Search Cottages 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

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Browse Select Kissimmee Cottages

House (6 Bedrooms) | Interior
411 Wanderlust Heaven 5bed/pool
411 Wanderlust Heaven 5bed/pool
3.0 star property
The price is Rp2.382.856
Rp9.362.829 total
includes taxes & fees
21 Oct - 22 Oct
411 Wanderlust Heaven 5bed/pool
House, 6 Bedrooms | Exterior
Wellerden at Reunion Resort!by Shine Villas
Wellerden at Reunion Resort!by Shine Villas
3.5 star property
The price is Rp3.073.463
Rp10.710.116 total
includes taxes & fees
2 Nov - 3 Nov
Wellerden at Reunion Resort!by Shine Villas
House (4 Bedrooms) | Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is Rp2.122.368
Rp7.016.416 total
includes taxes & fees
19 Oct - 20 Oct
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
House (4 Bedrooms) | Interior
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
3.0 star property
The price is Rp2.686.122
Rp7.185.708 total
includes taxes & fees
19 Oct - 20 Oct
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
House (6 Bedrooms) | Interior
Pool & Lazy River: Windsor House 9 Mi to Disney!
Pool & Lazy River: Windsor House 9 Mi to Disney!
3.0 star property
The price is Rp3.365.943
Rp9.839.331 total
includes taxes & fees
21 Oct - 22 Oct
Pool & Lazy River: Windsor House 9 Mi to Disney!
Interior
5180 Spectacular 5bd4ba- Private Pool&spa
5180 Spectacular 5bd4ba- Private Pool&spa
3.0 star property
The price is Rp1.637.101
Rp6.527.866 total
includes taxes & fees
22 Oct - 23 Oct
5180 Spectacular 5bd4ba- Private Pool&spa
House (4 Bedrooms) | Interior
Southern Dunes Family Retreat: Hot Tub & Game Room
Southern Dunes Family Retreat: Hot Tub & Game Room
3.0 star property
The price is Rp1.907.850
Rp6.040.419 total
includes taxes & fees
29 Oct - 30 Oct
Southern Dunes Family Retreat: Hot Tub & Game Room
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

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

10/10 Excellent
"Amazing"
Michael 6-night trip
Posted 1 day ago
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
Accommodation
754 Cottages
Lowest Price
Rp6.040.419
Highest Price
Rp10.710.116

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between Rp6.040.419 and Rp10.710.116 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 with a total average guest review rating of 0.0. 1702vp is a great place to relax and recharge between adventures. This 3.5-star cottage also features a swimming pool and WiFi. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another leading pick with visitors to this area. It has a 4-star rating and amenities including a swimming pool and clothes washing facilities.
How many cottages are there in Kissimmee?
Choose from 754 cottages in Kissimmee. No matter if you're holidaying with the kids or organising a weekend break with your buddies, Expedia will help you find the right place to escape the hustle and bustle.
Are there any family-friendly cottages in Kissimmee?
Get cosy at 4720shd Ultimate New 6 Bedroom Storey Lake Home, a 4-star cottage not far from town. Amenities here include WiFi and clothes washing facilities. Another family-friendly pick where you can swap the concrete jungle for wide open spaces is Stunning Lakeview Townhome With Private Pool. A playground and a lazy river help make this 4-star cottage a traveller favourite. Once you've checked in and dropped off your luggage, there are lots of family-friendly attractions to see in and around Kissimmee. Discovery Cove and Aquatica guarantee fun for young and old.
Are there any 5-star cottages in Kissimmee?
Kissimmee does not have any 5-star cottages — but you and your crew can still holiday here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 8 kilometers from the downtown area, this 4-star retreat features beauty services and a swimming pool. Stunning Lakeview Townhome With Private Pool is another excellent 4-star choice just 8 kilometers from the centre of Kissimmee. It provides a relaxed vibe close to nature on top of amenities like a swimming pool and a lanai.
Why book your cottage in Kissimmee with Expedia?
Expedia has some great cottages in Kissimmee, so start planning for a memorable stay on nature's doorstep. If you have a certain budget, select how much you're willing to spend and the star rating of your property. Or, make your way to the filters to search for cottages with a pool or a kitchen. We'll help you find a suitable place whatever your getaway looks like.
How can I find cheap cottages in Kissimmee?
The easiest way to compare cheap cottages in Kissimmee is with Expedia's user-friendly filter tool. Narrow your search by amenities, budget and star rating to grab excellent rates in just a few clicks.
What is there to do in Kissimmee near my cottage?
Whatever you love to do, Kissimmee has tons of things to capture your imagination. 192 Flea Market, Osceola Square Mall and Lake Cecile are on many travellers' to-do lists. Don't leave without exploring Kissimmee Golf Club, Old Town and Silver Spurs Arena either. With Expedia's hotel deals in Kissimmee, you can discover even more neat attractions like these with the money you save.

Explore a world of travel with Expedia