Kissimmee Villas - Best Villa Kissimmee 2026

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Our top choices for Kissimmee villas

Upstay Modern 3BR Townhome With Pool Near Disney

Kissimmee

includes taxes & fees

1 Jun - 2 Jun

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.

includes taxes & fees

8 Jun - 9 Jun

Emerald Garden - Resort - 15 Min to Disney - Pets

Kissimmee

includes taxes & fees

3 Jun - 4 Jun

Resort Villa, Pools Fun and relaxation/w Kingbed.

Kissimmee

Joel W.

includes taxes & fees

1 Jun - 2 Jun

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.

Location! 1.4 miles to Disney - Orlando Family Home

Kissimmee

Raid

includes taxes & fees

1 Jun - 2 Jun

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

Kissimmee

Russell K.

includes taxes & fees

1 Jun - 2 Jun

Magical Hideaway At Kissimmee By Shine Villas 4 Bedroom Villa

Lindfields

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Top Kissimmee Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

8/10 Good

"Basic resort probably best if you have limited budget and kids."

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent

"Love the pool area didn’t like way. The rooms were set up with the extra doors leading to other rooms. Some of the locks didn’t work on both sides and that was kinda unnerving, but it was clean. Don’t like the token system for the games. Definitely getting cheated."

Delta Hotels by Marriott Orlando Celebration

2/10 Terrible

"We had mold all over our bedding and pillows unfortunately we didn’t check it beforehand so it wasn’t until we woke up the following morning that we noticed. I knew something was wrong because I couldn’t breathe when I woke up. I will say they said they’re going to give us a refund, but make sure you check."

The Adventure Hotel by the parks

10/10 Excellent

"This is my second time staying here. Staff as usual were very pleasant. Pool was not currently open and my bathroom was dirty with hair and dirt in the tub. I will say their AC is phenomenal lived sleeping cold and bundled up. Overall I do recommend the hotel because my first experience wasn’t like this one. It’s fairly close to the parks and in a centric location close to everything. Their breakfast is very good and recommend to eat there if staying. I will visit again"

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews	401
Accommodation	6165 Villas
Lowest Price	€224
Highest Price	€810

Frequently asked questions

How much do villas in Kissimmee cost?

Expect to pay between €224 and €810 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 9.1. 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 6165 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 €224 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee villas

Upstay Modern 3BR Townhome With Pool Near Disney

Near Disney~Private Patio~Family~Bella Vida Resort

Emerald Garden - Resort - 15 Min to Disney - Pets

Resort Villa, Pools Fun and relaxation/w Kingbed.

Cozy 3bd Townhouse | Near Disney| Encantada Resort

Location! 1.4 miles to Disney - Orlando Family Home

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

Magical Hideaway At Kissimmee By Shine Villas 4 Bedroom Villa

Modern 3 Bed Villa, Newly Renovated, Prime Location

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Solara Resort Home With Pool 15min to Disney World

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

Waterfront 3BR Pool Cottage at Margaritaville Orlando - Near Disney

Completely Renovated 3/2 Close to Disney parks

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

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Shiny Legendary Retreat - Near Disney & H2O Slides

Star Oasis At Citrus Ridge By Shine Villas 091 4 Bedroom Villa

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

Resort Villa with Private Pool & Spa

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Find out more about Kissimmee

Kissimmee Villas information

Frequently asked questions

Explore a world of travel with Expedia

Tinkerbells Castle 1 Private Pool & Spa Overlooking Lake & Disney Fire Works

Tinkerbells Castle 2 Private Pool & Spa Overlooking Lake & Disney Fire Works