Kissimmee Villas from CA $423

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 red-tiled roof, a central entrance with a clock, and a palm tree in the foreground.

1. Spacious 4BR Family Townhouseprivate Pool & BBQ

Bellavida

CA $441 total

includes taxes & fees

Sep 7 - Sep 8

A spacious outdoor area with a pool, wicker furniture, and a view of a residential neighborhood during sunset.

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

Lake Berkley

Sarah J.

CA $554 total

includes taxes & fees

Sep 9 - Sep 10

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

3. Amazing Spider | Disney, Slides & River

Kissimmee

CA $427 total

includes taxes & fees

Sep 10 - Sep 11

A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

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

Kissimmee

Cordell G.

CA $445 total

includes taxes & fees

Sep 8 - Sep 9

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

Kissimmee

CA $551 total

includes taxes & fees

Sep 7 - Sep 8

An aerial view of a residential area with a swimming pool, surrounded by houses with red-tiled roofs.

6. 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.

CA $661 total

includes taxes & fees

Sep 30 - Oct 1

7. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

Kissimmee

Darlene K.

CA $575 total

includes taxes & fees

Sep 14 - Sep 15

8. Shiny Legendary | Disney, River & Slides

Kissimmee

Aren B.

CA $427 total

includes taxes & fees

Sep 10 - Sep 11

A single-story house with a garage, a front door, and a small front yard with a hedge.

9. 4701 Lakeview Pool Home off Hwy 192

Lake Berkley

CA $654 total

includes taxes & fees

Sep 17 - Sep 18

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

Kissimmee

terri

CA $518 total

includes taxes & fees

Sep 7 - Sep 8

A covered outdoor seating area with sofas and chairs, large windows, and a ceiling fan.

11. Solara Resort Home With Private Pool Near Disney

Kissimmee

CA $449 total

includes taxes & fees

Sep 14 - Sep 15

A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

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

Trafalgar Village

Chrystal S.

CA $648 total

includes taxes & fees

Sep 7 - Sep 8

A two-story house with a red door, arched windows, and a tiled roof.

13. Power Up Palace | Disney, River & Slides

Kissimmee

CA $423 total

includes taxes & fees

Sep 14 - Sep 15

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

14. The ideal getaway II

Kissimmee

CA $504 total

includes taxes & fees

Sep 14 - Sep 15

A swimming pool with a football on the edge, surrounded by a covered area with a view of palm trees and a clear sky.

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

Indian Point

CA $477 total

includes taxes & fees

Sep 9 - Sep 10

An aerial view of a resort with a large swimming pool, multiple lounge areas, and a winding water feature.

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

Kissimmee

Heather

CA $749 total

includes taxes & fees

Sep 22 - Sep 23

A balcony with two beds, a door, and a view of a green landscape.

17. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

Kissimmee

CA $613 total

includes taxes & fees

Sep 29 - Sep 30

A modern two-story residential building with a flat roof, large windows, and a well-maintained lawn.

18. 4801 ML - Ideal Retreat Townhome Oasis with Pool

Kissimmee

LATONYA S.

CA $830 total

includes taxes & fees

Sep 29 - Sep 30

A two-story house with a garage, a well-maintained lawn, and a palm tree.

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

Kissimmee

Alyssa J.

CA $600 total

includes taxes & fees

Sep 7 - Sep 8

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

20. 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.

CA $611 total

includes taxes & fees

Sep 7 - Sep 8

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Top Kissimmee Hotel Reviews

Palazzo Lakeside Hotel

10/10 Excellent

"This hotel is amazing great location, Staff and Front desk are top of it class, I feel like Royal when at this property lots to do . Nice rooms, Beautiful views from the pool to the cabanas . Gym, laundry, meeting room for conferences, computer to use. You hav hammocks as well to relax. Breakfest included with your stay. I call it my 2nd home here. Thank for treating me like family. I will continue to stay here when I need a getaway fom home."

Seasons Florida Resort

10/10 Excellent

"I had a wonderful stay at this hotel in Florida! Everything was clean, comfortable, and well maintained. The staff was friendly and welcoming, and the overall experience was great. I really enjoyed my stay and would definitely consider staying here again on my next trip to Florida. Highly recommended! ❤️"

Quality Inn & Suites By the Parks

8/10 Good

"Breakfast was like a typical hotel breakfast, it was good. The room itself was clean and ac worked. The ‘Renos’ were a little underwhelming just painting over the tub again and again but for us not spending much time in our room it was fine. Water pressure and shower were the lowest rating item in the room to me but got the job done."

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent

"Clean and beautiful property, geared toward families with younger children, but absolutely delightful. I didn't have a chance to use the pool, but it was very nice, with almost elegant furniture that made a relaxing retreat. The room was wonderful, nicely decorated and very comfortable-- and slightly larger than a comparable room at the Disney Value Resorts. The staff are delightful, friendly, and welcoming. Breakfast is an elevated experience involving a maitre'd, real dishes and flatware, and, yes, Mickey waffles. It also involves a visit from Mickey and Minnie, loud music, and a kids' dance party-- which isn't a complaint, it was kind of charming, just a little sensory overloading for me and my adult son. But we came for Disney, after all, and we're not opposed to kids. A little warning might have helped... Overall, we had a lovely experience. While this resort is best suited for families with small ones, anyone who enjoys a very comfortable room and a lot of positivity will appreciate Magic Moment."

Galleria Palms Hotel

8/10 Good

"The living area was very nice. The bed was very comfortable. I really liked the liquid hand soap. Bergamot is one of my favorite scents. My only complaint/problem is with the curved shower rod. In the middle where the shower curtain is rather far away the floor and bath mat get VERY wet. A longer shower curtain would be helpful."

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews	98
Accommodation	5679 Villas
Lowest Price	CA $423
Highest Price	CA $830

Frequently asked questions

How much do villas in Kissimmee cost?

Expect to pay between CA $423 and CA $830 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 $423 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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Search Kissimmee Villa Rentals from CA $423

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee villas

1. Spacious 4BR Family Townhouseprivate Pool & BBQ

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

3. Amazing Spider | Disney, Slides & River

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

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

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

7. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

8. Shiny Legendary | Disney, River & Slides

9. 4701 Lakeview Pool Home off Hwy 192

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

11. Solara Resort Home With Private Pool Near Disney

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

13. Power Up Palace | Disney, River & Slides

14. The ideal getaway II

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

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

17. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

18. 4801 ML - Ideal Retreat Townhome Oasis with Pool

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

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

Find vacation rentals that suit your style

Top Kissimmee Hotel Reviews

Palazzo Lakeside Hotel

Find out more about Kissimmee

Kissimmee Villas information

Frequently asked questions

Explore a world of travel with Expedia