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Cottages in Kissimmee

Children's area
Charming 2-bedroom cottage in Kissimmee

Cottage in Kissimmee

2.0 star property
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.
$195 nightly
The price is $219
Dec 15 - Dec 16
Total with taxes and fees
Charming 2-bedroom cottage in Kissimmee
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Cottage in Kissimmee

2.0 star property
9.0 out of 10, Wonderful, (2)
"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.
$155 nightly
The price is $173
Jan 5 - Jan 6, 2026
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Cottage in Kissimmee

9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
$200 nightly
The price is $224
Dec 8 - Dec 9
Total with taxes and fees
Hidden Lake View Cottage 5 miles from Disney!
Property grounds
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Cottage in Kissimmee

$192 nightly
The price is $215
Dec 8 - Dec 9
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
House (4 Bedrooms) | Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Cottage in Indian Ridge

3.0 star property
$419 nightly
The price is $472
Dec 9 - Dec 10
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior
Perfect Place for a Perfect Vacation

Cottage in Kissimmee

3.0 star property
10.0 out of 10, Exceptional, (1)
$173 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
Perfect Place for a Perfect Vacation
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Cottage in Kissimmee

10.0 out of 10, Exceptional, (1)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
$183 nightly
The price is $205
Dec 8 - Dec 9
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
Private kitchen
Cozy Lake Cottage - 4 miles to Disney

Cottage in Kissimmee

$251 nightly
The price is $281
Dec 20 - Dec 21
Total with taxes and fees
Cozy Lake Cottage - 4 miles to Disney
Terrace/patio
Cozy Tropical Cottage - 4 mi to Disney

Cottage in Kissimmee

$255 nightly
The price is $285
Dec 8 - Dec 9
Total with taxes and fees
Cozy Tropical Cottage - 4 mi to Disney
Exterior
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Cottage in 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.
$257 nightly
The price is $287
Dec 10 - Dec 11
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior
Disney, Universal and Legoland Getaway

Cottage in Kissimmee

9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
$221 nightly
The price is $247
Dec 8 - Dec 9
Total with taxes and fees
Disney, Universal and Legoland Getaway
Exterior
Charming 1-bedroom cottage in Kissimmee

Cottage in Kissimmee

$183 nightly
The price is $205
Dec 18 - Dec 19
Total with taxes and fees
Charming 1-bedroom cottage in Kissimmee
Property grounds
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Cottage in Kissimmee

$480 nightly
The price is $537
Dec 14 - Dec 15
Total with taxes and fees
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.

Cottage in Kissimmee

2.0 star property
$474 nightly
The price is $531
Dec 14 - Dec 15
Total with taxes and fees
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
Exterior
Lush Garden Oasis Cottage near Disney with Margaritaville Resort and Island H2O.

Cottage in Kissmmmee

2.0 star property
$463 nightly
The price is $520
Dec 14 - Dec 15
Total with taxes and fees
Lush Garden Oasis Cottage near Disney with Margaritaville Resort and Island H2O.
Exterior
Paradise Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Cottage in Kissimmee

$422 nightly
The price is $472
Dec 14 - Dec 15
Total with taxes and fees
Paradise Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior
Lovely Cottage 3 miles from Disney w/ Hot Tub and Margaritaville Resort &.

Cottage in Kissimmee

$422 nightly
The price is $472
Dec 14 - Dec 15
Total with taxes and fees
Lovely Cottage 3 miles from Disney w/ Hot Tub and Margaritaville Resort &.
Exterior
A Parrot's Live for Me Cottage with Private Pool near Disney with.

Cottage in Kissimmee

2.0 star property
$664 nightly
The price is $745
Dec 14 - Dec 15
Total with taxes and fees
A Parrot's Live for Me Cottage with Private Pool near Disney with.
Exterior
Coral Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Cottage in Kissimmee

$416 nightly
The price is $466
Dec 14 - Dec 15
Total with taxes and fees
Coral Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior
Tropical Paradise Cottage near Disney with Margaritaville Resort & Island H2O.

Cottage in Kissimmee

$416 nightly
The price is $466
Dec 14 - Dec 15
Total with taxes and fees
Tropical Paradise 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.
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Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Breakfest was okay, pool and stuff was great. Rooms were excellent."
Anando 1-night trip
Posted 3 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
15
Accommodation
1053 Cottages
Lowest Price
$173
Highest Price
$745

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between $173 and $745 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 9.6. 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 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.
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.

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