Search Villas in Kissimmee

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Kissimmee and around

Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (432)
"This the best place I’ve stayed at!!! Thank you so much and we made many sweet memories!!! "
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (380)
"Location was great! House was great lots to do, lots of space, clean, absolutely loved it!"
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Outdoor dining

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (132)
"Fantastic stay"
Ultimate Lakeview Villa with Everything!
Amazing Reunion Resort Vacation Villa With Pool
Exterior

Amazing Reunion Resort Vacation Villa With Pool

8.8 out of 10, Excellent, (38)
"Excellent stay, easy drive to all the parks"
Amazing Reunion Resort Vacation Villa With Pool
Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (239)
"Check in was easy, David and the team did a great Job. House was very nice, plenty of things to do. Will be staying here again on our next trip"
Modern Luxury Villa with Everything
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Exterior

Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf

9.2 out of 10, Wonderful, (241)
"This was a great stay. Would come back."
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (35)
"Great place! Weve stayed a few times and had a blast!"
Lakeview Luxury Villa in Storey Lake
Lakeview Luxury Villa with Everything!
Exterior

Lakeview Luxury Villa with Everything!

9.8 out of 10, Exceptional, (34)
"Perfect location and home was beautiful. "
Lakeview Luxury Villa with Everything!
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (100)
"Overall was a great stay. Good location. Close to attractions. Only negative would be pool furniture was poor quality. Beds were very comfortable. "
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (370)
"We’d absolutely stay here again!"
Ultimate Lakeview Villa with Everything!
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
A heated pool

180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.

9.2 out of 10, Wonderful, (5)
The price is €719
includes taxes & fees
17 Aug - 18 Aug
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
Spacious 7-bedroom villa with Resort-style near Disney World
Outdoor pool, a heated pool

Spacious 7-bedroom villa with Resort-style near Disney World

6.0 out of 10, (1)
Spacious 7-bedroom villa with Resort-style near Disney World
Close to Disney and Universal
Property grounds

Close to Disney and Universal

9.8 out of 10, Exceptional, (102)
"Such a great location and beautiful home! Perfect for my sister, her girls and I. Any issues were handled and Corey was an excellent host! Will definitely stay here again!!"
Close to Disney and Universal
Reunion BRAND NEW Fancy Vacation Home
Terrace/patio

Reunion BRAND NEW Fancy Vacation Home

9.4 out of 10, Exceptional, (18)
"Spacious property with excellent facilities, perfect as a base for our Disney holiday "
Reunion BRAND NEW Fancy Vacation Home
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages
Exterior

Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages

9.8 out of 10, Exceptional, (176)
"Property accommodated our family of 10 nicely with plenty of seating in living room for all members to watch TV (NBA finals were on) and pool patio area where everyone could seat and enjoy morning coffee together and talk. Disney was about a 10 minute drive; however, traffic was a nightmare at times."
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages
Swim Up Pool Bar, Movie Theater - 2 miles to Disney World
Exterior

Swim Up Pool Bar, Movie Theater - 2 miles to Disney World

10.0 out of 10, Exceptional, (103)
"Excellent stay and amenities. Pool was great! "
Swim Up Pool Bar, Movie Theater - 2 miles to Disney World
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa
A heated pool

DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa

9.4 out of 10, Exceptional, (21)
"The Home was perfect for us. "
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A heated pool

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

9.6 out of 10, Exceptional, (125)
"Excellent location, clean and spacious! Will definitely stay again!"
The price is €398
includes taxes & fees
24 Aug - 25 Aug
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Villa with Private Pool, Games Room, Free Wifi and Lake View
Outdoor pool, a heated pool

Villa with Private Pool, Games Room, Free Wifi and Lake View

9.8 out of 10, Exceptional, (66)
"Great place "
Villa with Private Pool, Games Room, Free Wifi and Lake View
Lakeview Luxury Villa with Everything!
Pool

Lakeview Luxury Villa with Everything!

9.6 out of 10, Exceptional, (91)
"It was everything we were looking for. We enjoyed our stay!"
Lakeview Luxury Villa with Everything!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Best place for kids! Mine didn’t want to leave. Lots of things to keep kids happy and entertained. A bit pricey for all the extras like $9 to rent the tubes for the lazy river but the price of booking was so low it was acceptable to pay for extras while there. Resort is huge! Our 2 bedroom was as big as a house! Very comfortable, even had own washer and dryer! Best place we’ve stayed ever! "
Scott 2-night trip
Posted 9 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between €398 and €719 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 9.5. 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 5621 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.