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Cottages in Kissimmee

2 bedrooms, iron/ironing board, WiFi, bed sheets
Tiny house close to Disney KISSIMMEE
Tiny house close to Disney KISSIMMEE
2.0 star property
$141 nightly
The price is $157
Oct 20 - Oct 21
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
Exterior
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (6 Bedrooms) | Interior
411 Wanderlust Heaven 5bed/pool
411 Wanderlust Heaven 5bed/pool
3.0 star property
$490 nightly
The price is $556
Oct 21 - Oct 22
Total with taxes and fees
411 Wanderlust Heaven 5bed/pool
Exterior
Jedi cottage 4 miles from Disney! Mins from universal!
Jedi cottage 4 miles from Disney! Mins from universal!
9.4 out of 10, Exceptional, (23)
"We loved staying here! "
$195 nightly
The price is $218
Oct 16 - Oct 17
Total with taxes and fees
Jedi cottage 4 miles from Disney! Mins from universal!
Exterior
Charming cottage 10 mins to Disney, Pool, Mini Golf, Fitness room and more!
Charming cottage 10 mins to Disney, Pool, Mini Golf, Fitness room and more!
$199 nightly
The price is $223
Oct 19 - Oct 20
Total with taxes and fees
Charming cottage 10 mins to Disney, Pool, Mini Golf, Fitness room and more!
Property grounds
Hidden Lake View Cottage 5 miles from Disney!
Hidden Lake View Cottage 5 miles from Disney!
9.0 out of 10, Wonderful, (2)
"Awesome"
$200 nightly
The price is $224
Oct 16 - Oct 17
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
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
$184 nightly
The price is $206
Oct 16 - Oct 17
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Exterior
Charming 1-bedroom cottage in Kissimmee
Charming 1-bedroom cottage in Kissimmee
2.0 star property
$195 nightly
The price is $218
Oct 28 - Oct 29
Total with taxes and fees
Charming 1-bedroom cottage in Kissimmee
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
$385 nightly
The price is $433
Oct 16 - Oct 17
Total with taxes and fees
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
Exterior
Disney, Universal and Legoland Getaway
Disney, Universal and Legoland Getaway
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
$195 nightly
The price is $218
Oct 16 - Oct 17
Total with taxes and fees
Disney, Universal and Legoland Getaway
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions
Family-Friendly Cottage Near Orlando’s Top Attractions
$183 nightly
The price is $205
Oct 21 - Oct 22
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
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
$526 nightly
The price is $593
Oct 16 - Oct 17
Total with taxes and fees
Pool & Lazy River: Windsor House 9 Mi to Disney!
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
10.0 out of 10, Exceptional, (2)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
$214 nightly
The price is $240
Oct 20 - Oct 21
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
House (4 Bedrooms) | Interior
161 - 4 bed Gem at Terraverde Resort
161 - 4 bed Gem at Terraverde Resort
3.0 star property
$285 nightly
The price is $324
Oct 24 - Oct 25
Total with taxes and fees
161 - 4 bed Gem at Terraverde Resort
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
$376 nightly
The price is $423
Oct 16 - Oct 17
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Terrace/patio
Cozy Tropical Cottage - 4 mi to Disney
Cozy Tropical Cottage - 4 mi to Disney
$252 nightly
The price is $282
Nov 1 - Nov 2
Total with taxes and fees
Cozy Tropical Cottage - 4 mi to Disney
Exterior
Perfect Place for a Perfect Vacation
Perfect Place for a Perfect Vacation
3.0 star property
10.0 out of 10, Exceptional, (1)
$187 nightly
The price is $209
Oct 21 - Oct 22
Total with taxes and fees
Perfect Place for a Perfect Vacation
House, 6 Bedrooms | Exterior
Wellerden at Reunion Resort!by Shine Villas
Wellerden at Reunion Resort!by Shine Villas
3.5 star property
$571 nightly
The price is $648
Nov 2 - Nov 3
Total with taxes and fees
Wellerden at Reunion Resort!by Shine Villas
Exterior
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Charming 2-bedroom Country Cottage in Kissimmee with private parking
10.0 out of 10, Exceptional, (3)
"great experience. very clean and in a good area"
$120 nightly
The price is $133
Nov 3 - Nov 4
Total with taxes and fees
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Children's area
Charming 2-bedroom cottage in Kissimmee
Charming 2-bedroom 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. "
$207 nightly
The price is $232
Nov 13 - Nov 14
Total with taxes and fees
Charming 2-bedroom cottage in Kissimmee
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Nice place, clean rooms. Very family oriented. "
Shelly 1-night trip
Posted 2 days ago
Holiday Inn Resort Kissimmee by the Parks by IHG

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
37
Accommodation
1054 Cottages
Lowest Price
$133
Highest Price
$648

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between $133 and $648 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 9.7. 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.

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