Kissimmee Villas - Best Villa 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

Storey Lake Resort~Heated Pool~Brand New~Designer

Kissimmee

Amber K.

includes taxes & fees

1 Aug - 2 Aug

Shiny Legendary | Disney, River & Slides

Kissimmee

Aren B.

includes taxes & fees

21 Jul - 22 Jul

Solara Resort Home With Pool 15min to Disney World

Kissimmee

includes taxes & fees

11 Aug - 12 Aug

Completely Renovated 3/2 Close to Disney parks

Royal Palm Bay

Nikolaus K.

includes taxes & fees

22 Jul - 23 Jul

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

Kissimmee

Amazing Spider | Disney, Slides & River

Kissimmee

includes taxes & fees

29 Jul - 30 Jul

Location! 1.4 miles to Disney - Orlando Family Home

Kissimmee

terri

includes taxes & fees

12 Aug - 13 Aug

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Kissimmee

includes taxes & fees

16 Jul - 17 Jul

Power Up Palace | Disney, River & Slides

Kissimmee

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

5 Aug - 6 Aug

Spacious villa w/pool & spa & game room

Reunion

includes taxes & fees

12 Aug - 13 Aug

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

Trafalgar Village

Chrystal S.

includes taxes & fees

14 Aug - 15 Aug

Spacious 4BR Family Townhouseprivate Pool & BBQ

Bellavida

includes taxes & fees

21 Jul - 22 Jul

Resort Villa, Pools Fun and relaxation/w Kingbed.

Kissimmee

Joel W.

includes taxes & fees

10 Aug - 11 Aug

3063 Townhouse Hot Tub Resort Pools near Disney

Kissimmee

Disney, Pool, Hot Tub, Gym!

Kissimmee

Family 5BR w/ Pool & Grill Near Disney Magic

Kissimmee

includes taxes & fees

9 Aug - 10 Aug

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

Kissimmee

Cordell G.

includes taxes & fees

16 Jul - 17 Jul

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.

Marvelous Villa, 4 beds 4 bath, pool and lake front

Kissimmee

Alison S.

includes taxes & fees

19 Jul - 20 Jul

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Top Kissimmee Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

8/10 Good

"Fue una buena opción y la atención de la recepción fue muy buena. La habitación está bien para un lugar donde se pasa poco tiempo."

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Excellent place to go if you're going to Orlando/Kissimmee area. Breakfast was included and had a wide variety of fresh items to choose from. Reception at 5pm every night offering drinks and snacks, Access to H2O water park, access to Margaritaville pools, free laundry and shuttles to water park and Sunset Walk Promenade for dining and shopping. Rooms were clean and spacious. The pool is big and the water is warm. If I had to complain about anything was that I had to ask several times for towels and toilet paper. We would be left two towels for a family of four. Other than that minor issue which was a little frustrating that I had to keep leaving notes, the staff was very friendly and accommodating. Beautiful place with lots of perks. I would definitely stay here again."

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good

"I was charged $10 per day for my car. Be aware that this is a hidden fee and I did not find this info anywhere on the Expedia website. The Mystic Dunes staff said that this is new and has to be paid per car per night. Why do I have to pay for my car to spend the night in the parking lot without a designated parking spot?!?!"

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good

"We had a great stay! The place was clean, and the staff was very friendly and welcoming. The only downside was having to wash our own linens and towels. Other than that, everything was wonderful. Overall, we were very pleased with our stay and would definitely stay here again! Best part of our stay was the pools!"

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews	144
Accommodation	6175 Villas
Lowest Price	€222
Highest Price	€543

Frequently asked questions

How much do villas in Kissimmee cost?

Expect to pay between €222 and €543 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 9.4. 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 6175 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 €222 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 Holiday 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 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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Kissimmee Holiday Rentals

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Search Villas in Kissimmee

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee villas

Storey Lake Resort~Heated Pool~Brand New~Designer

Shiny Legendary | Disney, River & Slides

Solara Resort Home With Pool 15min to Disney World

Completely Renovated 3/2 Close to Disney parks

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

Amazing Spider | Disney, Slides & River

Location! 1.4 miles to Disney - Orlando Family Home

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Power Up Palace | Disney, River & Slides

Cozy 3bd Townhouse | Near Disney| Encantada Resort

Spacious villa w/pool & spa & game room

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

Spacious 4BR Family Townhouseprivate Pool & BBQ

Resort Villa, Pools Fun and relaxation/w Kingbed.

3063 Townhouse Hot Tub Resort Pools near Disney

Disney, Pool, Hot Tub, Gym!

Family 5BR w/ Pool & Grill Near Disney Magic

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

Near Disney~Private Patio~Family~Bella Vida Resort

Marvelous Villa, 4 beds 4 bath, pool and lake front

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Kissimmee

Kissimmee Villas information

Frequently asked questions

Explore a world of travel with Expedia