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Featured Villas in Kissimmee and around

Lakeview Luxury Villa with Everything
9.8 out of 10, Exceptional, (292)
"Great property for a big family! Property was clean and communication was top-notch. The boys loved having the movie theatre and the kiddos loved the arcade room. We also appreciated that there was ample parking given that our family had a total of four vehicles. Would recommend!"
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (200)
"This property was as pictured. Easy check-in, place was clean and had all the amenities of a hotel. My kids loved the game room, all the games worked, the bunk bed was so fun for them. The movie theatre was my personal favorite making a family movie not such an experience. The late check out at 11:00am was perfect. We will be reserving this property again.excellent choice."
Modern Luxury Villa with Everything
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
9.4 out of 10, Exceptional, (92)
"The stay was great, nice pool and heated jacuzzi was amazing! Comfy beds, clean and cozy. The only reason I give 4 starts is that the checking in was a little complicated and confusing with the alarm system. But the host communicated perfectly and answers all the questions, the shower was broken too upon arrival and host was ready to fix everything asap.Thank you for the hospitality!"
The price is €425
includes taxes & fees
24 Nov - 25 Nov
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (346)
"Great property with plenty of amenities. We really enjoyed the game room every night. The outdoor area out back was great in the evenings and mornings. The screen kept all the bugs away. This property lists multiple suites but I think this is a bit inaccurate and could have causes a problem since we were traveling as a company with coworkers. One bedroom is a proper master suite with a private bath. Another bedroom has a semi private bathroom that also serves as the bathroom for the first...
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
9.4 out of 10, Exceptional, (83)
"Excellent property in a great location"
Ultimate Lakeview Villa with Everything!
⭐ This is the house you've been looking for! Arcade, Pool, Themed Bedrooms!⭐
9.8 out of 10, Exceptional, (37)
"Great stay w family Very responsive host. Great place to stay"
⭐ This is the house you've been looking for! Arcade, Pool, Themed Bedrooms!⭐
Ultra Modern Luxury Living in Reunion
8.6 out of 10, Excellent, (15)
"Not a big deal but Keep the instructions simple and easy to understand."
Ultra Modern Luxury Living in Reunion
Gorgeous Home with Golf Course View Championsgate
10.0 out of 10, Exceptional, (17)
"Amazing home very clean and roomy for 15 people. Beautiful view of the golf course. We loved the pool and hot tub. The owner was very quick in responding to my question while there."
Gorgeous Home with Golf Course View Championsgate
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
2.0 star property
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
Cumbrian Lakes Villa with Balcony, Near to Disney
9.0 out of 10, Wonderful, (33)
"Loved the house and good communication with host "
Cumbrian Lakes Villa with Balcony, Near to Disney
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
9.2 out of 10, Wonderful, (219)
"Enjoyed the stay very much as the wife and I came this time mainly to chill and that we did.We usually stay around 4 corners area that’s where our local haunts are , but it wasn’t to far to drive.In all the years we’ve have been travelling to Orlando I must say it was the cleanest pool we’ve had never a bug to be seen our whole stay. Many Thanks Hope to stay again ...
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, (264)
"Nice size, bed & bath for everyone in the group. Centrally located to things we wanted to do. "
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (49)
"This was a great spot. Clean, well kept and close to the parks. The host was great with communication especially during the hurricane. "
The price is €225
includes taxes & fees
23 Nov - 24 Nov
Fully-Equipped Villa Next to Disney!
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
9.6 out of 10, Exceptional, (99)
"Close to all activities "
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Lakeview Luxury Villa with Everything!
9.8 out of 10, Exceptional, (75)
"It was a perfect venue for our porposes. I would recomend this to others . The pool was very nice to have for entertaini g our kids after a busy day at the parks. "
Lakeview Luxury Villa with Everything!
Conservation View - Hot Tub - Pool Heat Included - Very Private
10.0 out of 10, Exceptional, (227)
"My family had a great two night stay. Terry was very helpful and available at all times of the day. We lost power one night but Terry was able to communicate how to restore it. My boys loved swimming in the pool and hot tub. Location was excellent and close to everything."
Conservation View - Hot Tub - Pool Heat Included - Very Private
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
10.0 out of 10, Exceptional, (24)
"Everything was better than expected. Easy to get to and get into. How nice to walk into a spotless home with everything that we needed for the stay, other than food and beverage. This place was a great place to stay on every level. The host (Jack) was always quick to respond to any questions that we had prior to our stay. Publix and Target are very close too, for anything that you might need during your stay. I would highly recommend this Home away from Home. Tom"
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!
10.0 out of 10, Exceptional, (121)
"Everything about this booking was wonderful, from the online booking (so easy), to the host (very accommodating) to the neighborhood, pool , location to the main strip (10 min). House was beautiful, clean, organized, well equipped, modern. Would highly recommend this house to anyone wanting a quiet stay. S.Kraan"
Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (311)
"Fantastic stay in an amazing villa with our family. The kids and adults all loved it so spacious and very centrally located. The pool was great. Would recommend. "
Ultimate Lakeview Villa with Everything!
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
10.0 out of 10, Exceptional, (215)
"Our host was truly remarkable from start to finish. Windsor Hills what a fantastic community! Nice and quite totally secured! Very close to Disney. Loved the private pool that was the perfect size! Our host included the gas grill for no extra charge . The layout was perfect for our family. I could go on and on. All I can say is we have been coming to Disney for years but this we be our go to house from here on out! Makes it affordable for a family to vacation in style."
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
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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Other property types in Kissimmee

Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is €61
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Hotel & Water Park
3.0 star property
6.8 out of 10, (1298)
"Pleasant check in and overall stay"
The price is €112
includes taxes & fees
2 Dec - 3 Dec
Ramada by Wyndham Hotel & Water Park
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages by Rentyl
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.

Frequently asked questions

How much do villas in Kissimmee cost?
Villas in Kissimmee range between €225 and €425 per night. These getaways provide the privacy to enjoy your own space at a price that fits your budget. 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?
You can pick from multiple villas in Kissimmee that have a total average guest review rating of 9.6. 4962 Windermere Ave is a hit with Expedia guests. This 4.5-star stay has a terrace and a swimming pool. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is another top-rated option. It has a 3.5-star rating and conveniences such as a swimming pool and a barbecue grill.
How many villas are there in Kissimmee?
Kissimmee has 5651 villas to select from. Find your perfect stay quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our filter tool.
What are the best cheap villas in Kissimmee?
Villas start from €225 per night, so your Kissimmee adventure doesn’t need to stretch your budget! 4724sh 5 Bedroom Home is an affordable option that offers many amenities, including a swimming pool and WiFi. Ev8088ha - Storey Lake Resort - 6 Bed 5 Baths Villa is another cheap stay in this destination. Conveniences here include a garden and individually decorated rooms. If you’re sightseeing in Kissimmee and want to stay within your budget, there are loads of popular and free attractions to put on your itinerary. Osceola County Welcome Centre and History Museum and Kissimmee Lakefront Park are worth stopping by. 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?
Kick back at 4962 Windermere Ave, a 4.5-star option just a quick drive from downtown. Amenities here include a playground and WiFi. Another family-friendly escape is Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa. An oven and WiFi help make this 3.5-star property a guest favourite. After checking in and chilling in your home away from home, it’s time to hit the road and discover some of the local sights. Fun Spot America and Kissimmee Go-Karts are among the best family-friendly attractions in Kissimmee.
Are there any 5-star villas in Kissimmee?
If you’re longing for a bit of pampering on your Kissimmee trip, Free Resort Access 4 Bedroom Near Disney With Themed Rooms won’t disappoint. This 5-star villa features a private entrance and a swimming pool and is around 6 kilometres from the downtown area. Another 5-star retreat that has what you need is Waterpark Near Disney - Luxury Townhome. It’s 10 kilometres from the centre of Kissimmee and includes amenities such as a private entrance and a swimming pool.
Why book your villa in Kissimmee with Expedia?
We think that holidays shouldn’t be complicated, so if you’re on the lookout for villas at a competitive price, Expedia has you covered. Save those pennies and opt for an all-inclusive stay, or splurge on a luxe villa to treat your sweetheart. Our handy filters make it easy to secure a property in Kissimmee that meets your needs.
How can I find cheap villas in Kissimmee?
With Expedia’s filter tool, scoring cheap villas in Kissimmee is a breeze. To find accommodation that are gentle on your bank balance, refine your search by budget, star rating and amenities.
What is there to do near my villa in Kissimmee?
You’ll find plenty of superb things to fill your days in Kissimmee. Drop by big attractions like Fun Spot America, Medieval Times and Capone’s Dinner Show. Skate Reflections, AMF Bowling Centre and Wizardz Magic Theatre are also visited by many.