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

Search Kissimmee Cottage Accommodations

  • 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

In two weeks
24 July - 26 July
In two months
4 Sept - 6 Sept
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 AU$524
includes taxes & fees
12 July - 13 July
Oasis Near Disney w Golf View, Family&pet Friendly
Exterior

Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is AU$305
includes taxes & fees
23 July - 24 July
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 AU$389
includes taxes & fees
13 July - 14 July
Upstay: Bright Family-friendly Retreat With Patio
Exterior

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$309
includes taxes & fees
9 Aug - 10 Aug
Perfect Place for a Perfect Vacation
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 AU$315
includes taxes & fees
22 July - 23 July
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 AU$458
includes taxes & fees
9 Aug - 10 Aug
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Microwave, stovetop

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 AU$272
includes taxes & fees
10 Aug - 11 Aug
Tiny house close to Disney KISSIMMEE
Dining

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 AU$319
includes taxes & fees
12 July - 13 July
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
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 AU$440
includes taxes & fees
9 Aug - 10 Aug
"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
~ 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 AU$1,253
includes taxes & fees
10 Aug - 11 Aug
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (4 Bedrooms) | Interior

Upstay: Crystal Cove Resort Villa w/ Pool & Games

Upstay: Crystal Cove Resort Villa w/ Pool & Games
3.0 star property
Crystal Cove
The price is AU$709
includes taxes & fees
11 July - 12 July
Upstay: Crystal Cove Resort Villa w/ Pool & Games
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 AU$779
includes taxes & fees
14 July - 15 July
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 AU$615
includes taxes & fees
17 July - 18 July
8 Mi to Disney World: Home w/ Lanai + Game Room!
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
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
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 AU$118
includes taxes & fees
21 July - 22 July
Lake Ida Beach Resort
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 AU$474
includes taxes & fees
12 July - 13 July
Family Resort Home w Pool, BBQ & Game Room
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AU$263
includes taxes & fees
16 July - 17 July
Downtown Cottage
House (3 Bedrooms) | Interior

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is AU$580
includes taxes & fees
27 July - 28 July
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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 AU$202
includes taxes & fees
13 July - 14 July
New cottage retreat in St. Cloud with WiFi, AC.
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"El staff, limpieza, ubicación, atención fue excelente, lo recomiendo 100%."
Karla 7-night trip
Posted 7 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
253
Accommodation
1416 Cottages
Lowest Price
AU$118
Highest Price
AU$1,253

Frequently asked questions

How much do cottages in Kissimmee cost?
Prepare to pay between AU$118 and AU$1,253 per night for cottages in Kissimmee. Whatever your budget, an excellent stay is only a click or two away on Expedia. This price was 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.
How many cottages are there in Kissimmee?
Pack your bags and pick from 1416 cottages in Kissimmee. Thinking about a place where you can relax and stay in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.
What is there to do in Kissimmee near my cottage?
Whatever you're into, Kissimmee has loads to keep you occupied. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on most visitors' itineraries. Don't miss Gatorland®, Medieval Times and Fun Spot America either. With Expedia's hotel deals in Kissimmee, you'll be able to see more terrific attractions like these with the cash you save.

Explore a world of travel with Expedia