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Featured Villas in Kissimmee

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
10.0 out of 10, Exceptional, (4)
"Great property, comfortable beds, kitchen equipped with everything you need, washer and dryer, dinning table for 10 people, every room with tv, terrace tv, bathroom and small pool but very pleasant. No rooms on first floor. 3 rooms on second floor and 2 rooms on third floor. I will stay again."
Large Margaritaville Villa w/ Private Pool + View

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5.0 star property
10.0 out of 10, Exceptional, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

AH6 Gs7760 in Kissimmee

2.0 star property
AH6 Gs7760 in Kissimmee

Free Resort Access 4 Bedroom Near Disney with Themed Rooms

5.0 star property
9.2 out of 10, Wonderful, (31)
"Perfect location for 192, All Disney and Universal. 20 mins max. Pool fab, local restaurants and services perfect. Easy slept 2 families. Good facilities throughout the Villa. "
Free Resort Access 4 Bedroom Near Disney with Themed Rooms

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities

Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988

4.5 star property
8.6 out of 10, Excellent, (8)
"Beautiful home sheets alittle dirty But other than that everything was good."
Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988

Shv1189ha - 7 Bedroom Villa In Crystal Cove, Sleeps Up To 16, Just 6 Miles To Disney

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic "
Shv1189ha - 7 Bedroom Villa In Crystal Cove, Sleeps Up To 16, Just 6 Miles To Disney

Luxury 8Bd with Pool @ Sonoma Resort 2639

5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639

2407 Dubai Street

4.0 star property
8.6 out of 10, Excellent, (4)
"The property was very well kept and perfect for families. "
The price is P37,050
P59,507 total
includes taxes & fees
Dec 26 - Dec 27
2407 Dubai Street

Krows Nest

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great stay for family. Roomy and clean with extra play games for young ones. Plenty of things to check out in the area and parks are nearby. Looking forward to staying again!"
Krows Nest

2911 Fable Street

3.5 star property
2911 Fable Street

Champions Gate Oasis: Private Pool & Arcade Fun! 6 Bedroom Villa by RedAwning

3.0 star property
Champions Gate Oasis: Private Pool & Arcade Fun! 6 Bedroom Villa by RedAwning

Magic Villa With Themed Bedrooms and Private Pool

2.0 star property
Magic Villa With Themed Bedrooms and Private Pool

Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

3.0 star property
The price is P15,284
P58,190 total
includes taxes & fees
Jan 16 - Jan 17, 2025
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

1800 Sandy Park Trail

3.5 star property
1800 Sandy Park Trail

Westgate villa

3.0 star property
3.0 out of 10, (2)
"Apparently my "host" did not properly ensure reservation and when managemenr from the hotel called- he did not go out of his way to makw sure i had a room!!! I had to pay for my own separate reservation out of pocket. The management qas understanding and gave me a room upgrade for the same price-NOT through expedia. I was told i also have to call expedia for my refund. As i tried to handle it through the a.i. chat, looks like i will have to call. "
The price is P18,135
P20,583 total
includes taxes & fees
Dec 23 - Dec 24
Westgate villa

The Tropical Oaks Villa - Near Disney

4.0 star property
5.4 out of 10, (3)
"This property is not yet ready for a vacation resort as advertised in your web site. It looks like some one bought a teardown apartment and in the process of renovating them into a resort. Most of the units look like a ghost house. Not even one full building is completely renovated. It is too pre-mature to host such a unit for rentals. Since I came to know of this in the last minute after physically seeing I had no choice but to stay there. I expected that booking packages from Expedia is safe...
The Tropical Oaks Villa - Near Disney

7 Bedroom Villa, Private Pool, Resort Amenities

5.0 star property
9.0 out of 10, Wonderful, (10)
"Amazing!! Booked for 8 days as part of a 2 week family summer holiday. It's outstanding. It's in a great location & beautifully presented. There were only 3 of us but there was more than enough space for 3 families. The communication leading up to the stay & during was faultless, there were a few lights out in the pool area, I messaged in the morning to let the host know & they were there in the afternoon, great service. We took 2 days to relax here before the parks, the pool is a great...
7 Bedroom Villa, Private Pool, Resort Amenities

1520 FD 6BR Luxury Villa Pool Game Room

4.0 star property
10.0 out of 10, Exceptional, (2)
"The house was awesome. It was spacious, comfortable, and well equiped. We had a phenomenal vacation."
1520 FD 6BR Luxury Villa Pool Game Room

412 OC - 5BR Home Bliss Private Pool - Sleeps 12

3.5 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property, and location. Great communication. Would highly recommend."
412 OC - 5BR Home Bliss Private Pool - Sleeps 12
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

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1115)
"The house was great. The hotel & pool were also great. The check in was my only complaint, I went to rentyl desk like I was emailed to do, they sent me to another check in. The guy at that check in had us wait & got another guy to check us in. The guy who checked us in mumbled & acted as though we were bothering him. He did not give us any extra info on hotel or activities. We asked about our complementary rum punch but he said it was over for the day. "
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1401)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
Vacation Village at Parkway

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1616)
"Loved the location and friendly staff!"
The Berkley, Orlando
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 P18,135 and P18,135 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 8.1. 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 2768 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 P18,135 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 Center 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 favorite. 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 kilometers from the downtown area. Another 5-star retreat that has what you need is Waterpark Near Disney - Luxury Townhome. It’s 10 kilometers from the center 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 vacations 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 accommodations 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 Center and Wizardz Magic Theater are also visited by many.