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Browse Select Kissimmee Villas

Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (222)
"We had 3 families with 7 teens total staying at this home and there was plenty of room for all. The kids enjoyed the decor, movie room and game room and the outdoor pool area with views was spectacular. The house has everything you need to cook for large parties and the hosts were super responsive and accommodating. Couldn't be happier with our choice."
Lakeview Luxury Villa with Everything
Outdoor pool, a heated pool
New Disney Dream Vacation Villa 7BR/5BA Game Room Private Pool & Free Pool Heat!
10.0 out of 10, Exceptional, (4)
"The house was beautiful. It was only 4 of us but could've fit a football team! The back patio with the heated pool, jacuzzi, lights and TV was so wonderful! There were complimentary drinks and coffee. It was a pure joy! The most impressive thing was the host replied in MINUTES with any questions! A FANTASTIC experience! We never do a VRBO twice, but we are coming back."
New Disney Dream Vacation Villa 7BR/5BA Game Room Private Pool & Free Pool Heat!
A heated pool
Luxury 6 Bedroom 6 bath poolHome 285
10.0 out of 10, Exceptional, (11)
"We enjoyed our visit. Very roomy house for big group. Not heat for hot tub was only disappointing thing"
Luxury 6 Bedroom 6 bath poolHome 285
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Outdoor pool, a heated pool
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
10.0 out of 10, Exceptional, (198)
"This house was perfect for our family and we would not hesitate to return. Its nice when things are as advertised. Great experience. Dale"
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Dining
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
10.0 out of 10, Exceptional, (148)
"Great home with a great location to Disney and Universal. Plenty of space for our family of 9. Great place to get the family together...bath and bedroom for each adult couple and good space inside and out to gather for family meals and pool time. The themed rec room was fun although we didn't get much time to enjoy it. Would recommend and stay there again. Jane was wonderful to communicate with and also made sure there was space in the overflow parking for our RV. 5 stars!"
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
A heated pool
Luxury 6 Bedroom 5 bath pool Home 243
10.0 out of 10, Exceptional, (2)
"My family and I drove up to Orlando to celebrate my daughter’s first birthday at Disney. This property was really pretty, it was so big and everyone felt so comfortable. Everyone had their own room, own bathroom. It was perfect. 30 mins away from Disney. The only thing that was a bit confusing & frustrating at first was the check in process. I don’t remember reading that we had to go to the main gate to get a parking pass for the property and we never received that address until I asked. But...
Luxury 6 Bedroom 5 bath pool Home 243
Exterior
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
10.0 out of 10, Exceptional, (6)
"The property was fantastic and our family had zero complaints. We found our rental unit clean and well taken care of with modern furnishings and appliances. The property owner was communicative and responded to all questions quickly. It really made our vacation special staying at this property, and we will be reserving this location again for our future trips."
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
Exterior
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
10.0 out of 10, Exceptional, (7)
"My family and I really enjoyed staying at Phillip and Ambers property. The neighborhood was beautiful and they thought of everything- there were extra blankets and pillows, soap, games and even ponchos! I’m not sure that the cost for pool heat was worth it as it was still too cold to be tolerable but we made do inside. We thoroughly enjoyed our time and are grateful to our hosts for opening their home!"
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
Pool
Awesome 9BR Villa by Disney w/Pool/Theater/Games
10.0 out of 10, Exceptional, (2)
"First experience with Vrbo but it was amazing from beginning to end!! Great host and great property can’t wait for the next trip!"
Awesome 9BR Villa by Disney w/Pool/Theater/Games
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (287)
"Overall very impressed with this property"
Modern Luxury Villa with Everything
Pool
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (281)
"This house was unbelievable! We had 17people… 5,6,7,8.910,11, and 16…plus their parents and us the grandparents. The house was exceptionally clean and spacious. Had nice beds and baths for everyone and the management was the best we have ever experienced. I would give it 10 stars if I could."
Ultimate Lakeview Villa with Everything!
Pool
Amazing 5 Br/5 Villa with private spa pool 299
9.8 out of 10, Exceptional, (13)
"Property was great and the service from the host was exceptional. We had regrettably forgotten something important in the house and they made arrangements to have it returned via UPS. A+++++"
Amazing 5 Br/5 Villa with private spa pool 299
Property grounds
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (14)
"The entire stay was perfect, from beginning to end! Love the hosts !"
Luxury Orlando Villa with PrivateTheater at pool area
Outdoor pool, a heated pool
Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee
9.8 out of 10, Exceptional, (103)
"The house is exactly as the pictures show which means no surprises. As many have stated, the beds are super comfortable and everyone had a great sleep each night. The location is a quick trip to Disney and there are plenty of conveniences close by. The owners always replied quickly and were extremely accommodating. There was a little issue with the one drier however within 12 hours it was all fixed. Wish I had that kind of service at home. You will not be disappointed with this home. Our other...
Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee
Fridge, microwave, oven, stovetop
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
9.8 out of 10, Exceptional, (83)
"The house is very clean an organized...laundry is a plus...really quite Condo and close to everything. We went to Medieval Dinner Time, just 4 min from the house, really nice experience, and another day just at the pool. Planning to comeback soon!!! Catalina is very friendly and just a text away from you."
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Outdoor pool, a heated pool
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages
9.8 out of 10, Exceptional, (148)
"The amenities were fantastic. The location was central to all of the activities that we wanted to do. We wanted to stay next year, however the time we wanted was already booked. So don’t hesitate, book now!"
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages
Pool
Lakeview Luxury Villa with Everything!
9.8 out of 10, Exceptional, (63)
"We were changed to Ultimate Lakeview Luxury. We were told the games were in better condition. The game room and the space themed bunk beds were awesome!. All of the beds we used were comfortable. The hot tub & pool heated perfectly. The home is stocked well. We all had soap, towels, shampoo, conditioner and body gel. There were plenty of pots and pans. The view was beautiful, however the view on the Lakeview Luxury is better. However, now that I have been at Ultimate Luxury, I would recommend...
Lakeview Luxury Villa with Everything!
Pool
Modern Luxury Villa with Everything
9.6 out of 10, Exceptional, (173)
"After surveying all 8 members of the family who went on vacation (3 separate family groupings), we all agreed that this was the best vacation we have been on and the main source was because of this house! Not only did it provide endless activity between the game room, movie theater and pool but it was also comfortable and relaxing! Our family consisted of two older adults, three adult children in their late thirties, a seven year old and a six year old. All members of the family had areas of the...
Modern Luxury Villa with Everything
Property grounds
PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
9.6 out of 10, Exceptional, (30)
"Just a few minutes from restaurants and shopping and a short 15-20 minute drive from Disney World. Clean and well kept. Felt like a home away from home."
PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
Pool
Ultimate Lakeview Villa with Everything!
9.6 out of 10, Exceptional, (46)
"Everything was as described, communication with host great and accurate. Would stay again definetly."
Ultimate Lakeview Villa with Everything!
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See all available properties in Kissimmee
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.

