A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Kissimmee cottages

House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is SAR 327
SAR 1,365 total
includes taxes & fees
7 Jul - 8 Jul
Oasis Near Disney w Golf View, Family&pet Friendly
TV

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (8 reviews)
"Nice, Cute little place"
United States
Brenda N.
The price is SAR 293
SAR 685 total
includes taxes & fees
7 Jul - 8 Jul
Tiny house close to Disney KISSIMMEE
Smart TV, books, stereo

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is SAR 304
SAR 719 total
includes taxes & fees
7 Jul - 8 Jul
Perfect Place for a Perfect Vacation
Exterior

Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is SAR 319
SAR 778 total
includes taxes & fees
7 Jul - 8 Jul
Newly Remodeled Tiny Home 20 minutes from Disney!~
House (3 Bedrooms) | Interior

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is SAR 407
SAR 1,097 total
includes taxes & fees
3 Aug - 4 Aug
Upstay: Bright Family-friendly Retreat With Patio
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
The price is SAR 348
SAR 822 total
includes taxes & fees
12 Jul - 13 Jul
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Smart TV, books

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"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.
The price is SAR 360
SAR 790 total
includes taxes & fees
14 Jul - 15 Jul
Family-Friendly Cottage Near Orlando’s Top Attractions
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 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is SAR 367
SAR 1,172 total
includes taxes & fees
13 Jul - 14 Jul
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is SAR 522
SAR 1,243 total
includes taxes & fees
26 Jul - 27 Jul
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
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
The price is SAR 541
SAR 1,787 total
includes taxes & fees
10 Jul - 11 Jul
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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
Kissimmee
The price is SAR 993
SAR 3,583 total
includes taxes & fees
22 Jul - 23 Jul
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (5 Bedrooms) | Interior

Upstay - Resort Home w Cinema, Pool & Lake View

Upstay - Resort Home w Cinema, Pool & Lake View
3.0 star property
Kissimmee
Upstay - Resort Home w Cinema, Pool & Lake View
House (4 Bedrooms) | Interior

9 Mi to Disney: Home w/ Pool Table & Water Views!

9 Mi to Disney: Home w/ Pool Table & Water Views!
3.0 star property
Lake Berkley
9 Mi to Disney: Home w/ Pool Table & Water Views!
House (5 Bedrooms) | Interior

5 Mi to Walt Disney World! Gem w/ Resort Perks

5 Mi to Walt Disney World! Gem w/ Resort Perks
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4 reviews)
"Property manager was amazing 👏. She responded quickly, even after hours."
United States
Lameka
The price is SAR 548
SAR 2,030 total
includes taxes & fees
14 Jul - 15 Jul
5 Mi to Walt Disney World! Gem w/ Resort Perks
House (4 Bedrooms) | Interior

8 Mi to Disney World: Home w/ Lanai + Game Room!

8 Mi to Disney World: Home w/ Lanai + Game Room!
3.0 star property
Eagle Pointe South
The price is SAR 563
SAR 1,604 total
includes taxes & fees
17 Jul - 18 Jul
8 Mi to Disney World: Home w/ Lanai + Game Room!
House, 6 Bedrooms | Exterior

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
The price is SAR 998
SAR 2,767 total
includes taxes & fees
6 Aug - 7 Aug
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
House (6 Bedrooms) | Interior

Family-friendly Villa w Pool, Hot Tub & Game Room

Family-friendly Villa w Pool, Hot Tub & Game Room
3.0 star property
Kissimmee
The price is SAR 1,190
SAR 2,540 total
includes taxes & fees
9 Jul - 10 Jul
Family-friendly Villa w Pool, Hot Tub & Game Room
Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is SAR 255
SAR 286 total
includes taxes & fees
7 Jul - 8 Jul
Lake Ida Beach Resort
Property grounds

New cottage retreat in St. Cloud with WiFi, AC.

New cottage retreat in St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is SAR 282
SAR 501 total
includes taxes & fees
7 Jul - 8 Jul
New cottage retreat in St. Cloud with WiFi, AC.
House (4 Bedrooms) | Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is SAR 439
SAR 1,287 total
includes taxes & fees
7 Jul - 8 Jul
Family Resort Home w Pool, BBQ & 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.
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Top Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Limpio, cómodo, volveremos!!!"
Luz 2-night trip
Posted less than an hour ago
Vacation Village Orlando, Celebration

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between SAR 286 and SAR 3,583 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 9.1. 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 1230 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 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 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 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.