Search Kissimmee Cottages

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

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Cottages in Kissimmee

Children's area
Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. "
United States
Gail E.
$183 nightly
The price is $204
Nov 16 - Nov 17
Total with taxes and fees
Charming 2-bedroom cottage in Kissimmee
Property grounds
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Kissimmee
$189 nightly
The price is $212
Nov 16 - Nov 17
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!

Kissimmee
9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
$195 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Hidden Lake View Cottage 5 miles from Disney!
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
$180 nightly
The price is $202
Nov 16 - Nov 17
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
$173 nightly
The price is $193
Nov 17 - Nov 18
Total with taxes and fees
Perfect Place for a Perfect Vacation
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

2.0 star property
Kissimmee
8.0 out of 10, Very Good, (1)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
$141 nightly
The price is $157
Dec 7 - Dec 8
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
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
Indian Ridge
$376 nightly
The price is $423
Nov 15 - Nov 16
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Property grounds
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Kissimmee
$233 nightly
The price is $260
Nov 26 - Nov 27
Total with taxes and fees
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Exterior
Charming 1-bedroom cottage in Kissimmee

Charming 1-bedroom cottage in Kissimmee

Kissimmee
$190 nightly
The price is $213
Dec 1 - Dec 2
Total with taxes and fees
Charming 1-bedroom cottage in Kissimmee
House (4 Bedrooms) | Interior
Terra Verde Swanky

Terra Verde Swanky

3.0 star property
Kissimmee
$373 nightly
The price is $423
Nov 30 - Dec 1
Total with taxes and fees
Terra Verde Swanky
Exterior
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Kissimmee
10.0 out of 10, Exceptional, (2)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
$219 nightly
The price is $246
Nov 26 - Nov 27
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior
Charming 2-bedroom Country Cottage in Kissimmee with private parking

Charming 2-bedroom Country Cottage in Kissimmee with private parking

Kissimmee
9.0 out of 10, Wonderful, (4)
"great experience. very clean and in a good area"
United States
Aubrey V.
$120 nightly
The price is $133
Nov 24 - Nov 25
Total with taxes and fees
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Exterior
Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway

Kissimmee
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
$214 nightly
The price is $240
Nov 24 - Nov 25
Total with taxes and fees
Disney, Universal and Legoland Getaway
Exterior
Sail Away! Beautiful Cottage with Private Hot Tub near Disney with.

Sail Away! Beautiful Cottage with Private Hot Tub near Disney with.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Sail Away! Beautiful Cottage with Private Hot Tub near Disney with.
Property grounds
Teenie Bikini Cottage with Private Hot Tub near Disney with Margaritaville.

Teenie Bikini Cottage with Private Hot Tub near Disney with Margaritaville.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Teenie Bikini Cottage with Private Hot Tub near Disney with Margaritaville.
Exterior
Key Lime Cabana Cottage near Disney with Margaritaville Resort & Island H2O.

Key Lime Cabana Cottage near Disney with Margaritaville Resort & Island H2O.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Key Lime Cabana Cottage near Disney with Margaritaville Resort & Island H2O.
Exterior
Sunny Yellow Cottage near Disney with Margaritaville Resort Access & Island H20.

Sunny Yellow Cottage near Disney with Margaritaville Resort Access & Island H20.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Sunny Yellow Cottage near Disney with Margaritaville Resort Access & Island H20.
Property grounds
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Kissimmee
$518 nightly
The price is $580
Dec 14 - Dec 15
Total with taxes and fees
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior
Sunny Yellow Cottage near Disney with Margaritaville Resort & Island H2O Access.

Sunny Yellow Cottage near Disney with Margaritaville Resort & Island H2O Access.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Sunny Yellow Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior
Seashell Shore Cottage near Disney with Margaritaville Resort & Island H2O.

Seashell Shore Cottage near Disney with Margaritaville Resort & Island H2O.

Kissimmee
$423 nightly
The price is $473
Dec 14 - Dec 15
Total with taxes and fees
Seashell Shore Cottage near Disney with Margaritaville Resort & Island H2O.
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
"Awsome"
jonathan 5-night trip
Posted 1 day ago
Palazzo Lakeside Hotel

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
16
Accommodation
1054 Cottages
Lowest Price
$133
Highest Price
$580

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between $133 and $580 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 9.8. 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 1054 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.
Are there any family-friendly cottages in Kissimmee?
Get cozy 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 traveler favorite. 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 vacation here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 5 miles 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 5 miles from the center 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 travelers' 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