Other property types in Kissimmee

Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1418)
"Good. Breakfast really good, worth to pay the extra."
The price is £78
per night
8 May - 9 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5834)
"We have stayed the last 3 years. We like that there is a Walmart, a Starbucks, souvenir shop, liquor store and Black Angus steak restaurant within walking distance. Pool is wonderful. Wish we had a newer room like we had in the past. Great hotel to stay at! Free coffee and water always available!!"
The price is £70
per night
5 May - 6 May
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1130)
"Everything was great except for the restaurant inside. If you are running a business in a resort style setting you need to be prepared to actor to large amounts of people and accommodate them in a timely manor. Waiting almost 1.5 hours for a breakfast order is insane. "
The price is £95
per night
8 May - 9 May
Flamingo Waterpark Resort
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.

Kissimmee Villas information

Number of reviews
1,752
Accommodation
5490 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Kissimmee cost?
Villas in Kissimmee cost between and per night. These getaways provide the privacy of your own space at a price that doesn’t break the bank. 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.
What are the best villas in Kissimmee?
Kissimmee has multiple villas with a total average guest review rating of 9.8. 4962 Windermere Ave is a popular option with seasoned Expedia guests. Travellers staying at this 4.5-star property will have use of WiFi and a swimming pool. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is another much-loved stay. This 3.5-star holiday villa comes with a swimming pool and a barbecue grill, among other conveniences.
How many villas are there in Kissimmee?
You can choose from 5490 villas in Kissimmee. No matter if you’re holidaying with the kids or getting away with some friends, Expedia can help you find the best space for your squad.
Are there any family-friendly villas in Kissimmee?
Put your feet up at 4962 Windermere Ave, a 4.5-star option only a quick drive from town. Conveniences here include a playground and a swimming pool. Another family-friendly escape is Water Park Luxury 2bedroom Near Disney. A children’s club and a swimming pool help make this 5-star property a traveller favourite. Once you’ve checked in and dropped off your bags, there are plenty of family-friendly attractions to see around Kissimmee. Aquatica and Discovery Cove are two of our top picks.
Are there any 5-star villas in Kissimmee?
If you’re longing for some luxury on your Kissimmee trip, you’ll find it at 4bedroom Luxury Home, Themed Rooms - 10 Minutes To Disney. This 5-star holiday villa comes with a swimming pool and a private entrance and is around 4 mi from the downtown area. Another 5-star option that will check your boxes is Waterpark Near Disney - Luxury Townhome. It’s 6 mi from central Kissimmee and has a swimming pool and a private entrance.
Why book your holiday villa in Kissimmee with Expedia?
We think that holidays should be hassle-free, so if you’re in search of villas at a nice price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a luxe holiday villa to spoil the ones you love most. Our handy filters make it easy to find a getaway in Kissimmee that meets your needs.
How can I find cheap villas in Kissimmee?
Expedia can help you search for cheap villas in Kissimmee. Simply use our filter tool to choose budget, star rating and amenities to refine your search and find a great place to stay in a matter of clicks.
What is there to do near my holiday villa in Kissimmee?
There are loads of fun things to see and do in Kissimmee. Discover renowned attractions like Discovery Cove, Aquatica and Disney’s Typhoon Lagoon Water Park. Gatorland®, Fun Spot America and Medieval Times are also visitor favourites.

Kissimmee Hotel Reviews
Expedia verified reviews