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Villas in Kissimmee

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Kissimmee villas

Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
$258 nightly
The price is $271
Dec 14 - Dec 15
Total with taxes and fees
Modern 3 Bed Villa, Newly Renovated, Prime Location
Villa, 3 Bedrooms | Aerial view
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Kissimmee
$443 nightly
The price is $503
Dec 14 - Dec 15
Total with taxes and fees
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Villa (3 Bedrooms) | Interior
Family Retreat at Terra Verde Resort Near Disney

Family Retreat at Terra Verde Resort Near Disney

Family Retreat at Terra Verde Resort Near Disney
3.0 star property
Kissimmee
$234 nightly
The price is $266
Jan 8 - Jan 9, 2026
Total with taxes and fees
Family Retreat at Terra Verde Resort Near Disney
Villa | 4 bedrooms
Brand new Home With Harry Potter and Mickey Themed Bedrooms

Brand new Home With Harry Potter and Mickey Themed Bedrooms

Brand new Home With Harry Potter and Mickey Themed Bedrooms
2.0 star property
Kissimmee
$409 nightly
The price is $464
Dec 15 - Dec 16
Total with taxes and fees
Brand new Home With Harry Potter and Mickey Themed Bedrooms
Exterior
4Bed Villa Close to Disney | Private Pool and Club House

4Bed Villa Close to Disney | Private Pool and Club House

4Bed Villa Close to Disney | Private Pool and Club House
2.0 star property
Kissimmee
4Bed Villa Close to Disney | Private Pool and Club House
A heated pool
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
2.0 star property
Orlando
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
Exterior
Kid-Friendly, themed vacation home close to Disney/Universal

Kid-Friendly, themed vacation home close to Disney/Universal

Kid-Friendly, themed vacation home close to Disney/Universal
Kissimmee
10.0 out of 10, Exceptional, (4)
"Perfect place to stay very clean had everything we needed. "
United States
Marlo S.
$319 nightly
The price is $357
Dec 13 - Dec 14
Total with taxes and fees
Kid-Friendly, themed vacation home close to Disney/Universal
A heated pool
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

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

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (9)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
$438 nightly
The price is $490
Jan 6 - Jan 7, 2026
Total with taxes and fees
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Outdoor dining
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723

Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723

Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723
2.0 star property
Orlando
$1,245 nightly
The price is $1,392
Dec 23 - Dec 24
Total with taxes and fees
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723
Exterior
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Kissimmee
10.0 out of 10, Exceptional, (1)
"It was amazingly themed and the host kept up the theme in her communication. We only stayed one night and it was a great time. "
United States
Alyssa J.
$428 nightly
The price is $481
Dec 15 - Dec 16
Total with taxes and fees
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Outdoor pool, a heated pool
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Kissimmee
10.0 out of 10, Exceptional, (2)
"The house fit the 7 of us so well. Lots of room that’s for sure! House was in great shape. Pictures are very accurate. Pool area was nice as well we enjoyed our stay "
Canada
Christine L.
$605 nightly
The price is $676
Dec 21 - Dec 22
Total with taxes and fees
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Villa, Multiple Bedrooms | Exterior
Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa

Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa

Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa
3.0 star property
Kissimmee
$780 nightly
The price is $885
Dec 14 - Dec 15
Total with taxes and fees
Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa
Interior
Upstay: Modern Solara Retreat w/ Pool & Games Room

Upstay: Modern Solara Retreat w/ Pool & Games Room

Upstay: Modern Solara Retreat w/ Pool & Games Room
3.0 star property
Kissimmee
$322 nightly
The price is $365
Dec 15 - Dec 16
Total with taxes and fees
Upstay: Modern Solara Retreat w/ Pool & Games Room
Villa | 4 bedrooms
Gorgeous Themed Home for Family fun

Gorgeous Themed Home for Family fun

Gorgeous Themed Home for Family fun
2.0 star property
Kissimmee
$409 nightly
The price is $464
Dec 15 - Dec 16
Total with taxes and fees
Gorgeous Themed Home for Family fun
Outdoor dining
Heated Pool • Hot Tub • 8BR Villa

Heated Pool • Hot Tub • 8BR Villa

Heated Pool • Hot Tub • 8BR Villa
2.0 star property
Kissimmee
$895 nightly
The price is $1,000
Dec 21 - Dec 22
Total with taxes and fees
Heated Pool • Hot Tub • 8BR Villa
Exterior
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
Windsor Hills
10.0 out of 10, Exceptional, (22)
"Loved this place clean and welcoming"
United States
Marlene K.
$436 nightly
The price is $474
Dec 22 - Dec 23
Total with taxes and fees
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
Exterior
Mickey's Backyard Themed 6BR with Pool

Mickey's Backyard Themed 6BR with Pool

Mickey's Backyard Themed 6BR with Pool
2.5 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."
United Kingdom
Kris S.
$469 nightly
The price is $527
Dec 13 - Dec 14
Total with taxes and fees
Mickey's Backyard Themed 6BR with Pool
Exterior
Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa
Trafalgar Village
9.0 out of 10, Wonderful, (2)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
$385 nightly
The price is $431
Dec 15 - Dec 16
Total with taxes and fees
Resort Villa with Private Pool & Spa
Exterior
8BR Lakeview Disney Villa • Pool, Spa, Theater & Game Room • Sleeps 17

8BR Lakeview Disney Villa • Pool, Spa, Theater & Game Room • Sleeps 17

8BR Lakeview Disney Villa • Pool, Spa, Theater & Game Room • Sleeps 17
2.0 star property
Kissimmee
$924 nightly
The price is $1,034
Dec 30 - Dec 31
Total with taxes and fees
8BR Lakeview Disney Villa • Pool, Spa, Theater & Game Room • Sleeps 17
Exterior
Single Level 5 Bedrm/Pool/SPA/3Miles Disney

Single Level 5 Bedrm/Pool/SPA/3Miles Disney

Single Level 5 Bedrm/Pool/SPA/3Miles Disney
Kissimmee
10.0 out of 10, Exceptional, (3)
"This house worked out really well for our disney trip. The layout was great for young kids. The kids really the themed rooms, pool and games!"
United States
Kari S.
$500 nightly
The price is $545
Dec 14 - Dec 15
Total with taxes and fees
Single Level 5 Bedrm/Pool/SPA/3Miles Disney
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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Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Great hotel and amzing amenities. Louis was great "
guilherme 1-night trip
Posted 1 day ago
Kompose Boutique Resort at Theme Parks

Price trends for Villas in Kissimmee

Less expensive
More expensive
This month
Next month
September
December
$313
$264
Month
Price
January
$264
February
$280
March
$256
April
$291
May
$311
June
$276
July
$299
August
$264
September
$203
October
$211
November
$227
December
$313
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Villas in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
44
Accommodation
5770 Villas
Lowest Price
$357
Highest Price
$1,392

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between $357 and $1,392 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 9.7. 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 favorite option. It has a 4-star rating and amenities including a swimming pool and complimentary use of a nearby fitness center.
How many villas are there in Kissimmee?
There are 5770 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 $357 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 Center and History Museum and Kissimmee Lakefront Park are favorites. 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 travelers 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 4 miles from Kissimmee's center, include a swimming pool and a private entrance. Family Vacation 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 6 miles 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 travelers' 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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