommodation
5808 Villas
Lowest Price
CA $327
Highest Price
CA $748

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between CA $327 and CA $748 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 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 $327 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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