Photo by Visit Orlando

Search Villas in Kissimmee

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Kissimmee villas

Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is NZ$511
includes taxes & fees
7 Jan - 8 Jan 2026
Modern 3 Bed Villa, Newly Renovated, Prime Location
Villa (4 Bedrooms) | Interior
Spacious 4BR Family Townhouseprivate Pool & BBQ

Villa in Bellavida

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.0 star property
The price is NZ$556
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious 4BR Family Townhouseprivate Pool & BBQ
Interior
Lake Berkley Villas Swanky

Villa in Lake Berkley

Lake Berkley Villas Swanky
4.0 star property
The price is NZ$677
includes taxes & fees
1 Jan - 2 Jan 2026
Lake Berkley Villas Swanky
Villa, Multiple Bedrooms | Exterior
Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa

Villa in Kissimmee

Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa
3.0 star property
Rear Views, Spa, Games Room, Pet Friendly, Resort Amenities 8 Bedroom Villa
Villa
Brand new Home With Harry Potter and Mickey Themed Bedrooms

Villa in Kissimmee

Brand new Home With Harry Potter and Mickey Themed Bedrooms
2.0 star property
The price is NZ$795
includes taxes & fees
12 Jan - 13 Jan 2026
Brand new Home With Harry Potter and Mickey Themed Bedrooms
Exterior
Family 5BR w/ Pool & Grill Near Disney Magic

Villa in Kissimmee

Family 5BR w/ Pool & Grill Near Disney Magic
2.0 star property
The price is NZ$1,019
includes taxes & fees
12 Jan - 13 Jan 2026
Family 5BR w/ Pool & Grill Near Disney Magic
Exterior
Fully-Equipped Villa Next to Disney!

Villa in Kissimmee

Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (75)
"It was clean and centrally located to the disney parks "
United States
Angela S.
Fully-Equipped Villa Next to Disney!
Exterior
Stunning Retreat Townhouse 10 mins to Disney with Pool

Villa in Campbell

Stunning Retreat Townhouse 10 mins to Disney with Pool
2.0 star property
Stunning Retreat Townhouse 10 mins to Disney with Pool
Villa
Gorgeous Themed Home for Family fun

Villa in Kissimmee

Gorgeous Themed Home for Family fun
2.0 star property
Gorgeous Themed Home for Family fun
A heated pool
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Villa in Trafalgar Village

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
8.8 out of 10, Excellent, (9)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is NZ$862
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior
4875 Resort Townhouse by Disney World Orlando

Villa in Kissimmee

4875 Resort Townhouse by Disney World Orlando
4875 Resort Townhouse by Disney World Orlando
Villa (3 Bedrooms) | Interior
Upstay Modern 3BR Townhome With Pool Near Disney

Villa in Kissimmee

Upstay Modern 3BR Townhome With Pool Near Disney
3.0 star property
Upstay Modern 3BR Townhome With Pool Near Disney
A heated pool
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667

Villa in Orlando

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
2.0 star property
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #65667
Villa, 6 Bedrooms | Exterior
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa

Villa in Kissimmee

Sunset Games Retreat At Reunion Resort 6 Bedroom Villa
3.0 star property
The price is NZ$1,629
includes taxes & fees
27 Jan - 28 Jan 2026
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa
Exterior
Kid-Friendly, themed vacation home close to Disney/Universal

Villa in Kissimmee

Kid-Friendly, themed vacation home close to Disney/Universal
10.0 out of 10, Exceptional, (5)
"Quiet, clean, and had everything we needed for our week in Orlando. Close to Disney and shops made our week easy, enjoyable, hassle free."
United States
Brittany S.
The price is NZ$566
includes taxes & fees
12 Jan - 13 Jan 2026
Kid-Friendly, themed vacation home close to Disney/Universal
Outdoor dining
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723

Villa in Orlando

Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723
2.0 star property
The price is NZ$1,015
includes taxes & fees
12 Jan - 13 Jan 2026
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65723
Exterior
Upgraded Game Villa • New Themed Rooms • 3 Miles to Disney

Villa in Windsor Hills

Upgraded Game Villa • New Themed Rooms • 3 Miles to Disney
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an amazing time at this beautiful home. The location was perfect—close to parks, great restaurants, and everything we needed during our trip. The community itself is absolutely ideal for a relaxing stay: peaceful, safe, and truly welcoming.Our kids were obsessed with the themed bedrooms and spent hours enjoying the incredible game room. It made the trip extra special for themWe couldn’t have asked for a better place to stay and will definitely be returning. Highly, highly recommend!"
United States
Joshua H.
The price is NZ$1,189
includes taxes & fees
5 Jan - 6 Jan 2026
Upgraded Game Villa • New Themed Rooms • 3 Miles to Disney
Exterior
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Villa in Kissimmee

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
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.
The price is NZ$893
includes taxes & fees
21 Jan - 22 Jan 2026
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Outdoor dining
Heated Pool • Hot Tub • 8BR Villa

Villa in Kissimmee

Heated Pool • Hot Tub • 8BR Villa
2.0 star property
Heated Pool • Hot Tub • 8BR Villa
Outdoor pool, a heated pool
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Villa in Kissimmee

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
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.
The price is NZ$864
includes taxes & fees
12 Jan - 13 Jan 2026
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
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.
View all properties
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

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent
"Great place. Hotel is super clean. Staff are super helpful. 100% recommended."
David 2-night trip
Posted 1 day ago
Palazzo Lakeside Hotel

Find out more about Kissimmee

Kissimmee Villas information

Number of reviews
91
Accommodation
5769 Villas
Lowest Price
NZ$566
Highest Price
NZ$1,629

Frequently asked questions

How much do villas in Kissimmee cost?
Expect to pay between NZ$566 and NZ$1,629 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.
How many villas are there in Kissimmee?
There are 5769 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 NZ$566 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 Centre and History Museum and Kissimmee Lakefront Park are favourites. 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 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 travellers' 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.

Explore a world of travel with Expedia