Search Cottages in Kissimmee

  • 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
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Kissimmee cottages

Microwave, stovetop

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (6 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is €162
includes taxes & fees
13 Apr - 14 Apr
Tiny house close to Disney KISSIMMEE
Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is €367
includes taxes & fees
25 Mar - 26 Mar
Serenity - Family & Pet Friendly, Amazing Location
Exterior

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (8 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is €257
includes taxes & fees
6 Apr - 7 Apr
"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 €408
includes taxes & fees
14 Apr - 15 Apr
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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 €251
includes taxes & fees
21 Apr - 22 Apr
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
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 €178
includes taxes & fees
13 Apr - 14 Apr
Perfect Place for a Perfect Vacation
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 €191
includes taxes & fees
29 Mar - 30 Mar
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 €188
includes taxes & fees
21 Apr - 22 Apr
Family-Friendly Cottage Near Orlando’s Top Attractions
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
The price is €489
includes taxes & fees
14 Apr - 15 Apr
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Exterior

Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.

Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Booked for my friends visiting. Perfect location"
United States
Eric Allan G.
Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.
Property grounds

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Kissimmee
The price is €385
includes taxes & fees
13 Apr - 14 Apr
Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Exterior

Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.

Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great location for all things Disney."
United States
Chris B.
The price is €404
includes taxes & fees
13 Apr - 14 Apr
Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior

Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is €451
includes taxes & fees
22 Apr - 23 Apr
Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

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

Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is €403
includes taxes & fees
13 Apr - 14 Apr
Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.

Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
Kissimmee
8.0 out of 10, Very good, (1 review)
"We’ve stayed at Margaritaville at least 4-5 times in different houses and we always have a great time. This house had a great location, as it was close to the gym and pool area. Negatives: on the listing it says there is a king bed, definitely no king bed. The first night was cold and none of the beds had anything other than sheets and when we called and requested additional blankets, we were told it was going to be $10 each blanket! The room did not come with sheets for the pull out couch so...
United States
Chad A.
The price is €404
includes taxes & fees
13 Apr - 14 Apr
Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
Exterior

Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.

Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
Kissimmee
Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
Exterior

Breezy Cottage with Hot Tub near Disney with Margaritaville Resort & Island H2O.

Breezy Cottage with Hot Tub near Disney with Margaritaville Resort & Island H2O.
Kissimmee
The price is €405
includes taxes & fees
13 Apr - 14 Apr
Breezy Cottage with Hot Tub near Disney with Margaritaville Resort & Island H2O.
Exterior

Seaweed Bay Cottage with Hot Tub near Disney and Margaritaville Resort & Island.

Seaweed Bay Cottage with Hot Tub near Disney and Margaritaville Resort & Island.
Kissimmee
The price is €404
includes taxes & fees
13 Apr - 14 Apr
Seaweed Bay Cottage with Hot Tub near Disney and Margaritaville Resort & Island.
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

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

4/10 Poor
"Breakfast was poor, they have roaches in the room "
Betina 4-night trip
Posted 1 hour ago
Ramada by Wyndham Hotel & Water Park

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
20
Accommodation
1056 Cottages
Lowest Price
€162
Highest Price
€559

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between €162 and €559 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 9.4. 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 1056 cottages in Kissimmee. No matter if you're holidaying with the kids or organising 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 cosy 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 traveller favourite. 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 holiday here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 8 kilometres 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 kilometres from the centre 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 travellers' 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