Best Villas in Kissimmee 2026

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

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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

Royal Palm Bay

Nikolaus K.

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

Bellavida

includes taxes & fees

6 Oct - 7 Oct

A residential complex with multiple houses, a parking area, and a swimming pool.

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

Kissimmee

Amber K.

includes taxes & fees

12 Oct - 13 Oct

A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

4. The ideal getaway II

Kissimmee

includes taxes & fees

10 Oct - 11 Oct

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

Bellavida

"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...

zhang p.

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

Kissimmee

terri

includes taxes & fees

21 Oct - 22 Oct

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

Indian Point

includes taxes & fees

5 Oct - 6 Oct

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!

Kissimmee

Amanda D.

includes taxes & fees

5 Oct - 6 Oct

An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

9. Amazing Spider | Disney, Slides & River

Kissimmee

includes taxes & fees

26 Oct - 27 Oct

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

Lake Berkley

Sarah J.

includes taxes & fees

6 Oct - 7 Oct

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

Trafalgar Village

Chrystal S.

includes taxes & fees

29 Oct - 30 Oct

A water park with a large pool, palm trees, and a view of a lake.

12. Upstay Modern Home Near Disney With Pool

Kissimmee

includes taxes & fees

19 Oct - 20 Oct

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

Kissimmee

Cordell G.

includes taxes & fees

2 Oct - 3 Oct

An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

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

Kissimmee

"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...

LEONARD W.

includes taxes & fees

8 Oct - 9 Oct

15. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

Kissimmee

Darlene K.

includes taxes & fees

5 Oct - 6 Oct

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

Lake Berkley

includes taxes & fees

7 Oct - 8 Oct

17. Shiny Legendary | Disney, River & Slides

Kissimmee

Aren B.

includes taxes & fees

8 Oct - 9 Oct

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

Kissimmee

includes taxes & fees

4 Oct - 5 Oct

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

Kissimmee

includes taxes & fees

14 Oct - 15 Oct

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

Kissimmee

"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...

Vanessa S.

includes taxes & fees

4 Oct - 5 Oct

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Top Kissimmee Hotel Reviews

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"Everything was great."

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent

"Second time staying at this location and loved it! The 3 elevators were operating correctly, the rooms were clean, fresh towels daily, breakfast was great! I wish parking was closer to the front door/elevators but overall, I recommend this hotel."

The Berkley, Orlando

10/10 Excellent

"We had a wonderful stay the hotel . The room was clean, comfortable, and well-maintained. The location was very convenient and made it easy to get around and enjoy our trip. Everything exceeded our expectations, and we felt very comfortable throughout our stay. We would definitely stay here again and highly recommend it to others. Thank you for a great experience!"

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Everything was great. The only thing that bothered us was that the housekeeping came into our room at about 8am in the morning when our check out was at 11:00am. She rang the bell but I was in restroom and didn't get to door on time before she let herself inside."

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews	194
Accommodation	5680 Villas
Lowest Price	£229
Highest Price	£447

Frequently asked questions

How much do villas in Kissimmee cost?

Expect to pay between £229 and £447 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?

Choose from multiple villas in Kissimmee with a total average guest review rating of 9.6. 4962 Windermere Ave is highly recommended by Expedia guests. This 4.5-star property features a swimming pool and a terrace. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is another top-rated option. It has a 3-star rating and conveniences such as a barbecue grill and a swimming pool.

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?

Christine's Villa - 3 Bedroom Villa By Redawning is one of the best cheap villas in Kissimmee and includes a swimming pool and a barbecue grill. Another excellent choice that's easy on the wallet is Ev8088ha - Storey Lake Resort - 6 Bed 5 Baths Villa. Conveniences here include individually decorated rooms and a swimming pool. Rates for villas start at just £229 per night. If you're exploring Kissimmee and want to stay within your budget, there are lots of popular and free attractions to add to your to-do list. Osceola County Welcome Centre and History Museum and Kissimmee Lakefront Park are visitor 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 5-star villas in Kissimmee?

Free Resort Access 4 Bedroom Near Disney With Themed Rooms has what you're looking for. Amenities at this getaway, around 6 kms (4 miles) from the centre of Kissimmee, include a swimming pool and a private entrance. Family Holiday Home, Water Park+endless Amenities is another 5-star villa where you can take relaxation to another level. It comes with a private entrance and a swimming pool and is 10 kms (6 miles) 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 travellers' 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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Book Villas in Kissimmee on Expedia.com

Search Villas in Kissimmee

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee villas

1. Completely Renovated 3/2 Close to Disney parks

2. Spacious 4BR Family Townhouseprivate Pool & BBQ

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

4. The ideal getaway II

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

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

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

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

9. Amazing Spider | Disney, Slides & River

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

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

12. Upstay Modern Home Near Disney With Pool

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

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

15. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

16. 4701 Lakeview Pool Home off Hwy 192

17. Shiny Legendary | Disney, River & Slides

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

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

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

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Find out more about Kissimmee

Kissimmee Villas information

Frequently asked questions

Explore a world of travel with Expedia