Search Cottages 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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 1053 Cottages in Kissimmee with updated reviews, rates, and availability.

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
8000 Lost Shaker Lane

Jedi cottage 4 miles from Disney! Mins from universal!

9.4 out of 10, Exceptional, (21)
"We loved staying here! "
The price is AED 349
AED 866 total
includes taxes & fees
2 Jun - 3 Jun
Jedi cottage 4 miles from Disney! Mins from universal!

Stunning Lakeview Townhome w/ Private Pool!

4.0 star property
8.8 out of 10, Excellent, (12)
"Great for kids and close to attractions!"
Stunning Lakeview Townhome w/ Private Pool!

5003 Windermere Avenue

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, convenient to all shopping needs. Close to Disney World. Good amenities. Great for families traveling together."
5003 Windermere Avenue

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

Our Retro Mod Pod-Disney & Old Town Minutes Away!

2.0 star property
9.6 out of 10, Exceptional, (7)
"Great location "
Our Retro Mod Pod-Disney & Old Town Minutes Away!

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road

Beautiful, family-friendly cottage just 4 miles from Disney World

9.0 out of 10, Wonderful, (8)
"Perfect for our stay in Orlando/Kissimmee. Close to everything we were attending, quiet, clean, and well supplied with the basics."
The price is AED 312
AED 782 total
includes taxes & fees
29 May - 30 May
Beautiful, family-friendly cottage just 4 miles from Disney World

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (131)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!

Modern Townhome W/private Pool & Free Water Park!

4.0 star property
8.8 out of 10, Excellent, (5)
"This property was excellent and lived up to the expectations in the post! So close to the parks, we came back everyday to cool down by the pool and recharge our batteries."
Modern Townhome W/private Pool & Free Water Park!

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!

4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

9.8 out of 10, Exceptional, (27)
"Everything was super clean and great service "
4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Large family , wonderful beds !! Nice big house tons of bathrooms, would stay again 4 sure "
Large Villa W/private Pool & Game Room! Waterpark

1888 Tropical Palms Circle

3.0 star property
8.0 out of 10, Very Good, (2)
"My family and I had a great weekend stay at this property and the hosts were responsive and helpful. We would stay here again!"
1888 Tropical Palms Circle

8416 Blue Lagoon Dr

3.0 star property
10.0 out of 10, Exceptional, (1)
8416 Blue Lagoon Dr

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
9.6 out of 10, Exceptional, (4)
"Fantastic location and great home!!"
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

3148 Caribbean Soul Drive

3.0 star property
3148 Caribbean Soul Drive

Bright and Cheerful Home Sleeps 9! 15 Minutes to Disney

10.0 out of 10, Exceptional, (3)
"the house was great to stay and fit r needs. "
Bright and Cheerful Home Sleeps 9! 15 Minutes to 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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between AED 312 and AED 349 per night for cottages in Kissimmee. No matter your budget, a fantastic stay is only a few clicks 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 cottages in Kissimmee?
Pick from multiple cottages in Kissimmee that have a total average guest review rating of 9.6. 1702vp is a wonderful place to rest and recharge between adventures. This 3.5-star cottage also has a swimming pool and WiFi. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another leading option with travelers visiting this area. It has a 4-star rating and amenities including a swimming pool and WiFi.
How many cottages are there in Kissimmee?
Choose from 1053 cottages in Kissimmee. No matter if you’re vacationing with the kids or organizing a weekend break with your buddies, Expedia will help you find the right place to escape the hustle and bustle.